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Amos Smith

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Chemicals & Drugs

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M Scotece; Amos B Smith; Francisca Lago; V Lopez; J Conde; R Gómez; Juan J Gómez-Reino; Oreste Gualillo
Oleocanthal Inhibits Proliferation and MIP-1α Expression in Human Multiple Myeloma Cells.
Bruno Melillo; Amos B Smith
A Unified Synthetic Strategy to the Cryptocarya Family of Natural Products Exploiting Anion Relay Chemistry (ARC).
Chihui An; Adam T Hoye; Jon A Jurica; Shawn P Walsh; Amos B Smith
Total Synthesis of (+)-Irciniastatin A (a.k.a. Psymberin) and (-)-Irciniastatin B.

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2013: M Scotece; Amos B Smith; Francisca Lago; V Lopez; J Conde; R Gómez; Juan J Gómez-Reino; Oreste Gualillo
Oleocanthal Inhibits Proliferation and MIP-1α Expression in Human Multiple Myeloma Cells.
Current medicinal chemistry 2013;20(19):2467-75.
2013: Bruno Melillo; Amos B Smith
A Unified Synthetic Strategy to the Cryptocarya Family of Natural Products Exploiting Anion Relay Chemistry (ARC).
Organic letters 2013;15(9):2282-5.
2013: Chihui An; Adam T Hoye; Jon A Jurica; Shawn P Walsh; Amos B Smith
Total Synthesis of (+)-Irciniastatin A (a.k.a. Psymberin) and (-)-Irciniastatin B.
The Journal of organic chemistry 2013;78(9):4278-96.
2013: Alex Crowe; Michael J James; Virginia M-Y Lee; Amos B Smith; John Q Trojanowski; Carlo Ballatore; Kurt R Brunden
Aminothienopyridazines and Methylene Blue Affect Tau Fibrillization via Cysteine Oxidation.
The Journal of biological chemistry 2013;288(16):11024-37.
2013: Daniel J Emerson; Ashley Fiamengo; Zhengzheng Liao; John Psonis; Amos B Smith; Keizo Sugasawa; Olena Taratula; Xiaozhao Wang; Brian P Weiser; Roderic G Eckenhoff; Ivan J Dmochowski
Direct modulation of microtubule stability contributes to anthracene general anesthesia.
Journal of the American Chemical Society 2013;135(14):5389-98.
2013: Carlo Ballatore; Donna M Huryn; Amos B Smith
Carboxylic acid (bio)isosteres in drug design.
ChemMedChem 2013;8(3):385-95.
2013: Gregory L Adams; Patrick J Carroll; Amos B Smith
Access to the akuammiline family of alkaloids: total synthesis of (+)-scholarisine A.
Journal of the American Chemical Society 2013;135(1):519-28.
2013: Amos B Smith
Organic Letters: celebrating 15 years.
Organic letters 2013;15(1):1-2.
2012: Luis Sanchez; Amos B Smith
Long-range anion relay chemistry (LR-ARC): a validated ARC tactic.
Organic letters 2012;14(24):6314-7.
2012: Morena Scotece; Amos B Smith; Francisca Lago; Verónica Lopez; Javier Conde; Rodolfo Gómez; Juan J Gómez-Reino; Oreste Gualillo
Further evidence for the anti-inflammatory activity of oleocanthal: inhibition of MIP-1α and IL-6 in J774 macrophages and in ATDC5 chondrocytes.
Life sciences 2012;91(23-24):1229-35.
2012: James H Soper; Shimpei Sugiyama; John Q Trojanowski; Xiaozhao Wang; Katie Herbst-Robinson; Michael J James; Virginia M-Y Lee; Amos B Smith; Carlo Ballatore; Kurt R Brunden
Brain-penetrant tetrahydronaphthalene thromboxane A2-prostanoid (TP) receptor antagonists as prototype therapeutics for Alzheimer's disease.
ACS chemical neuroscience 2012;3(11):928-40.
2012: Carlo Ballatore; Kurt R Brunden; Donna M Huryn; Virginia M-Y Lee; John Q Trojanowski; Amos B Smith
Microtubule stabilizing agents as potential treatment for Alzheimer's disease and related neurodegenerative tauopathies.
Journal of medicinal chemistry 2012;55(21):8979-96.
2012: Chihui An; Adam T Hoye; Amos B Smith
Total synthesis of (-)-irciniastatin B and structural confirmation via chemical conversion to (+)-irciniastatin A (psymberin).
Organic letters 2012;14(17):4350-3.
2012: Alexander Sokolsky; Amos B Smith
Validation of diethoxyphosphonate as an effective agent for charge transfer in Anion Relay Chemistry (ARC).
Organic letters 2012;14(17):4470-3.
2012: Xiaozhao Wang; Ningkun Li; Thomas J Paxton; Amos B Smith
Spirastrellolide B: construction of the C(26)-C(40) northern hemisphere and a related [5,5,7]-bis-spiroketal analogue.
Organic letters 2012;14(15):3998-4001.
2012: Kurt R Brunden; Virginia M-Y Lee; Amos B Smith; Carlo Ballatore; John Q Trojanowski
Brain-penetrant microtubule-stabilizing compounds as potential therapeutic agents for tauopathies.
Biochemical Society transactions 2012;40(4):661-6.
2012: Sandhya Kortagere; Fred C Krebs; Navid Madani; Marie K Mankowski; Julio Martín-García; Apara Oza; Shendra R Passic; Amy Princiotto; Roger G Ptak; Arne Schön; Luz-Jeannette Sierra; Kevin Anthony; Simon Cocklin; Ernesto Freire; David M Jones; Joseph Sodroski; Eric Stavale; Gokul Swaminathan; Xiaozhao Wang; Isaac Zentner; Amos B Smith
Inhibiting early-stage events in HIV-1 replication by small-molecule targeting of the HIV-1 capsid.
Journal of virology 2012;86(16):8472-81.
2012: Carlo Ballatore; Kurt R Brunden; Alex Crowe; Michael James; Virginia M-Y Lee; Kevin Lou; Francesco Piscitelli; Gabrielle Rossidivito; John Q Trojanowski; Yuemang Yao; Amos B Smith
Aminothienopyridazine inhibitors of tau aggregation: evaluation of structure-activity relationship leads to selection of candidates with desirable in vivo properties.
Bioorganic & medicinal chemistry 2012;20(14):4451-61.
2012: Mohannad Abdo; Stephen P Brown; Joel R Courter; Robin M Hochstrasser; Matthew J Tucker; Amos B Smith
Design, synthesis, and photochemical validation of peptide linchpins containing the S,S-tetrazine phototrigger.
Organic letters 2012;14(13):3518-21.
2012: Judith M LaLonde; Navid Madani; John R Mascola; Amy M Princiotto; Arne Schön; Joel R Courter; Ernesto Freire; David M Jones; Toyoharu Kobayashi; Young Do Kwon; Peter D Kwong; Joseph Sodroski; Takahiro Soeta; Alexander W Sun; Xueling Wu; Amos B Smith
Structure-based design, synthesis, and characterization of dual hotspot small-molecule HIV-1 entry inhibitors.
Journal of medicinal chemistry 2012;55(9):4382-96.
2012: Bin Zhang; Carlo Ballatore; Jenna Carroll; Anne-Marie L Hogan; Michiyo Iba; Virginia M-Y Lee; Justin S Potuzak; Amos B Smith; John Q Trojanowski; Sharon X Xie; Yuemang Yao; Kurt R Brunden
The microtubule-stabilizing agent, epothilone D, reduces axonal dysfunction, neurotoxicity, cognitive deficits, and Alzheimer-like pathology in an interventional study with aged tau transgenic mice.
The Journal of neuroscience : the official journal of the Society for Neuroscience 2012;32(11):3601-11.
2012: Amos B Smith; Adam T Hoye; Won-Suk Kim; Dionicio Martinez-Solorio; Rongbiao Tong
Unification of anion relay chemistry with the Takeda and Hiyama cross-coupling reactions: identification of an effective silicon-based transfer agent.
Journal of the American Chemical Society 2012;134(10):4533-6.
2012: Gregory L Adams; Patrick J Carroll; Amos B Smith
Total synthesis of (+)-scholarisine A.
Journal of the American Chemical Society 2012;134(9):4037-40.
2011: Carlo Ballatore; Kurt R Brunden; Longchuan Huang; Donna M Huryn; Michael James; Virginia M-Y Lee; Francesco Piscitelli; James H Soper; John Q Trojanowski; Onur Atasoylu; Amos B Smith
Cyclopentane-1,3-dione: a novel isostere for the carboxylic acid functional group. Application to the design of potent thromboxane (A2) receptor antagonists.
Journal of medicinal chemistry 2011;54(19):6969-83.
2011: Amos B Smith; Keizo Sugasawa; Chia-Ping Huang Yang; Onur Atasoylu; Susan B. Horwitz
Design and synthesis of (+)-discodermolide-paclitaxel hybrids leading to enhanced biological activity.
Journal of medicinal chemistry 2011;54(18):6319-27.
2011: Amos B Smith; Rongbiao Tong; Won-Suk Kim; William A Maio
Anion relay chemistry: access to the type II ARC reaction manifold through a fundamentally different reaction pathway exploiting 1-oxa-2-silacyclopentanes and related congeners.
Angewandte Chemie (International ed. in English) 2011;50(38):8904-7.
2011: Amos B Smith; Karen TenDyke; Onur Atasoylu; Clay S Bennett; Hongsheng Cheng; Junke Liu; Christina A. Risatti; Qunli Xu
Design, synthesis, and biological evaluation of diminutive forms of (+)-spongistatin 1: lessons learned.
Journal of the American Chemical Society 2011;133(35):14042-53.
2011: Qunli Xu; Jeffrey B Sperry; Karen TenDyke; Onur Atasoylu; Kuan-Chun Huang; Bruce A Littlefield; Junke Liu; Joanne Marsh; Kenichi Nomoto; Dayong Qiu; Christina A Risatti; Amos B Smith
In vitro and in vivo anticancer activity of (+)-spongistatin 1.
Anticancer research 2011;31(9):2773-9.
2011: Amos B Smith; Heeoon Han; Won-Suk Kim
Diversity-oriented synthesis of 2,4,6-trisubstituted piperidines via type II anion relay chemistry.
Organic letters 2011;13(13):3328-31.
2011: Ruoli Bai; James C Burnett; Rick Gussio; Murray H G Munro; Tam Luong Nguyen; George R Pettit; Amos B Smith; Onur Atasoylu; Ernest Hamel
Interactions of halichondrin B and eribulin with tubulin.
Journal of chemical information and modeling 2011;51(6):1393-404.
2011: Hillel Haim; Aemro Kassa; Navid Madani; Kathleen McGee; Beatriz Pacheco; Amy Princiotto; Michael S Seaman; Amos B Smith; Bettina Strack; Liping Wang; Joel R Courter; Joseph Sodroski
Contribution of intrinsic reactivity of the HIV-1 envelope glycoproteins to CD4-independent infection and global inhibitor sensitivity.
PLoS pathogens 2011;7(6):e1002101.
2011: Amos B Smith; Won-Suk Kim
Diversity-oriented synthesis leads to an effective class of bifunctional linchpins uniting anion relay chemistry (ARC) with benzyne reactivity.
Proceedings of the National Academy of Sciences of the United States of America 2011;108(17):6787-92.
2011: Syna Kuriakose Gift; Isaac J Zentner; Arne Schön; Karyn McFadden; M Umashankara; Srivats Rajagopal; Mark Contarino; Caitlin Duffy; Joel R Courter; Mei-Yun Zhang; Jonathan M Gershoni; Simon Cocklin; Dimiter S Dimitrov; Amos B Smith; Ernesto Freire; Irwin Chaiken
Conformational and structural features of HIV-1 gp120 underlying the dual receptor antagonism by cross-reactive neutralizing antibody m18.
Biochemistry 2011;50(14):2756-68.
2011: Kurt R Brunden; Yuemang Yao; Justin S Potuzak; Nuria Ibarz Ferrer; Carlo Ballatore; Michael J James; Anne-Marie L Hogan; John Q Trojanowski; Amos B Smith; Virginia M-Y Lee
The characterization of microtubule-stabilizing drugs as possible therapeutic agents for Alzheimer's disease and related tauopathies.
Pharmacological research : the official journal of the Italian Pharmacological Society 2011;63(4):341-51.
2011: Amos B Smith; Adam K Charnley; Ralph Hirschmann
Pyrrolinone-based peptidomimetics. "Let the enzyme or receptor be the judge".
Accounts of chemical research 2011;44(3):180-93.
2011: Arne Schön; Navid Madani; Amos B Smith; Judith M Lalonde; Ernesto Freire
Some binding-related drug properties are dependent on thermodynamic signature.
Chemical biology & drug design 2011;77(3):161-5.
2011: Catherine Peyrot Des Gachons; Kunitoshi Uchida; Bruce Bryant; Asako Shima; Jeffrey B Sperry; Luba Dankulich-Nagrudny; Makoto Tominaga; Amos B Smith; Gary K Beauchamp; Paul A S Breslin
Unusual pungency from extra-virgin olive oil is attributable to restricted spatial expression of the receptor of oleocanthal.
The Journal of neuroscience : the official journal of the Society for Neuroscience 2011;31(3):999-1009.
2011: Suzan K Chao; Juan Lin; Jurriaan Brouwer-Visser; Amos B Smith; Susan B. Horwitz; Hayley M McDaid
Resistance to discodermolide, a microtubule-stabilizing agent and senescence inducer, is 4E-BP1-dependent.
Proceedings of the National Academy of Sciences of the United States of America 2011;108(1):391-6.
2011: Alon Herschhorn; David M Jones; Amos B Smith; Joel R Courter; Andres Finzi; Akihiro Sugawara; Joseph G Sodroski
An inducible cell-cell fusion system with integrated ability to measure the efficiency and specificity of HIV-1 entry inhibitors.
PloS one 2011;6(11):e26731.
2011: Carlo Ballatore; Kurt R Brunden; John Q Trojanowski; V M-Y Lee; Amos B Smith; Donna M Huryn
Modulation of protein-protein interactions as a therapeutic strategy for the treatment of neurodegenerative tauopathies.
Current topics in medicinal chemistry 2011;11(3):317-30.
2011: Judith M Lalonde; Mark A Elban; Joel R Courter; Akihiro Sugawara; Takahiro Soeta; Navid Madani; Amy M Princiotto; Young Do Kwon; Peter D Kwong; Arne Schön; Ernesto Freire; Joseph Sodroski; Amos B Smith
Design, synthesis and biological evaluation of small molecule inhibitors of CD4-gp120 binding based on virtual screening.
Bioorganic & medicinal chemistry 2011;19(1):91-101.
2010: Kurt R Brunden; Bin Zhang; Jenna Carroll; Yuemang Yao; Justin S Potuzak; Anne-Marie L Hogan; Michiyo Iba; Michael J James; Sharon X Xie; Carlo Ballatore; Amos B Smith; Virginia M-Y Lee; John Q Trojanowski
Epothilone D improves microtubule density, axonal integrity, and cognition in a transgenic mouse model of tauopathy.
The Journal of neuroscience : the official journal of the Society for Neuroscience 2010;30(41):13861-6.
2010: Parag P Shah; Tianhua Wang; Rachel L Kaletsky; Michael C Myers; Jeremy E Purvis; Huiyan Jing; Donna M Huryn; Doron C Greenbaum; Amos B Smith; Paul Bates; Scott L Diamond
A small-molecule oxocarbazate inhibitor of human cathepsin L blocks severe acute respiratory syndrome and ebola pseudotype virus infection into human embryonic kidney 293T cells.
Molecular pharmacology 2010;78(2):319-24.
2010: Anna Iacono; Rodolfo Gómez; Jeffrey Sperry; Javier Conde; Giuseppe Bianco; Rosaria Meli; Juan J Gómez-Reino; Amos B Smith; Oreste Gualillo
Effect of oleocanthal and its derivatives on inflammatory response induced by lipopolysaccharide in a murine chondrocyte cell line.
Arthritis and rheumatism 2010;62(6):1675-82.
2010: Kurt R Brunden; Carlo Ballatore; Alex Crowe; Amos B Smith; Virginia M-Y Lee; John Q Trojanowski
Tau-directed drug discovery for Alzheimer's disease and related tauopathies: a focus on tau assembly inhibitors.
Experimental neurology 2010;223(2):304-10.
2010: Carlo Ballatore; Kurt R Brunden; Francesco Piscitelli; Michael J James; Alex Crowe; Yuemang Yao; Edward Hyde; John Q Trojanowski; Virginia M-Y Lee; Amos B Smith
Discovery of brain-penetrant, orally bioavailable aminothienopyridazine inhibitors of tau aggregation.
Journal of medicinal chemistry 2010;53(9):3739-47.
2010: Matthew J Tucker; Joel R Courter; Jianxin Chen; Onur Atasoylu; Amos B Smith; Robin M Hochstrasser
Tetrazine phototriggers: probes for peptide dynamics.
Angewandte Chemie (International ed. in English) 2010;49(21):3612-6.
2010: Zhuqing Liu; Michael C Myers; Parag P Shah; Mary Pat Beavers; Phillip A Benedetti; Scott L Diamond; Amos B Smith; Donna M Huryn
Design, synthesis and biological evaluation of a library of thiocarbazates and their activity as cysteine protease inhibitors.
Combinatorial chemistry & high throughput screening 2010;13(4):337-51.
2010: Amos B Smith; Christina A. Risatti; Onur Atasoylu; Clay S Bennett; Karen TenDyke; Qunli Xu
Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1.
Organic letters 2010;12(8):1792-5.
2010: Onur Atasoylu; George Furst; Christina Risatti; Amos B Smith
The solution structure of (+)-spongistatin 1 in DMSO.
Organic letters 2010;12(8):1788-91.
2010: Amos B Smith; Rongbiao Tong
Benzyl and phenylthiomethyl silanes: a new class of bifunctional linchpins for type II anion relay chemistry (ARC).
Organic letters 2010;12(6):1260-3.
2010: Amos B Smith; Won-Suk Kim; Rongbiao Tong
Uniting anion relay chemistry with Pd-mediated cross coupling: design, synthesis and evaluation of bifunctional aryl and vinyl silane linchpins.
Organic letters 2010;12(3):588-91.
2010: Hyun-Su Lee; Mark Contarino; M Umashankara; Arne Schön; Ernesto Freire; Amos B Smith; Irwin M Chaiken; Lynn S Penn
Use of the quartz crystal microbalance to monitor ligand-induced conformational rearrangements in HIV-1 envelope protein gp120.
Analytical and bioanalytical chemistry 2010;396(3):1143-52.
2010: Francesco Piscitelli; Carlo Ballatore; Amos B Smith
Solid phase synthesis of 2-aminobenzothiazoles.
Bioorganic & medicinal chemistry letters 2010;20(2):644-8.
2010: Justin D Clifton; Edinson Lucumi; Michael C Myers; Andrew Napper; Kotaro Hama; Steven A Farber; Amos B Smith; Donna M Huryn; Scott L Diamond; Michael Pack
Identification of novel inhibitors of dietary lipid absorption using zebrafish.
PloS one 2010;5(8):e12386.
2009: Marina Khrapunovich-Baine; Vilas Menon; Pascal Verdier-Pinard; Amos B Smith; Ruth Hogue Angeletti; András Fiser; Susan B. Horwitz; Hui Xiao
Distinct pose of discodermolide in taxol binding pocket drives a complementary mode of microtubule stabilization.
Biochemistry 2009;48(49):11664-77.
2009: Ralph Hirschmann; K C Nicolaou; Angie R Angeles; Jason S Chen; Amos B Smith
The beta-D-glucose scaffold as a beta-turn mimetic.
Accounts of chemical research 2009;42(10):1511-20.
2009: Jason Pitt; William Roth; Pascale LACOR; Amos B Smith; Matthew Blankenship; Pauline T Velasco; Fernanda G De Felice; Paul Breslin; William L Klein
Alzheimer's-associated Abeta oligomers show altered structure, immunoreactivity and synaptotoxicity with low doses of oleocanthal.
Toxicology and applied pharmacology 2009;240(2):189-97.
2009: Amos B Smith; Shuzhi Dong; Jehrod B Brenneman; Richard J Fox
Total synthesis of (+)-sorangicin A.
Journal of the American Chemical Society 2009;131(34):12109-11.
2009: Aemro Kassa; Navid Madani; Arne Schön; Hillel Haim; Andrés Finzi; Shi-Hua Xiang; Liping Wang; Amy Princiotto; Marie Pancera; Joel Courter; Amos B Smith; Ernesto Freire; Peter D Kwong; Joseph Sodroski
Transitions to and from the CD4-bound conformation are modulated by a single-residue change in the human immunodeficiency virus type 1 gp120 inner domain.
Journal of virology 2009;83(17):8364-78.
2009: Amos B Smith; Megan A Foley; Shuzhi Dong; Alia Orbin
(+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton.
The Journal of organic chemistry 2009;74(16):5987-6001.
2009: Amos B Smith; Zhuqing Liu; Anne-Marie L Hogan; Doralyn S Dalisay; Tadeusz F Molinski
Hemi-phorboxazole a: structure confirmation, analogue design and biological evaluation.
Organic letters 2009;11(16):3766-9.
2009: Alex Crowe; Wenwei Huang; Carlo Ballatore; Ronald L Johnson; Anne-Marie L Hogan; Ruili Huang; Jennifer Wichterman; Joshua McCoy; Donna Huryn; Douglas S Auld; Amos B Smith; James Inglese; John Q Trojanowski; Christopher P Austin; Kurt R Brunden; Virginia M-Y Lee
Identification of aminothienopyridazine inhibitors of tau assembly by quantitative high-throughput screening.
Biochemistry 2009;48(32):7732-45.
2009: Wenkai Li; Jeffrey B Sperry; Alex Crowe; John Q Trojanowski; Amos B Smith; Virginia M-Y Lee
Inhibition of tau fibrillization by oleocanthal via reaction with the amino groups of tau.
Journal of neurochemistry 2009;110(4):1339-51.
2009: Aemro Kassa; Andrés Finzi; Marie Pancera; Joel R Courter; Amos B Smith; Joseph Sodroski
Identification of a human immunodeficiency virus type 1 envelope glycoprotein variant resistant to cold inactivation.
Journal of virology 2009;83(9):4476-88.
2009: Nelmi O Devarie-Baez; Won-Suk Kim; Amos B Smith; Ming Xian
Multicomponent type II anion relay chemistry (ARC): one-pot syntheses of 2,3-disubstituted furans and thiophenes.
Organic letters 2009;11(8):1861-4.
2009: Hillel Haim; Zhihai Si; Navid Madani; Liping Wang; Joel R Courter; Amy Princiotto; Aemro Kassa; Marciella DeGrace; Kathleen McGee-Estrada; Megan Mefford; Dana Gabuzda; Amos B Smith; Joseph Sodroski
Soluble CD4 and CD4-mimetic compounds inhibit HIV-1 infection by induction of a short-lived activated state.
PLoS pathogens 2009;5(4):e1000360.
2009: Amos B Smith; Shuzhi Dong
An efficient, second-generation synthesis of the signature dioxabicyclo[3.2.1]octane core of (+)-sorangicin A and elaboration of the (Z,Z,E)-triene acid system.
Organic letters 2009;11(5):1099-102.
2009: Amos B Smith; Todd Bosanac; Kallol Basu
Evolution of the total synthesis of (-)-okilactomycin exploiting a tandem oxy-cope rearrangement/oxidation, a Petasis-Ferrier union/rearrangement, and ring-closing metathesis.
Journal of the American Chemical Society 2009;131(6):2348-58.
2009: Donna M Huryn; Amos B Smith
The identification, characterization and optimization of small molecule probes of cysteine proteases: experiences of the Penn Center for Molecular Discovery with cathepsin B and cathepsin L.
Current topics in medicinal chemistry 2009;9(13):1206-16.
2008: Carlo Ballatore; Bin Zhang; John Q Trojanowski; Virginia M-Y Lee; Amos B Smith
In situ blood-brain barrier permeability of a C-10 paclitaxel carbamate.
Bioorganic & medicinal chemistry letters 2008;18(23):6119-21.
2008: Navid Madani; Arne Schön; Amy M Princiotto; Judith M Lalonde; Joel R Courter; Takahiro Soeta; Danny Ng; Liping Wang; Evan T Brower; Shi-Hua Xiang; Young Do Kwon; Chih-Chin Huang; Richard Wyatt; Peter D Kwong; Ernesto Freire; Amos B Smith; Joseph Sodroski
Small-molecule CD4 mimics interact with a highly conserved pocket on HIV-1 gp120.
Structure (London, England : 1993) 2008;16(11):1689-701.
2008: Douglas C Beshore; Amos B Smith
The lyconadins: enantioselective total syntheses of (+)-lyconadin A and (-)-lyconadin B.
Journal of the American Chemical Society 2008;130(41):13778-89.
2008: Amos B Smith; Zhuqing Liu
Total synthesis of (-)-aplaminal.
Organic letters 2008;10(19):4363-5.
2008: Amos B Smith; Takashi Tomioka; Christina A. Risatti; Jeffrey B Sperry; Chris Sfouggatakis
Gram-scale synthesis of (+)-spongistatin 1: development of an improved, scalable synthesis of the F-ring subunit, fragment union, and final elaboration.
Organic letters 2008;10(19):4359-62.
2008: Mary Pat Beavers; Michael C Myers; Parag P Shah; Jeremy E Purvis; Scott L Diamond; Barry S Cooperman; Donna M Huryn; Amos B Smith
Molecular docking of cathepsin L inhibitors in the binding site of papain.
Journal of chemical information and modeling 2008;48(7):1464-72.
2008: Parag P Shah; Michael C Myers; Mary Pat Beavers; Jeremy E Purvis; Huiyan Jing; Heather J Grieser; Elizabeth R Sharlow; Andrew D Napper; Donna M Huryn; Barry S Cooperman; Amos B Smith; Scott L Diamond
Kinetic characterization and molecular docking of a novel, potent, and selective slow-binding inhibitor of human cathepsin L.
Molecular pharmacology 2008;74(1):34-41.
2008: Michael C Myers; Parag P Shah; Mary Pat Beavers; Andrew D Napper; Scott L Diamond; Amos B Smith; Donna M Huryn
Design, synthesis, and evaluation of inhibitors of cathepsin L: Exploiting a unique thiocarbazate chemotype.
Bioorganic & medicinal chemistry letters 2008;18(12):3646-51.
2008: Hosahudya Gopi; M Umashankara; Vanessa Pirrone; Judith LaLonde; Navid Madani; Ferit Tuzer; Sabine Baxter; Isaac Zentner; Simon Cocklin; Navneet Jawanda; Shendra R Miller; Arne Schön; Jeffrey C Klein; Ernesto Freire; Fred C Krebs; Amos B Smith; Joseph Sodroski; Irwin Chaiken
Structural determinants for affinity enhancement of a dual antagonist peptide entry inhibitor of human immunodeficiency virus type-1.
Journal of medicinal chemistry 2008;51(9):2638-47.
2008: Amos B Smith; Richard J Fox; Thomas M Razler
Evolution of the Petasis-Ferrier union/rearrangement tactic: construction of architecturally complex natural products possessing the ubiquitous cis-2,6-substituted tetrahydropyran structural element.
Accounts of chemical research 2008;41(5):675-87.
2008: Amos B Smith; Thomas M Razler; Jeffrey P Ciavarri; Tomoyasu Hirose; Tomoyasu Ishikawa; Regina M Meis
A second-generation total synthesis of (+)-phorboxazole A.
The Journal of organic chemistry 2008;73(4):1192-200.
2008: Amos B Smith; Matthew O Duffey; Kallol Basu; Shawn P Walsh; Hans W Suennemann; Michael J. Frohn
Total syntheses of the assigned structures of lituarines B and C.
Journal of the American Chemical Society 2008;130(2):422-3.
2008: Amos B Smith; Won-Suk Kim; William M Wuest
Ortho-TMS benzaldehyde: an effective linchpin for type II anion relay chemistry (ARC).
Angewandte Chemie (International ed. in English) 2008;47(37):7082-6.
2008: Michael C Myers; Parag P Shah; Scott L Diamond; Donna M Huryn; Amos B Smith
Identification and synthesis of a unique thiocarbazate cathepsin L inhibitor.
Bioorganic & medicinal chemistry letters 2008;18(1):210-4.
2007: Amos B Smith; Kallol Basu; Todd Bosanac
Total synthesis of (-)-okilactomycin.
Journal of the American Chemical Society 2007;129(48):14872-4.
2007: Hui Xie; Danny Ng; Sergey N Savinov; Barna Dey; Peter D Kwong; Richard Wyatt; Amos B Smith; Wayne A Hendrickson
Structure-activity relationships in the binding of chemically derivatized CD4 to gp120 from human immunodeficiency virus.
Journal of medicinal chemistry 2007;50(20):4898-908.
2007: Simon J Shaw; Hugo G Menzella; David C Myles; Ming Xian; Amos B Smith
Coumarin-derived discodermolide analogues possessing equivalent antiproliferative activity to the natural product--a further simplification of the lactone region.
Organic & biomolecular chemistry 2007;5(17):2753-5.
2007: Amos B Smith; Dongjoo Lee
Total synthesis of (+)-tedanolide.
Journal of the American Chemical Society 2007;129(35):10957-62.
2007: Michael C Myers; Andrew D Napper; Nuzhat Motlekar; Parag P Shah; Chun-Hao Chiu; Mary Pat Beavers; Scott L Diamond; Donna M Huryn; Amos B Smith
Identification and characterization of 3-substituted pyrazolyl esters as alternate substrates for cathepsin B: the confounding effects of DTT and cysteine in biological assays.
Bioorganic & medicinal chemistry letters 2007;17(17):4761-6.
2007: Amos B Smith; Jeffrey B Sperry; Qiang Han
Syntheses of (-)-oleocanthal, a natural NSAID found in extra virgin olive oil, the (-)-deacetoxy-oleuropein aglycone, and related analogues.
The Journal of organic chemistry 2007;72(18):6891-900.
2007: Amos B Smith; Dae-Shik Kim
The spirastrellolides: construction of the southern C(1)-C(25) fragment exploiting anion relay chemistry.
Organic letters 2007;9(17):3311-4.
2007: Amos B Smith; Dae-Shik Kim; Ming Xian
Anion relay chemistry extended. Synthesis of a gorgonian sesquiterpene.
Organic letters 2007;9(17):3307-9.
2007: Carlo Ballatore; Edward Hyde; Robert F Deiches; Virginia M-Y Lee; John Q Trojanowski; Donna Huryn; Amos B Smith
Paclitaxel C-10 carbamates: potential candidates for the treatment of neurodegenerative tauopathies.
Bioorganic & medicinal chemistry letters 2007;17(13):3642-6.
2007: Amos B Smith; Laszló Kürti; Akin H Davulcu; Young Shin Cho; Kazuyuki Ohmoto
Indole diterpene synthetic studies: development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B.
The Journal of organic chemistry 2007;72(13):4611-20.
2007: Amos B Smith; Akin H Davulcu; Young Shin Cho; Kazuyuki Ohmoto; Laszló Kürti; Haruaki Ishiyama
Indole diterpene synthetic studies. Total synthesis of (+)-nodulisporic acid F and construction of the heptacyclic cores of (+)-nodulisporic acids A and B and (-)-nodulisporic acid D.
The Journal of organic chemistry 2007;72(13):4596-610.
2007: Douglas C Beshore; Amos B Smith
Total syntheses of (+)-lyconadin A and (-)-lyconadin B.
Journal of the American Chemical Society 2007;129(14):4148-9.
2007: Sayan Bagchi; Yung Sam Kim; Adam K Charnley; Amos B Smith; Robin M Hochstrasser
Two-dimensional infrared investigation of N-acetyl tryptophan methyl amide in solution.
The journal of physical chemistry. B 2007;111(11):3010-8.
2006: Shujun Xia; Craig S Kenesky; Paul V Rucker; Amos B Smith; George A Orr; Susan B. Horwitz
A photoaffinity analogue of discodermolide specifically labels a peptide in beta-tubulin.
Biochemistry 2006;45(39):11762-75.
2006: Brendan P Mowery; Vidya Prasad; Craig S Kenesky; Angie R Angeles; Laurie L Taylor; Jin-Jye Feng; Wen-Long Chen; Atsui Lin; Fong-Chi Cheng; Amos B Smith; Ralph Hirschmann
Catechol: A minimal scaffold for non-peptide peptidomimetics of the i + 1 and i + 2 positions of the beta-turn of somatostatin.
Organic letters 2006;8(20):4397-400.
2006: Amos B Smith; Ming Xian; Won-Suk Kim; Dae-Shik Kim
The [1,5]-Brook rearrangement: an initial application in anion relay chemistry.
Journal of the American Chemical Society 2006;128(38):12368-9.
2006: Arne Schön; Navid Madani; Jeffrey C Klein; Amy Hubicki; Danny Ng; Xinzhen Yang; Amos B Smith; Joseph Sodroski; Ernesto Freire
Thermodynamics of binding of a low-molecular-weight CD4 mimetic to HIV-1 gp120.
Biochemistry 2006;45(36):10973-80.
2006: Amos B Smith; Vladimir Simov
Total synthesis of the marine natural product (-)-clavosolide A. A showcase for the Petasis-Ferrier union/rearrangement tactic.
Organic letters 2006;8(15):3315-8.
2006: Amos B Smith; Laszló Kürti; Akin H Davulcu
A new modular indole synthesis. Construction of the highly strained CDEF parent tetracycle of nodulisporic acids A and B.
Organic letters 2006;8(10):2167-70.
2006: Shane Foister; Laurie L Taylor; Jin-Jye Feng; Wen-Long Chen; Atsui Lin; Fong-Chi Cheng; Amos B Smith; Ralph Hirschmann
Design and synthesis of potent cystine-free cyclic hexapeptide agonists at the human urotensin receptor.
Organic letters 2006;8(9):1799-802.
2006: Amos B Smith; Eugen F Mesaros; Emmanuel A Meyer
Evolution of a total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis strategy.
Journal of the American Chemical Society 2006;128(15):5292-9.
2006: Amos B Smith; Akin H Davulcu; Laszló Kürti
Indole diterpenoid synthetic studies. Construction of the heptacyclic core of (-)-nodulisporic acid D.
Organic letters 2006;8(8):1669-72.
2006: Amos B Smith; Akin H Davulcu; Laszló Kürti
Indole diterpenoid synthetic studies. The total synthesis of (+)-nodulisporic acid F.
Organic letters 2006;8(8):1665-8.
2006: Amos B Smith; Dae-Shik Kim
A general, convergent strategy for the construction of indolizidine alkaloids: total syntheses of (-)-indolizidine 223AB and alkaloid (-)-205B.
The Journal of organic chemistry 2006;71(7):2547-57.
2006: Amos B Smith; Thomas M Razler; Regina M Meis; George R Pettit
Design and synthesis of a potent phorboxazole C(11-15) acetal analogue.
Organic letters 2006;8(4):797-9.
2006: Amos B Smith; Adam K Charnley; Hironori Harada; Jason J Beiger; Louis-David Cantin; Craig S Kenesky; Ralph Hirschmann; Sanjeev Munshi; David B Olsen; Mark Stahlhut; William A Schleif; Lawrence C Kuo
Design, synthesis, and biological evaluation of monopyrrolinone-based HIV-1 protease inhibitors possessing augmented P2' side chains.
Bioorganic & medicinal chemistry letters 2006;16(4):859-63.
2006: Amos B Smith; Ming Xian
Anion relay chemistry: an effective tactic for diversity oriented synthesis.
Journal of the American Chemical Society 2006;128(1):66-7.
2006: Amos B Smith
Editorial 2006: exciting and challenging times for organic letters.
Organic letters 2006;8(1):1-2.
2006: Gloria Huang; Lluis Lopez-Barcons; B Scott Freeze; Amos B Smith; Gary L Goldberg; Susan B. Horwitz; Hayley M McDaid
Potentiation of taxol efficacy and by discodermolide in ovarian carcinoma xenograft-bearing mice.
Clinical cancer research : an official journal of the American Association for Cancer Research 2006;12(1):298-304.
2006: Chengzao Sun; Simon E Aspland; Carlo Ballatore; Rosario Castillo; Amos B Smith; Angelo J Castellino
The design, synthesis, and evaluation of two universal doxorubicin-linkers: preparation of conjugates that retain topoisomerase II activity.
Bioorganic & medicinal chemistry letters 2006;16(1):104-7.
2005: Michael J Fuertes; Jaskiran Kaur; Prasant Deb; Barry S Cooperman; Amos B Smith
Design, synthesis, and evaluation of octahydropyranopyrrole-based inhibitors of mammalian ribonucleotide reductase.
Bioorganic & medicinal chemistry letters 2005;15(23):5146-9.
2005: Amos B Smith; Ming Xian
Design, synthesis, and biological evaluation of simplified analogues of (+)-discodermolide. Additional insights on the importance of the diene, the C7 hydroxyl, and the lactone.
Organic letters 2005;7(23):5229-32.
2005: Amos B Smith; Paul V Rucker; Ignacio Brouard; B Scott Freeze; Shujun Xia; Susan B. Horwitz
Design, synthesis, and biological evaluation of potent discodermolide fluorescent and photoaffinity molecular probes.
Organic letters 2005;7(23):5199-202.
2005: Amos B Smith; Qiang Han; Paul A S Breslin; Gary K Beauchamp
Synthesis and assignment of absolute configuration of (-)-oleocanthal: a potent, naturally occurring non-steroidal anti-inflammatory and anti-oxidant agent derived from extra virgin olive oils.
Organic letters 2005;7(22):5075-8.
2005: Amos B Smith; Ming Xian; Fenghua Liu
Design, total synthesis, and evaluation of C13-C14 cyclopropane analogues of (+)-discodermolide.
Organic letters 2005;7(21):4613-6.
2005: Amos B Smith; Thomas M Razler; George R Pettit; Jean-Charles Chapuis
(+)-Phorboxazole A synthetic studies. Identification of a series of highly cytotoxic C(45-46) analogues.
Organic letters 2005;7(20):4403-6.
2005: Amos B Smith; Thomas M Razler; Jeffrey P Ciavarri; Tomoyasu Hirose; Tomoyasu Ishikawa
(+)-Phorboxazole A synthetic studies. A highly convergent, second generation total synthesis of (+)-phorboxazole A.
Organic letters 2005;7(20):4399-402.
2005: Sridhar Mani; Haiyan Huang; Sumathy Sundarababu; Wenjing Liu; Ganjam V Kalpana; Amos B Smith; Susan B. Horwitz
Activation of the steroid and xenobiotic receptor (human pregnane X receptor) by nontaxane microtubule-stabilizing agents.
Clinical cancer research : an official journal of the American Association for Cancer Research 2005;11(17):6359-69.
2005: Gary K Beauchamp; Russell S J Keast; Diane Morel; Jianming Lin; Jana Pika; Qiang Han; Chi-Ho Lee; Amos B Smith; Paul A S Breslin
Phytochemistry: ibuprofen-like activity in extra-virgin olive oil.
Nature 2005;437(7055):45-6.
2005: Cheon-Gyu Cho; Won-Suk Kim; Amos B Smith
A scalable route to trisubstituted (E)-vinyl bromides.
Organic letters 2005;7(16):3569-72.
2005: Amos B Smith; B Scott Freeze; Matthew J LaMarche; Jason Sager; Kenneth W Kinzler; Bert Vogelstein
Discodermolide analogues as the chemical component of combination bacteriolytic therapy.
Bioorganic & medicinal chemistry letters 2005;15(15):3623-6.
2005: Amos B Smith; Dae-Shik Kim
Total synthesis of the neotropical poison-frog alkaloid (-)-205B.
Organic letters 2005;7(15):3247-50.
2005: Amos B Smith; Richard J Fox; John A Vanecko
(+)-Sorangicin A synthetic studies. Construction of the C(1-15) and C(16-29) subtargets.
Organic letters 2005;7(14):3099-102.
2005: Santhosh Neelamkavil; Byron H Arison; Elizabeth T Birzin; Jin-Jye Feng; Kuo-Hsin Chen; Atsui Lin; Fong-Chi Cheng; Laurie Taylor; Edward R Thornton; Amos B Smith; Ralph Hirschmann
Replacement of Phe6, Phe7, and Phe11 of D-Trp8-somatostatin-14 with L-pyrazinylalanine. Predicted and observed effects on binding affinities at hSST2 and hSST4. An unexpected effect of the chirality of Trp8 on NMR spectra in methanol.
Journal of medicinal chemistry 2005;48(12):4025-30.
2005: Amos B Smith; Eugen F Mesaros; Emmanuel A Meyer
Total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis synthetic strategy.
Journal of the American Chemical Society 2005;127(19):6948-9.
2005: Carlo Ballatore; Simon E Aspland; Rosario Castillo; Joel Desharnais; Trisha Eustaquio; Chengzao Sun; Angelo J Castellino; Amos B Smith
A facile route to paclitaxel C-10 carbamates.
Bioorganic & medicinal chemistry letters 2005;15(10):2477-80.
2005: Simon J Shaw; Kurt F Sundermann; Mark A Burlingame; David C Myles; B Scott Freeze; Ming Xian; Ignacio Brouard; Amos B Smith
Toward understanding how the lactone moiety of discodermolide affects activity.
Journal of the American Chemical Society 2005;127(18):6532-3.
2005: John Q Trojanowski; Amos B Smith; Donna Huryn; Virginia M-Y Lee
Microtubule-stabilising drugs for therapy of Alzheimer's disease and other neurodegenerative disorders with axonal transport impairments.
Expert opinion on pharmacotherapy 2005;6(5):683-6.
2005: Amos B Smith; B Scott Freeze; Ming Xian; Tomoyasu Hirose
Total synthesis of (+)-discodermolide: a highly convergent fourth-generation approach.
Organic letters 2005;7(9):1825-8.
2005: Angie R Angeles; Irina Neagu; Elizabeth T Birzin; Edward R Thornton; Amos B Smith; Ralph Hirschmann
Synthesis and binding affinities of novel SRIF-mimicking beta-D-glucosides satisfying the requirement for a pi-cloud at C1.
Organic letters 2005;7(6):1121-4.
2005: Laura E. Klein; B Scott Freeze; Amos B Smith; Susan B. Horwitz
The microtubule stabilizing agent discodermolide is a potent inducer of accelerated cell senescence.
Cell cycle (Georgetown, Tex.) 2005;4(3):501-7.
2005: Amos B Smith; Adam K Charnley; Eugen F Mesaros; Osamu Kikuchi; Wenyong Wang; Andrew Benowitz; Chi-Lien Chu; Jin-Jye Feng; Kuo-Hsin Chen; Atsui Lin; Fong-Chi Cheng; Laurie Taylor; Ralph Hirschmann
Design, synthesis, and binding affinities of pyrrolinone-based somatostatin mimetics.
Organic letters 2005;7(3):399-402.
2005: Amos B Smith; B Scott Freeze; Matthew J LaMarche; Tomoyasu Hirose; Ignacio Brouard; Ming Xian; Kurt F Sundermann; Simon J Shaw; Mark A Burlingame; Susan B. Horwitz; David C Myles
Design, synthesis, and evaluation of analogues of (+)-14-normethyldiscodermolide.
Organic letters 2005;7(2):315-8.
2005: Amos B Smith; B Scott Freeze; Matthew J LaMarche; Tomoyasu Hirose; Ignacio Brouard; Paul V Rucker; Ming Xian; Kurt F Sundermann; Simon J Shaw; Mark A Burlingame; Susan B. Horwitz; David C Myles
Design, synthesis, and evaluation of carbamate-substituted analogues of (+)-discodermolide.
Organic letters 2005;7(2):311-4.
2005: Amos B Smith; Shawn P Walsh; Michael J. Frohn; Matthew O Duffey
Diversity-oriented synthesis of polyketide natural products via iterative chemo- and stereoselective functionalization of polyenoates: development of a unified approach for the C(1-19) segments of lituarines A-C.
Organic letters 2005;7(1):139-42.
2005: Santhosh Neelamkavil; B P Mowery; Edward R Thornton; Amos B Smith; Ralph Hirschmann
A practical synthesis of Nalpha-Fmoc-L-pyrazinylalanine via Schöllkopf's chiral auxiliary.
The journal of peptide research : official journal of the American Peptide Society 2005;65(1):139-42.
2004: Amos B Smith; Chris Sfouggatakis; Dimitar B Gotchev; Shohei Shirakami; David Bauer; Wenyu Zhu; Vicky Steadman
Spongistatin synthetic studies. evolution of a scalable synthesis for the EF fragment of (+)-Spongistatin 1 exploiting a Petasis-Ferrier union/rearrangement tactic.
Organic letters 2004;6(20):3637-40.
2004: Amos B Smith; Christopher M. Adams; Stephanie A Lodise Barbosa; Andrew P. Degnan
A unified approach to the tedanolides: total synthesis of (+)-13-deoxytedanolide.
Proceedings of the National Academy of Sciences of the United States of America 2004;101(33):12042-7.
2004: Amos B Smith; Christopher M. Adams
Evolution of dithiane-based strategies for the construction of architecturally complex natural products.
Accounts of chemical research 2004;37(6):365-77.
2004: Mark A Burlingame; Simon J Shaw; Kurt F Sundermann; Dan Zhang; Joseph Petryka; Esteban Mendoza; Fenghua Liu; David C Myles; Matthew J LaMarche; Tomoyasu Hirose; B Scott Freeze; Amos B Smith
Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues.
Bioorganic & medicinal chemistry letters 2004;14(9):2335-8.
2004: Amos B Smith; Dae-Shik Kim
Multicomponent linchpin coupling of silyl dithianes employing an N-Ts aziridine as the second electrophile: synthesis of (-)-indolizidine 223AB.
Organic letters 2004;6(9):1493-5.
2004: Amos B Smith; Richard J Fox
Construction of a C(30-38) dioxabicyclo[3.2.1]octane subtarget for (+)-sorangicin A, exploiting a regio- and stereocontrolled acid-catalyzed epoxide ring opening.
Organic letters 2004;6(9):1477-80.
2004: Zhihai Si; Navid Madani; Jason M. Cox; Jason J Chruma; Jeffrey C Klein; Arne Schön; Ngoc Phan; Liping Wang; Alyssa C Biorn; Simon Cocklin; Irwin Chaiken; Ernesto Freire; Amos B Smith; Joseph Sodroski
Small-molecule inhibitors of HIV-1 entry block receptor-induced conformational changes in the viral envelope glycoproteins.
Proceedings of the National Academy of Sciences of the United States of America 2004;101(14):5036-41.
2004: Amos B Smith; Jason J Chruma; Qiang Han; Joseph Barbosa
Complestatin synthetic studies; the effect of the amino acid configuration on peptide backbone conformation in the common western BCD macrocycle.
Bioorganic & medicinal chemistry letters 2004;14(7):1697-702.
2004: Navid Madani; Ana Luisa Perdigoto; Kumar Srinivasan; Jason M. Cox; Jason J Chruma; Judith LaLonde; Martha Head; Amos B Smith; Joseph Sodroski
Localized changes in the gp120 envelope glycoprotein confer resistance to human immunodeficiency virus entry inhibitors BMS-806 and #155.
Journal of virology 2004;78(7):3742-52.
2004: Long H Dang; Chetan Bettegowda; Nishant Agrawal; Ian Cheong; David L Huso; Philip Frost; Frank Loganzo; Lee M Greenberger; Jozsef Barkoczy; George R Pettit; Amos B Smith; Hallur Gurulingappa; Saeed R Khan; Giovanni Parmigiani; Kenneth W Kinzler; Shibin Zhou; Bert Vogelstein
Targeting vascular and avascular compartments of tumors with C. novyi-NT and anti-microtubule agents.
Cancer biology & therapy 2004;3(3):326-37.
2004: Leïla Abrous; Patrick A Jokiel; Sarah R Friedrich; John Hynes; Amos B Smith; Ralph Hirschmann
Novel chimeric scaffolds to extend the exploration of receptor space: hybrid beta-D-glucose-benzoheterodiazepine structures for broad screening. Effect of amide alkylation on the course of cyclization reactions.
The Journal of organic chemistry 2004;69(2):280-302.
2003: Amos B Smith; Suresh M Pitram; Armen M Boldi; Matthew J Gaunt; Chris Sfouggatakis; William H Moser
Multicomponent linchpin couplings. Reaction of dithiane anions with terminal epoxides, epichlorohydrin, and vinyl epoxides: efficient, rapid, and stereocontrolled assembly of advanced fragments for complex molecule synthesis.
Journal of the American Chemical Society 2003;125(47):14435-45.
2003: Amos B Smith; B Scott Freeze; Ignacio Brouard; Tomoyasu Hirose
A practical improvement, enhancing the large-scale synthesis of (+)-discodermolide: a third-generation approach.
Organic letters 2003;5(23):4405-8.
2003: Amos B Smith; Suresh M Pitram; Michael J Fuertes
(+)-Rimocidin synthetic studies. Construction of an advanced C(1-18) polyol fragment.
Organic letters 2003;5(15):2751-4.
2003: Amos B Smith; Naoki Kanoh; Haruaki Ishiyama; Noriaki Minakawa; Jon D Rainier; Richard A Hartz; Young Shin Cho; Haifeng Cui; William H Moser
Tremorgenic indole alkaloids. The total synthesis of (-)-penitrem D.
Journal of the American Chemical Society 2003;125(27):8228-37.
2003: Vidya Prasad; Elizabeth T Birzin; Cheryl T McVaugh; Rachel D Van Rijn; Susan P Rohrer; Gary G Chicchi; Dennis J Underwood; Edward R Thornton; Amos B Smith; Ralph Hirschmann
Effects of heterocyclic aromatic substituents on binding affinities at two distinct sites of somatostatin receptors. Correlation with the electrostatic potential of the substituents.
Journal of medicinal chemistry 2003;46(10):1858-69.
2003: Amos B Smith; Louis-David Cantin; Alexander Pasternak; Lisa Guise-Zawacki; Wenquin Yao; Adam K Charnley; Joseph Barbosa; Paul A Sprengeler; Ralph Hirschmann; Sanjeev Munshi; David B Olsen; William A Schleif; Lawrence C Kuo
Design, synthesis, and biological evaluation of monopyrrolinone-based HIV-1 protease inhibitors.
Journal of medicinal chemistry 2003;46(10):1831-44.
2003: Sergey N Savinov; Ralph Hirschmann; Stephen J Benkovic; Amos B Smith
Investigation of an antibody-ligase. Evidence for strain-induced catalysis.
Bioorganic & medicinal chemistry letters 2003;13(7):1321-4.
2003: Amos B Smith; Wenyu Zhu; Shohei Shirakami; Chris Sfouggatakis; Vicky Steadman; Clay S Bennett; Yasuharu Sakamoto
Total synthesis of (+)-spongistatin 1. An effective second-generation construction of an advanced EF Wittig salt, fragment union, and final elaboration.
Organic letters 2003;5(5):761-4.
2003: Amos B Smith; Haifeng Cui
Total synthesis of (-)-21-isopentenylpaxilline.
Organic letters 2003;5(4):587-90.
2003: Amos B Smith; Christopher M. Adams; Stephanie A Lodise Barbosa; Andrew P. Degnan
Total synthesis of (+)-13-deoxytedanolide.
Journal of the American Chemical Society 2003;125(2):350-1.
2002: Amos B Smith; Dongjoo Lee; Christopher M. Adams; Marisa C Kozlowski
SmI(2)-promoted oxidation of aldehydes in the presence of electron-rich heteroatoms.
Organic letters 2002;4(25):4539-41.
2002: Amos B Smith; Suresh M Pitram; Matthew J Gaunt; Sergey A Kozmin
Dithiane additions to vinyl epoxides: steric control over the SN2 and SN2' manifolds.
Journal of the American Chemical Society 2002;124(49):14516-7.
2002: Amos B Smith; Sergey N Savinov; Uma V Manjappara; Irwin Chaiken
Peptide-small molecule hybrids via orthogonal deprotection-chemoselective conjugation to cysteine-anchored scaffolds. A model study.
Organic letters 2002;4(23):4041-4.
2002: Amos B Smith; Igor G Safonov; R Michael Corbett
Total syntheses of (+)-zampanolide and (+)-dactylolide exploiting a unified strategy.
Journal of the American Chemical Society 2002;124(37):11102-13.
2002: Amos B Smith; R Michael Corbett; George R Pettit; Jean-Charles Chapuis; Jean M Schmidt; Ernest Hamel; M Katherine Jung
Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue.
Bioorganic & medicinal chemistry letters 2002;12(15):2039-42.
2002: Paul V Murphy; Julie L O'Brien; Lorraine J Gorey-Feret; Amos B Smith
Structure-based design and synthesis of HIV-1 protease inhibitors employing beta-D-mannopyranoside scaffolds.
Bioorganic & medicinal chemistry letters 2002;12(13):1763-6.
2002: Amos B Smith; Vicky Steadman; Chris Sfouggatakis; Clay S Bennett; Jyunichi Koyanagi; Makoto Takeuchi
Spongistatin synthetic studies. An efficient, second-generation construction of an advanced ABCD intermediate.
Organic letters 2002;4(5):783-6.
2002: Amos B Smith; Igor G Safonov
Total synthesis of (+)-dactylolide.
Organic letters 2002;4(4):635-7.
2001: Amos B Smith; Young Shin Cho; L E Zawacki; Ralph Hirschmann; George R Pettit
First generation design, synthesis, and evaluation of azepine-based cryptophycin analogues.
Organic letters 2001;3(25):4063-6.
2001: Amos B Smith; Igor G Safonov; R Michael Corbett
Total synthesis of (+)-zampanolide.
Journal of the American Chemical Society 2001;123(49):12426-7.
2001: Amos B Smith; Michael J. Frohn
Lituarine synthetic studies. An efficient, stereocontrolled construction of the common c(7-19) tricyclic spiroketal fragment.
Organic letters 2001;3(24):3979-82.
2001: Amos B Smith; Young Shin Cho; Haruaki Ishiyama
Nodulisporic acid A synthetic studies. 2. Construction of an eastern hemisphere subtarget.
Organic letters 2001;3(24):3971-4.
2001: Amos B Smith; Haruaki Ishiyama; Young Shin Cho; Kazuyuki Ohmoto
Nodulisporic acid A synthetic studies. 1. Overall strategy and construction of a western hemisphere subtarget.
Organic letters 2001;3(24):3967-70.
2001: Amos B Smith; Kevin P. Minbiole; PR Verhoest; M Schelhaas
Total synthesis of (+)-phorboxazole A exploiting the Petasis-Ferrier rearrangement.
Journal of the American Chemical Society 2001;123(44):10942-53.
2001: Paul V Murphy; Julie L O'Brien; Amos B Smith
Stereospecific synthesis of beta-D-allopyranosides by dihydroxylation of beta-D-erythro-2,3-dideoxyhex-2-enopyranosides.
Carbohydrate research 2001;334(4):327-35.
2001: Laura A Martello; Matthew J LaMarche; Lifeng He; TJ Beauchamp; Amos B Smith; Susan B. Horwitz
The relationship between Taxol and (+)-discodermolide: synthetic analogs and modeling studies.
Chemistry & biology 2001;8(9):843-55.
2001: Amos B Smith; Christopher M. Adams; Sergey A Kozmin; D V Paone
Total synthesis of (-)-cylindrocyclophanes A and F exploiting the reversible nature of the olefin cross metathesis reaction.
Journal of the American Chemical Society 2001;123(25):5925-37.
2001: Amos B Smith; B M Brandt
Total synthesis of (-)-callystatin A.
Organic letters 2001;3(11):1685-8.
2001: Amos B Smith; PR Verhoest; Kevin P. Minbiole; M Schelhaas
Total synthesis of (+)-phorboxazole A.
Journal of the American Chemical Society 2001;123(20):4834-6.
2001: L Abrous; John Hynes; S R Friedrich; Amos B Smith; Ralph Hirschmann
Design and synthesis of novel scaffolds for drug discovery: hybrids of beta-D-glucose with 1,2,3,4-tetrahydrobenzo[e][1,4]diazepin-5-one, the corresponding 1-oxazepine, and 2- and 4-pyridyldiazepines.
Organic letters 2001;3(7):1089-92.
2001: Amos B Smith; Matthew J LaMarche; M Falcone-Hindley
Solution structure of (+)-discodermolide.
Organic letters 2001;3(5):695-8.
2001: Amos B Smith; Christopher M. Adams; Sergey A Kozmin
On the reversible nature of the olefin cross metathesis reaction.
Journal of the American Chemical Society 2001;123(5):990-1.
2000: Ralph Hirschmann; L Ducry; Amos B Smith
Development of an efficient, regio- and stereoselective route to libraries based on the beta-D-glucose scaffold.
The Journal of organic chemistry 2000;65(24):8307-16.
2000: Amos B Smith; L Ducry; R M Corbett; Ralph Hirschmann
Intramolecular hydrogen-bond participation in phosphonylammonium salt formation.
Organic letters 2000;2(24):3887-90.
2000: Amos B Smith; T Nittoli; Paul A Sprengeler; James J-W Duan; R Q Liu; Ralph Hirschmann
Design, synthesis, and evaluation of a pyrrolinone-based matrix metalloprotease inhibitor.
Organic letters 2000;2(24):3809-12.
2000: J Liu; Dennis J Underwood; Margaret A Cascieri; Susan P Rohrer; Louis-David Cantin; Gary G Chicchi; Amos B Smith; Ralph Hirschmann
Synthesis of a substance P antagonist with a somatostatin scaffold: factors affecting agonism/antagonism at GPCRs and the role of pseudosymmetry.
Journal of medicinal chemistry 2000;43(21):3827-31.
2000: Amos B Smith; H Liu; H Okumura; D A Favor; Ralph Hirschmann
Synthesis of polypyrrolinones on solid support.
Organic letters 2000;2(14):2041-4.
2000: Amos B Smith; H Liu; Ralph Hirschmann
A second-generation synthesis of polypyrrolinone nonpeptidomimetics: prelude to the synthesis of polypyrrolinones on solid support.
Organic letters 2000;2(14):2037-40.
2000: Amos B Smith; Z Wan
Total synthesis of the ansamycin antibiotic (+)-thiazinotrienomycin E.
The Journal of organic chemistry 2000;65(12):3738-53.
2000: Laura A Martello; Hayley M McDaid; DL Regl; Chia-Ping Huang Yang; D Meng; T R Pettus; M D Kaufman; H Arimoto; Samuel J Danishefsky; Amos B Smith; Susan B. Horwitz
Taxol and discodermolide represent a synergistic drug combination in human carcinoma cell lines.
Clinical cancer research : an official journal of the American Association for Cancer Research 2000;6(5):1978-87.
1999: Amos B Smith; Suresh M Pitram
Multicomponent linchpin couplings of silyl dithianes: synthesis of the Schreiber C(16-28) trisacetonide subtarget for mycoticins A and B.
Organic letters 1999;1(12):2001-4.
1999: Amos B Smith; M D Kaufman; TJ Beauchamp; Matthew J LaMarche; H Arimoto
Gram-scale synthesis of (+)-discodermolide.
Organic letters 1999;1(11):1823-6.
1999: Amos B Smith; Z Wan
Total synthesis of (+)-thiazinotrienomycin E.
Organic letters 1999;1(9):1491-4.
1999: Amos B Smith; N Kanoh; N Minakawa; Jon D Rainier; F R Blase; R A Hartz
Tremorgenic indole alkaloids. Studies directed toward the assembly of the A, F, and I rings of penitrem D: observation of an unexpected stereochemical outcome.
Organic letters 1999;1(8):1263-6.
1999: Amos B Smith; S A Lodise
Synthesis of tedanolide and 13-deoxytedanolide. Assembly of a common C(1)-C(11) subtarget.
Organic letters 1999;1(8):1249-52.
1999: Sebastian Liehr; Joseph Barbosa; Amos B Smith; Barry S Cooperman
Synthesis and biological activity of cyclic peptide inhibitors of ribonucleotide reductase.
Organic letters 1999;1(8):1201-4.
1999: Amos B Smith; Kevin P. Minbiole; PR Verhoest; TJ Beauchamp
Phorboxazole synthetic studies. 2. Construction of a C(20-28) subtarget, a further extension of the Petasis-Ferrier rearrangement.
Organic letters 1999;1(6):913-6.
1999: Amos B Smith; PR Verhoest; Kevin P. Minbiole; J J Lim
Phorboxazole synthetic studies. 1. Construction of a C(3-19) subtarget exploiting an extension of the Petasis-Ferrier rearrangement.
Organic letters 1999;1(6):909-12.
1999: Amos B Smith; D A Favor; Paul A Sprengeler; M C Guzman; P J Carroll; G T Furst; Ralph Hirschmann
Molecular modeling, synthesis, and structures of N-methylated 3,5-linked pyrrolin-4-ones toward the creation of a privileged nonpeptide scaffold.
Bioorganic & medicinal chemistry 1999;7(1):9-22.
1998: Amos B Smith; S Sasho; B A Barwis; Paul A Sprengeler; Joseph Barbosa; Ralph Hirschmann; Barry S Cooperman
Design and synthesis of a tetrahydropyran-based inhibitor of mammalian ribonucleotide reductase.
Bioorganic & medicinal chemistry letters 1998;8(22):3133-6.
1998: Ralph Hirschmann; John Hynes; M A Cichy-Knight; R D van Rijn; Paul A Sprengeler; P G Spoors; W C Shakespeare; S Pietranico-Cole; Joseph Barbosa; J Liu; Wenquin Yao; Susan P Rohrer; Amos B Smith
Modulation of receptor and receptor subtype affinities using diastereomeric and enantiomeric monosaccharide scaffolds as a means to structural and biological diversity. A new route to ether synthesis.
Journal of medicinal chemistry 1998;41(9):1382-91.
1998: Amos B Smith; Q Lin; George R Pettit; Jean-Charles Chapuis; Jean M Schmidt
Synthesis and in vitro cancer cell growth inhibitory activity of monocyclic model compounds containing spongistatin triene side-chains.
Bioorganic & medicinal chemistry letters 1998;8(6):567-8.
1997: Amos B Smith; Ralph Hirschmann; A Pasternak; Wenquin Yao; Paul A Sprengeler; M Katharine Holloway; Lawrence C Kuo; Zhongguo Chen; Paul L Darke; William A Schleif
An orally bioavailable pyrrolinone inhibitor of HIV-1 protease: computational analysis and X-ray crystal structure of the enzyme complex.
Journal of medicinal chemistry 1997;40(16):2440-4.
1996: Amos B Smith; S D Knight; Paul A Sprengeler; Ralph Hirschmann
The design and synthesis of 2,5-linked pyrrolinones. A potential non-peptide peptidomimetic scaffold.
Bioorganic & medicinal chemistry 1996;4(7):1021-34.
1996: Ralph Hirschmann; W Yao; M A Cascieri; C D Strader; L Maechler; M A Cichy-Knight; J Hynes; R D van Rijn; Paul A Sprengeler; Amos B Smith
Synthesis of potent cyclic hexapeptide NK-1 antagonists. Use of a minilibrary in transforming a peptidal somatostatin receptor ligand into an NK-1 receptor ligand via a polyvalent peptidomimetic.
Journal of medicinal chemistry 1996;39(13):2441-8.
1995: Amos B Smith; R Akaishi; D R Jones; T P Keenan; M C Guzman; R C Holcomb; Paul A Sprengeler; J L Wood; Ralph Hirschmann; M K Holloway
Design and synthesis of nonpeptide peptidomimetic inhibitors of renin.
Biopolymers 1995;37(1):29-53.
1994: Ralph Hirschmann; Amos B Smith; C M Taylor; P A Benkovic; S D Taylor; K M Yager; Paul A Sprengeler; S J Benkovic
Peptide synthesis catalyzed by an antibody containing a binding site for variable amino acids.
Science (New York, N.Y.) 1994;265(5169):234-7.
1994: Amos B Smith; Ralph Hirschmann; A Pasternak; R Akaishi; M C Guzman; D R Jones; T P Keenan; Paul A Sprengeler; Paul L Darke; Emilio A Emini
Design and synthesis of peptidomimetic inhibitors of HIV-1 protease and renin. Evidence for improved transport.
Journal of medicinal chemistry 1994;37(2):215-8.
1993: A Lender; W Yao; Paul A Sprengeler; R A Spanevello; G T Furst; Ralph Hirschmann; Amos B Smith
Design and synthesis of sulfur-free cyclic hexapeptides which contain the RGD sequence and bind to the fibrinogen GP IIb/IIIa receptor. A conformation-based correlation between propensity for imide formation and receptor affinity.
International journal of peptide and protein research 1993;42(6):509-17.