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2004:
Wipf Peter; Minion Daniel J; Halter Robert J; Berggren Margareta I; Ho Caroline B; Chiang Gary G; Kirkpatrick Lynn; Abraham Robert; Powis Garth
Synthesis and biological evaluation of synthetic viridins derived from C(20)-heteroalkylation of the steroidal PI-3-kinase inhibitor wortmannin.
Organic & biomolecular chemistry 2004;
2(
13):.
A series of viridin analogs was prepared from wortmannin by nucleophilic ring opening at C(20) and evaluated against the signaling kinases PI-3-kinase and mTOR. Several subnanomolar enzyme inhibitors with orders of magnitude selectivity for PI-3-kinase and strong cytotoxic activity against four cancer cell lines were identified. Among the ten most promising derivatives, six demonstrated lower liver toxicity and greater promise for inhibition of tumor cell growth than the lead structure wortmannin.
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