Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate

George Pettit; Matthew P. Grealish; M. Katherine Jung; Ernest Hamel; Robin Pettit; Jean Chapuis; Jean M. Schmidt

doi:10.1021/jm010119y

Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate

George Pettit, Matthew P. Grealish, M. Katherine Jung, Ernest Hamel, Robin Pettit, Jean Chapuis, Jean M. Schmidt

Research output: Contribution to journal › Article › peer-review

175 Scopus citations

Abstract

As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI₅₀ = 0.01-0.001 μg/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.

Original language	English (US)
Pages (from-to)	2534-2542
Number of pages	9
Journal	Journal of Medicinal Chemistry
Volume	45
Issue number	12
DOIs	https://doi.org/10.1021/jm010119y
State	Published - Jun 6 2002

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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abstract = "As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI50 = 0.01-0.001 μg/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.",

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AU - Pettit, George

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AU - Hamel, Ernest

AU - Pettit, Robin

AU - Chapuis, Jean

AU - Schmidt, Jean M.

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Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate

Abstract

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