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Synthesis and biological evaluation of bilobol and adipostatin A

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Concise total synthesis of bilobol 5-pentadecenylresorcinol (1), isolated from Gingko biloba fruits, has been achieved in 10 steps with 51% overall yield from 3,5-dihydroxybenzoic acid (3). Adipostatin A (2), isolated from the fruits as well as from Streptomyces cyaneus 2299-SV1, has also been synthesized in two steps from methylated bilobol (10). The structure-activity relationship study of synthetic products was described by means of cytotoxic assay against human KB carcinoma cell lines.

Keywords: adipostatin A; bilobol; cytotoxicity; structure-activity relationship; total synthesis

Document Type: Research Article

Affiliations: 1: Department of Materials & Life Sciences, Faculty of Science & Technology, Sophia University, Tokyo, Japan 2: Natural Products Research Center, Korea Institute of Science and Technology, Gangneung, South Korea

Publication date: 01 April 2011

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