Literature DB >> 17622129

First total synthesis of protoapigenone and its analogues as potent cytotoxic agents.

An-Shen Lin1, Kyoko Nakagawa-Goto, Fang-Rong Chang, Donglei Yu, Susan L Morris-Natschke, Chin-Chung Wu, Shu-Li Chen, Yang-Chang Wu, Kuo-Hsiung Lee.   

Abstract

Protoapigenone (1), isolated from Thelypteris torresiana, previously showed significant cytotoxic activity against five human cancer cell lines. In a continued structure-activity relationship study, the first total synthesis and modification of 1 were achieved. All synthesized compounds and related intermediates were evaluated for cytotoxic activity against five human cancer cell lines, HepG2, Hep3B, MDA-MB-231, MCF-7, and A549. Among them, 24 showed 2.2-14.2-fold greater cytotoxicity than 1 and naphthyl A-ring analogues remarkably enhanced the activity.

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Year:  2007        PMID： 17622129      PMCID： PMC2587018          DOI： 10.1021/jm070363a

Source DB:  PubMed          Journal:  J Med Chem        ISSN： 0022-2623            Impact factor:   7.446


  13 in total

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7.  Direct semi-synthesis of the anticancer lead-drug protoapigenone from apigenin, and synthesis of further new cytotoxic protoflavone derivatives.

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8.  Less Cytotoxic Protoflavones as Antiviral Agents: Protoapigenone 1'-O-isopropyl ether Shows Improved Selectivity Against the Epstein-Barr Virus Lytic Cycle.

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  10 in total

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