2. Academic Validation
  3. Antitumor agents. 271: total synthesis and evaluation of brazilein and analogs as anti-inflammatory and cytotoxic agents

Antitumor agents. 271: total synthesis and evaluation of brazilein and analogs as anti-inflammatory and cytotoxic agents

  • Bioorg Med Chem Lett. 2010 Feb 1;20(3):1037-9. doi: 10.1016/j.bmcl.2009.12.041.
Chiao-Ting Yen 1,  Kyoko Nakagawa-Goto,  Tsong-Long Hwang,  Pei-Chi Wu,  Susan L Morris-Natschke,  Wan-Chun Lai,  Kenneth F Bastow,  Fang-Rong Chang,  Yang-Chang Wu,  Kuo-Hsiung Lee
Affiliations

Affiliation

  • 1 Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, NC 27599 7568, USA.
PMID: 20036537 DOI: 10.1016/j.bmcl.2009.12.041
Abstract

The first total synthesis of the naturally occurring tetracyclic homoisoflavonoid brazilein (1) and 14 new analogs (1a-n) is reported. Target compounds and intermediates were assayed for anti-inflammatory effects on superoxide anion generation and Elastase release by human neutrophils in response to fMLP/CB, and for cytotoxic activity against nasopharyngeal (KB), vincristine-resistant nasopharyngeal (KBvin), lung (A549) and prostate (DU-145) human Cancer cell lines. The most active compound 1b showed potent effects on superoxide anion generation and Elastase release with IC(50) values of 1.2 and 1.9 microM, respectively, and was 65 times more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in the latter assay. Additionally, 1b exhibited broad spectrum in vitro Anticancer activity with IC(50) values of 6-11 microM against the four tested Cancer cell lines.

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