1. Academic Validation
  2. Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent

Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent

  • J Nat Prod. 2010 Sep 24;73(9):1553-8. doi: 10.1021/np100406d.
Yoshihide Usami 1 Kyoko Nakagawa-Goto Jing-Yu Lang Yoon Kim Chin-Yu Lai Masuo Goto Nobuko Sakurai Masahiko Taniguchi Toshiyuki Akiyama Susan L Morris-Natschke Kenneth F Bastow Gordon Cragg David J Newman Mihoyo Fujitake Koichi Takeya Mien-Chie Hung Eva Y-H P Lee Kuo-Hsiung Lee
Affiliations

Affiliation

  • 1 Natural Products Research Laboratories, Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599-7568, USA.
Abstract

A new quassinoid, designated 2'-(R)-O-acetylglaucarubinone (1), and seven known quassinoids (2-8) were isolated, using bioactivity-guided separation, from the bark of Odyendyea gabonensis (Pierre) Engler [syn. Quassia gabonensis Pierre]. The structure of 1 was determined by spectroscopic analysis and by semisynthesis from glaucarubolone. Complete (1)H and (13)C NMR assignments of compounds 1-8 were also established from detailed analysis of two-dimensional NMR spectra, and the reported configurations in odyendene (7) and odyendane (8) were corrected. Compound 1 showed potent cytotoxicity against multiple Cancer cell lines. Further investigation using various types of breast and ovarian Cancer cell lines suggested that 1 does not target the Estrogen receptor or Progesterone Receptor. When tested against mammary epithelial proliferation in vivo using a Brca1/p53-deficient mice model, 1 also caused significant reduction in mammary duct branching.

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