A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

作者:Duc Viet Ho; Kodama Takeshi; Hien Thi Bich Le; Kiem Van Phan; Thao Thi Do; Tai Huu Bui; Anh Tuan Le; Win Nwet Nwet; Imagawa Hiroshi; Ito Takuya*; Morita Hiroyuki; Hoai Thi Nguyen
来源:Bioorganic & Medicinal Chemistry Letters, 2015, 25(16): 3246-3250.
DOI:10.1016/j.bmcl.2015.05.066

摘要

A new polyoxygenated cyclohexene, (-)-3-O-debenzoylzeylenone (1), and a new megastigmane glycoside, grandionoside A (2), were isolated from the aerial parts of Uvaria grandiflora collected in Vietnam, together with ten known compounds including polyoxygenated cyclohexenes (3-6), a triter-penoid (7), an alkaloid (8), a long chain alcohol (9), hexenyl glycopyranoside (10), and saponins (11-12). Their chemical structures were elucidated by a combination of extensive NMR spectroscopy with X-ray crystallographic analysis for 1, and chemical conversion for 2. Compound 1 exhibited significant cytotoxicity against the LU-1 and SK-Mel-2 cell lines with IC50 values of 4.68 and 3.63 mu M, respectively. Remarkably, the cytotoxicity of 12 against the LU-1, KB, Hep-G2, MKN-7, and SW-480 cell lines was comparable to that of ellipticine, the positive control, with IC50 values ranging from 1.24 to 1.60 mu M.

  • 出版日期2015-8-15