期刊
NATURAL PRODUCT RESEARCH
卷 36, 期 5, 页码 1288-1295出版社
TAYLOR & FRANCIS LTD
DOI: 10.1080/14786419.2021.1876045
关键词
Xylopia aethiopica; annonaceae; ent-kaurane diterpenoids; xylopic acid; antiproliferative activity; semisynthesis
资金
- Centre for International Cooperation and Development (CICOPS) of the University of Pavia (Italy)
Two diterpenoids were isolated from Xylopia aethiopica fruits, and their antiproliferative activities were tested on various human tumor cells, with compound 2 showing significant activity against breast cancer cells and pulmonary adenocarcinoma cells.
Two ent-kaurene diterpenoids, ent-15- beta -acetyloxy-kaur-16-en-19-oic acid (xylopic acid) 1 and ent-7-oxo-kaur-16-en-19-oic acid 2 were isolated from the fruits of Xylopia aethiopica. Chemical manipulation of xylopic acid yielded ent-kaurane derivatives 3, 4, 5, and 6. Their structures were elucidated by spectroscopic analysis, including 1 D- and 2 D-NMR spectroscopies. The antiproliferative activities of compounds 1, 2, 3, 4, and 6 were tested on breast MCF7 and SkBr3, endometrial Ishikawa, ovarian BG-1, mesothelioma IST-MES1 and hepatocellular HepG2 human tumor cells, and on mammalian MRC-10 fibroblast cells. Ketone 2 showed significant antiproliferative activity against MFC7 human breast cancer cells (IC50 = 3 +/- 1 mu M) and A549 pulmonary adenocarcinoma (8 +/- 1 mu M), that was higher than the well-known anti-cancer agent cisplatin (IC50 = 19 +/- 3 and 15 +/- 4 mu M, respectively).
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