Boonananwong Suthinee, Kongkathip Boonsong, Kongkathip Ngampong
Natural Products and Organic Synthesis Research Unit (NPOS), Department of Chemistry, Faculty of Science, Kasetsart University, Chatuchak, Bangkok 10900, Thailand.
Steroids. 2008 Oct;73(11):1123-7. doi: 10.1016/j.steroids.2008.04.013. Epub 2008 May 3.
Using tigogenin as starting material, (20S)-20-hydroxycholestane-3,6-dione (1), (16S, 20S)-16,20-dihydroxycholestan-3-one (2), (20S)-20-hydroxycholest-1-ene-3,16-dione (3) and (20S)-20-hydroxycholest-4-ene-3,16-dione (4), natural polyoxygenated steroids from the gorgonian, Leptogorgia sarmentosa, were synthesized in four steps. Antitumor activity against three tumor cell lines (breast cancer, MCF7, lung cancer NCI and oral cancer KB) was evaluated. Two compounds (3 and 4) showed strong activity against NCI (IC(50) 6.16 and 10.51 microM) and moderate activity against MCF7 and KB, the IC(50) being in the range 30.65-47.22 microM. Compound 2 showed moderate activity against NCI (IC(50) 42.68 microM) but was inactive against MCF7 and KB whereas compound 1 showed no activity against all tested cells.
以替告皂苷元为起始原料，通过四步反应合成了来自柳珊瑚Leptogorgia sarmentosa的天然多羟基甾体化合物（20S）-20-羟基胆甾烷-3,6-二酮（1）、（16S, 20S）-16,20-二羟基胆甾烷-3-酮（2）、（20S）-20-羟基胆甾-1-烯-3,16-二酮（3）和（20S）-20-羟基胆甾-4-烯-3,16-二酮（4）。评估了它们对三种肿瘤细胞系（乳腺癌MCF7、肺癌NCI和口腔癌KB）的抗肿瘤活性。两种化合物（3和4）对NCI表现出较强活性（IC50分别为6.16和10.51 μM），对MCF7和KB表现出中等活性，IC50在30.65 - 47.22 μM范围内。化合物2对NCI表现出中等活性（IC50为42.68 μM），但对MCF-7和KB无活性，而化合物1对所有测试细胞均无活性。
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