Novel cytotoxic nine-membered macrocyclic polysulfur cembranoid lactones from the soft coral Sinularia sp. |
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Authors: | Ling-Fang Lei Min-Feng Chen Tao Wang Xi-Xin He Bing-Xin Liu Yun Deng Xiao-Jie Chen Yu-Ting Li Shan-Yue Guan Jun-Hua Yao Wei Li Wen-Cai Ye Dong-Mei Zhang Cui-Xian Zhang |
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Institution: | 1. School of Chinese Materia Medica, Guangzhou University of Chinese Medicine, Guangzhou 510006, PR China;2. Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, PR China;3. Instrumental Analysis & Research Center, Sun Yat-Sen University, Guangzhou 510275, PR China |
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Abstract: | One novel nine-membered macrocyclic polysulfur cembranoid lactone, sinulariaoid A (1); three new multioxygenated cembranoids, sinulariaoid B (2), sinulariaoid C (3), sinulariaoid D (4); and four known cembranoids, capilloloid (5), dihydrosinularin (6), sinularin (7), and dihydrosinuflexolide (8) were isolated from the soft coral Sinularia sp. collected off of Sanya Bay in the South China Sea. Their stereochemical structures were determined on the basis of extensive spectroscopic methods, including single crystal X-ray diffraction analysis. Sinulariaoid A (1) is the first reported nine-membered macrocyclic polysulfur cembranoid from soft coral. The cytotoxic activities of compounds 1–8 were determined in four human cancer cell lines (HepG2, HepG2/ADM, MCF-7, and MCF-7/ADM). Of these, sinulariaoid A (1) exhibited the most potent anticancer activity in vitro, and its cytotoxicity in HepG2/ADM was more potent than in the other three cell lines. Furthermore, it was found that sinulariaoid A (1) induced apoptosis, and its selective toxicity toward HepG2/ADM cells was not related to P-glycoproteins. |
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Keywords: | Soft coral Sinularia sp Trithio-cembranoid lactones Cembranoids |
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