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中国南海侧扁软柳珊瑚中9,11-开环甾醇类成分
缪文清1,2,周巍2,3,孙鹏2,刘宝姝2,汤华2,庄春林2,华会明3,张文1,2*
0
(1. 福建中医药大学药学院药物化学教研室, 福州 350122;
2. 第二军医大学药学院海洋药物研究中心, 上海 200433;
3. 沈阳药科大学基于靶点的药物设计与研究教育部重点实验室, 沈阳 110016
*通信作者)
摘要:
目的 研究中国南海侧扁软柳珊瑚(Subergoria suberosa)中的化学成分。方法 应用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、开放ODS柱色谱、半制备反相高效液相色谱法(RP-HPLC)等多种色谱手段,对侧扁软柳珊瑚的乙醚提取物进行分离纯化,运用现代波谱技术结合文献报道的数据对分离得到的化合物进行结构鉴定,还检测了所得10个开环甾醇类化合物对人肺腺癌细胞(A549)和人骨肉瘤细胞(MG63)的体外抗肿瘤活性以及对白假丝酵母菌(Candida alicans)和烟曲霉菌(Aspergillus fumigatus)的体外抗真菌活性。结果和结论 从中国南海侧扁软柳珊瑚中共分离到10个开环甾醇类化合物,化合物 2、7 为首次从该属珊瑚中分离得到。在体外抗肿瘤细胞生长抑制活性测试中,化合物 3~69 对人肺腺癌细胞(A549)和人骨肉瘤细胞(MG63)显示不同程度的抑制活性,其IC50值分别为6.31、30.42、8.33、9.57、3.30 μg/mL和30.83、21.32、9.19、28.01、8.62 μg/mL;在抗真菌活性测试中,10个化合物对白假丝酵母菌(Candida albicans)和烟曲霉菌(Aspergillus fumigatus)均未表现出抑制作用。
关键词:  侧扁软柳珊瑚  9,11-开环甾醇  结构鉴定  抗肿瘤药
DOI:10.3724/SP.J.1008.2015.00655
投稿时间:2014-12-16修订日期:2015-05-18
基金项目:科技部国际合作项目(2014DFG32640),上海市卫生系统优秀学科带头人计划(XBR2013111),上海市优秀学科带头人计划(15XD1504600).
Identification of 9,11-secosterols from the South China Sea gorgonian Subergorgia suberosa
MIAO Wen-qing1,2,ZHOU Wei2,3,SUN Peng2,LIU Bao-shu2,TANG Hua2,ZHUANG Chun-lin2,HUA Hui-ming3,ZHANG Wen1,2*
(1. Department of Medicinal Chemistry, School of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, Fujian, China;
2. Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, Shanghai 200433, China;
3. Key Laboratory of Structure-Based Drug Design and Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, Liaoning, China
*Corresponding authors)
Abstract:
Objective To investigative the chemical components of Subergorgia suberosa collected from the South China Sea. Methods The Et2O extract of S. Suberosa was purified by repeated column chromatography on silica gel, Sephadex LH-20, ODS, and semi-preparative RP-HPLC. The structures of obtained compounds were determined by spectroscopic analysis and comparison with previously reported data. The anti-tumor activity of 10 obtained 9,11-secosterols were tested with human lung adenocarcinoma A549 cell line and human osteo-sarcoma MG63 cell line; the antifungal activities of them were tested with Candida albicans and Aspergillus fumigatus in vitro. Results and Conclusion Ten 9,11-secosterols were isolated from Subergorgia suberosa collected from the South China Sea. Compounds 2 and 7 have been obtained for the first time from the genus of gorgonian Subergorgia. In vitro anti-tumor experiment showed that compounds 3-6 and 9 had different degrees of tumor inhibitory effects against cell lines A549 and MG63, with the IC50 values being 6.31, 30.42, 8.33, 9.57 and 3.30 μg/mL for A549 cell line and 30.83, 21.32, 9.19, 28.01 and 8.62 μg/mL for MG63 cell line, respectively. The ten steroids showed no anti-fungi activity against Candida albicans or Aspergillus fumigatus in vitro.
Key words:  Subergoria suberosa  9,11-secosterols  structural elucidation  antineoplastic agents