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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (10): 1233-1238. 上一篇    下一篇

研究论文

中国南海软珊瑚Scleronephthya sp.化学成分的研究

严小红a, 郭跃伟*,a, 朱兴族a, MOLLO Ernestob, CIMINO Guidob   

  1. a中国科学院上海生命科学研究院药物研究所 国家新药研究重点实验室 上海 201203;
    bIstituto di Chimica Biomolecolare-CNR, 80078 (Puzzuoli NA), Italy
  • 收稿日期:2004-01-13 修回日期:2004-04-19 接受日期:2004-04-19 发布日期:2022-09-20
  • 基金资助:
    国家海洋863计划(Nos. 2001AA620403, 2003AA624030)、国家杰出青年基金(No. 30125044)、中-意双边国际合作基金(CNR/CAS Joint Projects 2001/2004)资助项目.

Studies on Chemical Constituents of the Soft Coral Scleronephthya sp. from the South China Sea

YAN Xiao-Honga, GUO Yue-Wei*,a, ZHU Xing-Zua, MOLLO Ernestob, CIMINO Guidob   

  1. aState Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203;
    bIstituto di Chimica Biomolecolare-CNR, (Puzzuoli NA) 80078, Italy
  • Received:2004-01-13 Revised:2004-04-19 Accepted:2004-04-19 Published:2022-09-20
  • Contact: * E-mail: ywguo@mail.shcnc.ac.cn

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对中国南海的软珊瑚Scleronephthya sp.的化学成分进行研究,从有免疫调节活性的乙醚可溶物中分离鉴定了13个化合物,经1H NMR, 13C NMR, HMQC, HMBC, 1H-1H COSY和MS等光谱分析并结合文献数据,确证其结构分别为:3β-羟基-20-烯孕甾烷乙酸酯(1), 3β-羟基-5,20-二烯孕甾烷乙酸酯(2), 3-酮-20-烯孕甾烷(3), 1,2-环氧-3-酮-20-烯孕甾烷(4), 1,20-二烯-3-酮孕甾烷(5),1-烯-3-酮-20S-甲基-21-羟基孕甾烷乙酸酯(6), 1-烯-3-酮-20β-羟基孕甾烷乙酸酯(7), 1-烯-3,22-二酮胆甾烷(8), 1,24-二烯-3-酮-22,23-二羟基胆甾烷(9), O-methylisogrifolin (10), (1R,3S,4S,7E,11E)-3α,4α-环氧-7,11,15-三烯西松烷(11),玉米黄素12和6-溴-3-羧酸吲哚(13),其中化合物4, 6和10是首次从自然界分离得到.首次对化合物6, 7和10的波谱数据进行了报道,而且利用2D NMR对其进行了全归属.对化合物1～7可能的生源关系也进行了探讨.化合物6和7对人宫颈癌细胞(HELA)有抑制活性,IC50分别为3.3和6.3 mol/L;化合物7对肝癌细胞(BE7402)和人白血病细胞(HL-60)也显示抑制活性,IC50分别为3.1 mol/L和0.26 mol/L;化合物11对COX-2显示强烈的抑制活性,IC50为0.455 mol/L.

关键词: 软珊瑚, Scleronephthya sp., 化学成分

Thirteen compounds have been isolated from Et2O soluble fraction of the soft coral Scleronephthya sp. The structures of these compounds were characterizedby 1H NMR, 13C NMR, HMQC, HMBC, 1H-1H COSY, EIMS and compared with the data reported in literature as pregna-20-en-3β-O-acetate (1), pregna-5,20-dien-3β-O-acetate (2), pregna-20-en-3-one (3), 1,2-epoxypregna-20-en-3-one (4), pregna-1,20-dien-3-one (5), pregna-1-en-3-one-20-S-methyl-21-O-acetate (6), pregna-1-en-3-one-20β-O-acetate (7), cholest-1-en-3,22-dione (8), cholest-1,24-en-3-one-22,23-diol (9), O-methylisogrifolin (10), (1R,3S,4S,7E,11E)-3α,4α-epoxycembra-7,11,15-triene (11),(3R,3R')-astaxanthin (12) and 6-bromoindole-3-carboxylic acid (13), respectively. Among them, compounds 4, 6 and 10 were first isolated from natural sources. Spectroscopicdata of compounds 6, 7 and 10 were first reported, and their13C NMR data were assigned by 2D NMR. This paper also discussed the possible biosynthesis of compounds 1～7. Compounds 6 and 7 showinhibitory activity to HELA cell line, and their IC50 values are 3.3 and 6.3 mol/L, respectively. Compound 7 also shows inhibitory activity to BEL7402 and HL-60 cel line, and its IC50 value is 3.1 and 0.26 mol/L, respectively. Compound 11 shows inhibitory activity to COX-2 with IC50of 0.455 mol/L.

Key words: Soft coral, Scleronephthya sp., chemical constituent