中国南海鳞指形软珊瑚的化学成分和生物活性研究

Study on the chemical constituents from South China Sea soft coral Sinularia scabra and their bioactivities

目的对采自中国南海的鳞指形软珊瑚化学成分和生物活性进行研究。方法综合利用薄层色谱、硅胶柱色谱、凝胶柱层析、半制备高效液相色谱(HPLC)等分离手段进行纯化,结合核磁共振(NMR)和质谱(MS)等波谱数据分析及比对文献数据,开展化合物的结构鉴定。结果从鳞指形软珊瑚中共分离鉴定了18个化合物,包括2个倍半萜:(E)-β-金合欢烯(1)和β-榄香烯(2);6个二萜:xiguscabrate A(3)、19-hydroxylcembrene-C(4)、xiguscabrate B(5)、(11S,12S)-11,12-epoxycembrene-C(6)、sinulariol C(7)和isosarcophytoxide(8);9个降二萜:10-epi-gyrosanolide E(9)、scabrolide D(10)、scabrolide G(11)、5-epi-sinuleptolide(12)、sinuleptolide(13)、gyrosanolide F(14)、ineleganolide(15)、scabrolide A(16)和scabrolide B(17);1个甾醇:crassarosterol A(18)。结论化合物1为首次从软珊瑚科软珊瑚中分离得到,2、9、12、13、15和18为首次从该种软珊瑚中分离得到。免疫抑制活性测试显示,化合物8对脂多糖(LPS)诱导的B淋巴细胞的增殖具有显著的抑制作用,半抑制浓度(IC50)为4.4μmol/L。

Objective To investigate the chemical constituents and bioactivities of soft coral Sinularia scabra collected from South China Sea.Methods The isolation and purification of these compounds were performed by thin layer chromatography(TLC),silica gel,Sephadex LH-20 column chromatography and semi-preparative high performance liquid chromatography(HPLC).Their structures were characterized by analysis of NMR and MS data and comparison with the data reported in literature.Results Eighteen known compounds with diverse skeletons were isolated from the soft coral Sinularia scabra,including two sesquiterpenes:(E)-β-farnesene(1),β-elemene(2);six diterpenes:xiguscabrate A(3),19-hydroxylcembrene-C(4),xiguscabrate B(5),(11S,12S)-11,12-epoxycembrene-C(6),sinulariol C(7),isosarcophytoxide(8),nine norditerpenes:10-epi-gyrosanolide E(9),scabrolide D(10),scabrolide G(11),5-epi-sinuleptolide(12),sinuleptolide(13),gyrosanolide F(14),ineleganolide(15),scabrolide A(16),scabrolide B(17);one sterol:crassarosterol A(18).Conclusion Eighteen known compounds with diverse structural features were obtained from the title specimen.Compound 1 was isolated from the family Alcyonidae for the first time,while compounds 2,9,12,13,15 and 18 were isolated from this species for the first time.In the immunosuppressive bioassay,compound 8 exhibited significant inhibitory against the proliferation of LPS-induced B cell(ICso=4.4μmol/L).