天然产物研究与开发 ›› 2016, Vol. 28 ›› Issue (5): 690-695.doi: 10.16333/j.1001-6880.2016.5.009

• 研究简报 • 上一篇    下一篇

海洋链霉菌H41-59甾醇类化学成分及其细胞毒活性研究

张杨梅1,李先盛1,李红玉1,张英1,林壁润2,周光雄1*   

  1. 1 暨南大学药学院中药及天然药物研究所 广东省普通高校中药和天然药物药效物质基础重点实验室,广州 510632;2 广东省农业科学院植物保护研究所 广东省植物保护新技术重点实验室,广州 510110
  • 出版日期:2016-05-28 发布日期:2016-09-06

Cytotoxic Sterols from Marine Derived Streptomyces sp.H41-59

ZHANG Yang-mei1,LI Xian-sheng1,LI Hong-yu1,ZHANG Ying1,LIN Bi-run2,ZHOU Guang-xiong1*   

  1. 1 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research,Institute of Traditional Chinese Medicine and Natural Product,College of Pharmacy,Jinan University, Guangzhou 510632,China; 2 Key Laboratory of New Technique for Plant Protection in Guangdong,Institute  of Plant Protection,Guangdong Academy of Agricultural Sciences,Guangzhou 510110,China
  • Online:2016-05-28 Published:2016-09-06

摘要: 对来源于南海红树林底泥的海洋链霉菌H41-59发酵物中的次级代谢产物进行了分离纯化、结构鉴定及抗肿瘤细胞毒活性评价研究。经硅胶柱层析、Sephadex LH-20分子排阻层析和高效液相色谱等分离手段,从中分离得到了10个甾醇类化合物。通过核磁、质谱等方法,并结合与文献数据比对,鉴定分离得到的化合物分别为:麦角甾-7,22-二烯-3β,5α,6β-三醇(1)、麦角甾-7,22-二烯-3β,5α,6α-三醇(2)、麦角甾-7,22-二烯-3β,5α,6β,9α-四醇(3)、麦角甾-7,22-二烯-3β,5α,6β,25-四醇(4)、5α,6α-环氧麦角甾-8(9),22-二烯-3β,7α-二醇(5)、5α,6α-环氧麦角甾-8(14),22-二烯-3β,7α-二醇(6)、麦角甾-8(9),22-二烯-3β,5α,6β,7α-四醇(7)、麦角甾-8(14),22-二烯-3β,5α,6β,7α-四醇(8)、5α,6α-环氧麦角甾-8(14),22-二烯-3β,7β-二醇(9)、麦角甾-5,7,22-三烯-3β-醇(10),化合物1~10均为首次从海洋来源链霉菌中分离得到。采用MTT法对这10个化合物进行体外抗肿瘤细胞活性的筛选,发现均具有一定的细胞毒活性。其中,化合物5、7和8表现出较好的抑制活性,其IC50值均小于50 μg/mL。

关键词: 链霉菌, 甾醇, 次级代谢产物, 红树林, 细胞毒活性

Abstract: To study the bioactive constituents of Streptomyces  sp.strain H41-59 isolated from the sea bed mud at the mangrove district of South China Sea.By using silica gel,Sephadex LH-20 column chromatography and preparative HPLC methods,ten ergosterols were isolated from its ethyl acetate extract.Based on the analysis of NMR and ESIMS spectral data,the structures of these compounds were identified as ergosta-7,22-diene-3β,5α,6β-triol(1),ergosta-7,22-diene-3β,5α,6α-triol(2),ergosta-7,22-diene-3β,5α,6β,9α-tetraol(3),ergosta-7,22-diene-3β,5α,6β,25-tetraol(4),5α,6α-epoxy-ergosta-8(9),22-diene-3β,7α-diol(5),5α,6α-epoxy-ergosta-8(14),22-diene-3β,7α-diol(6),ergosta-8(9),22-diene-3β,5α,6β,7α-tetraol(7),ergosta-8(14),22-diene-3β,5α,6β,7α-tetraol(8),5α,6α-epoxyergosta-8(14),22-diene-3β,7β-diol(9),ergosta-5,7,22-triene-3β-ol(10).Compound 1-10 were isolated from Streptomyces species for the first time. Cytotoxicities of these sterols against three cancer cell lines were evaluated in vitro by MTT method.All of them showed cytotoxic activity to some extent.Among them,compound 5,7 and 8 displayed moderate cytotoxicity,with IC50 values lower than 50 μg/mL.

Key words: Streptomyces, sterols, metabolite, mangrove, cytotoxicity

中图分类号: 

R931.77