Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (06): 1326-1332.DOI: 10.6023/cjoc201212046 Previous Articles     Next Articles

Articles

越野他汀生物合成介导的海洋小单孢菌中一个新天然产物的发现

李慧a, 周强b, 唐玉敏b, 赵圣印a, 唐功利b   

  1. a 东华大学化学化工与生物工程学院 上海 201620;
    b 中国科学院上海有机化学研究所 生命有机国家重点实验室 上海 200032
  • 收稿日期:2013-12-27 修回日期:2013-02-19 发布日期:2013-03-01
  • 通讯作者: 赵圣印, 唐功利 E-mail:syzhao8@dhu.edu.cn;gltang@sioc.ac.cn
  • 基金资助:

    国家自然科学基金(No.81102337)资助项目.

Discovery of a New Natural Product from Marine-Derived Micro- monospora Guided by the Biosynthetic Studies of Kosinostatin

Li Huia, Zhou Qiangb, Tang Yuminb, Zhao Shengyina, Tang Gonglib   

  1. a College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620;
    b State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2013-12-27 Revised:2013-02-19 Published:2013-03-01
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.81102337).

Kosinostatin (KST), isolated from the fermentation extraction of Micromonospora sp.TP-A0468, is a kind of anthraquinones antibiotic with antitumor activity.To investigate the function of kstD3 gene, encoding a sugar 3,5-epimerase involved in the KST biosynthetic gene cluster, the gene disruption mutant strain Micromonospora sp.TP-A0468 mKOSD3 is constructed.A novel compound, deoxy-isoquinocycline B was discovered and isolated from this mutant strain and its structure was characterized by comparison to the HRMS and NMR spectra of isoquinocycline B.This compound could be considered as an analogue of isoquinocycline B.Compared with isoquinocycline B, its antitumor activity decreased significantly.It is also found that the glycosyltransferase KstD5 is more substrate-flexible than anticipated, which lay the foundation for further using the characteristics of this enzyme to obtain more analogues.

Key words: natural product, deoxy-isoquinocycline B, glycosyltransferase, substrate-flexibility