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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 06: 1326 - 1332

DOI: https://doi.org/10.6023/cjoc201212046

Articles

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

  • Li Hui ,
  • Zhou Qiang ,
  • Tang Yumin ,
  • Zhao Shengyin ,
  • Tang Gongli
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  • 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 date: 2013-12-27

  Revised date: 2013-02-19

  Online published: 2013-03-01

Supported by

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

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Abstract

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

Cite this article

Li Hui , Zhou Qiang , Tang Yumin , Zhao Shengyin , Tang Gongli . Discovery of a New Natural Product from Marine-Derived Micro- monospora Guided by the Biosynthetic Studies of Kosinostatin[J]. Chinese Journal of Organic Chemistry, 2013 , 33(06) : 1326 -1332 . DOI: 10.6023/cjoc201212046

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