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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 7: 1376 - 1381

DOI: https://doi.org/10.6023/cjoc201403032

ARTICLE

Production of a Trioxacarcin Analogue by Engineering of Its Biosynthetic Pathway

  • Qi Li-Hua ,
  • Zhang Mei ,
  • Pan Hai-Xue ,
  • Chen Xiao-Dong ,
  • Tang Gong-Li
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  • a College of Pharmacy, Jiangxi University of Traditional Chinese Medicine, Nanchang 330004;
    b State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2014-03-13

  Revised date: 2014-03-24

  Online published: 2014-04-02

Supported by

Project supported by the National Natural Science Foundation of China (No. 81202442).

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Abstract

Trioxacarcins, derived from streptomyces, are aromatic polyketide natural products with antitumor activity. The production of trioxacarcins was improved significantly by optimizing the fermentation and purification processes. The biosynthetic pathway of trioxacarcins was changed by inactivating an acyltransferase (Trx49) gene in the trioxacarcin cluster, and an analogue compound 1 lacking the O-acetyl group of sugar on C-4 was obtained. The influence of the O-acetyl group on biological activity of trioxacarcins was investigated by in vitro cytotoxicity test. Compared with trioxacarcin A, the activity of compound 1 decreases to some extent but still persists an excellent anti-tumor activity level with IC50 value of 4.86 nmol·L-1.

Key words： trioxacarcin; biosynthesis; natural product; acyltransferase

Cite this article

Qi Li-Hua , Zhang Mei , Pan Hai-Xue , Chen Xiao-Dong , Tang Gong-Li . Production of a Trioxacarcin Analogue by Engineering of Its Biosynthetic Pathway[J]. Chinese Journal of Organic Chemistry, 2014 , 34(7) : 1376 -1381 . DOI: 10.6023/cjoc201403032

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