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Mar. Drugs 2013, 11(10), 4035-4049; doi:10.3390/md11104035
Article

Identification of Two Novel Anti-Fibrotic Benzopyran Compounds Produced by Engineered Strains Derived from Streptomyces xiamenensis M1-94P that Originated from Deep-Sea Sediments

1
, 2
, 2
, 3
, 4
, 1
, 5
, 1
 and 1,*
1 State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, State Key Laboratory of Ocean Engineering, Shanghai Jiao Tong University, Shanghai 200240, China 2 State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200240, China 3 Ministry of Education Key Laboratory of Systems Biomedicine, Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Shanghai 200240, China 4 Key Laboratory of Marine Biogenetic Resources, the Third Institute of Oceanography SOA, Xiamen 361005, Fujian, China 5 Instrumental Analysis Center, Shanghai Jiao Tong University, Shanghai 200240, China
* Author to whom correspondence should be addressed.
Received: 17 August 2013 / Revised: 16 September 2013 / Accepted: 26 September 2013 / Published: 22 October 2013
(This article belongs to the Special Issue Advances and New Perspectives in Marine Biotechnology)
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Abstract

The benzopyran compound obtained by cultivating a mangrove-derived strain, Streptomyces xiamenensis strain 318, shows multiple biological effects, including anti-fibrotic and anti-hypertrophic scar properties. To increase the diversity in the structures of the available benzopyrans, by means of biosynthesis, the strain was screened for spontaneous rifampicin resistance (Rif), and a mutated rpsL gene to confer streptomycin resistance (Str), was introduced into the S. xiamenensis strain M1-94P that originated from deep-sea sediments. Two new benzopyran derivatives, named xiamenmycin C (1) and D (2), were isolated from the crude extracts of a selected Str-Rif double mutant (M6) of M1-94P. The structures of 1 and 2 were identified by analyzing extensive spectroscopic data. Compounds 1 and 2 both inhibit the proliferation of human lung fibroblasts (WI26), and 1 exhibits better anti-fibrotic activity than xiamenmycin. Our study presents the novel bioactive compounds isolated from S. xiamenensis mutant strain M6 constructed by ribosome engineering, which could be a useful approach in the discovery of new anti-fibrotic compounds.
Keywords: Streptomyces xiamenensis; ribosome engineering; benzopyran; anti-fibrosis Streptomyces xiamenensis; ribosome engineering; benzopyran; anti-fibrosis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

You, Z.-Y.; Wang, Y.-H.; Zhang, Z.-G.; Xu, M.-J.; Xie, S.-J.; Han, T.-S.; Feng, L.; Li, X.-G.; Xu, J. Identification of Two Novel Anti-Fibrotic Benzopyran Compounds Produced by Engineered Strains Derived from Streptomyces xiamenensis M1-94P that Originated from Deep-Sea Sediments. Mar. Drugs 2013, 11, 4035-4049.

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