Identification and Characterization of an Anti-Fibrotic Benzopyran Compound Isolated from Mangrove-Derived Streptomyces xiamenensis

Min-Juan Xu; Xiao-Jin Liu; Yi-Lei Zhao; Dong Liu; Zhen-Hao Xu; Xiao-Meng Lang; Ping Ao; Wen-Han Lin; Zhi-gang Zhang; Jun Xu

doi:10.3390/md10030639

journal article Open Access Mar 15, 2012

Identification and Characterization of an Anti-Fibrotic Benzopyran Compound Isolated from Mangrove-Derived Streptomyces xiamenensis

Min-Juan Xu Xiao-Jin Liu Yi-Lei Zhao

Dong Liu

Zhen-Hao Xu Xiao-Meng Lang Ping Ao Wen-Han Lin Zhi-gang Zhang

Jun Xu

Marine Drugs Vol. 10 No. 3 pp. 639-654 · MDPI AG

View at Publisher Save 10.3390/md10030639

Abstract

An anti-fibrotic compound produced by Streptomyces xiamenensis, found in mangrove sediments, was investigated for possible therapeutic effects against fibrosis. The compound, N-[[3,4-dihydro-3S-hydroxy-2S-methyl-2-(4¢R-methyl-3¢S-pentenyl)-2H-1-benzopyran-6-yl]carbonyl]-threonine (1), was isolated from crude extracts and its structure, including the absolute configuration was determined by extensive spectroscopic data analyses, Mosher’s method, Marfey’s reagent and quantum mechanical calculations. In terms of biological effects, this compound inhibits the proliferation of human lung fibroblasts (WI26), blocks adhesion of human acute monocytic leukemia cells (THP-1) to a monolayer of WI26 cells, and reduces the contractile capacity of WI26 cells in three-dimensional free-floating collagen gels. Altogether, these data indicate that we have identified a bioactive alkaloid (1) with multiple inhibitory biological effects on lung excessive fibrotic characteristics, that are likely involved in fibrosis, suggesting that this molecule might indeed have therapeutic potential against fibrosis.

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Details

Published: Mar 15, 2012
Vol/Issue: 10(3)
Pages: 639-654
License: View

Authors

M

Min-Juan Xu

Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Key Laboratory of Systems Biomedicine, Shanghai 200240, China

X

Xiao-Jin Liu

Department of Plastic Surgery, Shanghai Jiaotong University Affiliated Sixth People’s Hospital, Shanghai 200233, China; State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Ren Ji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200240, China

Y

Yi-Lei Zhao

State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China

D

Dong Liu

State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China

Z

Zhen-Hao Xu

State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China

X

Xiao-Meng Lang

State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China

P

Ping Ao

Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Key Laboratory of Systems Biomedicine, Shanghai 200240, China

W

Wen-Han Lin

State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China

Z

Zhi-gang Zhang

State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Ren Ji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200240, China

J

Jun Xu

State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China

Cite This Article

Min-Juan Xu, Xiao-Jin Liu, Yi-Lei Zhao, et al. (2012). Identification and Characterization of an Anti-Fibrotic Benzopyran Compound Isolated from Mangrove-Derived Streptomyces xiamenensis. Marine Drugs, 10(3), 639-654. https://doi.org/10.3390/md10030639

Identification and Characterization of an Anti-Fibrotic Benzopyran Compound Isolated from Mangrove-Derived Streptomyces xiamenensis

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