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

Marine Drugs

Min-Juan Xu¹  Xiao-Jin Liu⁵  Yi-Lei Zhao²  Dong Liu³  Zhen-Hao Xu²  Xiao-Meng Lang³  Ping Ao¹  Wen-Han Lin³  Song-Lin Yang⁵  Zhi-Gang Zhang⁴ 

[1] Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Key Laboratory of Systems Biomedicine, Shanghai 200240, China;State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China;State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China;;State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Ren Ji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200240, ChinaDepartment of Plastic Surgery, Shanghai Jiaotong University Affiliated Sixth People’s Hospital, Shanghai 200233, China;

关键词: Streptomyces xiamenensis;    mangrove;    benzopyran;    fibroblast;    anti-fibrosis;    anti-contractile capacity;   

DOI  :  10.3390/md10030639

来源: mdpi

【 摘 要 】

An anti-fibrotic compound produced by Streptomycesn 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.

【 授权许可】

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© 2012 by the authors; licensee MDPI, Basel, Switzerland.