title: Identification and characterization of an anti-fibrotic benzopyran compound isolated from mangrove-derived Streptomyces xiamenensis.
abstract: 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.
authors.affiliation: Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Key Laboratory of Systems Biomedicine, Shanghai 200240, China.
authors.forename: Min-Juan
authors.initials: MJ
authors.lastname: Xu
authors.affiliation: 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.
authors.forename: Xiao-Jin
authors.initials: XJ
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China.
authors.forename: Yi-Lei
authors.initials: YL
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
authors.forename: Dong
authors.initials: D
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China.
authors.forename: Zhen-Hao
authors.initials: ZH
authors.lastname: Xu
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
authors.forename: Xiao-Meng
authors.initials: XM
authors.lastname: Lang
authors.affiliation: Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Key Laboratory of Systems Biomedicine, Shanghai 200240, China.
authors.forename: Ping
authors.initials: P
authors.lastname: Ao
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China.
authors.forename: Wen-Han
authors.identifier: 0000-0002-4978-4083
authors.initials: WH
authors.lastname: Lin
authors.affiliation: Department of Plastic Surgery, Shanghai Jiaotong University Affiliated Sixth People's Hospital, Shanghai 200233, China.
authors.forename: Song-Lin
authors.initials: SL
authors.lastname: Yang
authors.affiliation: State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Ren Ji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200240, China.
authors.forename: Zhi-Gang
authors.initials: ZG
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai JiaoTong University, Shanghai 200240, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Xu
mesh_terms: D001578:Benzopyrans / Q000302:isolation & purification* / Q000494:pharmacology*; D002448:Cell Adhesion / Q000187:drug effects; D002460:Cell Line; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D003094:Collagen / Q000737:chemistry; D005347:Fibroblasts / Q000187:drug effects; D005355:Fibrosis / Q000188:drug therapy*; D019015:Geologic Sediments / Q000382:microbiology*; D006801:Humans; D006868:Hydrolysis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013302:Streptomyces / Q000254:growth & development / Q000378:metabolism*; D014197:Trees / Q000382:microbiology*
chemical_list: D001578:Benzopyrans; D007202:Indicators and Reagents; D003094:Collagen