title: Discovery of pentangular polyphenols hexaricins A-C from marine Streptosporangium sp. CGMCC 4.7309 by genome mining.
abstract: Many novel microbial nature products were discovered from Actinobacteria by genome mining methods. However, only a few number of genome mining works were carried out in rare actinomycetes. An important reason precluding the genome mining efforts in rare actinomycetes is that most of them are recalcitrant to genetic manipulation. Herein, we chose the rare marine actinomycete Streptosporangium sp. CGMCC 4.7309 to explore its secondary metabolite diversity by genome mining. The genetic manipulation method has never been established for Streptosporangium strains. At first, we set up the genetic system of Streptosporangium sp. CGMCC 4.7309 unprecedentedly. The draft genome sequencing of Streptosporangium sp. CGMCC 4.7309 revealed that it contains more than 20 cryptic secondary metabolite biosynthetic clusters. A type II polyketide synthases-containing cluster (the hex cluster) was predicted to encode compounds with a pentangular polyphenol scaffold by in silico analysis. The products of the hex cluster were uncovered by comparing the metabolic profile of Streptosporangium sp. CGMCC 4.7309 with that of the hex30 inactivated mutant, in which a key ketoreductase gene was disrupted. Finally, three pentangular polyphenols were isolated and named as hexaricins A (1), B (2), and C (3). The inconsistency of the stereochemistry of C-15 in hexaricins A, B, and C indicates a branch point in their biosynthesis. Finally, the biosynthetic pathway of the hexaricins was proposed based on bioinformatics analysis.
authors.affiliation: College of Life Science, Northeast Agricultural University, Harbin, Henlongjian Province, 150030, People's Republic of China.|State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.
authors.forename: Jun
authors.initials: J
authors.lastname: Tian
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.|Guangxi Colleges and Universities Key Laboratory of Applied Chemistry Technology and Resource Development, Nanning, Guangxi Province, 530004, People's Republic of China.|School of Chemistry and Chemical Engineering, Guangxi University, Nanning, Guangxi Province, 530004, People's Republic of China.
authors.forename: Haiyan
authors.initials: H
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.
authors.forename: Zhengyan
authors.initials: Z
authors.lastname: Guo
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.
authors.forename: Ning
authors.initials: N
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.
authors.forename: Jine
authors.initials: J
authors.lastname: Li
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Huang
authors.affiliation: College of Life Science, Northeast Agricultural University, Harbin, Henlongjian Province, 150030, People's Republic of China. xiangwensheng@neau.edu.cn.
authors.forename: Wensheng
authors.initials: W
authors.lastname: Xiang
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing, 100101, People's Republic of China. chenyihua@im.ac.cn.
authors.forename: Yihua
authors.initials: Y
authors.lastname: Chen
mesh_terms: D039903:Actinobacteria / Q000737:chemistry*; D059001:Aquatic Organisms / Q000737:chemistry*; D019295:Computational Biology; D057225:Data Mining; D016680:Genome, Bacterial; D053858:Metabolic Networks and Pathways / Q000235:genetics; D055432:Metabolomics; D005810:Multigene Family; D059808:Polyphenols / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification*; D017422:Sequence Analysis, DNA
chemical_list: D059808:Polyphenols
keywords: Genetic manipulation; Genome mining; Pentangular polyphenol; Polyketide synthase; Streptosporangium