title: Suncheonosides A-D, Benzothioate Glycosides from a Marine-Derived Streptomyces sp.
abstract: A marine-derived Streptomyces strain, SSC21, was isolated from the sediment of Suncheon Bay, Republic of Korea. Chemical analysis of the bacterial strain resulted in the isolation of four new metabolites, suncheonosides A-D (1-4, respectively), each bearing a sulfur atom. The planar structures of the suncheonosides were identified as hexasubstituted benzothioate glycosides by combined spectroscopic analyses. Analysis of the configuration of the sugar moieties based on ROESY nuclear magnetic resonance correlations, one-bond (1)H-(13)C coupling constant analysis, and chemical derivatizations indicated that the suncheonosides incorporate only l-rhamnose. Suncheonosides A, B, and D promoted adiponectin production in a concentration-dependent manner during adipogenesis in human mesenchymal stem cells, suggesting antidiabetic potential.
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
authors.forename: Bora
authors.initials: B
authors.lastname: Shin
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
authors.forename: Seyeon
authors.initials: S
authors.lastname: Ahn
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
authors.forename: Minsoo
authors.initials: M
authors.lastname: Noh
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
authors.forename: Jongheon
authors.initials: J
authors.lastname: Shin
authors.affiliation: Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
authors.forename: Dong-Chan
authors.initials: DC
authors.lastname: Oh
mesh_terms: D052242:Adiponectin / Q000819:agonists; D001555:Benzene Derivatives / Q000737:chemistry / Q000302:isolation & purification*; D004305:Dose-Response Relationship, Drug; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D006801:Humans; D008386:Marine Biology; D059630:Mesenchymal Stem Cells / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D056910:Republic of Korea; D013302:Streptomyces / Q000737:chemistry*; D013457:Sulfur Compounds / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D052242:Adiponectin; D001555:Benzene Derivatives; D006027:Glycosides; D013457:Sulfur Compounds