title: Naphthacemycins, novel circumventors of β-lactam resistance in MRSA, produced by Streptomyces sp. KB-3346-5. II. Structure elucidation.
abstract: Seventeen new compounds, naphthacemycins A1-A11, B1-B4and C1-C2, were isolated from a cultured broth of Streptomyces sp. KB-3346-5 during screening for circumventors of β-lactam resistance in methicillin-resistant Staphylococcus aureus. Their structures were elucidated by spectroscopic studies, including NMR and X-ray crystallographic analysis. The naphthacemycin A series has a new skeleton displaying a 7-phenylnaphthacene-5,6,11(12H)-trione. In contrast, the quinone moiety of the A series is changed to dehydroxyquinol in the B series and to a semiquinone-like structure in the C series.
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Fukumoto
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Yong-Pil
authors.initials: YP
authors.lastname: Kim
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.|Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Masato
authors.initials: M
authors.lastname: Iwatsuki
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.|Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Tomoyasu
authors.initials: T
authors.lastname: Hirose
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.|Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.|Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Hideaki
authors.initials: H
authors.lastname: Hanaki
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Ōmura
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.|Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Kazuro
authors.initials: K
authors.lastname: Shiomi
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D013057:Spectrum Analysis; D013302:Streptomyces / Q000378:metabolism*; D018440:beta-Lactam Resistance; D047090:beta-Lactams / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D047090:beta-Lactams