title: Aogacillins A and B produced by Simplicillium sp. FKI-5985: new circumventors of arbekacin resistance in MRSA.
abstract: Aogacillins A and B, capable of overcoming arbekacin resistance in methicillin-resistant Staphylococcus aureus (MRSA), were isolated from a culture broth of Simplicillium sp. FKI-5985. Their structures were elucidated by NMR spectroscopic studies and ECD analyses. The aogacillins possessed a novel carbon skeleton, including a β-keto-γ-methyliden-δ-lactone ring connected to a 2-ethyl-6-methylcyclohexane ring by spiro conjugation.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science , 2641 Yamazaki, Noda, Chiba, 278-8510, Japan, Kitasato Institute for Life Sciences, Kitasato University , 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan, School of Pharmacy, Kitasato University , 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan, and Hall-Atwater Laboratories of Chemistry, Wesleyan University , Middletown, Connecticut 06459-0180, United States.
authors.forename: Keiko
authors.initials: K
authors.lastname: Takata
authors.forename: Masato
authors.initials: M
authors.lastname: Iwatsuki
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Yamamoto
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Shirahata
authors.forename: Kenichi
authors.initials: K
authors.lastname: Nonaka
authors.forename: Rokuro
authors.initials: R
authors.lastname: Masuma
authors.forename: Yoichi
authors.initials: Y
authors.lastname: Hayakawa
authors.forename: Hideaki
authors.initials: H
authors.lastname: Hanaki
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: George A
authors.initials: GA
authors.lastname: Petersson
authors.forename: Satoshi
authors.initials: S
authors.lastname: Ōmura
authors.forename: Kazuro
authors.initials: K
authors.lastname: Shiomi
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003510:Cyclohexanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006999:Hypocreales / Q000737:chemistry*; D016106:Methicillin Resistance / Q000187:drug effects; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D003510:Cyclohexanes; D013141:Spiro Compounds; C586467:aogacillin A; C586466:aogacillin B