title: Niizalactams A-C, Multicyclic Macrolactams Isolated from Combined Culture of Streptomyces with Mycolic Acid-Containing Bacterium.
abstract: A terrestrial bacterium, Streptomyces sp. NZ-6, produced niizalactams A-C (1-3), unprecedented di- and tricyclic macrolactams, by coculturing with the mycolic acid-containing bacterium Tsukamurella pulmonis TP-B0596. Their complete structures, including absolute configurations, were elucidated on the basis of spectroscopic data and chemical derivatization. Their unique skeletons are proposed to be biosynthesized from a common 26-membered macrolactam intermediate by SN2 cyclization or an intramolecular Diels-Alder reaction.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Shotaro
authors.initials: S
authors.lastname: Hoshino
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Okada
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Wakimoto
authors.affiliation: RIKEN Center for Life Science Technologies , 1-7-22, Suehiro-cho, Tsurumi-ku, Yokohama 230-0045, Japan.
authors.forename: Huiping
authors.initials: H
authors.lastname: Zhang
authors.affiliation: RIKEN Center for Life Science Technologies , 1-7-22, Suehiro-cho, Tsurumi-ku, Yokohama 230-0045, Japan.
authors.forename: Fumiaki
authors.initials: F
authors.lastname: Hayashi
authors.affiliation: Graduate School of Agricultural and Life Sciences, The University of Tokyo , Bunkyo-ku, Tokyo 113-8657, Japan.
authors.forename: Hiroyasu
authors.initials: H
authors.lastname: Onaka
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Ikuro
authors.initials: I
authors.lastname: Abe
mesh_terms: D000818:Animals; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D047029:Lactams, Macrocyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007941:Leukemia P388; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009171:Mycolic Acids / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013302:Streptomyces / Q000737:chemistry*
chemical_list: D047029:Lactams, Macrocyclic; D009171:Mycolic Acids; C000607255:niizalactam A; C000607257:niizalactam B; C000607256:niizalactam C