title: Iminimycin A, the new iminium metabolite produced by Streptomyces griseus OS-3601.
abstract: A new natural product, designated iminimycin A, was isolated from the cultured broth of a streptomycin-producing microbial strain, Streptomyces griseus OS-3601, via a physicochemical screening method using HP-20, silica gel and ODS column chromatographies and subsequent preparative HPLC. Iminimycin A is an indolizidine alkaloid, containing of an unusual iminium group and a cyclopropane ring with a triene side chain. The absolute configuration of iminimycin A was elucidated by NMR studies and electronic circular dichroism analysis. Iminimycin A shows anti-bacterial activity against Bacillus subtilis, Kocuria rhizophila and Xanthomonas campestris pv. orizae, and cytotoxic activity against HeLa S3 and Jurkat cells with IC50 values of 43 and 36 μM, respectively.
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Takuji
authors.initials: T
authors.lastname: Nakashima
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Rei
authors.initials: R
authors.lastname: Miyano
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.|Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Masato
authors.initials: M
authors.lastname: Iwatsuki
authors.affiliation: School of Pharmacy, Kitasato University, Tokyo, Japan.
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Shirahata
authors.affiliation: Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Toru
authors.initials: T
authors.lastname: Kimura
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Asami
authors.affiliation: School of Pharmacy, Kitasato University, Tokyo, Japan.
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Kobayashi
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.|Graduate School of Infection Control Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Kazuro
authors.initials: K
authors.lastname: Shiomi
authors.affiliation: Hall-Atwater Laboratories of Chemistry, Wesleyan University, Middletown, CT, USA.
authors.forename: George A
authors.initials: GA
authors.lastname: Petersson
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Yōko
authors.initials: Y
authors.lastname: Takahashi
authors.affiliation: Kitasato Institute for Life Sciences, Kitasato University, Tokyo, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Ōmura
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002942:Circular Dichroism; D006367:HeLa Cells; D006801:Humans; D054836:Indolizidines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D019169:Jurkat Cells; D009682:Magnetic Resonance Spectroscopy; D008835:Micrococcaceae / Q000187:drug effects; D013305:Streptomyces griseus / Q000378:metabolism*; D016959:Xanthomonas campestris / Q000187:drug effects
chemical_list: D000470:Alkaloids; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D054836:Indolizidines; C000618094:iminimycin A