title: Novel 24-membered macrolides, JBIR-19 and -20 isolated from Metarhizium sp. fE61.
abstract: In the course of our screening program for active compounds that induce cell morphological changes of Saccharomyces cerevisiae, the culture broth of an entomopathogenic fungus Metarhizium sp. fE61 exhibited a unique morphological phenotype. We conducted an activity-guided isolation from the fermentation broth of Metarhizium sp. fE61 to yield two new macrolide compounds named JBIR-19 (1) and -20 (2) as active substances. Their structures were determined to be 24-membered macrolide analogs containing a 2-aminoethyl phosphate ester on the basis of NMR and other spectroscopic data. Compounds 1 and 2 induced striking elongated morphology of S. cerevisiae at concentrations of 3.1 and 13 microM, but showed weak antiyeast activity at MICs of 200 and >200 microM, respectively.
authors.affiliation: Biomedicinal Information Research Center (BIRC), Japan Biological Informatics Consortium (JBIC), Koto-ku, Tokyo, Japan.
authors.forename: Ikuko
authors.initials: I
authors.lastname: Kozone
authors.forename: Jun-ya
authors.initials: JY
authors.lastname: Ueda
authors.forename: Machika
authors.initials: M
authors.lastname: Watanabe
authors.forename: Satoru
authors.initials: S
authors.lastname: Nogami
authors.forename: Aya
authors.initials: A
authors.lastname: Nagai
authors.forename: Shigeki
authors.initials: S
authors.lastname: Inaba
authors.forename: Yoshikazu
authors.initials: Y
authors.lastname: Ohya
authors.forename: Motoki
authors.initials: M
authors.lastname: Takagi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Shin-ya
mesh_terms: D000935:Antifungal Agents / Q000096:biosynthesis* / Q000737:chemistry / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D003470:Culture Media; D005285:Fermentation; D018942:Macrolides / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D052981:Metarhizium / Q000145:classification / Q000378:metabolism*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000935:Antifungal Agents; D003470:Culture Media; C544244:JBIR-19; C544243:JBIR-20; D018942:Macrolides