title: Aldecalmycin, a new antimicrobial antibiotic from Streptomyces. II. Structure elucidation by NMR studies.
abstract: A new antibiotic, aldecalmycin (1) was isolated from the culture broth of Streptomyces sp. MJ147-72F6. The 1H and 13C NMR spectra of 1 were complicated due to the presence of a beta-ketoaldehyde moiety. Therefore, 1 was converted into an ethylene ketal derivative (2) and into a dihydroaldecalmycin (3). These derivatives gave assignable NMR spectra. The planar structure was elucidated by using 1H-1H COSY, 2D-HOHAHA, 1H-13C COSY and HMBC spectra of 2. The conformation of the decalin ring was elucidated by using ID-HOHAHA, NOE difference and NOESY spectra of 3. The geometry of double bond in the side chain was determined by NOE difference and NOESY spectra of 3.
authors.affiliation: Institute of Microbial Chemistry, Tokyo, Japan.
authors.forename: R
authors.initials: R
authors.lastname: Sawa
authors.forename: Y
authors.initials: Y
authors.lastname: Takahashi
authors.forename: T
authors.initials: T
authors.lastname: Sawa
authors.forename: H
authors.initials: H
authors.lastname: Naganawa
authors.forename: T
authors.initials: T
authors.lastname: Takeuchi
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011714:Pyrans / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D011714:Pyrans; C073564:aldecalmycin