title: Structure and biosynthesis of FD-594; a new antitumor antibiotic.
abstract: The structure of a novel antitumor antibiotics FD-594 (1), produced by Streptomyces sp. TA-0256, was determined to have a glycosylated pyrano[4',3':6,7]naphtho[1,2-b]-xanthene skeleton by means of spectral data. The biosynthetic studies of the chromophore of 1 was also carried out by feeding experiments with [1-13C]-, [2-13C]-, and [1,2-13C2]sodium acetate. The labeling pattern was determined by 13C NMR including 2D INADEQUATE experiments, which allowed us to elucidate that the chromophore of 1 is derived from 14 acetate, followed by the loss of one carbon atom.
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Kondo
authors.forename: T
authors.initials: T
authors.lastname: Eguchi
authors.forename: K
authors.initials: K
authors.lastname: Kakinuma
authors.forename: K
authors.initials: K
authors.lastname: Mizoue
authors.forename: Y F
authors.initials: YF
authors.lastname: Qiao
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011714:Pyrans / Q000737:chemistry*; D013302:Streptomyces / Q000378:metabolism*; D014966:Xanthenes / Q000737:chemistry*
chemical_list: D000903:Antibiotics, Antineoplastic; C112184:FD 594, antibiotic; D011714:Pyrans; D014966:Xanthenes