title: Himastatin, a new antitumor antibiotic from Streptomyces hygroscopicus. III. Structural elucidation.
abstract: The structure of the antitumor antibiotic himastatin was determined using a combination of spectroscopic and chemical degradation techniques. Himastatin is a unique dimeric cyclohexadepsipeptide joined through a biphenyl linkage between two oxidized tryptophan units. The gross structure of the dimer was established through degradative ozonolysis. Himastatin consists of D-valine, D-threonine, L-leucine, L-alpha-hydroxyisovaleric acid, (3R,5R)-5-hydroxypiperazic acid, and (2R,3aR,8aR)-3a-hydroxyhexahydropyrrolo[2,3b]indole 2-carboxylic acid subunits.
authors.affiliation: Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, Connecticut 06492, USA.
authors.forename: J E
authors.initials: JE
authors.lastname: Leet
authors.forename: D R
authors.initials: DR
authors.lastname: Schroeder
authors.forename: J
authors.initials: J
authors.lastname: Golik
authors.forename: J A
authors.initials: JA
authors.lastname: Matson
authors.forename: T W
authors.initials: TW
authors.lastname: Doyle
authors.forename: K S
authors.initials: KS
authors.lastname: Lam
authors.forename: S E
authors.initials: SE
authors.lastname: Hill
authors.forename: M S
authors.initials: MS
authors.lastname: Lee
authors.forename: J L
authors.initials: JL
authors.lastname: Whitney
authors.forename: B S
authors.initials: BS
authors.lastname: Krishnan
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000096:biosynthesis / Q000737:chemistry / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism; D014407:Tumor Cells, Cultured
chemical_list: D000903:Antibiotics, Antineoplastic; D010456:Peptides, Cyclic; C066106:himastatin