Chrymutasins: novel-aglycone antitumor antibiotics from a mutant of Streptomyces chartreusis. II. Characterization and structural elucidation.
Chrymutasins A, B and C are glycosidic antibiotics produced by a mutant of the chartreusin producer-organism Streptomyces chartreusis. We report here the structure elucidation of these compounds. The sugar moieties involved were determined by comparison with the related chartreusins. The structure of the aglycone, the same in all three compounds, was elucidated by NMR, incorporation studies of labeled compounds and synthesis of derivatives. The chrymutasin aglycone differs from that of chartreusin by a single carbon and an amino group.
Uchida
H
H
Pharmaceutical Research Laboratories, Sapporo Breweries Ltd., Shizuoka, Japan.
Nakakita
Y
Y
Enoki
N
N
Abe
N
N
Nakamura
T
T
Munekata
M
M
D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D001578:Benzopyrans / Q000737:chemistry; D005285:Fermentation; D008401:Gas Chromatography-Mass Spectrometry; D006027:Glycosides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016296:Mutagenesis; D013056:Spectrophotometry, Ultraviolet; D013302:Streptomyces / Q000235:genetics / Q000378:metabolism*
D000903:Antibiotics, Antineoplastic; D001578:Benzopyrans; D006027:Glycosides; C088439:chrymutasin A; C088440:chrymutasin B; C088441:chrymutasin C