Studies on glycosylation of the mitomycins. Syntheses of 7-N-(4-O-glycosylphenyl)-9a-methoxymitosanes.
Two new derivatives of glycosyl mitomycin C, 7-N-[4-O-(beta-D-glucopyranosyl and alpha-sialosyl)phenyl]-9a- methoxymitosanes, were synthesized, and their structures were elucidated by analysis of the nuclear magnetic resonance spectra. Field desorption mass spectrometry was successfully used for the confirmation of these structures. The cytotoxic, antibacterial, and antitumor activities of 7-N-(4-glycosylphenyl)-9a- methoxymitosanes were also examined.
Furuhata
K
K
School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.
Komiyama
K
K
Ogura
H
H
Hata
T
T
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D006031:Glycosylation; D007941:Leukemia P388 / Q000473:pathology; D051379:Mice; D008815:Mice, Inbred Strains; D008937:Mitomycins / Q000138:chemical synthesis* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D008937:Mitomycins; C069416:7-N-(4-O-sialosylphenyl)-9-methoxymitosane methyl ester; C069415:7-N-(4-O-glucopyranosyl)phenyl-9-methoxymitosane