Microbial glycosidation of some anthracycline antibiotics by an antibiotic-negative mutant of aclarubicin producer.
Microbial conversion of anthracyclinone monosaccharides using aclarubicin-negative mutant of Streptomyces galilaeus was found to produce anthracyclinone disaccharides which had either rhodinose or 2-deoxyfucose as an additional sugar. By this conversion we obtained twelve new anthracyclines from seven anthracyclines which had rhodosamine, N-monomethyldaunosamine or daunosamine at C-7 as a glycosidic sugar. All products had a reduced cytotoxic activity in comparison with those of parent compounds. However, some of them showed a therapeutically improved antitumor effects against L1210 leukemia in vivo.
Johdo
O
O
Central Research Laboratories, Mercian Corporation, Fujisawa, Japan.
Tone
H
H
Okamoto
R
R
Yoshimoto
A
A
Naganawa
H
H
Sawa
T
T
Takeuchi
T
T
D015250:Aclarubicin / Q000096:biosynthesis*; D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000302:isolation & purification / Q000378:metabolism* / Q000494:pharmacology; D006031:Glycosylation; D007939:Leukemia L1210 / Q000473:pathology; D009154:Mutation; D013302:Streptomyces / Q000235:genetics / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D015250:Aclarubicin