Production of new anthracycline antibiotics 1-hydroxy-oxaunomycin and 6-deoxyoxaunomycin by limited biosynthetic conversion using a daunorubicin-negative mutant.
A limited biosynthetic conversion of some known anthracyclinones using a specific daunorubicin-nonproducing mutant provided four new anthracycline antibiotics: 1-Hydroxy-10-methoxycarbonyl-13-deoxocarminomycin; 1-hydroxy-13-deoxocarminomycin; 1-hydroxyoxaunomycin and 6-deoxyoxaunomycin. Their isolation and purification from bioconversion broth, structural determination and antitumor activities against leukemic L1210 cells are described.
Yoshimoto
A
A
Central Research Laboratory, Mercian Corporation, Kanagawa, Japan.
Johdo
O
O
Tone
H
H
Okamoto
R
R
Naganawa
H
H
Sawa
T
T
Takeuchi
T
T
D000818:Animals; D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology; D002360:Carubicin / Q000031:analogs & derivatives / Q000096:biosynthesis / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004261:DNA Replication / Q000187:drug effects; D003630:Daunorubicin / Q000378:metabolism*; D004354:Drug Screening Assays, Antitumor; D007939:Leukemia L1210 / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008828:Microbiological Techniques; D009154:Mutation; D009279:Naphthacenes / Q000378:metabolism; D013302:Streptomyces / Q000235:genetics / Q000378:metabolism*; D014407:Tumor Cells, Cultured
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic; D009279:Naphthacenes; C066033:7-O-(3-amino-2,3,6-trideoxy-alpha-hexopyranosyl)-epsilon-isorhodomycinone; C078936:1-hydroxy-13-deoxocarminomycin; C078934:1-hydroxyoxaunomycin; C078935:6-deoxyoxaunomycin; C078933:alpha-citromycinone; C042916:beta-isorhodomycinone; D002360:Carubicin; D003630:Daunorubicin