Chemical modification of anthracycline antibiotics. IV. Synthesis of new anthracyclines with trisaccharide.
- 1 January 1982
- journal article
- research article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 35 (3) , 312-320
- https://doi.org/10.7164/antibiotics.35.312
Abstract
The glycosidation products of O-α-L-cinerulosyl-(1→4)- O-(3-O-acetyl-2-deoxy-a-Lfucosyl)-(1→4)- α, β-L-rhodosamine with aklavinone, daunomycinone, adriamycinone and carminomycinone were synthesized and the resulting products were deacylated, yielding anthracyclines having the trisaccharide. We further synthesized N-monomethyl and N-didemethyl derivatives of daunomycinone trisaccharide by photolysis with sunlight. 3"-O-Acyl derivatives of daunomycinone, carminomycinone and aklavinone glycosides showed a marked antitumor activity against L1210 leukemia in mice with ILS 110, 86 and 86%, respectively, while 3"-Oacetyladriamycinone glycoside was highly toxic with a ILS of 44%.This publication has 1 reference indexed in Scilit:
- Antitumor anthracycline antibiotics, aclacinomycin A and analogues. II. Structural determination.The Journal of Antibiotics, 1979