Tanaka H, Yoshioka T, Shimauchi Y, Matsushita Y, Matsuzawa Y, Oki T, Ishikura T
J Antibiot (Tokyo). 1982 Mar;35(3):312-20. doi: 10.7164/antibiotics.35.312.
The glycosidation products of O-alpha-L-cinerulosyl-(1 leads to 4)-O-(3-O-acetyl-2-deoxy-alpha-L-fucosyl)-(1 leads to 4)-alpha, beta-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"-O-acetyladriamycinone glycoside was highly toxic with a ILS of 44%.
合成了O-α-L-瓜菊糖基-(1→4)-O-(3-O-乙酰基-2-脱氧-α-L-岩藻糖基)-(1→4)-α,β-L-玫瑰胺与阿克拉酮、柔红霉素酮、阿霉素酮和洋红霉素酮的糖苷化产物，并将所得产物脱酰基，得到具有三糖的蒽环类化合物。我们还通过日光光解合成了柔红霉素酮三糖的N-单甲基和N-双去甲基衍生物。柔红霉素酮、洋红霉素酮和阿克拉酮糖苷的3″-O-酰基衍生物对小鼠L1210白血病显示出显著的抗肿瘤活性，ILS分别为110%、86%和86%，而3″-O-乙酰阿霉素酮糖苷毒性很大，ILS为44%。
