Olsuf'eva E N, Leont'eva O V, Rozynov B V, Makukho L V
Antibiot Khimioter. 1991 Jan;36(1):8-11.
Condensation of rubomycin (daunorubicin) with respective hydrazides yielded novel substituted hydrazones: 13-cyanoacetyl hydrazone rubomycin, 13-L-phenylalanyl hydrazone rubomycin, 13-BOC-3-(uracilyl-1)-DL-alanyl hydrazone rubomycin and 13-BOC-3-(adenylyl-9)-DL-alanyl hydrazone rubomycin. With successive treatment of rubomycin with hydrazine hydrate and respective ketones novel asymmetric azines were prepared: 13-cyclopentylidene hydrazone rubomycin, 13-alpha,alpha'-dimethyl-cyclopentylidene hydrazone rubomycin and 13-(1-phenylethylidene-1) hydrazone rubomycin. 14-Adenylyl-N9-rubomycin was synthesized by interaction of 14-bromorubomycin with adenine and hydrogenation of its analog, 14-N-imidazolyl rubomycin by sodium borhydrite yielded 13-dihydro-14-N-imidazolyl rubomycin. There was observed correlation between the antimicrobial activity of the derivatives against B. mycoides and their cytostatic effect on the cells of murine leukemia NK/LI. The high in vitro activity of 13-cyclopentylidene hydrazone rubomycin showed satisfactory correlation with the results of the study on the antitumor effect in animals.
柔红霉素（柔毛霉素）与相应的酰肼缩合得到了新型取代腙：13-氰乙酰腙柔红霉素、13-L-苯丙氨酰腙柔红霉素、13-BOC-3-(尿嘧啶-1)-DL-丙氨酰腙柔红霉素和13-BOC-3-(腺嘌呤-9)-DL-丙氨酰腙柔红霉素。用柔红霉素先后与水合肼和相应的酮反应制备了新型不对称连氮：13-环亚戊基腙柔红霉素、13-α,α'-二甲基-环亚戊基腙柔红霉素和13-(1-苯亚乙基-1)腙柔红霉素。14-溴柔红霉素与腺嘌呤相互作用合成了14-腺嘌呤-N9-柔红霉素，其类似物14-N-咪唑基柔红霉素用硼氢化钠氢化得到13-二氢-14-N-咪唑基柔红霉素。观察到这些衍生物对蕈状芽孢杆菌的抗菌活性与其对小鼠白血病NK/LI细胞的细胞抑制作用之间存在相关性。13-环亚戊基腙柔红霉素的高体外活性与动物抗肿瘤作用的研究结果显示出良好的相关性。
