Taylor A W, Costello B J, Hunter P A, MacLachlan W S, Shanks C T
SmithKline Beecham Pharmaceuticals, Great Burgh, Epsom, Surrey, UK.
J Antibiot (Tokyo). 1993 Mar;46(3):486-93. doi: 10.7164/antibiotics.46.486.
The syntheses of the first amphotericin B derivatives to be modified solely at the C-13 hemiketal position are described. Selective functionalisation at this position is facilitated by use of the allyl ester as a C-16 carboxylate protecting group on the amphotericin B nucleus. In in vitro tests all compounds showed markedly reduced haemolytic activity against mammalian erythrocytes while two of the novel 13-alkoxy derivatives retained good antifungal activity.
本文描述了首个仅在C-13半缩酮位置进行修饰的两性霉素B衍生物的合成方法。通过使用烯丙酯作为两性霉素B核上C-16羧酸盐的保护基团，便于在此位置进行选择性官能化。在体外试验中，所有化合物对哺乳动物红细胞的溶血活性均显著降低，而两种新型13-烷氧基衍生物仍保留良好的抗真菌活性。
