Synthesis of novel 13 C, 2 H-labeled Amphotericin B and the conformational analysis of glycosidic linkage in lipid bilayers

摘要

Amphotericin B (AmB, 1 in Fig.1) is a polyene macrolide antibiotic, used as a drug against mycotic diseases. It has been assumed to form a barrel-stave-like ion-channel complex with ergosterol in fungal membranes for exerting selective toxicity against fungi . Several structure activity relationship studies have suggested that the mycosamine moiety, which is an amino sugar, is thought to play a pivotal role in the selective toxicity and the interaction with sterols2- . To reveal the detailed mode of interaction in this moiety, the conformational analysis of glycosidic linkage in AmB is important.