Mycosamine orientation of amphotericin B controlling interaction with ergosterol: sterol-dependent activity of conformation-restricted derivatives with an amino- …

N Matsumori, Y Sawada, M Murata

Index: Matsumori, Nobuaki; Sawada, Yuri; Murata, Michio Journal of the American Chemical Society, 2005 , vol. 127, # 30 p. 10667 - 10675

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Citation Number: 66

Abstract

Amphotericin B (AmB 1) is known to assemble together and form an ion channel across biomembranes. The antibiotic consists of mycosamine and macrolactone moieties, whose relative geometry is speculated to be determinant for the drug's channel activity and sterol selectivity. To better understand the relationship between the amino-sugar orientation and drug's activity, we prepared conformation-restricted derivatives 2-4, in which the amino ...