Bioactive fluorinated derivative of amphotericin B.
The first stably fluorinated derivative of amphotericin B2 with a fluorine atom in the macrolide skeleton was synthesized using an electrophilic fluorination reagent, Selectfluor. The derivative 2 showed hemolytic, K+ permeable, and antifungal activities similar to those of AmB and thus was expected to be a powerful tool for NMR-based investigations on the mechanism of ion-channel formation by amphotericin B.
Matsumori
Nobuaki
N
Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan.
Umegawa
Yuichi
Y
Oishi
Tohru
T
Murata
Michio
M
D000666:Amphotericin B / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D005461:Fluorine / Q000737:chemistry*; D006801:Humans; D007473:Ion Channels / Q000378:metabolism; D018942:Macrolides / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000935:Antifungal Agents; D007473:Ion Channels; D018942:Macrolides; D005461:Fluorine; D000666:Amphotericin B