Isolation, structure elucidation and activity of an unknown impurity of amphotericin B.
An unknown impurity named amphotericin B (2) (AmB(2)) isolated from amphotericin B (AmB) bulk material was identified as (1S,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1-methyloxy-3,5,6,9,11,17,37-heptahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid according to the IUPAC. The structure was elucidated by various 1D and 2D NMR techniques, mass spectrometry and by comparison with the NMR data of AmB. Its activity against Candida albicans was evaluated by comparison with AmB.
Li
Jin
J
National Institute for the Control of Pharmaceutical and Biological Products, P.R. China.
Zhu
Hui-Qin
HQ
Li
Jing-Yun
JY
Jin
Shao-Hong
SH
Hu
Chang-Qin
CQ
D000666:Amphotericin B / Q000032:analysis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000032:analysis*; D002176:Candida albicans / Q000187:drug effects; D004340:Drug Contamination; D009682:Magnetic Resonance Spectroscopy
D000935:Antifungal Agents; D000666:Amphotericin B