Aurantosides D, E, and F: new antifungal tetramic acid glycosides from the marine sponge Siliquariaspongia japonica.
Aurantosides D-F (4-6), new polyene tetramic acids comprising an N-trisaccharide unit, have been isolated from the marine sponge Siliquariaspongia japonica. Their structures were determined by spectral and chemical methods. A reinvestigation of NMR data of the previously isolated aurantosides A and B led to revision of the geometry of the terminal double bond. Aurantosides exhibit potent antifungal activity against Aspergillus fumigatus and Candida albicans.
Sata
N U
NU
Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.
Matsunaga
S
S
Fusetani
N
N
van Soest
R W
RW
D000818:Animals; D000935:Antifungal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006027:Glycosides / Q000302:isolation & purification* / Q000494:pharmacology; D007941:Leukemia P388 / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D011161:Porifera / Q000737:chemistry*; D011760:Pyrrolidinones / Q000302:isolation & purification* / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000935:Antifungal Agents; D006027:Glycosides; D011760:Pyrrolidinones; C121569:aurantoside D; C121570:aurantoside E; C121571:aurantoside F