New sphingolipids with a previously unreported 9-methyl-C20-sphingosine moiety from a marine algous endophytic fungus Aspergillus niger EN-13.
Asperamides A (1) and B (2), a sphingolipid and their corresponding glycosphingolipid possessing a hitherto unreported 9-methyl-C20-sphingosine moiety, were characterized from the culture extract of Aspergillus niger EN-13, an endophytic fungus isolated from marine brown alga Colpomenia sinuosa. The structures were elucidated by spectroscopic and chemical methods as (2S,2'R,3R,3'E,4E,8E)-N-(2'-hydroxy-3'-hexadecenoyl)-9-methyl-4,8-icosadien-1,3-diol (1) and 1-O-beta-D-glucopyranosyl-(2S,2'R,3R,3'E,4E,8E)-N-(2'-hydroxy-3'-hexadecenoyl)-9-methyl-4,8-icosadien-1,3-diol (2). In the antifungal assay, asperamide A (1) displayed moderate activity against Candida albicans.
Zhang
Yi
Y
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao, 266071, People's Republic of China.
Wang
Song
S
Li
Xiao-Ming
XM
Cui
Chuan-Ming
CM
Feng
Chao
C
Wang
Bin-Gui
BG
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D001095:Arachidonic Acids / Q000737:chemistry*; D001234:Aspergillus niger / Q000737:chemistry*; D002176:Candida albicans / Q000187:drug effects; D013107:Sphingolipids / Q000737:chemistry*; D013110:Sphingosine / Q000737:chemistry
C524748:(2S,2'R,3R,3'E,4E,8E)-N-(2'-hydroxy-3'-hexadecenoyl)-9-methyl-4,8-icosadien-1,3-diol; C524749:1-O-beta-D-glucopyranosyl-(2S,2'R,3R,3'E,4E,8E)-N-(2'-hydroxy-3'-hexadecenoyl)-9-methyl-4,8-icosadien-1,3-diol; D000935:Antifungal Agents; D001095:Arachidonic Acids; D013107:Sphingolipids; D013110:Sphingosine