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-β-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.
glycosphingolipid, sphingolipid, endophytic fungus, Marine alga, Colpomenia sinuosa, Aspergillus niger, Asperamide A, Asperamide B
NCBI PubMed ID: 17605063Publication DOI: 10.1007/s11745-007-3079-8Journal NLM ID: 0060450Publisher: American Oil Chemists' Society
Correspondence: wangbg@ms.qdio.ac.cn
Institutions: Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao, China, Graduate School of the Chinese Academy of Sciences, Beijing, China
Methods: 13C NMR, 1H NMR, IR, FAB-MS, GC-MS, TLC, ESI-MS, composition analysis, methanolysis, HPLC, extraction, CC, HR-ESI-MS, antifungal assay
Found