Two new cerebroside metabolites were isolated from the fermented sponge-derived fungus extract of Hortaea werneckii. They were hortacerebroside A (1) ((2R,3E)-N-[(2S,3R,4E,8E)-1-(β-D-glucopyranosyloxy)-3-hydroxy-9-methylhenicosa-4,8-dien-2-yl]-2-hydroxypentadec-3-enamide) and hortacerebroside B (2) ((2R)-N-[(2S,3R,4E,8E)-1-(β-D-glucopyranosyloxy)-3-hydroxy-9-methylhenicosa-4,8-dien-2-yl]-2-hydroxypentadecanamide). Their structures were elucidated by spectroscopic analysis and by comparison of the spectroscopic data with those of related cerebroside analogs. These two compounds showed significant inhibitory effect on NO produced by lipopolysaccharide (LPS) stimulated RAW 264.7 macrophages. The IC50 values of hortacerebroside A (1) and hortacerebroside B (2) were 7 and 5 μM, respectively. These results suggested the potential application of these cerebrosides as drug leads targeting inflammatory-related disorders.
cerebroside, Marine fungus, Hortaea werneckii, RAW 264.7 cells
NCBI PubMed ID: 35218148Publication DOI: 10.1002/cbdv.202200008Journal NLM ID: 101197449Publisher: Verlag Helvetica Chimica Acta
Correspondence: Y.H. Chen
Institutions: Xiamen Key Laboratory of Marine Medicinal Natural Products Resources, Xiamen Medical College, Xiamen, 361023, China, Fujian Province Universities and Colleges Engineering Research Center for Marine Biomedical Resources Utilization, Xiamen Medical College, Xiamen, 361023, China, College of Marine Food and Biological Engineering, Jimei University, Xiamen, 361021, China, Department of Pharmacognosy and Natural Products Chemistry, Faculty of Pharmacy, Ain-Shams University, Organization of African Unity Street, Abassia, Cairo, 11566, Egypt, Department of Pharmaceutical Biology, Faculty of Pharmacy and Biotechnology, the German University in Cairo, Cairo, 11432, Egypt
Methods: 13C NMR, 1H NMR, NMR-2D, IR, HPLC, extraction, CC, fermentation, HR-ESI-MS
Found