(Chemical Equation Presented) Six new ceramide dihexosides, amphimelibiosides A-F (1-6), were isolated from a Japanese marine sponge Amphimedon sp. The structure of amphimelibioside C (3), which is a major component of amphimelibiosides, was determined by 2D NMR techniques, chemical degradation, and a semi-synthetic method to be 1-O-[β-D-glucopyranosyl- (1→6)-α-D-galactopyranosyl]-(2S,3S,4R,6E)-2-[(2′R) -2-hydroxydocosanoyl]-2-amino-6-octadecene-1,3,4-triol. The structures of the other constituents were elucidated by a combination of mass spectra, 1H NMR, and GC-MS analysis.
All Science Journal Classification (ASJC) codes
- Organic Chemistry