(2R,3R,7Z) -2-Aminotetradec-7-ene-1,3-diol, a new amino alcohol from the caribbean sponge Haliclona vansoesti
Devijver, C.; Salmoun, M.; Daloze, D.; Braekman, J.C.; De Weerdt, W.H.; De Kluijver, M.J.; Gomez, R.
Journal of Natural Products 63(7): 978-980
2000
ISSN/ISBN: 0163-3864 PMID: 10924178 Document Number: 522903
The Caribbean marine sponge Haliclona vansoesti was found to contain a high amount (5% dry wt) of a new analogue of 4-sphingenine, (2R,3R, 7Z)-2-aminotetradec-7-ene-1,3-diol (1). Its structure was determined by detailed spectroscopic analysis. The relative configuration was deduced from the NMR data of the corresponding acetonide 5, while the absolute configuration was secured via protection of the primary alcohol and amino groups, and esterification of the secondary alcohol with Mosher's reagent.