1. (2R, 3R, 7Z)-2-Aminotetradec-7-ene-1,3-diol, a new amino alcohol from the Caribbean sponges Haliclona vansoesti
- Author
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R. Gomez, W.H. de Weerdt, D. Daloze, Mostafa Salmoun, C. Devijver, Jean Claude Braekman, M.J. de Kluijver, and Systematische en Geografische Dierkunde (inactive) (IBED, FNWI)
- Subjects
Pharmacology ,biology ,Molecular Structure ,Stereochemistry ,Spectrum Analysis ,Organic Chemistry ,Diol ,Absolute configuration ,Pharmaceutical Science ,Alcohol ,Primary alcohol ,biology.organism_classification ,Analytical Chemistry ,Porifera ,chemistry.chemical_compound ,Sponge ,Complementary and alternative medicine ,chemistry ,Sphingosine ,Reagent ,Drug Discovery ,Molecular Medicine ,Animals ,Aliphatic compound ,Ene reaction - Abstract
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.
- Published
- 2000