Oceanapamine, a Sesquiterpene Alkaloid from the Philippine Sponge Oceanapia sp

The major metabolite of the Philippine sponge Oceanapia sp. is the antimicrobial alkaloid oceanapamine [1], which was isolated as a trifluoroacetate salt. The structure and the absolute configuration of oceanapamine, which consists of a monocyclic sesquiterpene attached to a histamine residue, were...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1995-02, Vol.58 (2), p.302-305
Main Authors: Boyd, Kenneth G, Harper, Mary Kay, Faulkner, D. John
Format: Article
Language:English
Subjects:
ALCALOIDE
ALCALOIDES
ALKALOIDS
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Anti-Bacterial Agents
Anti-Infective Agents - isolation & purification
Anti-Infective Agents - pharmacology
ANTIMICROBIAL PROPERTIES
Bacillus subtilis - drug effects
Candida albicans - drug effects
CHEMICAL COMPOSITION
CHEMICAL STRUCTURE
COMPOSICION QUIMICA
COMPOSITION CHIMIQUE
EPONGE
ESPECTROMETRIA
ESPONJAS
ESTRUCTURA QUIMICA
FILIPINAS
Magnetic Resonance Spectroscopy
Marine
METABOLITE
METABOLITES
METABOLITOS
Microbial Sensitivity Tests
Molecular Conformation
Oceanapia
Oxidation-Reduction
PARAZOA
PHILIPPINES
Porifera - chemistry
PROPIEDADES ANTIMICROBIANAS
PROPRIETE ANTIMICROBIENNE
Pseudomonas aeruginosa - drug effects
Sesquiterpenes - chemistry
Sesquiterpenes - isolation & purification
Sesquiterpenes - pharmacology
SESQUITERPENOIDE
SESQUITERPENOIDS
SESQUITERPENOS
SPECTRAL ANALYSIS
SPECTROMETRIE
SPECTROMETRY
SPONGES
Staphylococcus aureus - drug effects
STRUCTURE CHIMIQUE
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Description
Summary:The major metabolite of the Philippine sponge Oceanapia sp. is the antimicrobial alkaloid oceanapamine [1], which was isolated as a trifluoroacetate salt. The structure and the absolute configuration of oceanapamine, which consists of a monocyclic sesquiterpene attached to a histamine residue, were elucidated by interpretation of spectroscopic data.
ISSN:0163-3864
1520-6025
DOI:10.1021/np50116a027