A New Norcembranoid Dimer from the Red Sea Soft Coral Sinularia gardineri

A study of Sinularia gardineri (Pratt) (Alcyoniidae), collected in the Red Sea, revealed a new heptacyclic norcembranoid dimer singardin (1). The structure of singardin was deduced by spectroscopic analysis. A known sesquiterpene, guaianediol (2), and the known cembranolides (1R,5S,8R,10S,11R)-11-hy...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1996-07, Vol.59 (7), p.687-689
Main Authors: El Sayed, Khalid A, Hamann, Mark T
Format: Article
Language:English
Subjects:
AGENTES ANTINEOPLASTICOS
Animals
Antifungal Agents - pharmacology
ANTINEOPLASTIC AGENTS
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Biological and medical sciences
Candida albicans - drug effects
CARCINOMAS
CARCINOME
CELL CULTURE
CELL LINES
CHEMICAL COMPOSITION
CHEMICAL STRUCTURE
Cnidaria - chemistry
COMPOSICION QUIMICA
COMPOSITION CHIMIQUE
CORAIL
CORALES
CORALS
Cryptococcus neoformans - drug effects
CULTIVO DE CELULAS
CULTURE DE CELLULE
CYCLIC PEPTIDES
CYTOTOXIC COMPOUNDS
Drug Screening Assays, Antitumor
ESPECTROMETRIA
ESTRUCTURA QUIMICA
Furans - isolation & purification
Furans - pharmacology
General pharmacology
guaianediol
human colon carcinoma (ht-29) cell lines
human lung carcinoma (a-549) cell lines
human melanoma (mel-28) cell lines
Humans
Lactones - isolation & purification
Lactones - pharmacology
LEUCEMIA
LEUCEMIE
LEUKAEMIA
Magnetic Resonance Spectroscopy
MAR ROJO
Marine
Mass Spectrometry
Medical sciences
MEDICAMENT CYTOSTATIQUE
MELANOMA
MELANOME
MER ROUGE
Mice
murine leukemia (p-388) cell lines
PEPTIDE
PEPTIDES
PEPTIDOS
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
RED SEA
SESQUITERPENES
SESQUITERPENOIDE
SESQUITERPENOIDS
SESQUITERPENOS
singardin
Sinularia gardineri
SPECTRAL ANALYSIS
SPECTROMETRIE
SPECTROMETRY
Spectrophotometry, Infrared
STRUCTURE CHIMIQUE
SUBSTANCE TOXIQUE
SUSTANCIAS TOXICAS
TOXIC SUBSTANCES
Tumor Cells, Cultured
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Summary:A study of Sinularia gardineri (Pratt) (Alcyoniidae), collected in the Red Sea, revealed a new heptacyclic norcembranoid dimer singardin (1). The structure of singardin was deduced by spectroscopic analysis. A known sesquiterpene, guaianediol (2), and the known cembranolides (1R,5S,8R,10S,11R)-11-hydroxy-1-isoprenyl-8-methyl-3,6-dioxo-5,8-epoxycyclotetradec-12-ene 10,12-carbolactone (5-epi-sinuleptolide) and sinuleptolide were also isolated. Compounds 1 and 2 show cytotoxicity to murine leukemia (P-388), human lung carcinoma (A-549), human colon carcinoma (HT-29), and human melanoma cells (MEL-28).
ISSN:0163-3864
1520-6025
DOI:10.1021/np960207z