Bioactive Isoquinoline Quinone from an Undescribed Philippine Marine Sponge of the Genus Xestospongia

An undescribed Philippine marine sponge of the genus Xestospongia afforded four isoquinoline quinones:  the new N-ethylene methyl ketone derivative of renierone (1), as well as the known compounds 1,6-dimethyl-7-methoxy-5,8-dihydroisoquinoline-5,8-dione (2), renierone (3), and mimosamycin (4). Compo...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1996-10, Vol.59 (10), p.973-976
Main Authors: Edrada, Ru Angelie, Proksch, Peter, Wray, Victor, Christ, Ruprecht, Witte, Ludger, Van Soest, Rob W. M
Format: Article
Language:English
Subjects:
1,6-dimethyl-7-methoxy-5,8-dihydroisoquinoline-5,8-dione
ALCALOIDE QUINOLIQUE
ALCALOIDES DE LA QUINOLINA
ANTIBACTERIAL PROPERTIES
ANTIMICROBIAL PROPERTIES
BACILLUS SUBTILIS
Biological and medical sciences
CETONAS
CETONE
CHEMICAL COMPOSITION
CHEMICAL STRUCTURE
CLADOSPORIUM
CLADOSPORIUM CUCUMERINUM
COMPOSICION QUIMICA
COMPOSITION CHIMIQUE
CONTROL DE INSECTOS
DERIVATIVES
ESTRUCTURA QUIMICA
ETHYLENE
ETILENO
FILIPINAS
General pharmacology
INSECT CONTROL
INSECTE NUISIBLE
INSECTICIDAL PROPERTIES
INSECTICIDAS
INSECTICIDE
INSECTICIDES
INSECTOS DANINOS
ISOQUINOLINE ALKALOIDS
KETONES
LUTTE ANTIINSECTE
Marine
Medical sciences
mimosamycin
PARAZOA
PEST INSECTS
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
PHILIPPINES
Porifera
PROPIEDADES ANTIMICROBIANAS
PROPRIETE ANTIMICROBIENNE
QUINOLINE ALKALOIDS
QUINONAS
QUINONE
QUINONES
renierone
SPODOPTERA
SPODOPTERA LITTORALIS
STAPHYLOCOCCUS AUREUS
STRUCTURE CHIMIQUE
Xestospongia
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Description
Summary:An undescribed Philippine marine sponge of the genus Xestospongia afforded four isoquinoline quinones:  the new N-ethylene methyl ketone derivative of renierone (1), as well as the known compounds 1,6-dimethyl-7-methoxy-5,8-dihydroisoquinoline-5,8-dione (2), renierone (3), and mimosamycin (4). Compound 2 exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis (EC50 of 35 ppm and LC50 of 521 ppm) when incorporated into artificial diet. Compounds 1 and 3 were only weakly active toward S. littoralis, while compound 4 was found to be inactive. All four isolated compounds were active against the Gram-positive bacteria Bacillus subtilis and Staphyloccoccus aureus. Compound 4 was also active against the fungus Cladosporium cucumerinum.
ISSN:0163-3864
1520-6025
DOI:10.1021/np960258w