Cytotoxic β-Carbolines and Cyclic Peroxides from the Palauan Sponge Plakortis nigra

Four beta-carbolines, plakortamines A-D, two cyclic peroxides, epiplakinic acids G and H, and two related gamma-lactones, (2S,4R)- and (2R,4R)-2,4-dimethyl-4-hydroxy-16-phenylhexadecanoic acid 1,4-lactones, were isolated from the deep-water sponge Plakortis nigra from Palau. The structures of the ei...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2002-09, Vol.65 (9), p.1258-1261
Main Authors: SANDLER, Joel S., COLIN, Patrick L., HOOPER, John N. A., FAULKNER, D. John
Format: Article
Language:English
Subjects:
Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
beta -Carbolines
Biological and medical sciences
Carbolines - chemistry
Carbolines - isolation & purification
Carbolines - pharmacology
Colonic Neoplasms
cyclic peroxides
Demospongiae
epiplakinic acid
gamma -lactones
General pharmacology
Humans
Inhibitory Concentration 50
Marine
Medical sciences
Molecular Structure
natural products
Nuclear Magnetic Resonance, Biomolecular
Palau
Peroxides - chemistry
Peroxides - isolation & purification
Peroxides - pharmacology
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
plakortamines
Plakortis nigra
Porifera - chemistry
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
Spectroscopy, Fourier Transform Infrared
Stereoisomerism
Tumor Cells, Cultured - drug effects
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Summary:Four beta-carbolines, plakortamines A-D, two cyclic peroxides, epiplakinic acids G and H, and two related gamma-lactones, (2S,4R)- and (2R,4R)-2,4-dimethyl-4-hydroxy-16-phenylhexadecanoic acid 1,4-lactones, were isolated from the deep-water sponge Plakortis nigra from Palau. The structures of the eight new metabolites were elucidated by interpretation of spectroscopic data. Most of the metabolites inhibited the HCT-116 human colon tumor cell line.
ISSN:0163-3864
1520-6025
DOI:10.1021/np020228v