Bioactive Constituents of the Roots of Licania intrapetiolaris

Fractionation of a methanol extract of the roots of Licania intrapetiolaris, as directed by activity against the KB assay, has led to the isolation of two novel clerodane diterpenoids, intrapetacins A (1) and B (2), and the known triterpenoid cucurbitacin B (3). The structures of 1 and 2 were deduce...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2001-04, Vol.64 (4), p.497-501
Main Authors: OBERLIES, Nicholas H., BURGESS, Jason P., NAVARRO, Hernán A., PINOS, Rosa Elena, SOEJARTO, Djaja D., FARNSWORTH, Norman R., KINGHORN, A. Douglas, WANI, Mansukh C., WALL, Monroe E.
Format: Article
Language:English
Subjects:
Aspergillus niger - drug effects
Aspergillus niger - growth & development
Biological and medical sciences
Diterpenes - chemistry
Diterpenes - isolation & purification
Diterpenes - pharmacology
Drug Screening Assays, Antitumor
General pharmacology
Humans
Medical sciences
Microbial Sensitivity Tests
Molecular Structure
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Roots - chemistry
Rosales - chemistry
Triterpenes - chemistry
Triterpenes - isolation & purification
Triterpenes - pharmacology
Tumor Cells, Cultured
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Summary:Fractionation of a methanol extract of the roots of Licania intrapetiolaris, as directed by activity against the KB assay, has led to the isolation of two novel clerodane diterpenoids, intrapetacins A (1) and B (2), and the known triterpenoid cucurbitacin B (3). The structures of 1 and 2 were deduced from one- and two-dimensional NMR experiments, including relative stereochemical assignments based on NOESY correlations and COSY coupling constants. Compound 3 was the most potent against the KB assay, but both 1 and 2 displayed moderate cytotoxicity. When evaluated against an antifungal assay using Aspergillus niger, 2 caused a significant zone of inhibition of fungal growth, while 1 was completely inactive. To the best of our knowledge, this is the first report of the isolation of bioactive compounds from the genus Licania.
ISSN:0163-3864
1520-6025
DOI:10.1021/np0005006