Abstract
The aerial parts of Centaurothamnus maximus yielded three cytotoxic guaianolides, chlorojanerin (1), cynaropicrin (2) and janerin (3). The structure elucidation of 1-3 was based on (1)H and (13)C NMR data, mainly 2D-NMR (1)H-(1)H COSY and (1)H-(13)C HETCOR experiments. Compounds 1-3 showed in vitro cytotoxic activity against human cancer cell lines of malignant melanoma (SK-MEL), epidermoid (KB), ductal (BT-549) and ovarian (SK-OV-3) carcinomas with IC(50) values of 2-6 microgram/mL. In addition, 12 sesquiterpene lactones (4-15), isolated previously from the aerial parts of Vicoa pentanema, were evaluated for cytotoxic and antimicrobial activities. 2alpha- Acetoxy-3beta-hydroxyalantolactone (10) and 8beta-hydroxyparthenolide (14) were found to be the main cytotoxic agents (IC(50) values of 2-6 microgram/mL against SK-MEL, BT-549 and SK-OV-3), while lactones 4, 5, 11 and 15 selectively inhibited the growth of human malignant melanoma (IC(50) value of 3.6-7.3 microgram/mL). Cell aggregation and cell adhesion assays, using HL-60 and HeLa cell lines, evaluated the effect of cytotoxic constituents 1-3, 10 and 14 on immune response and inflammation.
Copyright 2003 John Wiley & Sons, Ltd.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Anti-Bacterial Agents
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Anti-Infective Agents / administration & dosage
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Anti-Infective Agents / pharmacology*
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Anti-Infective Agents / therapeutic use
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Antineoplastic Agents / administration & dosage
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Antineoplastic Agents / pharmacology*
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Antineoplastic Agents / therapeutic use
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Asteraceae*
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Candida albicans / drug effects
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Cell Adhesion / drug effects
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Cell Aggregation / drug effects
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Cryptococcus neoformans / drug effects
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Dose-Response Relationship, Drug
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HL-60 Cells / drug effects
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HeLa Cells / drug effects
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Humans
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Inhibitory Concentration 50
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Lactones / administration & dosage
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Lactones / pharmacology
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Lactones / therapeutic use
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Magnetic Resonance Spectroscopy
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Methicillin Resistance
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Microbial Sensitivity Tests
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Phytotherapy*
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Plant Extracts / administration & dosage
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Plant Extracts / pharmacology*
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Plant Extracts / therapeutic use
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Plant Stems
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Sesquiterpenes / administration & dosage
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Sesquiterpenes / pharmacology
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Sesquiterpenes / therapeutic use
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Staphylococcus aureus / drug effects
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Tumor Cells, Cultured / drug effects
Substances
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Anti-Bacterial Agents
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Anti-Infective Agents
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Antineoplastic Agents
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Lactones
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Plant Extracts
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Sesquiterpenes