Cytotoxic and Antimalarial β-Carboline Alkaloids from the Roots of Eurycoma longifolia

Three new [n-pentyl β-carboline-1-propionate (1), 5-hydroxymethyl-9-methoxycanthin-6-one (2), and 1-hydroxy-9-methoxycanthin-6-one (3)] and 19 known β-carboline alkaloids were isolated from the roots of Eurycoma longifolia. The new structures were determined by comprehensive analyses of their 1D and...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2003-10, Vol.66 (10), p.1324-1327
Main Authors: Kuo, Ping-Chung, Shi, Li-Shian, Damu, Amooru G, Su, Chung-Ren, Huang, Chieh-Hung, Ke, Chih-Huang, Wu, Jin-Bin, Lin, Ai-Jeng, Bastow, Kenneth F, Lee, Kuo-Hsiung, Wu, Tian-Shung
Format: Article
Language:English
Subjects:
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Anti-HIV Agents - chemistry
Anti-HIV Agents - isolation & purification
Anti-HIV Agents - pharmacology
Antimalarials - chemistry
Antimalarials - isolation & purification
Antimalarials - pharmacology
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Biological and medical sciences
Breast Neoplasms
Carbolines - chemistry
Carbolines - isolation & purification
Carbolines - pharmacology
Drug Screening Assays, Antitumor
Eurycoma - chemistry
Female
General pharmacology
Humans
Lung Neoplasms
Medical sciences
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Roots - chemistry
Plants, Medicinal - chemistry
Tumor Cells, Cultured - drug effects
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Summary:Three new [n-pentyl β-carboline-1-propionate (1), 5-hydroxymethyl-9-methoxycanthin-6-one (2), and 1-hydroxy-9-methoxycanthin-6-one (3)] and 19 known β-carboline alkaloids were isolated from the roots of Eurycoma longifolia. The new structures were determined by comprehensive analyses of their 1D and 2D NMR and mass spectral data and by chemical transformation. These compounds were screened for in vitro cytotoxic and antimalarial activities, and 9-methoxycanthin-6-one (4) and canthin-6-one (5) demonstrated significant cytotoxicity against human lung cancer (A-549) and human breast cancer (MCF-7) cell lines.
ISSN:0163-3864
1520-6025
DOI:10.1021/np030277n