Cytotoxic and antimalarial beta-carboline alkaloids from the roots of Eurycoma longifolia.
Three new [n-pentyl beta-carboline-1-propionate (1), 5-hydroxymethyl-9-methoxycanthin-6-one (2), and 1-hydroxy-9-methoxycanthin-6-one (3)] and 19 known beta-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.
Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan, Republic of China.
Ping-Chung
PC
Kuo
Li-Shian
LS
Shi
Amooru G
AG
Damu
Chung-Ren
CR
Su
Chieh-Hung
CH
Huang
Chih-Huang
CH
Ke
Jin-Bin
JB
Wu
Ai-Jeng
AJ
Lin
Kenneth F
KF
Bastow
Kuo-Hsiung
KH
Lee
Tian-Shung
TS
Wu
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001943:Breast Neoplasms; D002243:Carbolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D035701:Eurycoma / Q000737:chemistry*; D005260:Female; D006801:Humans; D008175:Lung Neoplasms; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014407:Tumor Cells, Cultured / Q000187:drug effects
C480941:1-hydroxy-9-methoxycanthin-6-one; C480940:5-hydroxymethyl-9-methoxycanthin-6-one; D000470:Alkaloids; D019380:Anti-HIV Agents; D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D002243:Carbolines; C480939:n-pentyl beta-carboline-1-propionate