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.
Kuo
Ping-Chung
PC
Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan, Republic of China.
Shi
Li-Shian
LS
Damu
Amooru G
AG
Su
Chung-Ren
CR
Huang
Chieh-Hung
CH
Ke
Chih-Huang
CH
Wu
Jin-Bin
JB
Lin
Ai-Jeng
AJ
Bastow
Kenneth F
KF
Lee
Kuo-Hsiung
KH
Wu
Tian-Shung
TS
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