RRC ID 80085
Author Cui XR, Tsukada M, Suzuki N, Shimamura T, Gao L, Koyanagi J, Komada F, Saito S.
Title Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones.
Journal Eur J Med Chem
Abstract Seven hydroxyanthraquinone derivatives, 1-7, were isolated from the root of Rheum palmatum (Polygonaceae). Two propionated anthraquinone derivatives, 8 and 9, were synthesized. Four hydroxynaphthoquinone derivatives, 13, 14, 16 and 21, were isolated from the root of Lithospermum erythrorhizon Sieb. et Zucc. (Boraginaceae) and also three naphthoquinone derivatives, 19, 22 and 23, were isolated from the root of Macrotomia euchroma (Royle) Pauls. (Boraginaceae). The cytotoxicity of the anthraquinone and naphthoquinone derivatives on P-gp-underexpressing HCT 116 cells and P-gp-overexpressing Hep G2 cells was examined by MTT assay. Among the anthraquinone derivatives, compounds 3-5 which had OH, CH(2)OH and COOH substituent groups on the anthraquinone skeletons, respectively, showed potent growth inhibitory activities against both types of cancer cells (IC(50) values: 5.7+/-0.9 to 13.0+/-0.7 microM in the case of HCT 116 cells and 5.2+/-0.7 to 12.3+/-0.9 microM in the case of Hep G2 cells). All hydroxynaphthoquinone derivatives isolated in this study exhibited extremely potent growth inhibitory activities against both types of cancer cells (IC(50) values: 0.3+/-0.09 to 0.46+/-1.0 microM in the case of HCT 116 cells and 0.22+/-0.03 to 0.59+/-0.06 microM in the case of Hep G2 cells) as well as shikonin 10 (IC(50) values: 0.32+/-0.02 microM in the case of HCT 116 cells and 0.24+/-0.03 microM in the case of Hep G2 cells).
Volume 43(6)
Pages 1206-15
Published 2008-6-1
DOI 10.1016/j.ejmech.2007.08.009
PII S0223-5234(07)00331-5
PMID 17949858
MeSH Anthraquinones / chemistry Anthraquinones / isolation & purification Anthraquinones / pharmacology* Antineoplastic Agents, Phytogenic / chemistry Antineoplastic Agents, Phytogenic / isolation & purification Antineoplastic Agents, Phytogenic / pharmacology* Boraginaceae / chemistry Cell Line, Tumor Drug Screening Assays, Antitumor Humans Lithospermum / chemistry Magnetic Resonance Spectroscopy Naphthoquinones / chemistry Naphthoquinones / isolation & purification Naphthoquinones / pharmacology* Rheum / chemistry Spectrometry, Mass, Electrospray Ionization
IF 5.573
Resource
Human and Animal Cells Hep G2(RCB0459)