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Cytotoxicity and DNA Topoisomerase Inhibitory Activity of Constituents Isolated from the Fruits of Evodia officinalis  

Xu, Ming-Lu (College of Pharmacy, Yeungnam University)
Li, Gao (Key Laboratory of Natural Resources of the Changbai Mountain and Functional Molecules (Yanbian University), Ministry of Education,College of Pharmacy, Yanbian University)
Moon, Dong-Cheol (College of Pharmacy, Chungbuk National University)
Lee, Chong-Soon (Department of Biochemistry, College of Natural Sciences, Yeungnam University)
Woo, Mi-Hee (College of Pharmacy, Catholic University of Daegu)
Lee, Eung-Seok (College of Pharmacy, Yeungnam University)
Jahng, Yurng-Dong (College of Pharmacy, Yeungnam University)
Chang, Hyeun-Wook (College of Pharmacy, Yeungnam University)
Lee, Seung-Ho (College of Pharmacy, Yeungnam University)
Son, Jong-Keun (College of Pharmacy, Yeungnam University)
Publication Information
Archives of Pharmacal Research / v.29, no.7, 2006 , pp. 541-547 More about this Journal
Abstract
Four alkaloids (1-4), three quinolone alkaloids (5-7), and three flavanoid glucosides (8-10) were isolated from the fruits of Evodia officinalis Dode, and their structures were determined from chemical and spectral data. Compounds, 3, 8, 9 and 10 were isolated from this plant for the first time. Of these compounds, 1-3 and 5-7 exhibited moderate cytotoxicities against cultured human colon carcinoma (HT-29), human breast carcinoma (MCF-7), and human hepatoblastoma (HepG-2). Compound 8 showed strong inhibitory effects on DNA topoisomerases I and II (70 and 96% inhibition at a concentration of $20\;{\mu}M$, respectively).
Keywords
Evodia officinalis; DNA topoisomerases I and II inhibitors; Cytotoxicity;
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1 Ahmed, A., Ishak, M. S., Micheal, H. N., El-ansari, M. A., and El-Sissi, H. I., Flavonoids of Asteriscus fraveolens, 54, 1092- 1093 (1991)
2 Buschi, C. A. and Pomilio, A. B., Isorhamentin 3-O-robinobioside from Gomphrena Martiana. J. Nat. Prod., 45, 557-559 (1982)   DOI
3 Harborne, J. B., Two Gossypetin methyl ethers as ultraviolet patterning guides in the Flowers of Coronilla valentine. Phytochemistry, 20, 1117-1119 (1981)   DOI   ScienceOn
4 Ikuta, A., Urabe, H., and Nakamura, T., A new indolopyridoquinazoline- type alkaloid from Phellodendron amurense Callus Tissues. J. Nat. Prod., 61, 1012-1014 (1988)
5 Potmesil, M., Camptothecins: from bench research to hospital wards. Cancer Res., 54, 1431-1439 (1994)
6 Rubinstein, L. V., Shoemaker, R. H., Paul, K. D., Simon, R. M., Tosini, S., Skehan, P., Scudiero, D. A., Monks, A., and Boyd, M. R., Comparison of in vitro anticancer-drug-screening data generated with a tetrazolium assay versus a protein assay against a diverse panel of human tumor cell lines. J. Nat. Cancer Inst., 82, 1113-1118 (1990)   DOI
7 Slichenmyer, W. J., Rowinsky, E. K., Donehower, R. C., and Kaufmann, S. H., The current status of camptothecin analogues as antitumor agents. J. Natl. Cancer Inst., 85, 271-291 (1993)   DOI
8 Ulubelen, A., Barbara, N., and Tom J. M., Flavonoids from brickellia chlorolepis and B. Dentata. Phytochemistry, 19, 905-908 (1980)   DOI   ScienceOn
9 Tang, Y. Q., Feng, X. Z., and Huang, L., Quinolone alkaloids from Evodia futaecarpa. Phytochemistry, 43, 719-722 (1996)   DOI   ScienceOn
10 Crawford, D., Flavonoid chemistry of Chenopodium fremontii. Infraspecific variation and systematic implications at the interspecific level. J. Biochem. Syst. Ecol., 6, 189. (1978)   DOI   ScienceOn
11 Liu, L. F., DNA topoisomerase poisons as antitumor drugs. Annu. Rev. Biochem., 58, 351-375 (1989)   DOI   ScienceOn
12 Akira, I., Hisaom, U., and Takayuki, N., A new indolopyridoquinazoline- type alkaloid from Phellodendron amurense Callus Tissues. J. Nat. Prod., 61, 1012-1014 (1988)
13 Asano, N., Kato, A., Kizu, H., and Matsui, K., 1${\beta}$-amino- 2${\alpha}$,3${\beta}$,5${\beta}$-trihydroxycy-cloheptane from Physalis alkekengi var. francheti. Phytochemistry, 42(3), 719-721 (1996)   DOI   ScienceOn
14 Pommier, Y., DNA topoisomerase I and II in cancer chemotherapy: update and perspectives. Cancer Chemother. Pharmacol., 32, 103-108 (1993)   DOI
15 Sugimoto, T., Miyase, T., Kuroyanagi, M., and Ueno, A., Limonoids and quinolone alkaloids from Evodia rutaecarpa Bentham. Chem. Pharm. Bull., 36, 4453-4461 (1988)   DOI
16 Wang, Y., Hamburger, M., Gueho, J., and Hostettmann, K., Antimicrobial. Flavonoids from Psiadia trinervia and their methylated and acetylated derivatives. Phytochemistry, 28, 2323-2327 (1989)   DOI   ScienceOn
17 Ulubelen, A., Timmermann, N., and Mabry, T. J., Flavonoids from Brickellia chlorolepis and B. Dentata., Phytochemistry, 19, 905-908 (1980)   DOI   ScienceOn
18 Bergman J. and Bergamn S., Strudies of rutaecarpine and related quinazolinocar-boline alkaloids. J. Org. Chem., 50, 1246-1255 (1985)   DOI
19 D'Arpa, P. and Liu, L. F., Topoisomerase-targeting antirumor drugs. Biochim. Biophys. Acta., 989, 163-177 (1998)
20 Ito, Y., Nishitani, E., Konoshima, T., Takasaki, M., Kozuka, M., and Yoshida, T., Flavonoid and benzophenone glycosides from Coleogyne ramosissima. Phytochemistry, 54, 695-700 (2000)   DOI   ScienceOn
21 Chen, A. Y. and Liu, L. F., DNA topoisomerase: essential enzymes and lethal targets. Annu. Rev. Pharmacol. Toxicol., 34, 191-218 (1994)   DOI   ScienceOn
22 Ulubelen, A., Oksuz, S., Halfon, B., Aynehchi, Y., Mabry, T. J., and Matlin, S. A., Flavonoids from Haplophyllum pedicellatum, H. robustum and H. glabrinum. Phytochemistry, 23, 2941-2943 (1984)   DOI   ScienceOn
23 Wang, J. C., DNA topoisomerases. Annu. Rev. Biochem., 65, 635-692 (1996)   DOI   ScienceOn
24 Ikuta, A., Nakamura, T., and Urabe, H., Indolopyridoquinazoline, furoquinoline and canthinone type alkaloids from Phellodendron amurense Callus Tissues. Phytochemistry, 48, 285-291 (1998)   DOI   ScienceOn
25 Zuo, G. Y., Yang, X. S., and Hao, X. J., Two new indole alkaloids from Evodia rutaecarpa. Chinese Chem. Lett., 11, 127-128 (2000)
26 Fukuda, M., Nishio, K., Kanzawa, F., Ogasawara, H., Ishida, T., Arioka, H., Bojamowski, K., Oka, M., and Saijo, N., Synergism between cisplatin and topoisomerase I inhibitors, NB-506 and SN-38, in human small cell lung cancer cells. Cancer Res., 56, 789-793 (1996)
27 Wattanapiromsakul, C., Forster, P. I., and Waterman, P. G., Alkaloids and limonoids from Bouchardatia neurococca: systematic significance. Phytochemistry, 64, 609-615 (2003)   DOI   ScienceOn