Synthesis and cytotoxic activities of 8-alkyl or 8-aryl-8,9-dihydro-7H- isoindolo[5,6-g]quinoxaline-7,9-diones

Archives of Pharmacal Research

Volumn 29, Issue 4, 2006, Pages 276-281

  Jung, Jae Kyung ^a   Jung, Eun Kyung ^a   Nam Goong, Kwon ^a   Cho, Jung Sook ^b   Kim, Hwan Mook ^c   Park, Sung Gyu ^c   Yoo, Yeong Ah ^c   Kwon, Joo Hee ^c   Lee, Hee Soon ^a  

^a Chungbuk National University   (South Korea)

^b Dongguk University College of Medicine   (South Korea)

^c Korea Research Institute of Bioscience and Biotechnology (KRIBB)   (South Korea)

Author keywords

Cytotoxic activity; Isoindoloquinoxaline

Indexed keywords

EID: 33646423542     PISSN: 02536269     EISSN: 02536269     Source Type: Journal    
DOI: 10.1007/BF02968570     Document Type: Article

References (17)

1. Atwell, G. J., Rewcastle, G. W., Baguley, B. C., and Denny, W. A., Potential Antitumor Agents. 50. In vivo solid tumor activity of derivatives of N-[2-(dimethylamino)ethyl]acridine-4-carboxamide. J. Med. Chem., 30, 664-669 (1987).
2. Baguley, B. C., Zhuang, L., and Marshall, E. M., Experimental solid tumor activity of N-[2-(dimethylamino)ethyl]acridine-4-carboxamide. Cancer Chemother. Pharmacol., 36, 244-248 (1995).
3. Bonner, J. A. and Kozelsky, T. F., The significance of the sequence of administration of topotecan and etoposide. Cancer Chemother. Pharmacol., 39, 109-112 (1996).
4. Brana, M. F. and Ramos, A., Naphthalimides as anti-cancer agents: synthesis and biological activity. Curr. Med. Chem. Anti-Canc. Agents, 3, 237-255 (2001).
5. Cortes F. and Pinero J., Synergistic effect of inhibitors of topoisomerase I and II on chromosome damage and cell killing in cultured Chinese hamster ovary cells. Cancer Chemother. Pharmacol., 34, 411-5 (1994).
6. Dittrich C., Coudert B., Paz-Ares L., Caponigro F., Salzberg M., Gamucci T., Paoletti X., Hermans C., and Lacombe D., Fumoleau P. and on behalf of the European Organization for Research and Treatment of Cancer-Early Clinical Studies Group/New Drug Development Programme (EORTC-ECSG/NDDP), Phase II study of XR 5000 (DACA), an inhibitor of topoisomerase I and II, administered as a 120-h infusion in patients with non-small cell lung cancer. European Journal of Cancer, 39, 330-334 (2003).
7. Evert, L. D. B., Antonio, E. B., and Emile, E. V., Doxorubicin and mechanical performance of cardiac trabeculae after acute and chronic treatment: a review, Eur. J. Pharmacol., 425, 1-11 (2001).
8. Lee, H., Lee, S. I., Cho, J., Choi, S. U., and Yang, S. I., Synthesis and in vitro evaluation of 1,8-diazaanthraquinones bearing 3-dialkylaminomethyl or 3-(N-alkyl- or N-aryl) carbamoyloxy methyl substituent, Eur. J. Med. Chem., 38, 695-702, (2003).
9. Lee, H., Cho, S., Namgoong, K., Jung, J. K., Cho, J., and Yang, S. I., Synthesis and in vitro evaluation of 7-dialkylaminomethylbenzo[ g]quinoxaline-5,10-diones, Bioorg. Med. Chem. Lett., 14, 1235-1237 (2004).
10. Lee, H., Cho, S., Choi, B., Namgoong, K., and Jung, J. K., Synthesis of 2,3,8-trisubstituted 7H-Isoindolo[5,6-g]quinoxaline-5,7,9,11(8H)-tetraones, Heterocycles, 64, 4, 819-826 (2004).
11. Liu, J. H. and Wu, A. T., The synthesis of pyrazino-containing sultines and their application in Diels-Alder reactions with electron-poor oleffins and [60]fullerene, J. Org. Chem., 65, 3395-3403 (2000).
12. Olson, R. D. and Mushlin, P. S., Doxorubicin cardiotoxicity: analysis of prvailing hypotheses, FASEB J., 4, 3076-3086, (1990).
13. Priebe, W. Ed. Anthracycline Antibiotics, ACS symposium series 574, Am. Chem. Soc., Washington, DC, 1995.
14. Sivaprakasan, M. and Narshinha, P. A., An efficient synthesis of (±)-piliformic acid, J. Chem. Soc. Perkin. Trans., 1, 3290-3291 (2000).
15. Skehan, P., Storeng, R., Scudiero, D, Monks, A., McMahon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenny, S., and Boyd, M. R., New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst., 82, 1107-1112 (1990).
16. Stanton, F. R., Thomas, H. J., and Larry, L. M., Electrochemistry and near-infrared spectra of anion radicals containing several imide or quinone groups, J. Org. Chem., 55, 4794-4801 (1990).
17. Wakelin, L. P. G. and Waring, M. J., DNA Intercalating Agents, In Comprehensive Medicinal Chemistry, Vol 2, 703-724; Hansch, C., Sammes, P. G., Taylor, J. B., Eds.; Pergamon Press: New York, (1990).