An efficient synthesis of quinoxaline derivatives from 4-chloro-4-deoxy-α-d-galactose and their cytotoxic activities

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 3, 2007, Pages 609-612

  Yan, Lin ^a   Liu, Feng Wu ^a   Dai, Gui Fu ^a   Liu, Hong Min ^a  

^a ZHENGZHOU UNIVERSITY   (China)

Author keywords

4 Chloro 4 deoxy d galactose; Cytotoxicity; Quinoxaline derivatives

Indexed keywords

2 [(5 DIMETHOXYMETHYL 2,2 DIMETHYL 1,3 DIOXOLAN 4 YL)METHYL] 7 NITROQUINOXALINE; 2,2 DIMETHOXYPROPANE; 6 BENZOYL 2 [(5 DIMETHOXYMETHYL 2,2 DIMETHYL[1,3]DIOXOLAN 4 YL)METHYL]QUINOXALINE; 6 CHLORO 2 [(5 DIMETHOXYMETHYL 2,2 DIMETHYL[1,3]DIOXOLAN 4 YL)METHYL]QUINOXALINE; 7 BENZOYL 2 [(5 DIMETHOXYMETHYL 2,2 DIMETHYL[1,3]DIOXOLAN 4 YL)METHYL]QUINOXALINE; 7 CHLORO 2 [(5 DIMETHOXYMETHYL 2,2 DIMETHYL[1,3]DIOXOLAN 4 YL)METHYL]QUINOXALINE; GALACTOSE; PROPANE; QUINOXALINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYTOTOXICITY; DRUG ACTIVITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HYDROLYSIS; IN VITRO STUDY; OXIDATION;

ANTINEOPLASTIC AGENTS; CARBOHYDRATES; CELL LINE, TUMOR; FUCOSE; HUMANS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; QUINOXALINES; SPECTROPHOTOMETRY, INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP; TETRAZOLIUM SALTS; THIAZOLES;

EID: 33846236966     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.11.007     Document Type: Article

References (30)

1. Cheeseman G.W.H., and Werstiuk E.S.G. Adv. Heterocycl. Chem. 22 (1978) 367
2. Sato N. In: Katritzky A.R., Rees C.W., and Scriven E.F.V. (Eds). Comprehensive Heterocyclic Chemistry II Vol. 6 (1996), Pergamon, Oxford 233
3. Sakata G., Makino K., and Kurasawa Y. Heterocycles 27 (1988) 2481 and references cited therein
4. Antoniotti S., and Dunach E. Tetrahedron Lett. 43 (2002) 3971
5. Wu Z., and Ede N.J. Tetrahedron Lett. 42 (2001) 8115
6. Xekoukoulotakis N.P., Hadjiantonious-Maroulis C.P., and Maroulis A.J. Tetrahedron Lett. 41 (2000) 10299
7. More S.V., Sastry M.N.V., Wang C.-C., and Yao C.-F. Tetrahedron Lett. 46 (2005) 6345 and references cited therein
8. Robinson R.S., and Taylor R.J.K. Synlett 6 (2005) 1003
9. Raw S.A., Wilfred C.D., and Taylor R.J.K. Org. Biomol. Chem. 2 (2004) 788
10. Raw S.A., Wilfred C.D., and Taylor R.J.K. Chem. Commun. 18 (2003) 2286
11. Liu F.-W., Liu H.-M., Ke Y., and Zhang J.-Y. Carbohydr. Res. 339 (2004) 2651
12. Liu H.-M., Liu F.-W., Zou D.-P., and Dai G.-F. Bioorg. Med. Chem. Lett. 15 (2005) 1821
13. Liu F.-W., Zhang Y.-B., Liu H.-M., and Song X.-P. Carbohydr. Res. 340 (2005) 489
14. de Belder A.N. Adv. Carbohydr.Chem. 20 (1965) 219
15. de Belder A.N. Adv. Carbohydr.Chem. Biochem. 34 (1977) 179
16. Clode D.M. Chem. Rev. 79 (1979) 491
17. He D.Y., Li Z.J., Liu Y.Q., Qiu D.X., and Cai M.S. Synth. Commun. 22 (1992) 2653
18. Evans M.E., Parrish F.W., and Long Jr. L. Carbohydr. Res. 23 (1967) 453
19. Hasegawa A., and Fletcher Jr. H.G. Carbohydr. Res. 29 (1973) 209
20. Hasegawa A., and Nakajima M. Carbohydr. Res. 29 (1973) 239
21. +.
22. Liu H.M., and Tsuda Y. Chem. Pharm. Bull 44 (1996) 80
23. Liu H.M., Xu W., and Liu Z.Z. Carbohydr. Res. 331 (2001) 229
24. Liu H.M., Zhang F.Y., Zhang J.Y., and Li S. Carbohydr. Res. 338 (2003) 1737
25. Liu H.M., Zhang F.Y., and Zhang J.Y. Carbohydr. Res. 334 (2001) 323
26. +.
27. +.
28. Sallam M.A.E., Louis F.F., Anthonsen T., and Quartey E.G.K. Carbohydr. Res. 324 (2000) 1
29. 50 value was determined.
30. Hazeldine S.T., Polin L., Kushner J., White K., Corbett T.H., Biehl J., and Horwitz J.P. Bioorg. Med. Chem. 13 (2005) 1069