Ionic liquid mediated and promoted eco-friendly preparation of thiazolidinone and pyrimidine nucleoside-thiazolidinone hybrids and their antiparasitic activities

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 22, 2009, Pages 6280-6283

  Zhang, Xinying ^a   Li, Xiaoyan ^a   Li, Dongfang ^a   Qu, Guirong ^a   Wang, Jianji ^a   Loiseau, Philippe M ^b   Fan, Xuesen ^a  

^a HENAN NORMAL UNIVERSITY   (China)

^b UNIVERSITÉ PARIS SUD   (France)

Author keywords

Antiparasitic activities; Eco friendly synthesis; Ionic liquid; Multi component reaction; Pyrimidine nucleoside thiazolidinone Hybrids; Thiazolidinone

Indexed keywords

ALDEHYDE; AMINE; IONIC LIQUID; PYRIMIDINE NUCLEOSIDE; THIAZOLIDINE DERIVATIVE; THIOGLYCOLIC ACID;

ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; IC 50; NONHUMAN; REACTION TIME; SYNTHESIS; TEMPERATURE;

EID: 71049179931     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.09.101     Document Type: Article

References (45)

1. Allen S., Newhouse B., Anderson A.S., Fauber B., Allen A., Chantry D., Eberhardt C., Odingo J., and Burgess L.E. Bioorg. Med. Chem. Lett. 14 (2004) 1619
2. Ottana R., Carotti S., Maccari R., Landini I., Chiricosta G., Caciagli B., Vigorita M.G., and Mini E. Bioorg. Med. Chem. Lett. 15 (2005) 3930
3. Gududuru V., Hurh E., Dalton J.T., and Miller D.D. Bioorg. Med. Chem. Lett. 14 (2004) 5289
4. Look G.C., Schullek J.R., Homes C.P., Chinn J.P., Gordon E.M., and Gallop M.A. Bioorg. Med. Chem. Lett. 6 (1996) 707
5. Zarghi A., Najafnia L., Daraee B., Dadrass O.G., and Hedayati M. Bioorg. Med. Chem. Lett. 17 (2007) 5634
6. Diurno M.V., Mazzoni O., Calignano P.E., Giorodano F., and Bolognese A. J. Med. Chem. 35 (1992) 2910
7. Sayyed M., Mokle S., Bokhare M., Mankar A., Sruwase S., Bhusare S., and Vibhute Y. Arkivoc (2006) 187
8. Barreca M.L., Chimirri A., De Luca L., Monforte A.M., Monforte P., Rao A., Zappalà M., Balzarini J., De Clercq E., Pannecouque C., and Witvrouw M. Bioorg. Med. Chem. Lett. 11 (2001) 1793
9. Barreca M.L., Balzarini J., Chimirri A., De Clercq E., De Luca L., Höltje H.D., Höltje M., Monforte A.M., Monforte P., Pannecouque C., Rao A., and Zappalà M. J. Med. Chem. 45 (2002) 5410
10. Rao A., Carbone A., Chimirre A., De Clercq E., Monforte A.M., Monforte P., Pannecouque C., and Zappalà M. II Farmaco 58 (2003) 115
11. Barreca M.L., Chimirre A., De Clercq E., De Luca L., Monforte A.M., Monforte P., Rao A., and Zappalà M. II Farmaco 58 (2003) 259
12. Rawal R.K., Prabhakar Y.S., Katti S.B., and De Clercq E. Bioorg. Med. Chem. 13 (2005) 6771
13. Rawal R.K., Triphthi R., Katti S.B., Pannecouque C., and De Clercq E. Bioorg. Med. Chem. 15 (2007) 1725
14. Rawal R.K., Katti S.B., Kaushik-Basu N., Arora P., and Pan Z. Bioorg. Med. Chem. Lett. 18 (2008) 6110
15. Homes C.P., Chinn J.P., Look C.G., Gordon E.M., and Gallop M.A. J. Org. Chem. 60 (1995) 7328
16. Srivastava S.K., Srivastava S.L., and Srivastava S.D. J. Indian Chem. Soc. 77 (2000) 104
17. Sharma R.C., and Kumar D. J. Indian Chem. Soc. 77 (2000) 492
18. Srivastava T., Haq W., and Katti S.B. Tetrahedron 58 (2002) 7619
19. Fraga-Dubreuil J., and Bazureau J.P. Tetrahedron 59 (2003) 6121
20. Zhou H.Y., Liu A.F., Li X.F., Ma X.F., Feng W., Zhang W., and Yan B. J. Comb. Chem. 10 (2008) 303
21. Greaves T.L., and Drummond C.J. Chem. Rev. 108 1 (2008) 206
22. Welton T. Chem. Rev. 99 (1999) 2071
23. Sheldon R. Chem. Commun. (2001) 2399
24. Haumann M., and Riisager A. Chem. Rev. 108 4 (2008) 1474
25. Plaquevent J.-C., Levillain J., Guillen F., Malhiac C., and Gaumont A.-C. Chem. Rev. 108 12 (2008) 5035
26. Martins M.A.P., Frizzo C.P., Moreira D.N., Zanatta N., and Bonacorso H.G. Chem. Rev. 108 6 (2008) 2015
27. Joseph T., Sahoo S., and Halligudi S.B. J. Mol. Catal. A: Chem. 234 1-2 (2005) 107
28. Agency for Toxic Substances and Disease Registry (ATSDR). Toxicological Profile for Toluene (Draft). U.S. Public Health Service, U.S. Department of Health and Human Services, Atlanta, GA, 1992.
29. U.S. Environmental Protection Agency. Integrated Risk Information System (IRIS) on Toluene. Environmental Criteria and Assessment Office, Office of Health and Environmental Assessment, Office of Research and Development, Cincinnati, OH, 1993.
30. Agrofoglio L.A. Curr. Org. Chem. 10 (2006) 333
31. De Clercq E. Antiviral Res. 67 (2005) 56
32. De Clercq E. Curr. Opin. Microbiol. 8 (2005) 552
33. Mathe C., and Gosselin G. Antiviral Res. 71 (2006) 276
34. Fan X., Zhang X., Zhou L., Keith K.A., Prichard M.N., Kern E.R., and Torrence P.F. J. Med. Chem. 49 (2006) 4052
35. Fan X., Zhang X., Zhou L., Keith K.A., Prichard M.N., Kern E.R., and Torrence P.F. J. Med. Chem. 49 (2006) 3377
36. Fan X., Zhang X., Zhou L., Keith K.A., Prichard M.N., Kern E.R., and Torrence P.F. Antiviral Res. 71 (2006) 201
37. Fan X., Zhang X., Zhou L., Keith K.A., Prichard M.N., Kern E.R., and Torrence P.F. Bioorg. Med. Chem. Lett. 16 (2006) 3224
38. Kumar V., and Nalhotra S.V. Bioorg. Med. Chem. Lett. 18 (2008) 5640
39. Liu B.K., Wang N., Chen Z.C., Wu Q., and Lin X.F. Bioorg. Med. Chem. Lett. 16 (2006) 3769
40. Harjani J.R., Nara S.J., Salunkhe M.M., and Sanghvi Y.S. Nucleosides Nucleotides Nucleic Acids 24 (2005) 819
41. Khalafi-Nezhad A., and Mokhtari B. Tetrahedron Lett. 45 (2004) 6737
42. Uzagare M.C., Sanghvi Y.S., and Salunkhe M.M. Green Chem. 5 (2003) 370
43. Prasad A.K., Kumar V., Malhotra S., Ravikumar V.T., Sanghvi Y.S., and Parmar V.S. Bioorg. Med. Chem. 13 (2005) 4467
44. Kumar V., Parmar V.S., and Malhotra S.V. Tetrahedron Lett. 48 (2007) 809
45. Torrence P.F., Fan X., Zhang X., and Loiseau P.M. Bioorg. Med. Chem. Lett. 16 (2006) 5047