Notes

Synthesis and Antileishmanial Activity of Pyrimidine Nucleoside- Chalcone Hybrids

  • Zai Wenjing ,
  • Jiang Panpan ,
  • Zhang Xinying ,
  • Loiseau Philippe M. ,
  • Guo Shenghai ,
  • Fan Xuesen
Expand
  • a Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China;
    b Chimioth閞apie Antiparasitaire, Facult?de Pharmacie, CNRS, UMR 8076 (BioCIS), Universit?Paris-Sud, 92290 Ch鈚enay-Malabry, France

Received date: 2015-01-14

  Revised date: 2015-02-11

  Online published: 2015-02-12

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21172057, 21272058, 21202040), the Program for Science and Technology Innovation Talents in Universities of Henan Province (No. 15HASTIT005), and the Program for Innovative Research Team in Science and Technology in University of Henan Province (No. 15IRTSTHN003).

Abstract

In this paper, a group of pyrimidine nucleoside-chalcone hybrids were conveniently prepared through condensing 5-formyl pyrimidine nucleosides with (substituted) acetophenones under the promotion of aqueous sodium hydroxide. The hybrid compounds were then evaluated as potential antileishmanial agents and some of them showed promisingly potent activities.

Cite this article

Zai Wenjing , Jiang Panpan , Zhang Xinying , Loiseau Philippe M. , Guo Shenghai , Fan Xuesen . Synthesis and Antileishmanial Activity of Pyrimidine Nucleoside- Chalcone Hybrids[J]. Chinese Journal of Organic Chemistry, 2015 , 35(6) : 1335 -1341 . DOI: 10.6023/cjoc201501018

References

[1] (a) Chappuis, F.; Sundar, S.; Hailu, A.; Ghalib, H.; Rijal, S.; Peeling, R. W.; Alvar, J.; Boelaer, M. Nat. Rev. Microbiol. 2007, 5, 873. (b) Murray, H. W.; Berman, J. D.; Davies, C. R.; Saravia, N. G. Lancet 2005, 366, 1561.
[2] WHO, Report of a Meeting of the WHO Expert Committee on the Control of the Leishmaniases, Geneva, 2010.
[3] (a) Herwaldt, B. L. Lancet 1999, 354, 1191. (b) Jha, T. K. Indian J. Med. Res. 2006, 123, 389. (c) Sundar, S.; More, D. K.; Singh, M. K.; Singh, V. P.; Sharma, S.; Makharia, A.; Kumar, P. C.; Murray, H. W. Clin. Infect. Dis. 2000, 31, 1104. (d) Freitas-Junior, L. H.; Chatelin, E.; Kim, H. A. Siqueira-Neto, J. L. Int. J. Parasitol.: Drugs Drug Resist. 2012, 2, 11.
[4] (a) Jordheim, L. P.; Durantel, D.; Zoulim, F.; Dumontet, C. Nat. Rev. Drug Discovery 2013, 12, 447. (b) Wainberg, M. A. Antiviral Res. 2009, 81, 1. (c) Jin, X; Xiao, Q.; Ju, Y. Chin. J. Org. Chem. 2009, 29, 44 (in Chinese). (靳玄烨, 肖强, 巨勇, 有机化学, 2009, 29, 44.) (d) Menéndez-Arias, L.; Álvarez, M.; Pacheco, B. Curr. Opin. Virol. 2014, 8, 1. (e) Zhang, X..; Wang, A.; Li, D.; Xu, Y. Prog. Chem. 2010, 22, 784 (in Chinese). (张晓辉, 王爱玲, 李德鹏, 徐耀忠, 化学进展, 2010, 22, 784.)
[5] (a) Xia, Y.; Liu, Y.; Rocchi, P.; Wang, M.; Fan, Y.; Qu, F.; Iovanna, J. L.; Peng, L. Cancer Lett. 2012, 318, 145. (b) Wu, J.; Yu, W.; Fu, L.; He, W.; Wang, Y.; Chai, B.; Song, C.; Chang, J. Eur. J. Med. Chem. 2013, 63, 739. (c) Shirouzu, H.; Morita, H.; Tsukamoto, M. Tetrahedron 2014, 70, 3635.
[6] (a) Shin, I. S.; Tanifuji, H.; Arata, Y.; Morizawa, Y.; Nakayama, T.; Wataya, Y. Parasitol. Res. 1995, 81, 622. (b) Peyron, C.; Benhida, R.; Bories, C.; Loiseau, P. M. Bioorg. Chem. 2005, 33, 439.
[7] (a) Torrence, P. F.; Fan, X.; Zhang, X.; Loiseau, P. M. Bioorg. Med. Chem. Lett. 2006, 16, 5047. (b) Fan, X.; Feng, D.; Qu, Y.; Zhang, X.; Wang, J.; Loiseau, P. M.; Andrei, G.; Snoeck, R.; De Clercq, E. Bioorg. Med. Chem. Lett. 2010, 20, 809.
[8] Boeck, P.; Falcao C. A. B.; Leal, P. C.; Yunes, R. A.; Cechinel, V.; Torres-Santos, E. C.; Rossi-Bergmann, B. Bioorg. Med. Chem. 2006, 14, 1538.
[9] Liu, M.; Wilairat, P.; Croft, S. L.; Tan, A. L.-C.; Go, M.-L. Bioorg. Med. Chem. 2003, 11, 2729.

Outlines

/