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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 08: 1487 - 1492

DOI: https://doi.org/10.6023/cjoc1202051

Articles

Synthesis and Antibacterial Activities of N-Substituted Pyrazole Curcumin Derivatives

  • Liu Zhichang ,
  • Wang Yinghong ,
  • Zhang Yuanqin ,
  • Xiang Qinxiang
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  • College of Chemistry and Life Sciences, Leshan Normal University, Leshan 614000

Received date: 2012-02-05

  Revised date: 2012-03-03

  Online published: 2012-04-11

Supported by

Project supported by the Key Foundation of Science and Technology Bureau of Leshan City in Sichuan Province (No. 08SZD092) and the Application of Basic Project of Science and Technology Agency of Sichuan Province (No. 2010JY0148).

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Abstract

In order to find new lead compounds for the design of new antibacterial drugs, 13 novel N-substituted pyrazole curcumin derivatives were synthesized from curcumin and substituted hydrazide. The structures of all new compounds were confirmed by 1H NMR, 13C NMR, IR, MS techniques and elemental analysis. The results of their in vitro antibacterial tests indicated that, at the concentration of 1?10-4 mol/L, all of the derivatives displayed better activities than curcumin against B. subtilis, S. aureus, E. coli, A. niger, and Penicillium ch. The compounds 3,5-bis(4-hydroxy-3-methoxystyryl)-1-amidinopara- zole (3c), 3,5-bis(4-hydroxy-3-methoxystyryl)-1-(banzothiazol-2-sulfenyl)parazole (3k) and 3,5-bis(4-hydroxy-3-methoxy- styryl)-1-(coumarin-3-formoryl)parazole (3m) showed remarkable antibacterial activities (with inhibition zone of up 16.34 to 23.81 mm). The results showed that thiazole ring, or guanyl and coumarin ring substituents may enhance the activities of N- substituted pyrazole curcumin derivatives.

Key words： curcumin; pyrazole; hydrazide; synthesis; antibacterial activity

Cite this article

Liu Zhichang , Wang Yinghong , Zhang Yuanqin , Xiang Qinxiang . Synthesis and Antibacterial Activities of N-Substituted Pyrazole Curcumin Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(08) : 1487 -1492 . DOI: 10.6023/cjoc1202051

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