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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 05: 922 - 929

DOI: https://doi.org/10.6023/cjoc1107241

Articles

Design, Synthesis and in vitro Antifungal Activities of Fluconazole Derivatives

  • Wang Nan ,
  • Li Wenjuan ,
  • Zhang Lei ,
  • Gao Yijun ,
  • Ji Chunmei ,
  • Chen Ying ,
  • Chai Xiaoyun ,
  • Sun Haijun ,
  • Bi Yi ,
  • Wu Qiuye ,
  • Meng Qingguo
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  • a School of Pharmacy, Yantai University, Yantai 264005;
    b Weifang People1’s Hospital, Weifang 261041;
    c School of Pharmacy, Second Military Medical University, Shanghai 200433

Received date: 2011-07-24

  Revised date: 2011-11-11

  Online published: 2011-12-02

Supported by

Project supported by the National Natural Science Foundation of China (No. 81072534).

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Abstract

In search of more effective antifungal agents, twenty-two new fluconazole derivatives containing 4-methyl phenol and thymine have been designed and synthesized based on the previous results of computer-aided drug design. All the derivatives retain the essential pharmacophore of fluconazole. Their structures are elucidated by 1H NMR, elemental analysis and ESI-MS. Preliminary in vitro antifungal activities bioassay showed that compound 5l exhibits better in vitro antifungal activities against eight fungi except Aspergillus fumigatus (7544) than fluconazole, compounds 5a～5e, 5g, 5h, 7a and 7b show only moderate in vitro antifungal activities against different fungus. The introduction of propargyl group to nitrogen atom can enhance in vitro antifungal activities of this type derivative and it is worth of further research.

Key words： fluconazole; derivative; synthesis; design; in vitro antifungal activity

Cite this article

Wang Nan , Li Wenjuan , Zhang Lei , Gao Yijun , Ji Chunmei , Chen Ying , Chai Xiaoyun , Sun Haijun , Bi Yi , Wu Qiuye , Meng Qingguo . Design, Synthesis and in vitro Antifungal Activities of Fluconazole Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(05) : 922 -929 . DOI: 10.6023/cjoc1107241

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