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YANG Chengwei, GUO Yali, LI Caolong. Synthesis and antibacterial activity of water-soluble limonin benzoylhydrazone derivatives[J]. Journal of China Pharmaceutical University, 2022, 53(3): 273-277. DOI: 10.11665/j.issn.1000-5048.20220303
Citation: YANG Chengwei, GUO Yali, LI Caolong. Synthesis and antibacterial activity of water-soluble limonin benzoylhydrazone derivatives[J]. Journal of China Pharmaceutical University, 2022, 53(3): 273-277. DOI: 10.11665/j.issn.1000-5048.20220303
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Synthesis and antibacterial activity of water-soluble limonin benzoylhydrazone derivatives

  • School of Science, China Pharmaceutical University, Nanjing 211198, China

Funds: This study was supported by the National Natural Science Foundation of China(No.81660708)
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  • Received Date: March 06, 2022
  • Revised Date: April 28, 2022
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    • Abstract
  • As a compound rich in citrus plants, limonin has a wide range of biological activities, but its practical application is limited because of its poor water solubility.In this paper, eight new compounds 7a-7h were designed and synthesized by introducing benzoyl hydrazone at the carbonyl position of limonin.The results showed that the water solubilities of all compounds were higher than that of limonin, especially 7a, 7d, 7e and 7f.In addition, the experiment showed that compounds 7d and 7e with substituted hydroxyl groups at the interposition and para-position of the benzene ring had strong antibacterial effects against Escherichia coli and Staphylococcus aureus, and that compound 7e had the best activity, with minimum inhibitory concentrations of 0.31 mg/mL and 1.25 mg/mL, respectively.And compound 7e had better antibacterial activiy in E.coli than sodium benzoate.
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    • References (9)
  • [1]
    . Chin J Org Chem（有机化学），2014，34（4）：741-748.
    [2]
    Jord?o AK，Sathler PC，Ferreira VF，et al. Synthesis，antitubercular activity，and SAR study of N-substituted-phenylamino-5-methyl-1H-1，2，3-triazole-4-carbohydrazides［J］. Bioorg Med Chem，2011，19（18）：5605-5611.
    [3]
    Ma Y，Liu F，Yan K，et al. Synthesis and antifungal bioactivity of 6-bromo-4-alkylthioquinazoline derivatives［J］. Chin J Org Chem（有机化学），2008，28（7）：1268-1272.
    [4]
    Takagi K，Hamaguchi H，Nishimatsu T，et al. Discovery of metaflumizone，a novel semicarbazone insecticide［J］. Vet Parasitol，2007，150（3）：177-181.
    [5]
    Han XQ，Zhu QH，Wang SC，et al. Research progress in biological activity and structure-activity relationship of limonoids［J］. Prog Pharm Sci（药学进展），2015，39（10）：775-780.
    [6]
    Govindachari TR，Suresh G，Gopalakrishnan G，et al. Antifungal activity of some tetranortriterpenoids［J］. Fitoterapia，2000，71（3）：317-320.
    [7]
    Yang Y，Wang XH，Zhu QH，et al. Synthesis and pharmacological evaluation of novel limonin derivatives as anti-inflammatory and analgesic agents with high water solubility［J］. Bioorg Med Chem Lett，2014，24（7）：1851-1855.
    [8]
    Gu RY，Zhang SF，Liu YY，et al. Study on anti-oxidation and bacteriostasis of five spices essential oil［J］. Food Sci（食品科学），2008，29（3）：106-108
    [9]
    Hu GQ，Hou LL，Wang GQ，et al. Synthesis and antitumor and antibacterial activities of fluoroquinolone C-3 isosteres I．norfloxacin C-3 carbonylhydrazone derivatives［J］. J China Pharm Univ（中国药科大学学报），2012，43（4）：298-301.
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