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Chinese Journal of Organic Chemistry >

0 202604005

DOI: https://doi.org/10.6023/cjoc202604005

ARTICLE

Design, Synthesis, and Antibacterial Activity of Novel Kojic Acid-Thioether Derivatives

  • Lv Jie ,
  • Song Jia ,
  • Yang Xinyan ,
  • Qiu Xuning ,
  • Li Kaiwen ,
  • Yuan Ziliang ,
  • Ren Yanrong ,
  • Li Tingting
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  • 1Department of Biological and Chemical Engineering, Chongqing University of Education, Chongqing 400067, China.;
    2State Key Laboratory of Green Pesticide, Guizhou University, Guiyang 550025, China.

Received date: 2026-04-02

  Revised date: 2026-05-29

  Online published: 2026-08-17

Supported by

Traditional Chinese Medicine Research Program of Chongqing Science and Health (No. 2026ZYQN023), the Chongqing Natural Science Foundation Innovation and Development Joint Fund Project (No. CSTB2023NSCQ-LZX0171), and the University-level Project of Chongqing University of Education (No. BSRC2024070, No. 2025XJQNXZTJ05).

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Abstract

To develop novel antibacterial agents against Xanthomonas oryzae pv. oryzae (Xoo), 18 new kojic acid-thioether derivatives were designed and synthesized through structural modification of kojic acid by incorporating bioactive thioether fragments. The structures of target derivatives were identified by 1H NMR and 13C NMR spectroscopy, and those of fluorine-containing derivatives were additionally confirmed by 19F NMR spectroscopy. The in vitro anti-Xoo activity evaluation revealed that several derivatives (3a, 3b, 3c, 3e, 3j, and 3o) exhibited significant inhibitory activity. Compound 3c (para-bromo substituted) showed the most potent activity (EC50 = 5.22 mg/L), which significantly exceeded those of the controls bismerthiazol (BT, EC50 = 20.82 mg/L) and thiodiazole copper (TC, EC50 = 89.77 mg/L). Structure-activity relationship analysis indicated that electron-withdrawing substituents and para-substitution on the phenyl ring are crucial for enhancing anti-Xoo activity. Molecular docking results indicated that compound 3c forms hydrogen bonds and π‑halogen interactions with key amino acid residues. These results demonstrate that compound 3c is a promising novel anti-Xoo agent.

Key words： Kojic acid-thioether derivatives; Antibacterial activity; Structure-activity relationship; Molecular docking

Cite this article

Lv Jie , Song Jia , Yang Xinyan , Qiu Xuning , Li Kaiwen , Yuan Ziliang , Ren Yanrong , Li Tingting . Design, Synthesis, and Antibacterial Activity of Novel Kojic Acid-Thioether Derivatives[J]. Chinese Journal of Organic Chemistry, 0 : 202604005 . DOI: 10.6023/cjoc202604005

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