ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Design, synthesis, and antifungal activity of flavonoid derivatives containing thiazole moiety

Fei Meng, Zixin Yan, Yuexiao Lu, and Xiaobin Wang

Institute of Pesticide, College of Horticulture and Plant Protection, Yangzhou University, Yangzhou, China

E-mail: mengfei@yzu.edu.cn

Received: 25 April 2022  Accepted: 27 September 2022

Abstract:

A series of flavonoid derivatives containing thiazole scaffold were designed, synthesized and evaluated for their inhibition effects against Rhizoctonia solani, Fusarium graminearum, Gaeumannomyces graminis, Alternaria solani, Botrytis cinerea, and Alternaria mali. The antifungal bioassays results in vitro indicated that some target compounds showed good antibacterial activity against the tested plant fungi, which were better than that of the flavonoid natural product quercetin. Strikingly, the title compounds 6a, 6b, and 6f demonstrated obvious antifungal activities against Rhizoctonia solani with EC₅₀ value of 9.6, 35.5, and 21.5 μg/mL, respectively. The EC₅₀ value of compound 6b against Gaeumannomyces graminis reached 2.7 μg/mL.

Graphical abstract

Keywords: Flavonoid; Thiazole; Synthesis; Antifungal activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-022-02522-4

Chemical Papers 77 (2) 877–885 (2023)