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

Synthesis and antibacterial activity of novel myricetin derivatives containing sulfonylpiperazine

Jun He, Xue-Mei Tang, Ting-Ting Liu, Feng Peng, Qing Zhou, Li-Wei Liu, Ming He, and Wei Xue

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, China

E-mail: wxue@gzu.edu.cn

Received: 10 June 2020  Accepted: 15 September 2020

Abstract:

Myricetin derivatives containing sulfonylpiperazine were synthesized and their structures were confirmed by NMR and HRMS. The antibacterial activity results indicated that some compounds showed good antibacterial activity against Xanthomonas oryzaepv. oryzae (Xoo), Xanthomonas axonopodispv. citri (Xac) and Ralstonia solanacearum (Rs). Among them, compounds 4m and 4p revealed excellent antibacterial activities against Rs with a concentration for 50% of maximal effect (EC₅₀) value of 4 and 4 μg/mL, which were better than the control drugs bismerthiazol (13 μg/mL) and thiodiazole-copper (185 μg/mL). As observed using scanning electron microscope (SEM), these compounds act by causing folding and deformation of the bacterial surface, resulting in incomplete bacterial structure, so as to achieve the goal of bacteriostasis. The myricetin derivatives synthesized are expected to guide the research direction of new antibacterial agents.

Keywords: Myricetin derivative; Sulfonylpiperazine; Antibacterial activity; Concentration for 50% of maximal effect; Scanning electron microscope

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01363-3

Chemical Papers 75 (3) 1021–1027 (2021)