Synthesis and biological activities of novel S-β-D-glucopyranoside derivatives of 1,2,4-triazole

Abstract

In this study, 14 novel S-β-D-glucopyranosides of 1,2,4-triazole derivatives were synthesized and characterized by ¹H NMR, ¹³C NMR, and HRMS. Then their antifungal activities against Gibberella zeae (G. zeae), Botryosphaeria dothidea (B. dothidea), Phompsis sp., Phytophthora infestans (P. infestans), Thanatephorus cucumeris (T. cucumeris) and antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas citri subsp. citri (Xcc) were evaluated. Bioassay results indicated that most of the title compounds exhibited good antifungal activities. Among them, compounds 4g, 4k, 4m, and 4n showed better antifungal activities against P. infestans with EC₅₀ values of 4.98, 4.09, 3.85, and 4.90 μg/mL, respectively compared with Dimethomorph (6.06 μg/mL).

Graphical Abstract

Keywords:

• S-β-D-glucopyranosides
• 1,2,4-triazole
• synthesis
• biological activity

Additional information

Funding

This work was supported by the National Nature Science Foundation of China (No. 21762037 and 21807037), Guizhou Science and Technology Planning Project (No. [2019]1454 and [2020]4Y097) and the Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University (No. [2019]038).