Synthesis of benzothiazole-appended bis-triazole-based structural isomers with promising antifungal activity against Rhizoctonia solani .

Autor: Upadhyay RK; Department of Chemistry, University of Delhi Delhi-110007 India rakeshkp@email.com., Saini KK; Department of Chemistry, University of Delhi Delhi-110007 India rakeshkp@email.com., Deswal N; Department of Chemistry, University of Delhi Delhi-110007 India rakeshkp@email.com., Singh T; Molecular Oncology Laboratory, Department of Zoology, University of Delhi, School of Life Sciences, JNU-Delhi India., Tripathi KP; Division of Agricultural Chemicals, Indian Agricultural Research Institute New Delhi India., Kaushik P; Division of Agricultural Chemicals, Indian Agricultural Research Institute New Delhi India., Shakil NA; Division of Agricultural Chemicals, Indian Agricultural Research Institute New Delhi India., Bharti AC; Molecular Oncology Laboratory, Department of Zoology, University of Delhi Delhi-110007 India., Kumar R; Department of Chemistry, University of Delhi Delhi-110007 India rakeshkp@email.com.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2022 Aug 30; Vol. 12 (37), pp. 24412-24426. Date of Electronic Publication: 2022 Aug 30 (Print Publication: 2022).
DOI: 10.1039/d2ra04465j
Abstrakt: In order to explore new antifungal agrochemicals, we reported the synthesis of two series 5a-f, 6 and 7a-f, 8 of benzothiazole-appended bis-triazole derivative-based structural isomers using a molecular hybridization approach. The synthesized compounds were tested for fungal growth inhibition against the plant pathogen Rhizoctonia solani . All the synthesized compounds showed excellent antifungal activity in their minimum concentrations (10-0.62 μM). Among all the synthetics, compounds 5b (ED 50 : 2.33 μM), 5f (ED 50 : 0.96 μM), and 7f (ED 50 : 1.48 μM) exerted a superior inhibitory effect in comparison to the commercially available fungicide, hexaconazole (ED 50 : 2.44 μM). The binding interactions of the active compounds 5f, 7f, 6, and 8 within the active site of the sterol 14α-demethylase enzyme were studied with the help of molecular docking studies. The studies revealed that these hybrid pharmacophores could be used as an important intermediate to demonstrate new structural isomer-based fungicides.
Competing Interests: The authors do not have any conflict of interest.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE