Synthesis and Biological Evaluation of Benzimidazole Phenylhydrazone Derivatives as Antifungal Agents against Phytopathogenic Fungi

Abstract

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1 H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC 50 values of 1.20 and 1.85 µg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.

Towards the Molecular Design of Spin‐Crossover Complexes of 2,6‐Bis(pyrazol‐3‐yl)pyridines

“…2,6‐Bis(1,3‐dioxo‐3‐ethoxypropyl)pyridine was synthesized as reported previously . Arylhydrazines were synthesized from commercially available anilines using a standard diazotization protocol with a subsequent reduction with SnCl 2 . Caution : Perchlorate salts are potential explosives and must be handled with care.…”

Synthesis, experimental and theoretical antiradical activity assessment of some azomethines and phenylhydrazones

“…Their antiradical activity was investigated and demonstrated in several works [2,23]. Schiff bases can also form with metal ions very interesting complexes with biological activities [6,25,28,32]. Phenolic Schiff bases in particular, constitute a class of drugs for oxidative stress diseases [11].…”

Reactions of 2-carbonyl and 2-hydroxy(or methoxy)alkyl substituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT study of dicationic electophilic species

“…Imidazoles and benzimidazoles are an important heterocyclic scaffolds in pharmaceuticals and agrochemicals [1][2][3][4][5][6][7][8][9][10]. They also have applications in the fields of dyes, chemo-sensing, and fluorescent materials [3].…”