Microwave assisted synthesis, biological activities, and in silico investigation of some benzimidazole derivatives

Abstract

Some derivatives of 2-substituted benzimidazole were prepared via coupling of N-methyl-o-phenylenediamine or o-phenylenediamine with different aromatic aldehydes catalyzed by Ni(OAc) 2 in the presence of chloroform under microwave-assisted conditions. Structural confirmation of all synthesized molecules was investigated by FT-IR, 13 C NMR, 1 H NMR, ESI-MS, and Elemental analysis. All prepared molecules were examined for in-vitro pharmaceutical activities like antibacterial, antifungal, antimalarial, antituberculosis, and antioxidant. Additionally, in silico study was also carried out. We also evaluated the steadiness and molecular interaction of docked complex, that is, complex of molecule (7s) with PDB: 5ZNI and complex of derivative (7l) with PDB: 3VLN, we have established a molecular dynamics model on the best dock molecules. All newly prepared molecules were authenticated to have excellent pharmacokinetics stuffs via calculated ADME-Tox descriptors, which signifying that these derivatives could be utilized as hit for the expansion of the some innovative active compounds.

Exploring the Versatility of Benzimidazole Scaffolds as Medicinal Agents: A Brief Update

“…A microwave-assisted, Ni(II) catalyzed novel preparation of 2,6-disubstituted and 1,2,6-trisubstituted benzimidazoles were achieved by Patel and his group (Figure 15) [62]. The in-vitro antimicrobial studies of the title compounds (57) against gram-positive and gram-negative bacteria and fungal strains showed an improved activity exhibited by them when compared with ampicillin, a standard drug.…”

“…The antimicrobial and antifungal activities of these benzimidazole derivatives were then evaluated. It was found that some compounds such as ( 61) and (62), were proved to be a better substitute than the standard drugs trimethoprim sulfamethoxazole and miconazole for antimicrobial and antifungal activities, respectively (Figure 16).…”

Synthesis, characterization, biological evaluation, and computational study of benzimidazole hybrid thiosemicarbazide derivatives

“…[63] We present the synthesis, antibacterial, antimalarial, anti-tubercular, and antioxidant evaluation of a novel series of benzimidazole derivatives in response to the foregoing findings and in continuation of our work on benzimidazole derivatives. [31,64] As the number of viable drug molecules in some serious diseases is limited, repurposing of existing drugs or modification of existing drug may be the best way to solve the current scenario. [65] The flexible benzimidazole group is a large target for changing its structure and transforming it into useful compounds for further research into various diseases.…”

“…[ 30 ] Benzimidazole is a vitamin B12 component that is linked to the purine DNA base and the intoxicating caffeine. [ 31 ] Because of their importance in a variety of industries, including nutrition, cosmetics, and medicines, many scientists have studied their chemistry and have produced a wide range of benzimidazole derivatives over the last few decade. [ 32 ] Benzimidazole derivatives have been found to be effective in numerous biochemical and pharmacological activities [ 33 ] such as anti‐HIV, [ 34 ] antihistaminic, [ 35 ] antioxidant, [ 36 ] antiulcer, [ 37 ] antimalarial, [ 38 ] analgesic, [ 39 ] anti‐tubercular, [ 40 ] antiinflammatory, [ 41 ] antihypertensive, [ 42 ] antimicrobial, [ 43 ] antiprotozoal, [ 44 ] antihelmintic, [ 45 ] anticancer, [ 46 ] antidiabetic, [ 47 ] antihypertensive, [ 48 ] DNA binding, [ 49 ] and antifungal [ 50 ] activities.…”

“…[ 63 ] We present the synthesis, antibacterial, antimalarial, anti‐tubercular, and antioxidant evaluation of a novel series of benzimidazole derivatives in response to the foregoing findings and in continuation of our work on benzimidazole derivatives. [ 31, 64 ]…”