Synthesis, Molecular Docking, and Biological Evaluation of Novel Anthranilic Acid Hybrid and Its Diamides as Antispasmodics

Abstract

The present article focuses on the synthesis and biological evaluation of a novel anthranilic acid hybrid and its diamides as antispasmodics. Methods: Due to the predicted in silico methods spasmolytic activity, we synthesized a hybrid molecule of anthranilic acid and 2-(3-chlorophenyl)ethylamine. The obtained hybrid was then applied in acylation with different acyl chlorides. Using in silico analysis, pharmacodynamic profiles of the compounds were predicted. A thorough biological evaluation of the compounds was conducted assessing their in vitro antimicrobial, cytotoxic, anti-inflammatory activity, and ex vivo spasmolytic activity. Density functional theory (DFT) calculation, including geometry optimization, molecular electrostatic potential (MEP) surface, and HOMO-LUMO analysis for the synthesized compounds was conducted using the B3LYP/6–311G(d,p) method to explore the electronic behavior, reactive regions, and stability and chemical reactivity of the compounds. Furthermore, molecular docking simulation along with viscosity measurement indicated that the newly synthesized compounds interact with DNA via groove binding mode. The obtained results from all the experiments demonstrate that the hybrid molecule and its diamides inherit spasmolytic, antimicrobial, and anti-inflammatory capabilities, making them excellent candidates for future medications.

Utilizing Ni(II) complex for metal drug-gel particles in cervical cancer treatment and designing novel drugs through machine learning methods

“…On the other hand, the compound that was used as the lead structure for the reinforcement learning was taken from the synthesized Ni complex. The dimension of the grid box is 80 × 60 × 60 in three directions, such a grid box is large enough to contain the docking pocket of interest 32 , 33 . The distance between the grid points is 0.375 Å.…”

Design, preparation, physicochemical characterization, structural conformational, biological evaluation, and DNA interaction for some new benzimidazole complexes

“…Another docking parameter was chosen according to the previous literature. 41 Chimera software along with Discovery Studio Visualizer was applied to analyze the docking results.…”

“…The signals observed around 164.29 ppm because of the C atoms T A B L E 1 1 HNMR for Pd (II) chelate identified differences in the site of (N-H) signals in pyrimidine because of the chelation of Pd (II) with a Nitrogen atom. Where (N-H, pyrimidine) looked on δ 11.29 (ppm) for BIP ligand spectra were downfield moved to δ 9.62 (ppm) 41. Additional signals at δ 10.42, 8.42-7.35, 7.13, 2.60, 2.42 as well as 1.51 (ppm) ranges, have been characterized to (1H, NH-imidazole), (4H, ArH), (s, 1H, CH), (S,1H, CH 3 ), (2OAc, 6H.…”

Synthesis of Novel Acetamidobenzanilides Derivatives as Potencial Trypanocidal Agents

“…Also, one bisamide derivative of 1,4-benzodioxane was reported as an HSF1 pathway inhibitor that showed growth inhibitory activities in the human ovarian carcinoma xenograft model [8]. Additionally, anthranilic acid diamides have been evaluated as cholecystokinin receptor antagonists [9] and antispasmodics [10].…”