Synthesis, Characterization, and Biological Evaluation of Some Tri‐Substituted Imidazole/thiazole Derivatives

Abstract

A novel compound series of tri‐substituted imidazole/thiazole derivatives (3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i) were prepared by Radziszewski reaction. Benzil (1), ammonium acetate or ammonium thiocynate, and 1‐phenyl‐3‐(p‐substituted phenyl)‐1H‐pyrazole‐4‐carbaldehyde (2a, 2b, 2c, 2d, 2e, 2f, 2g) were reacted to give the desired product. Synthesized compounds were characterized by elemental analysis (CHNS) and spectral analysis (FTIR, 1H and 13C FT NMR, and LC–MS). All the compounds were screened for their antibacterial, antifungal, and antimycobacterial activities. Antimicrobial activity was evaluated against some bacterial strains such as Escherichia coli (MTCC 443), Pseudomonas aeruginosa (MTCC 1688), Staphylococcus aureus (MTCC 96), Streptococcus pyogenes (MTCC 442), and the H37Rv strain of Mycobacterium tuberculosis, and the fungal activity was observed against strains, for example, Candida albicans (MTCC 227), Aspergillus niger (MTCC 282), and Aspergillus clavatus (MTCC 1323). All the synthesized compounds were found to possess moderate to excellent activity against the above selected strains.

Antispasmodic and antimicrobial activities of pyrazole‐containing ferrocenyl alkanols versus their phenyl analogs, and the entry point to potential multitarget treatment for inflammatory bowel diseases

“…In the case of S. aureus , the MIC values obtained did not differ that much, with MICs of ~8 mmol ml −1 . [ 47 ] Dayakar et al tested 2a against two ATCC Gram‐positive and two Gram‐negative bacteria, and only showed moderate activity against the Gram‐negative bacteria. [ 34d ]…”

α‐Glucosidase, α‐Amylase Inhibition, Kinetics and Docking Studies of Novel (2‐Chloro‐6‐(trifluoromethyl)benzyloxy)arylidene) Based Rhodanine and Rhodanine Acetic Acid Derivatives

“…[7] Rhodanine is a propitious molecule in the antidiabetic drug discovery program. [8,9] Rhodanine derivatives displayed a wide range of biological activities such as antimicrobial, [10,11] antitubercular, [12] anticancer, [13] antiviral, [14] anti-inflammatory, [15] antimalarial, [16] antioxidant [17] and acetylcholinesterase inhibitor [18] activities. They have emerged as promising motif in antidiabetic drug discovery program and as reported in the literature (Figure 1), Rhodanine derivative 1 showed PPARγ binding activity, [19] 2, 3 as potent α-glucosidase inhibitors, [20,21] and 4displayed aldose reductase inhibitory activity.…”

Multicomponent Synthesis of Fluorescent Thiazole–Indole Hybrids and Thiazole-Based Novel Polymers

“…All of the products were fully characterized by 1 H NMR, 13 C NMR, and HRMS. In addition to these, single-crystal X-ray diffraction (XRD) of 4b was recorded for the unambiguous structure determination as shown in Figure 2.…”

“…12 Trisubstituted thiazole (C) linked with aryl and pyrazole moiety showed promising antimicrobial activity. 13 Likewise, camalexin, a natural product (D) having an indole−thiazole hybrid structure, exhibits antiproliferative and anticancer activities. 14 Multicomponent reactions (MCRs) are considered an efficient tool for the synthesis of medicinally important heterocycles.…”