Conventional and Microwave Assisted Synthesis of Some Novel 2-(Substituted phenyl)-4,5-diphenyl-1-(thiazol-2-yl)-1H-imidazoles of Biological Interest

• Published in: Asian journal of chemistry 2024-08, Vol.36 (9), p.2019-2024
• Main Authors: Sharma, Gyanendra Kumar, Singh, Gurvinder Pal, Bhardwaj, Harsh, Singh, Manish Pal, Bhardwaj, Himanshu, Mishra, Akhileshar Prasad
• Format: Article
• Language: English
• ISSN: 0970-7077; 0975-427X
• DOI: 10.14233/ajchem.2024.32044

In present investigation, a straightforward approach to design and synthesize 2-(substituted phenyl)-4,5-diphenyl-1-(thiazol-2-yl)-1H-imidazoles (5a-j) using two methods viz. traditional heating and microwave irradiation and characterized with elemental, FT-IR, 1H NMR, 13C NMR, mass spectrophotometric techniques. The microwave irradiation method offers excellent yields, lesser reaction time and eco-environmental friendly reactions as compared to conventional method. The synthesized compounds were evaluated for their antimicrobial, anticancer and free radical scavenging activity. The findings on the compounds’ in vitro antibacterial activity against Gram-positive and Gram-negative pathogens showed that compounds 5b, 5c and 5g showed potential antibacterial and fungicide efficacy. Using Dalton’s Lymphoma Ascites (DLA) cell lines, the synthesized compounds were further examined for its in vitro anticancer efficacy. Among the synthesized compounds, 5b, 5f, 5g and 5j exhibited excellent anticancer activity with CTC50 value of 31.25 µg/mL, 51.61 µg/mL, 44.21 µg/mL and 31.25 µg/mL, respectively. The synthesized compounds have also shown a marked free radical scavenging capacity in all the concentrations but specifically compounds 5a, 5d, 5e, 5f, 5i and 5j have shown good antioxidant potential with an IC50 value of 25.18 µmol/L, 44.22 µmol/L 35.61 µmol/L, 28.09 µmol/L, 44.47 µmol/L and 39.46 µmol/L, respectively.