Design and Synthesis of Arylthiophene-2-Carbaldehydes via Suzuki-Miyaura Reactions and Their Biological Evaluation

A series of various novel 4-arylthiophene-2-carbaldehyde compounds were synthesized in moderate to excellent yields via Suzuki-Miyaura cross-coupling with different arylboronic pinacol esters/acids. The synthesized products were screened for their antibacterial, haemolytic, antiurease, and nitric oxide (NO) scavenging capabilities and interestingly, almost all products turned out to have good activities. 3-(5-Formyl-thiophene-3-yl)-5-(trifloromethyl) benzonitrile (2d) revealed excellent antibacterial activity, showing an IC50 value of 29.7 mu g/mL against Pseudomonas aeruginosa, compared to the standard drug streptomycin with an IC50 value 35.2 mu g/mL and was also found to be the best NO scavenger, with an IC50 value of 45.6 mu g/mL. Moreover, 4-(3-chloro-4-fluorophenyl) thiophene-2-carbaldehyde (2i) exhibited a superior haemolytic action and an outstanding urease inhibition, showing an IC50 value of 27.1 mu g/mL.