title: Design and synthesis of arylthiophene-2-carbaldehydes via Suzuki-Miyaura reactions and their biological evaluation.
abstract: 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 µg/mL against Pseudomonas aeruginosa, compared to the standard drug streptomycin with an IC50 value 35.2 µg/mL and was also found to be the best NO scavenger, with an IC50 value of 45.6 µg/mL. Moreover, 4-(3-chloro-4-fluoro-phenyl)thiophene-2-carbaldehyde (2i) exhibited a superior haemolytic action and an outstanding urease inhibition, showing an IC50 value of 27.1 µg/mL.
authors.affiliation: Department of Chemistry, Government College University, Faisalabad 38000, Pakistan. nasirhej@yahoo.co.uk.
authors.forename: Shaukat
authors.initials: S
authors.lastname: Ali
authors.forename: Nasir
authors.initials: N
authors.lastname: Rasool
authors.forename: Aman
authors.initials: A
authors.lastname: Ullah
authors.forename: Faiz-ul-Hassan
authors.initials: FU
authors.lastname: Nasim
authors.forename: Asma
authors.initials: A
authors.lastname: Yaqoob
authors.forename: Muhammad
authors.initials: M
authors.lastname: Zubair
authors.forename: Umer
authors.initials: U
authors.lastname: Rashid
authors.forename: Muhammad
authors.initials: M
authors.lastname: Riaz
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D060326:Chemistry Techniques, Synthetic; D004789:Enzyme Activation / Q000187:drug effects; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000494:pharmacology; D006461:Hemolysis / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D013876:Thiophenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D014510:Urease / Q000037:antagonists & inhibitors
chemical_list: D000447:Aldehydes; D000900:Anti-Bacterial Agents; D016166:Free Radical Scavengers; D013876:Thiophenes; D009569:Nitric Oxide; D014510:Urease; C509177:thiophene-2-carboxaldehyde