Design and synthesis of arylthiophene-2-Carbaldehydes via suzuki-miyaura reactions and their biological evaluation

• Author(s) / Creator(s)

  • Riaz, Muhammad
  • Zubair, Muhammad
  • Ali, Shaukat
  • Rasool, Nasir
  • Ullah, Aman
  • Nasim, Faiz-ul-Hassan
  • Rashid, Umer
  • Yaqoob, Asma

• 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.

• Date created

  2013

• Subjects / Keywords

  • Antibacterial
  • Thiophene
  • Antioxidants
  • Heamolytic
  • Pd (0) Catalyzed Suzuki Coupling
  • Activities
  • Antiurease

• Type of Item

  Article (Published)

• DOI

  https://doi.org/10.7939/R3NC5SS1R

• License

  Attribution 4.0 International