Affiliations 

  • 1 Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. chemistue@gmail.com
  • 2 Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. nasirrasool@gcuf.edu.pk
  • 3 Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. gulchemist35@gmail.com
  • 4 Department of Chemistry, SBA School of Science & Engineering, Lahore University of Management Sciences, Sector U, DHA, Lahore Cantt. 54792, Pakistan. ghayoor.abbas@lums.edu.pk
  • 5 International Center for Chemical and Biological Sciences, HEJ Research Institute of Chemistry, University of Karachi, Karachi 75270, Pakistan. musharraf1977@yahoo.com
  • 6 Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan. nr_308@hotmail.com
  • 7 Sustainable Energy Technologies (SET) center, College of Engineering, PO-Box 800, King Saud University, Riyadh 11421, Saudi Arabia. urana@ksu.edu.sa
  • 8 The Patent Office, Karachi 74200, Pakistan. ahirzia@gmail.com
  • 9 Department of Crop Science, Faculty of Agriculture, University Putra Malaysia, Serdang 43400, Selangor, Malaysia. hawazej@gmail.com
Molecules, 2015 Mar 23;20(3):5202-14.
PMID: 25806546 DOI: 10.3390/molecules20035202

Abstract

The present study reports the synthesis of various new derivatives based on 5-aryl-2-bromo-3-hexylthiophene with moderate-to-good yields via a palladium-catalyzed Suzuki cross-coupling reaction. This coupling method involved the reaction of 2,5-dibromo-3-hexylthiophene with several arylboronic acids in order to synthesize corresponding thiophene derivatives under controlled and optimal reaction conditions. The different substituents (CH3, OCH3, Cl, F etc.) present on arylboronic acids are found to have significant electronic effects on the overall properties of new products. The synthesized thiophene molecules were studied for their haemolytic, biofilm inhibition and anti-thrombolytic activities, and almost all products showed potentially good properties. The compound 2-bromo-5-(3-chloro-4-fluorophenyl)-3-hexylthiophenein particular exhibited the highest values for haemolytic and bio-film inhibition activities among all newly synthesized derivatives. In addition, the compound 2-bromo-3-hexyl-5-(4-iodophenyl)thiophene also showed high anti-thrombolytic activity, suggesting the potential medicinal applications of these newly synthesized compounds.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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