Affiliations 

  • 1 Department of Chemistry, Faculty of Science, Al al-Bayt University, P.O. BOX 130040, Al-Mafraq, 25113, Jordan. [email protected]
  • 2 Department of Chemistry, Faculty of Science, Al al-Bayt University, P.O. BOX 130040, Al-Mafraq, 25113, Jordan
  • 3 Department of Biological Sciences, Faculty of Science, Al al-Bayt University, Al-Mafraq, 25113, Jordan
  • 4 Faculty of Chemistry, Philipps University Marburg, Hans-Meerwein-Straße 4, 35032, Marburg, Germany
  • 5 School of Chemical Sciences, Universiti Sains Malaysia, 11800, Minden, Penang, Malaysia
J Fluoresc, 2018 Mar;28(2):655-662.
PMID: 29680927 DOI: 10.1007/s10895-018-2227-2

Abstract

Furopyridine III, namely 1-(3-amino-4-(4-(tert-butyl)phenyl)-6-(p-tolyl)furo[2,3-b]pyridin-2-yl)ethan-1-one, synthesized from 4-(4-(tert-butyl)phenyl)-2-oxo-6-(p-tolyl)-1,2-dihydropyridine-3-carbonitrile I in two steps. The title compound is characterized by NMR, MS and its X-ray structure. The molecular structure consists of planar furopyridine ring with both phenyl rings being inclined from the furopyridine scaffold to a significant different extent. There are three intramolecular hydrogen bonds within the structure. The lattice is stabilized by N-H…O, H2C-H …π and π…π intermolecular interactions leading to three-dimensional network. Compound III exhibits fluorescent properties, which are investigated. Antimicrobial potential and antioxidant activity screening studies for the title compound III and the heterocyclic derivatives, I and II, show no activity towards neither bacterial nor fungal strains, while they exhibited weak to moderate antioxidant activity compared to reference.

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