Literature DB >> 29680927

Synthesis of Fluorescent 1-(3-Amino-4-(4-(tert-butyl)phenyl)-6-(p-tolyl)furo[2,3-b]pyridin-2-yl)ethan-1-one: Crystal Structure, Fluorescence Behavior, Antimicrobial and Antioxidant Studies.

Mohammad M Ibrahim1, Mahmoud Al-Refai2, Abdullah Al-Fawwaz3, Basem F Ali2,4, Armin Geyer5, Klaus Harms5, Michael Marsch5, Michelle Krüger5, Hasnah Osman6, Mohamad N Azmi6.   

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.

Entities:  

Keywords:  Antioxidant activity; Crystal structure; Fluorescence; Furo[2,3-b]pyridine

Mesh:

Substances:

Year:  2018        PMID: 29680927     DOI: 10.1007/s10895-018-2227-2

Source DB:  PubMed          Journal:  J Fluoresc        ISSN: 1053-0509            Impact factor:   2.217


  14 in total

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Journal:  J Fluoresc       Date:  2016-02-09       Impact factor: 2.217

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