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

被引:0
|
作者
Mohammad M. Ibrahim
Mahmoud Al-Refai
Abdullah Al-Fawwaz
Basem F. Ali
Armin Geyer
Klaus Harms
Michael Marsch
Michelle Krüger
Hasnah Osman
Mohamad N. Azmi
机构
[1] Al al-Bayt University,Department of Chemistry, Faculty of Science
[2] Al al-Bayt University,Department of Biological Sciences, Faculty of Science
[3] King Faisal University,Department of Chemistry
[4] Philipps University Marburg,Faculty of Chemistry
[5] Universiti Sains Malaysia,School of Chemical Sciences
来源
Journal of Fluorescence | 2018年 / 28卷
关键词
Furo[2,3-; ]pyridine; Antioxidant activity; Crystal structure; Fluorescence;
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摘要
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.
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页码:655 / 662
页数:7
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