Synthesis and Anti‐Bacterial Activity of Some Heterocyclic Chalcone Derivatives Bearing Thiofuran, Furan, and Quinoline Moieties

Abstract

36 Novel heterocyclic chalcone derivatives were synthesized and tested for their anti-bacterial activity. Some compounds presented good anti-microbial activities against Gram-positive bacteria (including the multidrug-resistant clinical isolates). This class of compounds presented high potency against Streptococcus mutans, among which the derivatives F2 with an MIC of 2 µg/mL was as active as the standard drug (norfloxacin) and less active than oxacillin. All the compounds did not inhibit the growth of Gram-negative bacteria (Escherichia coli CCARM 1924 or Escherichia coli CCARM 1356) at 64 µg/mL.

Chalcone-based Selective Inhibitors of a C4 Plant Key Enzyme as Novel Potential Herbicides

“…Our studies of the anti-microbial effects revealed that none of the chalcones tested here prevented growth of the four tested bacteria, except for 5 , which is the only chalcone modified at the 5′ position. Effects (increased duration of lag phase or reduced growth rate) were observed almost exclusively for the Gram-positives B. subtilis and C. glutamicum , which is in accordance with previous studies 28 29 . However, except for 5 , the concentrations of the chalcone derivatives influencing lag phase or growth rate of the bacteria were above the IC 50 of C 4 PEPC.…”

“…Effects (increased duration of lag phase or reduced growth rate) were observed almost exclusively for the Gram-positives B. subtilis and C. glutamicum , which is in accordance with previous studies2829. However, except for 5 , the concentrations of the chalcone derivatives influencing lag phase or growth rate of the bacteria were above the IC 50 of C 4 PEPC.…”

Crystal structure of the chalcone (E)-3-(furan-2-yl)-1-phenylprop-2-en-1-one

“…These versatile compounds and their furan derivatives are often used as intermediates in the syntheses of monoamine oxidase (MAO) inhibitors; moreover, the chalcones themselves have MAO inhibitory activity. Since the furan moiety represents a high -electron density that contributes to the interaction with the flavin nucleus of the cofactor in the inhibition of MAO, some furan-substituted chalcones, where an electron-rich heterocyclic oxygen replaces the benzene ring, have been synthesized to investigate their biological activity (Robinson et al, 2013;Shaikh et al, 2014;Sharma et al, 2013;Zheng et al, 2011). In view of the varied biological and pharmacological applications, we report herein on the synthesis and the molecular and supramolecular structure of the title compound, synthesized by a conventional base-catalysed Claisen-Schmidt condensation reaction.…”

Effect of solvent polarity on the photophysical properties of chalcone derivatives

“…[33][34][35][36][37][38][39] However, no literature was found on the determination of ground and singlet excited state dipole moments for FNPO, AFPO and FHPO. The titled molecules were synthesized (Scheme 1) by Claisen Schmidt condensation reaction 40 and characterized by IR, 1 H NMR, 13 C NMR and mass spectrometry. The molecular structures of the studied molecules have been depicted in Fig.…”