Synthesis and antimicrobial activity of new 3,5-diarylidene-4-piperidone derivatives

Abstract

Three series of heteroaromatic analogues (twenty seven compounds) with monoketone linkers were synthesized and evaluated for their antimicrobial activity against six microbial strains. Among them, 3,5-dibenzylidene-1-[(3,5dichloro-2-hydroxyphenyl)sulfonyl]piperidin-4-one (5e) showed the best antifungal activity against Aspergillus niger and A. fumigatus. Structural elucidation of the synthesized compounds was realised based on various spectroscopic methods.

Curcumin Mimics: An Overview

“…Compound (18) had the highest zone of inhibition 22, 18, 15 and 21 mm against the tested bacteria, respectively which were comparable to the value of Ciprofloxacin (25,23,22,and 22 mm) against the same bacteria. The same compound (18) had inhibition zone 26 mm against fungi Aspergillus niger that was higher than reference drug Fluconazole (25 mm) and inhibition zone of (24 mm) against Aspergillus fumigates that was comparable to Fluconazole (26 mm) (Singaram et al, 2016). In 2012, Hawas et al described the synthesis of curcumin analogues and tested them for their antimicrobial activity.…”

In vitro Screening for Antioxidant and Antimicrobial Properties of 3,5-Bis(E-thienylmethylene) piperidin-4-one, a Curcumin Analogue

“…[7][8][9] BTMP is the synthetic analogue of curcumin and structurally the combination of piperidin-4-ones with arylidene moieties. Piperidin-4-ones have been shown to possess antiviral, antitumor, [10] analgesic, [11] local anesthetic, [12] herbicidal, [13] antimicrobial, [14] fungicidal, [15] insecticidal, antihistaminic, [16] antiinflammatory, [17] CNS stimulant, [18] anti-cancer, [16] and antituberculosis activities. [19] Interestingly, it has also been reported that the torsion angles of the arylidene aryl rings and topography of the substituent on N-atom of piperidin-4-one have contributed to the pharmacological properties.…”