Synthesis and In-vitro Activity of Some New Class of Thiazolidinone and Their Arylidene Derivatives

Abstract

In an attempt to find a new class of anti microbial agents, a series of thiazolidinone and their 5-arylidene derivatives containing 4-(4-methyl benzamido)-benzoyl moiety were synthesized via the reaction of benzocaine with appropriate chemical reagents. These compounds were screened for their antibacterial activity against Gram-positive bacteria (Bacillus subtilis and Bacillus thuringiensis), Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa) and antifungal activity against Botrytis fabae, Fusarium oxysporan and Candida albicans. On the other hand the synthesized compounds were also screened for their anti tubercular activity. IR, 1 H NMR, 13C NMR and MS spectral analyses established the structures of the newly synthesized compounds. The results revealed that some of these compounds have shown promising antimicrobial and anti tubercular activity in comparison with standard drugs.

Synthesis of Phthalimide Derivatives and Their Insecticidal Activity against Caribbean Fruit Fly, Anastrepha suspensa (Loew)

“…The product was then recrystallized in ethanol to obtain 3a-3m [26]. The structures of 3a-3e, 3l, and 3m were reported in the literature [28][29][30][31]. CAS registry number: 315249-21-9 for compound 3k.…”

Antibacterial and anticancer profiling of new benzocaine derivatives: Design, synthesis, and molecular mechanism of action

“…Subsequently, compounds with a benzocaine scaffold were investigated in the literature for their significant antibacterial activity. For example, potent antimicrobial activity of some benzocaine heterocyclic conjugates, for example I–V [ 4–7 ] , was explored (Figure 1). Also, for some benzocaine conjugates VI–VIII , molecular hybridization was explored between benzocaine and heterocyclic moieties; for example thiazole, pyrazole, and pyrrole were reported to show inhibitory activity against DNA gyrase, [ 8–10 ] a microbial enzyme that is essential for DNA transcription and replication processes that occur in bacteria.…”

“…[22] As mentioned previously, many reported studies have focused on the antimicrobial and anticancer activities of p-aminobenzoic acid and ethyl 4-aminobenzoate derivatives considering derivatization on 1 and/or 4 positions. [4][5][6][7][23][24][25] These activities promoted the synthesis of new ethyl aminobenzoate scaffold-based molecules for screening as antimicrobial agents along with the concomitant screening of their anticancer activity. Thus, the target compounds 3a-e, 6, 7a and 7b, 8, 10-14, and 16a-d were designed to exploit different derivatization approaches on both positions as shown in Figure 3.…”

A very promising antibiofilm activity against Candida albicans from an in vitro screening for antimicrobial, antibiofilm and antiproliferative activity of new synthesized 4-cinnamamido- and 2-phenoxyacedamido-1H-pyrazol-5-yl)benzamides.

“…Furthermore, among this class of derivatives, the 4-acetamido-N-methylbenzamido is the most common scaffold found in many antimicrobial and antiproliferative agents. Particularly, antimicrobial activity for 4-acetamido thiazolidin-4-ones 12 [12], 4-acetylamino 1H-imidazolylbenzamide 13 [13], 4-benzamido-N-(4-oxo-2-phenylthiazolidin-3-yl)benzamides 14 [14], and 1H-pyrrole-2-carboxamide 15 [15] (Fig. 3) is reported.…”