Synthesis and antibacterial activity of novel 2-(arylimino)thiazolidin-4-one and 2-(benzylidenehydrazono)-3-arylthiazolidin-4-one derivatives

Abstract

The ongoing spread of multidrug-resistant bacteria demands an intensive search for new antibacterial agents. In the present study, a series of new 1,3-thiazolidin-4-ones has been synthesized and investigated for its in vitro antibacterial activity. The most potent antibacterial compound 4c was found to be active, at low micromolar range, against Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis and the pneumonic plague causative agent Yersinia pestis with minimum inhibitory concentrations of 5 µM, 2.5 µM, 2.5 µM and 5 µM, respectively. Compound 4c showed the ability to kill E. faecalis JH212 strain with a minimum bactericidal concentration of 5 µM. Furthermore, compounds 9b and 10a inhibited the biofilm formation in S. epidermidis, where they showed 70% to 80% inhibition at a concentration of 40 µM.

Antimicrobial and Cytotoxicity Evaluation of New 3-Allyl-2-iminothiazolidin-4-ones

“…However, γ-irradiation doses should be adjusted and applied to drugs with cautions, because of the risk of the possible degradation of the active ingredients [39,40]. With the purpose of evaluating the chemical stability of the thiazolidinone derivatives (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17), four compounds (3, 11, 13 and 14) were selected and exposed to γirradiation at single dose of 25 kGy [39][40][41][42]. The physical and the chemical properties of these tested compounds, in their solid state, were studied before and after the irradiation process.…”

“…All the target compounds (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17) were tested for their in vitro antibacterial activity against five pathogenic bacterial strains (Table 1). The used bacterial strains included the Gram-positive multidrug resistant S. aureus (MRSA) ATCC 43300, and the Gram-negative bacteria E. coli ATTCC 25922, K. pneumoniae ATCC 700603, P. aeruginosa ATCC 27853 and A. baumannii ATCC 19606.…”

“…The synthesized 1,3-thiazolidine-4-one derivatives (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17) were also evaluated for their antifungal activity against C. albicans ATCC 90028 and C. neoformans var. grubii H99; ATCC 208821 (Table 1).…”

“…New antimicrobial drugs are also needed to fight microbial infections in cancer patients. 4-Thiazolidinones have been reported to be a pharmacophoric core of numerous synthetic compounds endowed with different biological actions and drug-like features [6][7][8][9]. In particular, 2substituted-1,3-thiazolidin-4-one derivatives were reported as effective antimicrobial agents [7,10,11].…”

“…In particular, 2substituted-1,3-thiazolidin-4-one derivatives were reported as effective antimicrobial agents [7,10,11]. 4-Thiazolidinones were also reported to have a very good ability to inhibit biofilm formation in staphylococcal bacterial strains [9,12,13]. Moreover, 2-phenylimino-4-thiazolidinones are promising compounds in the development of anticancer agents.…”