Abstract
Objective: To determine the time needed for killing different types of microorganisms by a newly synthesized 2-mercapto-1,3-benzothiazole derivative in comparison to ciprofloxacin and fluconazole.Methods: The minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) for 2-{[4-(2,6-dimethylPiperidin-1-yl)but-2-yn-1-yl]Sulfanyl}-1,3-benzothiazole(AZ3) compound were determined, using the broth dilution method. The MBC and MFC dilutions were prepared. Broth cultures of Staphylococcus aureus (S. aureus), Bacillus subtilis (B. subtilis), Escherichia coli (E. coli), and Pseudomonas aeruginosa (P. aeruginosa) were incubated at 37 °C for 24 h, and Candida albicans (C. albicans) was incubated at 25 °C for 48 h. 0.1 ml of each broth culture represent 1.5 x 106 CFU/ml was challenged with 9.9 ml broth containing the MBC or MFC concentrations of the AZ3 compound. From each sample at different time intervals, 1 ml was taken and added to 9 ml of sterile distilled water, in order to neutralize the effect of AZ3. Serial dilution was done and a viable count was determined from the appropriate dilutions.Results: The viability of the P. aeruginosa, E. coli, S. aureus, B. subtilis and C. albicans were killed within 3.5 h, 5 h, 24 h, 3 h and 5 h respectively. The time killing curves showed that AZ3 needed longer time for killing S. aureus than the time needed to kill B. subtilis. On the other hand, AZ3 needed a shorter time to kill P. aeruginosa, than the time needed to kill E. coli. In comparison with ciprofloxacin, AZ3 needed a shorter time to kill P. aeruginosa and E. coli, and the same time to kill B. subtilis, while it needed longer time than ciprofloxacin to kill S. aureus. In comparison with fluconazole, AZ3 with lower MFC than fluconazole needed longer time to kill C. albicans.Conclusion: AZ3 showed promising antimicrobial killing activities, in compared with ciprofloxacin and fluconazole, which promoted our interest to investigate the time of killing needed for other 2-mercaptobenzothiazole derivatives against different types of microorganisms.
Highlights
Molecules with benzothiazole (BTA) moiety have different biological activities [1]
AZ3 showed promising antimicrobial killing activities, in compared with ciprofloxacin and fluconazole, which promoted our interest to investigate the time of killing needed for other 2-mercaptobenzothiazole derivatives against different types of microorganisms
2-mercaptobenzothiazole (2-MBT) derivatives have a variety of applications [2]. 2-MBT was isolated as a natural product, from fermentation cultures of micrococcus species bacterial symbiont of the marine sponge Tedaniaignis [3]. 2-MBT consists of benzothiazole which is a heterocyclic compound includes benzene ring fused with 4,5-positions of the thiazole ring [4, 5], and the mercapto substituent at position 2 of thiazole ring that gives the compound antibacterial and anti-inflammatory activity [6]. 2MBT is prepared by reaction between 2-amino-thiophenol with refluxing carbon disulfide [6], in the presence of acetic anhydride [7]
Summary
Molecules with benzothiazole (BTA) moiety have different biological activities [1]. 2-mercaptobenzothiazole (2-MBT) derivatives have a variety of applications [2]. 2-MBT was isolated as a natural product, from fermentation cultures of micrococcus species bacterial symbiont of the marine sponge Tedaniaignis [3]. 2-MBT consists of benzothiazole which is a heterocyclic compound includes benzene ring fused with 4,5-positions of the thiazole ring [4, 5], and the mercapto (thiol group) substituent at position 2 of thiazole ring that gives the compound antibacterial and anti-inflammatory activity [6]. 2MBT is prepared by reaction between 2-amino-thiophenol with refluxing carbon disulfide [6], in the presence of acetic anhydride [7]. 2-MBT consists of benzothiazole which is a heterocyclic compound includes benzene ring fused with 4,5-positions of the thiazole ring [4, 5], and the mercapto (thiol group) substituent at position 2 of thiazole ring that gives the compound antibacterial and anti-inflammatory activity [6]. Novel 4-substituted phenyl–3-chloro-1-[(benzothiazolythio) accetamidyl]-2-azetidinone derivatives were synthesized These novel compounds were screened for their antibacterial and antifungal activities against S. aureus, A. niger, and C. albicans. The study showed that compound derivatives having 3-OH–C6H4 and ClC6H4 groups, promoted the activity against candida while compounds derivatives having 4-OH-C6H4 and 2-Cl-C6H4, at position 4 in the azetidinone nucleus are very effective against S. aureus and A. niger [8].
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