Synthesis and structural studies of novel benzothiazole derivative and evaluation of their antimicrobial activity (original) (raw)
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Synthesis and evaluation of some new benzothiazole derivatives as potential antimicrobial agents
European Journal of Medicinal Chemistry, 2010
As benzothiazole has proven to be good antimicrobial agent, a novel series of Schiff bases of benzothiazole derivatives were synthesized. Thus condensation of 5-[2-(1,3-benzothiazol-2-yl-amino) ethyl]-4-amino-3-mercapto-(4H)-1,2,4-triazole 5 with appropriate aromatic aldehydes afforded 5-[2-(1,3benzothiazol-2-yl-amino)ethyl]-4-(arylideneamino)-3-mercapto-(4H)-1,2,4-triazoles 6aeg. Structures of the synthesized compounds were elucidated on the basis of elemental analyses and spectral data. All the synthesized compounds were screened for their antimicrobial activity.
Synthesis, Characterization and Antimicrobial Evaluation of Some New Benzothiazole Derivatives
International Journal of Pharmacy and Pharmaceutical Sciences, 2015
Objective: Synthesis, characterization and antimicrobial evaluation of some new 1,3-benzothiazolyl pyrazole derivatives. Methods: Aseries of novel2-[3-(substituted phenyl)-4-formylpyrazol-1-yl]-6-chloro benzothiazole derivatives (5a-g) have been synthesized by cyclization through Vilsmeier-Haack reaction on hydrazones (4a-g)of substituted aromatic ketones with 6-chloro benzothiazol-2-yl hydrazine under microwave irradiation in fairly good yields. All the newly synthesized compounds were characterized by IR, 1 HNMR, Mass spectral studies and elemental analysis and were screened for their in vitro antibacterial and antifungal activities also. Results: The results revealed that all 1,3-benzothiazole pyrazole derivatives(5a-g) were synthesized in satisfactory yields and pharmacologically evaluated for their in vitro antimicrobial activity. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the tested compounds showed good to moderate antimicro...
Synthesis, Characterisation and Antibacterial activity of 2-Aryl Benzothiazoles
2019
In this article, we have reported the synthesis of four different 2-aryl benzothiazoles namely 2-Phenyl-1, 3-benzothiazole, 2-(4-Chlorophenyl)-1, 3-benzothiazole, 2-(4-Bromophenyl)-1, 3benzothiazole and 2-(3-Nitrophenyl)-1, 3-benzothiazole by using grinding method with minimum amount of the solvent. All the synthesised compounds were characterized by IR, HNMR and melting point analysis. We have also studied the antibacterial activity of these four prepared compounds against two gram negative bacterial strains namely Klebsiella sp. and Salmonella sp by Disk diffusion method. Amongst these four 2-aryl benzothiazoles, 2-(4-Chlorophenyl)-1, 3-benzothiazole have distinctive inhibitory property against Klebsiella sp. and 2-(4-bromophenyl)-1, 3-benzothiazole have inhibitory activity against Salmonella sp. for higher concentrations only.
Antibiotics
In this manuscript, we describe the design, preparation, and studies of antimicrobial activity of a series of novel heteroarylated benzothiazoles. A molecular hybridization approach was used for the designing compounds. The in vitro evaluation exposed that these compounds showed moderate antibacterial activity. Compound 2j was found to be the most potent (MIC/MBC at 0.23–0.94 mg/mL and 0.47–1.88 mg/mL) On the other hand, compounds showed good antifungal activity (MIC/MFC at 0.06–0.47 and 0.11–0.94 mg/mL respectively) with 2d being the most active one. The docking studies revealed that inhibition of E. coli MurB and 14-lanosterol demethylase probably represent the mechanism of antibacterial and antifungal activities.
A new series of 2-[4-(4-substitutedbenzamido / phenylacetamido / phenylpropionamido) benzyl / phenyl]benzothiazole derivatives (6a−6w) were synthesized and evaluated for antibacterial and antifungal activities against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli with their drug-resistant isolates and a yeast Candida albicans. Microbiological results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 200 and 6.25 µg/ml. Compounds 6e and 6j exhibited the greatest activity with MIC values of 6.25 µg/ml against Pseudomonas aeruginosa, and Staphylococcus aureus isolate, respectively.(doi: 10.5562/cca2064)
ANTIMICROBIAL AND ANTICANCER ACTIVITIES OF SYNTHESIZED AZO COMPOUNDS OF 2- AMINO BENZOTHIAZOLE
In this investigation, azo compounds were synthesized in excellent yields via the diazotization of substituted 2-amino benzothiazole followed by coupling with aromatic compounds like 1-naphthol, 2-naphthol, resorcinol, phenol and para nitro phenol. The newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR ,13C NMR and mass spectral techniques, and have been tested in vitro against a number of microorganisms in order to assess their antimicrobial properties using disk diffusion method and the minimum inhibitory concentrations (MIC) by the broth micro dilution technique. Their anticancer activity against human breast cancer cell line (MCF7) were determined by MTT assay.
Archiv Der Pharmazie, 2009
The enhancement of bacterial resistance of pathogens to currently available antibiotics constitutes a serious public health threat. So, intensive efforts are underway worldwide to develop new antimicrobial agents. To identify compounds with a potent antimicrobial profile, we designed and synthesized low molecular weight 2-mercaptobenzothiazole derivatives 2a-2l and 3a-3l. Both series were screened for in-vitro antibacterial activity against the representative panel of Gram-positive and Gram-negative bacteria strains. The biological screening identified compounds 2e and 2l as the most active ones showing an interesting antibacterial activity with MIC values of 3.12 lg/mL against Staphylococcus aureus and 25 lg/mL against Escherichia coli, respectively. The replacement of the S-H by the S-Bn moiety resulted in considerable loss of the antibacterial action of the 3a-3l series. The antibiotic action of compounds 2e and 2l was also investigated by testing their activity against some clinical isolates with different antimicrobial resistance profile. Moreover, the involvement of the NorA efflux pump in the antibacterial activity of our molecules was evaluated. Finally, in this paper, we also describe the cytotoxic activity of the most interesting compounds by MTS assay against HeLa and MRC-5 cell lines.
Synthesis and Antimicrobial Activity of Novel Benzothiazole- Hydrazone Derivatives
Benzothiazotre consists of thiazole ring fused witle benzene ring and possess multiple applications. The survey of literature related to benzothiazoles reveals the presence of the bicyclic ring system in various amine or errestrial natural compounds, which have useful biological properties. Benzothiazole derivatives possess a wide spectrum of biological applications such as antitumor, antimicrobial, anti-inflammatory, anticonvulsants, antifungal activity.The present work explains the synthesis of derivatives of 7-chloro-6fl uorobenzothi azo I e -2 -yl-hy dr azones.
Journal of Enzyme Inhibition and Medicinal Chemistry, 2011
All chemicals were of analytical grade and use directly. All melting points were determined in PMP-DM scientific melting point apparatus and are uncorrected. The completion of the reaction was checked by TLC using Merck silica gel 60 F254 and spots were visualized under UV radiation. IR spectra were recorded on Perkin-Elmer RX 1 FT-IR spectrophotometer in KBr (γ max in cm −1 ). 1 H Abstract In attempt to make significant pharmacologically active molecule, we report here the synthesis and in vitro antimicrobial and antitubercular activity of various series of 3-(3-pyridyl)-5-(4-nitrophenyl)-4-(N-substituted-1,3benzothiazol-2-amino)-4H-1,2,4-triazole. The antimicrobial activity of title compounds were examined against two Gram-positive bacteria (Staphylococcus aureus, Streptococcus pyogenes), two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) using the broth microdilution method and antitubercular activity H 37 Rv using Lowenstein-Jensen agar method.
International Journal of Pharmacy and Pharmaceutical Sciences, 2015
Objective: Synthesis, characterization and antimicrobial evaluation of some new 1,3-benzothiazolyl pyrazole derivatives. Methods: Aseries of novel2-[3-(substituted phenyl)-4-formylpyrazol-1-yl]-6-chloro benzothiazole derivatives (5a-g) have been synthesized by cyclization through Vilsmeier-Haack reaction on hydrazones (4a-g)of substituted aromatic ketones with 6-chloro benzothiazol-2-yl hydrazine under microwave irradiation in fairly good yields. All the newly synthesized compounds were characterized by IR, 1 Results: The results revealed that all 1,3-benzothiazole pyrazole derivatives(5a-g) were synthesized in satisfactory yields and pharmacologically evaluated for their in vitro antimicrobial activity. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the tested compounds showed good to moderate antimicrobial activity against all tested pathogenic bacterial and fungal strains. HNMR, Mass spectral studies and elemental analysis and were screened for their in vitro antibacterial and antifungal activities also. Conclusion: For the present investigation we have prepared benzothiazole derivatives that are incorporated with pyrazolyl moiety with the hope of potentiating the activity of two such units in the same compound. Compounds 5b, 5c, and 5a showed excellent antibacterial and antifungal activities as compared to reference drugs norfloxacin and ketoconazole.