DESIGN, SYNTHESIS, DOCKING STUDIES AND BIOLOGICAL EVALUATION OF 2-PHENYL-3-(SUBSTITUTED BENZO[d] THIAZOL-2-YLAMINO)-QUINAZOLINE-4(3H)-ONE DERIVATIVES AS ANTIMICROBIAL AGENTS

Abstract

Objective: A new series 2-phenyl-3-(substituted benzo[d] thiazol-2-ylamino)-quinazoline-4(3H)-one was prepared by the fusion method by reacting 2-phenyl benzoxazine with 2-hydrazino benzothiazole and it was evaluated for their antimicrobial activity against gram positive, gram negative bacteria and fungi.Methods: Titled compounds were synthesized by fusion reactions. These compounds were evaluated by in vitro antibacterial and antifungal activity using the minimum inhibitory concentration and zone of inhibition methods. The synthesized compounds were characterized with the help of infrared, NMR and mass spectral studies. The benzothiazole moiety and the quinazoline ring have previously shown DNA gyrase inhibition and target related antibacterial activity. Thus, molecular docking studies of synthesized compounds were carried out (PDB: 3G75) to study the possible interaction of compounds with the target. The batch grid docking was performed to determine the probable.Results: These compounds showed significant activity against gram positive and gram negative bacteria as well against the fungi. The compound A5 was found to be active against B. subtilis, P aeruginosa and C. albican at 12.5 µg/ml MIC. The compound A3 was found to be active against all microbial strains selected at 25 and 12.5 µg/ml MIC.Conclusion: Though the relationship between the activities shown by these compounds in, the antimicrobial study is still to be established, the docking studies conducted found to be consistent with antimicrobial results. Thus the results indicate that the designed structure can be a potential lead as an antimicrobial agent.

Antimicrobial Investigation and Binding Mode Analysis of Some Newly Synthesized 4-Amino-5-((Aryl Substituted)-4h-1, 2, 4-Triazole-3-Yl)-Thio Linked Hydroxamic Acid Derivatives

“…The melting points of the synthesized compounds were measured by the capillary method and are reported uncorrected. The Fourier-transform infrared (FT-IR) spectra were measured in Nicolet iS10 FT-IR Spectrometer (Thermo Fisher Scientific, USA), 1 H nuclear magnetic resonance (NMR) spectra were recorded on AV300 Digital FT NMR Spectrometer, Bruker at 300 MHz using DMSO-d 6 as the solvent and tetramethylsilane as an internal standard, 13 C NMR spectra were obtained at 500 MHz (Bruker, Germany), DMSO-d 6 as the solvent. Mass spectra (m/z) of the compounds were recorded on JEOL-JMS 700 spectrometer using electron ionization technique.…”

“…The microbes are getting resistant toward the existing chemotherapeutics in alarming rate which is not only a major concern for public health but also a challenge for the scientific community globally, and the number of cases of multidrug-resistant bacterial infections is increasing nowadays [1]. In clinical practice, the infections caused by the Grampositive bacteria are very common.…”

Anti-Methicillin Resistant Staphylococcus Aureus Potential of Phytochemicals in Terminalia Catappa and Their Proposed in Silico Mechanism of Action

“…Protein-ligand docking was performed using AutoDock Vina. The results of the docking study were visualized using LigPlot-Plus and Pummel tools to study the two-dimensional and 3D interactions, respectively [25].…”

Synthesis and Biological Evaluation of Novel Thiazole-Pyrazole Integrated Chalcones as Antioxidant and Anti-Inflammatory Agents

“…The presence of thiazole and pyrazole nucleus in different organic structures leads to potent biological activities such as anticancer [13][14], antimicrobial [15][16][17], anti-inflammatory, and antioxidant [18], antidiabetic [19], and protein kinase inhibitor [20], literature survey reveals that so many of the natural and synthetic thiazole and pyrazole chalcones possess large number of pharmaceutical activities. Due to the importance and in continuation of our work on synthesis of biologically important molecules [21], here, we designed and synthesized various thiazolepyrazole integrated chalcones (Scheme 1).…”