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      Green synthesis, biological and spectroscopic study on the interaction of multi-component Mannich bases of imidazo[2,1-b]benzothiazoles with human serum albumin.

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          Abstract

          A series of Mannich bases of imidazo[2, l-b]benzothiazoles were prepared through one-pot multi-component reaction in the presence of water as an eco-friendly solvent. All the synthesized compounds were confirmed from IR, 1HNMR, 13CNMR, and Mass spectroscopy. Evaluation of in vitro anti-inflammatory and anti-microbial activities of all the synthesized derivatives was further accomplished. These results clearly displayed that compound 6d exhibited outstanding anti-inflammatory activity with a percentage inhibition of 70.23% by membrane stabilization method whereas 67.54% at 100μgmL-1 by the albumin denaturation method, which is comparable to the standard Diclofenac. Further screening against five fungal species (C. albicans ATCC 76615, C. mycoderma, C. utilis, A. flavus, and B. yeast) along with four gram positive (Methicillin-resistant S. aureus N315 (MRSA), Staphylococcus aureus ATCC 6538, Bacillus subtilis ATCC 21216, and Micrococcus luteus ATCC 4698), and six Gram-negative bacterial strains (Escherichia coli DH52, Escherichia coli JM109, Salmonella dysenteriae, Pseudomonas aeruginosa ATCC 27853, Bacillus proteus ATCC13315 and Bacillus typhi) was carried out. These findings manifested that compound 7c displayed excellent antifungal efficacy while compound 7b revealed significant anti-microbial activity. In addition binding behaviour of compound 7b was investigated by binding study between calf thymus DNA and compound 7b by UV-Vis absorption spectroscopy and further research about HSA interactions was carried out.

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          Author and article information

          Journal
          J Photochem Photobiol B
          Journal of photochemistry and photobiology. B, Biology
          Elsevier BV
          1873-2682
          1011-1344
          Nov 2017
          : 176
          Affiliations
          [1 ] Department of Engineering Chemistry, Andhra University, Visakhapatnam 530 003, India.
          [2 ] Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
          [3 ] Department of Engineering Chemistry, Andhra University, Visakhapatnam 530 003, India; Institute of Bioorganic & Medicinal Chemistry, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China. Electronic address: vijay.kannekanti@yahoo.com.
          Article
          S1011-1344(17)31061-8
          10.1016/j.jphotobiol.2017.08.026
          28938203
          df2d2427-a79d-46fa-bca9-e248d73ccc05
          Copyright © 2017 Elsevier B.V. All rights reserved.
          History

          Anti-inflammatory,Anti-microbial,HSA interaction,Imidazo[2,1-b]benzothiazole,Mannich bases,Multi-component

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