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In vitro and in silico biological studies of novel thiazolo[3,2-a]pyrimidine-6-carboxylate derivatives

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Abstract

In the present study, we report the synthesis, characterization of new series of thiazolo[3,2-a]pyrimidine-6-carboxylate derivatives 3a–f and 4a–f. The newly synthesized compounds were screened for in vitro antimicrobial and antiviral activities. The probable mode of action of these active compounds was determined through in silico docking study by docking the receptor methionyl-tRNA synthetase and human inosine-5′-monophosphate dehydrogenase (IMPDH) for antibacterial and antiviral activities, respectively. Among the compounds, 4c exhibited excellent in vitro antimicrobial activity against all tested strains with binding and docking energies −35.6 and −12.4 kcal/mol, respectively. The antiviral studies were carried out for the selected compounds in which 4a exhibited 73.69 and 54.42 % of inhibition of buffalopox and camelpox viruses, respectively. Furthermore, compound 4a showed minimum docking and binding energy along with the maximum hydrogen/hydrophobic interaction with IMPDH. The study contributes towards identification and screening of potential antimicrobial and antiviral agent’s against the pathogens.

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Authors and Affiliations

  1. Department of Chemistry, P.A. College of Engineering, Nadupadavu, Mangalore, 574153, Karnataka, India

    Kundapura Umesha, Balladka K. Sarojini & Chenna G. Darshan Raj

  2. Department of Biomedicinal Research, Vidya Herbs Pvt. Ltd, Bangalore, 562106, Karnataka, India

    Chenna G. Darshan Raj

  3. Division of Virology, Indian Veterinary Research Institute, Mukteswar, Uttarakhand, India

    V. Bhanuprakash & R. Yogisharadhya

  4. Department of Microbiology and Cell Biology, Indian Institute of Science, Bangalore, 560012, Karnataka, India

    R. Raghavendra

  5. Center for Pharmaceutical Biotechnology, University of Illinois at Chicago, Chicago, IL, USA

    Mahmud T. H. Khan

Authors
  1. Kundapura Umesha
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  2. Balladka K. Sarojini
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  3. Chenna G. Darshan Raj
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  4. V. Bhanuprakash
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  5. R. Yogisharadhya
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  6. R. Raghavendra
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  7. Mahmud T. H. Khan
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Correspondence to Balladka K. Sarojini.

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Umesha, K., Sarojini, B.K., Darshan Raj, C.G. et al. In vitro and in silico biological studies of novel thiazolo[3,2-a]pyrimidine-6-carboxylate derivatives. Med Chem Res 23, 168–180 (2014). https://doi.org/10.1007/s00044-013-0606-4

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  • DOI: https://doi.org/10.1007/s00044-013-0606-4

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