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Green pathway for the construction of aryl-1,8-naphthyridine-thiazole scaffolds and in vitro-antimicrobial evaluation, DNA binding interactions, viscosity measurements, molecular modeling studies and ADME properties

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Abstract

Ecofriendly approachable research can bring cost-effective technology; it is essential and desirable in the current state-of-the-art research. Green synthesis of substituted aryl-1,8-naphthyridine-thiazole-4-carboxamide derivatives and evaluation of their antibacterial and antifungal activity of all the synthesized compounds demonstrated remarkable in vitro microbial activity as well as DNA binding studies, and viscosity measurements by electronic absorption spectroscopy. The intrinsic binding constants (Kb) values of (5a–f) molecules with Ct-DNA obtained from UV–Vis spectroscopy. Molecular docking studies results and ADME properties were well complemented to the DNA binding intercalative studies.

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References

  1. M. Maaloum, P. Muller, S. Harlepp, Soft Matter 9, 11233 (2013)

    Article  CAS  Google Scholar 

  2. M. Shivani, N. Adinarayana, M. Sankaranarayanan, G.C.S.K. Venkata, Future Med. Chem. 13, 18 (2021)

    Google Scholar 

  3. G. Rome, G. Grossi, M.D. Braccio, D. Piras, V. Ballabeni, M. Tognolini, S. Bertoni, E. Barocelli, Eur. J. Med. Chem. 43(8), 1665 (2008)

    Article  Google Scholar 

  4. Y. Tsuzuki, K. Tomita, K. Shibamori, Y. Sato, S. Kashimoto, K. Chiba, Bioorg. Med. Chem. Lett. 14(12), 3189 (2004)

    Article  CAS  PubMed  Google Scholar 

  5. C.S. Cooper, P.L. Klock, D.T.W. Chu, D.J. Hardy, R.N. Swanson, J.J. Pattner, J. Med. Chem. 35(8), 1392 (1992)

    Article  CAS  PubMed  Google Scholar 

  6. O. Srinivas, S. Praveen Kumar, R. Kasey, Y. Kohei, L.M.J.V. Christophe, C. Debopam, C.V.V. Wesley, H.G. Michael, Biorg. Med. Chem. Lett. 18(2), 494 (2008)

    Article  Google Scholar 

  7. A. Ashok, B. Sonyanaik, B. Sakram, Res. Chem. Intermed. 49, 1029 (2023)

    Article  CAS  Google Scholar 

  8. B. Sakram, B. Sonyanaik, K. Ashok, S. Rambabu, Res. Chem. Intermed. 42, 7651 (2016)

    Article  CAS  Google Scholar 

  9. D. Ravi, B. Sonyanaik, B. Sakram, Results Chem. 4, 100611 (2022)

    Article  CAS  Google Scholar 

  10. R.Y. Wu, Bot. Bull. Acad. Sin. 25, 111 (1984)

    CAS  Google Scholar 

  11. M.E. Linday, Practical Introduction to Microbiology, vol. 9 (Spon Ltd., London, 1962), pp.163–177

    Google Scholar 

  12. D. Arish, M.S. Nair, Spectrochim. Acta A Mol. Biomol. Spectrosc. 82(1), 191 (2011)

    Article  CAS  PubMed  Google Scholar 

  13. S. Anbu, M. Kandaswamy, Polyhedron 30(1), 123 (2011)

    Article  CAS  Google Scholar 

  14. A. Wolfe, G.H. Shimer, T. Meehan, Biochemistry 26(20), 6392 (1987)

    Article  CAS  PubMed  Google Scholar 

  15. V. Rajendiran, M. Murali, E. Suresh, M. Palaniandavar, V.S. Periasamy, M.A. Akbarsha, Dalton Trans. 16, 2157 (2008)

    Article  Google Scholar 

  16. H.R. Drew, R.M.T. Takano, C. Broka, K. Itakura, R.E. Dickerson, Proc. Natl. Acad. Sci. U.S.A. 78(4), 2179 (1981)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  17. R.A. Friesner, J.L. Banks, R.B. Murphy, J. Med. Chem. 47(7), 1739 (2004)

    Article  CAS  PubMed  Google Scholar 

  18. Glide Version 5.6 (Schrödinger, LLC, New York, 2010)

  19. A. Omar Al-Deeb, A.M. Alafeefy, World Appl. Sci. J. 5(1), 94 (2008)

    Google Scholar 

  20. A.M. Alafeefy, J. Saudi Chem. Soc. 15(4), 337 (2011)

    Article  CAS  Google Scholar 

  21. S.B. Bharate, M. Nagaraju, M. Sudhakar, J.B. Bharate, M. Ramesh, R. Yadav, R.A. Vishwakarma, ARKIVOC 8, 308 (2012)

    Article  Google Scholar 

  22. Qikprop 3.4 (Schrödinger, LLC, New York, 2010)

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Acknowledgements

The authors would like to thankful The Head Department of Chemistry, Osmania University and Department of chemistry, IIT Jodhpur for providing research facilities; finally, the authors wish to convey their gratitude to Central facility research and development (CFRD), Osmania University for providing NMR facilities.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology, Jodhpur, NH-65, Nagaur Road, Karwar, Rajasthan, 342030, India

    Banoth Sonyanaik & Kamal kishore

  2. Division of Bio Surface Technology, Biomedical Technology Wing, Sree Chitra Tirunal Institute for Medical Sciences and Technology, Poojappura, Thiruvananthapuram, Kerala, 695012, India

    Dharavath Ravi

  3. Department of Biotechnology, National Institute of Technology, Warangal, Telangana, 506004, India

    Perugu Shyam

  4. Department of Chemistry, Osmania University, Tarnaka, Hyderabad, Telangana, 500007, India

    Boda Sakram

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  1. Banoth Sonyanaik
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  2. Dharavath Ravi
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  4. Perugu Shyam
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  5. Boda Sakram
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Contributions

BS was contributed to design and synthesis and drafted the manuscript’s first author, DR wrote the manuscript, PS was contributed to microbial activity and docking studies, KK was contributed to analysis data, BS reviewed the manuscript.

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Correspondence to Banoth Sonyanaik.

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Sonyanaik, B., Ravi, D., kishore, K. et al. Green pathway for the construction of aryl-1,8-naphthyridine-thiazole scaffolds and in vitro-antimicrobial evaluation, DNA binding interactions, viscosity measurements, molecular modeling studies and ADME properties. Res Chem Intermed 50, 265–279 (2024). https://doi.org/10.1007/s11164-023-05176-3

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  • DOI: https://doi.org/10.1007/s11164-023-05176-3

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