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Water soluble biguanide salts and their 1,3,5-triazine derivatives as inhibitors of acetylcholinesterase and α-glucosidase

  • Ozge Gungor , Seda Nur Kertmen Kurtar and Muhammet Kose EMAIL logo
Published/Copyright: August 31, 2020

Abstract

Seven biguanide derivatives were prepared by the nucleophilic reaction between dicyandiamide and p-substitute aniline derivatives or memantine or adamantine under acidic conditions. The cyclization of the biguanide compounds were also conducted via acetone to give 1,3,5-triazine derivatives. The structures of the synthesized compounds were characterized by analytical methods. The solid state structures of [HL5]Cl, [H2L7]Cl2, [HL1a]Cl and [HL5a]Cl were investigated by X-ray diffraction study. The acetylcholinesterase and α-glucosidase inhibitor properties of the compounds were then evaluated by the spectroscopic method. The compounds were found to show considerable acetylcholinesterase and α-glucosidase inhibitory activities compared to the approved drugs. The cyclization of biguanide derivatives with acetone did not affect inhibition of acetylcholinesterase, yet increased the α-glucosidase inhibition.


Corresponding author: Muhammet Kose, Chemistry Department, Kahramanmaras Sutcu Imam University, Kahramanmaras, 46050, Turkey, Email:

Funding source: The Research Unit of Kahramanmaras Sutcu Imam University, Turkey

Award Identifier / Grant number: 2018/5-17M

Award Identifier / Grant number: 2019/6-22M

Funding source: Turkish Council of Higher Education

Award Identifier / Grant number: YOK 100/2000

Acknowledgments

We are grateful to The Research Unit of Kahramanmaras Sutcu Imam University, Turkey, for the financial support of this work (Project numbers: 2018/5-17M, 2019/6-22M). We also thank to the Turkish Council of Higher Education for the award (YOK 100/2000) of a postgraduate scholarship (to SNKK and OG).

  1. Author contributions: All authors have accepted responsibility for the entire content of this manuscript and approved its submission.

  2. Research funding: This work was supported by The Research Unit of Kahramanmaras Sutcu Imam University, Turkey, for the financial support of this work (Project numbers: 2018/5-17M, 2019/6-22M). We also thank to the Turkish Council of Higher Education for the award (YOK 100/2000) of a postgraduate scholarship (to SNKK and OG).

  3. Conflict of interest statement: Authors state no conflict of interest.

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Supplementary Material

The online version of this article offers supplementary material (https://doi.org/10.1515/zkri-2020-0025).


Received: 2020-03-09
Accepted: 2020-06-19
Published Online: 2020-08-31
Published in Print: 2020-10-25

© 2020 Walter de Gruyter GmbH, Berlin/Boston

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