Research Article

Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety

Volume: 15 Number: 2 August 31, 2022
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Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety

Abstract

The aim of this research was to evaluate the enzyme inhibitory potential of some new hydrazone derivatives bearing an aryl sulfonate moiety against the human carbonic anhydrase isoenzymes I and II (hCA I and II), which were attained from commercial suppliers. In the current study, the structures of targeted molecules (5-8) were characterized by some spectroscopic techniques. The inhibition capacities of the compounds on hCA I and II activities were examined by employing the esterase activity method under in vitro conditions. The IC50 values of the tested molecules were determined in the range of 15.7-135.2 µM against hCA I and in the range of 13.5-76.3 µM against hCA II. Among them, compound 7 exhibited the highest activity against both hCA I and II. The inhibitory activity results of all tested compounds were also compared to the standard drug Acetazolamide (AAZ). It was established that some of the tested molecules showed the inhibitory activities close to AAZ.

Keywords

Thanks

I would like to thank Batman University and Ağrı İbrahim Çecen University for their laboratory support to this study. On the other hand, I would like to thank Prof. Dr. Murat Şentürk for enabling me to benefit from the laboratory facilities. The author funded this study.

References

  1. Gul, H. I., Kucukoglu, K., Yamali, C., Bilginer, S., Yuca, H., Ozturk, I., Taslimi, P., Gulcin, I., Supuran, C. T. 2016. “Synthesis of 4-(2-substituted hydrazinyl) benzenesulfonamides and their carbonic anhydrase inhibitory effects”. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(4), 568-573.
  2. Ayvaz, S., Çankaya, M., Atasever, A., Altuntas, A. 2013. “2-Amino-3-cyanopyridine derivatives as carbonic anhydrase inhibitors”. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(2), 305-310.
  3. Çankaya, M., Kuzucu, M. 2015. “Effect of Some Drugs on Sheep Liver Carbonic Anhydrase I and II”. Erzincan University Journal of Science and Technology, 8(2), 201-212.
  4. Arslan, T., Türkoğlu, E. A., Şentürk, M., Supuran, C. T. 2016. “Synthesis and carbonic anhydrase inhibitory properties of novel chalcone substituted benzenesulfonamides”. Bioorganic & Medicinal Chemistry Letters, 26(24), 5867-5870.
  5. Alper Türkoğlu, E., Şentürk, M., Supuran, C. T., Ekinci, D. 2017. “Carbonic anhydrase inhibitory properties of some uracil derivatives”. Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 74-77.
  6. Işık, S., Vullo, D., Durdagi, S., Ekinci, D., Şentürk, M., Çetin, A., Şentürk, E., Supuran, C. T. 2015. “Interaction of carbonic anhydrase isozymes I, II, and IX with some pyridine and phenol hydrazinecarbothioamide derivatives”. Bioorganic & Medicinal Chemistry Letters, 25(23), 5636-5641.
  7. Balaydın, H. T., Şentürk, M., Menzek, A. 2012. “Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives”. Bioorganic & Medicinal Chemistry Letters, 22(3), 1352-1357.
  8. Fidan, I., Salmas, R. E., Arslan, M., Şentürk, M., Durdagi, S., Ekinci, D., Şentürk, E., Coşgun, S., Supuran, C. T. 2015. “Carbonic anhydrase inhibitors: Design, synthesis, kinetic, docking and molecular dynamics analysis of novel glycine and phenylalanine sulfonamide derivatives”. Bioorganic & Medicinal Chemistry, 23(23), 7353-7358.

Details

Primary Language

English

Subjects

Engineering

Journal Section

Research Article

Publication Date

August 31, 2022

Submission Date

June 16, 2022

Acceptance Date

August 11, 2022

Published in Issue

Year 2022 Volume: 15 Number: 2

APA
Çakmak, R. (2022). Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety. Erzincan University Journal of Science and Technology, 15(2), 659-669. https://doi.org/10.18185/erzifbed.1132001
AMA
1.Çakmak R. Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety. Erzincan University Journal of Science and Technology. 2022;15(2):659-669. doi:10.18185/erzifbed.1132001
Chicago
Çakmak, Reşit. 2022. “Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety”. Erzincan University Journal of Science and Technology 15 (2): 659-69. https://doi.org/10.18185/erzifbed.1132001.
EndNote
Çakmak R (August 1, 2022) Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety. Erzincan University Journal of Science and Technology 15 2 659–669.
IEEE
[1]R. Çakmak, “Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety”, Erzincan University Journal of Science and Technology, vol. 15, no. 2, pp. 659–669, Aug. 2022, doi: 10.18185/erzifbed.1132001.
ISNAD
Çakmak, Reşit. “Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety”. Erzincan University Journal of Science and Technology 15/2 (August 1, 2022): 659-669. https://doi.org/10.18185/erzifbed.1132001.
JAMA
1.Çakmak R. Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety. Erzincan University Journal of Science and Technology. 2022;15:659–669.
MLA
Çakmak, Reşit. “Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety”. Erzincan University Journal of Science and Technology, vol. 15, no. 2, Aug. 2022, pp. 659-6, doi:10.18185/erzifbed.1132001.
Vancouver
1.Reşit Çakmak. Synthesis and In Vitro Human Carbonic Anhydrase I and II Inhibition Properties of Some Novel Hydrazone Compounds Containing an Aryl Sulfonate Moiety. Erzincan University Journal of Science and Technology. 2022 Aug. 1;15(2):659-6. doi:10.18185/erzifbed.1132001

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