Synthesis and anti-diabetic activity evaluation of new 1,2,3-triazole derivatives incorporating 2-pyrazoline ring

https://doi.org/10.53730/ijhs.v6nS4.10171

Authors

  • Hawraa A. Mazyed Department of Chemistry, College of Science, AL-Muthanna University, Iraq
  • Ali S. Razzaq College of Pharmacy, AL-Muthanna University, Iraq
  • Ghina H. Hussein Ministry of Education, Directorate of Education Al-Muthanna, Iraq
  • Riyadh J. Nahi College of Medicine/AL-Muthanna University, Iraq

Keywords:

heterocyclic compounds, 1,2,3-triazole, pyrazolines, furan ring

Abstract

In the present work, a new series of compounds containing 1,2,3-triazole and 2-pyrazoline moieties in the same matrix was synthesized via a multistep synthetic route. The synthesized compounds were characterized by FT-IR, 1HNMR and 13C NMR spectra. The target compounds and their precursors were screened in vitro for their α-amylases inhibitory activity. The preliminary activity results revealed that all the tested compounds displayed an inhibition activity ranged from moderate to high depending on their structures and concentrations compared to ascorbose as a standard drug.

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References

A. S. Razzaq and R. J. Nahi, ‘In vitero , evaluation of antioxidant and antibecterial activities of new 1, 2, 3-Triazole derivatives containing 1,2,3-Triaozle ring’, Syst. Rev. Pharm., vol. 12, no. 1, pp. 196–200, 2021.

B. Kummari et al., ‘Design and synthesis of 1,2,3-triazole-etodolac hybrids as potent anticancer molecules’, RSC Adv., vol. 7, no. 38, pp. 23680–23686, 2017.

F. Ibraheem, M. Ahmad, U. A. Ashfaq, S. Aslam, Z. A. Khan, and S. Sultan, ‘Synthesis, molecular docking and anti-diabetic studies of novel benzimidazole-pyrazoline hybrid molecules’, Pak. J. Pharm. Sci., vol. 33, no. 2, pp. 847–854, 2020.

H. A. Mazyed and R. J. Nahi, ‘Synthesis and antioxidant study of new1,3-oxazepin-4,7-dione and1,2,3-triazole derivatives’, Int. J. Pharm. Res., vol. 12, no. 1, pp. 252–259, 2020.

H. Wang et al., ‘A new series of cytotoxic pyrazoline derivatives as potential anticancer agents that induce cell cycle arrest and apoptosis’, Molecules, vol. 22, no. 10, 2017.

Herman, H., Ardani, I. G. A. I., Aryani, L. N. A., Windiani, I. G. A. T., Adnyana, I. G. N. S., & Setiawati, Y. (2022). Signs and symptoms of depression in children and adolescents with type 1 diabetes mellitus: A case report. International Journal of Health & Medical Sciences, 5(1), 150-153. https://doi.org/10.21744/ijhms.v5n1.1861

J. Khawandanah, ‘Double or hybrid diabetes: A systematic review on disease prevalence, characteristics and risk factors’, Nutr. Diabetes, vol. 9, no. 1, pp. 1–9, 2019.

J. Mateusz Daśko, Anna Dołęga, Siedzielnik Magdalena, Karol Biernacki, Olga Ciupak and D. S. Rachon, ‘Novel 1,2,3-triazole derivatives as mimics of steroidal system—synthesis, crystal structures determination, hirshfeld surfaces analysis and molecular docking’, Molecules, vol. 26, no. 4059, pp. 1–15, 2021.

K. Bozorov, J. Zhao, and H. A. Aisa, ‘1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview’, Bioorganic Med. Chem., vol. 27, no. 16, pp. 3511–3531, 2019.

K. Bozorov, J. Zhao, and H. A. Aisa, ‘1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview’, Bioorganic Med. Chem., vol. 27, no. 16, pp. 3511–3531, 2019.

K. Karrouchi et al., ‘Synthesis and pharmacological activities of Pyrazole derivatives: A review’, Molecules, vol. 23, no. 1, pp. 1–85, 2018.

M. M. Heravi and V. Zadsirjan, ‘Prescribed drugs containing nitrogen heterocycles: an overview’, RSC Adv., vol. 10, no. 72, pp. 44247–44311, 2020.

M. Murwih Alidmat, M. Khairuddean, N. Mohammad Norman, A. N. Mohamed Asri, M. H. Mohd Suhaimi, and G. Sharma, ‘Synthesis, characterization, docking study and biological evaluation of new chalcone, pyrazoline, and pyrimidine derivatives as potent antimalarial compounds’, Arab. J. Chem., vol. 14, no. 9, p. 103304, 2021.

M. R. Aouad et al., ‘Novel 1,2,3-Triazole Derivatives as Potential Inhibitors against Covid-19 Main Protease: Synthesis, Characterization, Molecular Docking and DFT Studies’, ChemistrySelect, vol. 6, no. 14, pp. 3468–3486, 2021.

P. A. Channar et al., ‘Synthesis, conformational studies and NBO analysis of (4-chloro-3,5-dimethyl-1H-pyrazol- 1-yl)(p-tolyl)methanone’, J. Mol. Struct., vol. 1191, pp. 152–157, 2019.

R. J. Nahi and N. H. Imran, ‘Synthesis, Characterization and Thermal Stability Study of New Heterocyclic Compounds Containing 1,2,3-Triazole and 1,3,4-Thiadiazole Rings’, Orient. J. Chem., vol. 35, no. 1, pp. 234–240, 2019.

R. Kaur et al., ‘1,2,3-Triazole β-lactam conjugates as antimicrobial agents’, Heliyon, vol. 6, no. 6, p. e04241, 2020.

S. K. Jain and R. Singhal, ‘a Review on Pyrazoline Derivatives As Antimicrobial Agent’, Int. J. Pharm. Pharm. Sci., vol. 12, no. 6, pp. 15–24, 2020.

S. Kumar, S. L. Khokra, and A. Yadav, ‘Triazole analogues as potential pharmacological agents: a brief review’, Futur. J. Pharm. Sci., vol. 7, no. 106, pp. 1–22, 2021.

S. Y. Hassan, ‘Synthesis, antibacterial and antifungal activity of some new pyrazoline and pyrazole derivatives’, Molecules, vol. 18, no. 3, pp. 2683–2711, 2013.

Suryasa, I. W., Rodríguez-Gámez, M., & Koldoris, T. (2021). Health and treatment of diabetes mellitus. International Journal of Health Sciences, 5(1), i-v. https://doi.org/10.53730/ijhs.v5n1.2864

U. Galicia-Garcia et al., ‘Pathophysiology of type 2 diabetes mellitus’, Int. J. Mol. Sci., vol. 21, no. 17, pp. 1–34, 2020.

V. Channa Basappa, V. Hamse Kameshwar, K. Kumara, D. K. Achutha, L. Neratur Krishnappagowda, and A. K. Kariyappa, ‘Design and synthesis of coumarin-triazole hybrids: biocompatible anti-diabetic agents, in silico molecular docking and ADME screening’, Heliyon, vol. 6, no. 10, p. e05290, 2020.

Z. D. Kifle and E. F. Enyew, ‘Evaluation of In Vivo Antidiabetic, In Vitro α-Amylase Inhibitory, and In Vitro Antioxidant Activity of Leaves Crude Extract and Solvent Fractions of Bersama abyssinica Fresen (Melianthaceae)’, J. Evidence-Based Integr. Med., vol. 25, pp. 1–11, 2020.

Published

02-07-2022

How to Cite

Mazyed, H. A., Razzaq, A. S., Hussein, G. H., & Nahi, R. J. (2022). Synthesis and anti-diabetic activity evaluation of new 1,2,3-triazole derivatives incorporating 2-pyrazoline ring. International Journal of Health Sciences, 6(S4), 7299–7307. https://doi.org/10.53730/ijhs.v6nS4.10171

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Section

Peer Review Articles