İstanbul Journal of Pharmacy

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DOI :10.26650/IstanbulJPharm.2022.1018698   IUP :10.26650/IstanbulJPharm.2022.1018698    Full Text (PDF)

Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors

Çağla Begüm Apaydın, Gözde Hasbal Çelikok, Tuğba Yılmaz Özden, Gökçe Cihan Üstündağ

Background and Aims: Diabetes mellitus is among the major hazards to global public health due to increasing incidence worldwide, and new therapeutic agents are urgently needed for the control of the disease. In this study, a novel series of sulfonamide hydrazones (3a-i) were synthesized and evaluated, in vitro, for α-amylase and α-glucosidase inhibitor activities. Methods: Target compounds were prepared according to a high-yielded synthetic route. The in vitro antidiabetic activity of the compounds was analyzed by evaluating the inhibitory abilities on α-glucosidase and α-amylase enzymes. Acarbose was chosen as a reference in this study. Results: Compounds 3d, 3e, 3g and 3h exhibited better α-glucosidase inhibitory activity compared to reference antidiabetic drug acarbose. Compound 3g was the most active analogue, possessing an IC50 value of 65.27 µg/mL. 3d, 3e, 3g and 3h showed similar α-amylase inhibitory activity compared to acarbose when tested at high concentrations. However, their IC50 values were much higher compared to that of reference acarbose. Conclusion: The most active analogue 3g was found to be two times more active than acarbose. The addition of a bulky group to the 4-position of the cyclohexane ring seemed to have a positive effect on antidiabetic activity. The new hydrazone derivatives reported in this study are potentially promising candidates for developing new antidiabetic agents.

Keywords: Antidiabetic activity, Sulfonamide, Hydrazone, α-amylase, α-glucosidase

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APA

Apaydın, Ç., Hasbal Çelikok, G., Yılmaz Özden, T., & Cihan Üstündağ, G. (2022). Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors. İstanbul Journal of Pharmacy, 52(2), 108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698


AMA

Apaydın Ç, Hasbal Çelikok G, Yılmaz Özden T, Cihan Üstündağ G. Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors. İstanbul Journal of Pharmacy. 2022;52(2):108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698


ABNT

Apaydın, Ç.; Hasbal Çelikok, G.; Yılmaz Özden, T.; Cihan Üstündağ, G. Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors. İstanbul Journal of Pharmacy, [Publisher Location], v. 52, n. 2, p. 108-113, 2022.


Chicago: Author-Date Style

Apaydın, Çağla Begüm, and Gözde Hasbal Çelikok and Tuğba Yılmaz Özden and Gökçe Cihan Üstündağ. 2022. “Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors.” İstanbul Journal of Pharmacy 52, no. 2: 108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698


Chicago: Humanities Style

Apaydın, Çağla Begüm, and Gözde Hasbal Çelikok and Tuğba Yılmaz Özden and Gökçe Cihan Üstündağ. “Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors.” İstanbul Journal of Pharmacy 52, no. 2 (Sep. 2024): 108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698


Harvard: Australian Style

Apaydın, Ç & Hasbal Çelikok, G & Yılmaz Özden, T & Cihan Üstündağ, G 2022, 'Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors', İstanbul Journal of Pharmacy, vol. 52, no. 2, pp. 108-113, viewed 18 Sep. 2024, https://doi.org/10.26650/IstanbulJPharm.2022.1018698


Harvard: Author-Date Style

Apaydın, Ç. and Hasbal Çelikok, G. and Yılmaz Özden, T. and Cihan Üstündağ, G. (2022) ‘Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors’, İstanbul Journal of Pharmacy, 52(2), pp. 108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698 (18 Sep. 2024).


MLA

Apaydın, Çağla Begüm, and Gözde Hasbal Çelikok and Tuğba Yılmaz Özden and Gökçe Cihan Üstündağ. “Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors.” İstanbul Journal of Pharmacy, vol. 52, no. 2, 2022, pp. 108-113. [Database Container], https://doi.org/10.26650/IstanbulJPharm.2022.1018698


Vancouver

Apaydın Ç, Hasbal Çelikok G, Yılmaz Özden T, Cihan Üstündağ G. Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors. İstanbul Journal of Pharmacy [Internet]. 18 Sep. 2024 [cited 18 Sep. 2024];52(2):108-113. Available from: https://doi.org/10.26650/IstanbulJPharm.2022.1018698 doi: 10.26650/IstanbulJPharm.2022.1018698


ISNAD

Apaydın, Çağla Begüm - Hasbal Çelikok, Gözde - Yılmaz Özden, Tuğba - Cihan Üstündağ, Gökçe. “Design, synthesis and biological evaluation of novel sulfonamide hydrazones as α-glucosidase and α-amylase inhibitors”. İstanbul Journal of Pharmacy 52/2 (Sep. 2024): 108-113. https://doi.org/10.26650/IstanbulJPharm.2022.1018698



TIMELINE


Submitted03.11.2021
Accepted26.04.2022
Published Online29.08.2022

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