Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives

Sevil Şenkardeş; Zeynep Hanne Baş

doi:10.53433/yyufbed.1613136

TR EN

Yeni Hidrazid Türevlerinin Sentezi, Yapı Aydınlatma ve -Glukozidaz İnhibitör Etki Çalışmaları

Abstract

Diabetes Mellitus (DM), dünya çapında 422 milyondan fazla insanı etkileyen kronik ve ilerleyici bir metabolik hastalıktır. Yetersiz insülin üretimi veya hücrelerin insüline yanıt verememesi sonucu ortaya çıkar ve karbonhidrat, yağ ve protein metabolizmasında bozulmalara yol açar. Zamanla DM, kardiyovasküler hastalıklar, böbrek yetmezliği ve görme kaybı gibi ciddi komplikasyonlara neden olabilir. DM'nin etkili yönetimi, kan şekeri seviyelerini stabilize etmeyi amaçlayan terapötik stratejileri içerir. Bunlar arasında, α-glukozidaz enzim inhibitörleri, karbonhidrat sindirimini yavaşlatarak ve yemek sonrası kan şekeri yükselmelerini azaltarak önemli bir rol oynar. Bu çalışmada, steroid olmayan anti-inflamatuar ilaçlarla (NSAII) bağlantılı hidrazid türevleri sentezlenmiş ve potansiyel α-glukozidaz enzim inhibitörleri olarak değerlendirilmiştir. Bu türevlerin yapısal karakterizasyonu, ¹H-NMR, FTIR ve kütle spektrometrisi (MS) gibi teknikler kullanılarak gerçekleştirilmiştir. Bu bileşiklerin tümü, α-glukozidaz enzim inhibisyon aktiviteleri açısından in vitro yöntemle test edilmiştir. Sentezlenen türevler arasında etofenamat türevi olan etil 2-{3-[3-(triflorometil)anilino]benzoil}hidrazin-1-karboksilat (bileşik 3d), 190.70±2.05 μg ml-1 IC50 değerine sahip standart akarbozla karşılaştırıldığında 188.30±0.1 μg ml-1 IC50 değeriyle en yüksek inhibisyon gösteren bileşik olduğu sonucuna varılmıştır. Bu bulgular, NSAII bağlantılı hidrazid türevlerinin yeni DM tedavilerinin geliştirilmesi için umut verici adaylar olabileceğini göstermektedir

Keywords

Diabetes Mellitus, Glukosidaz, Hidrazid, Karboksilat, NSAİİ

Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives

Abstract

Diabetes mellitus (DM) is a chronic and progressive metabolic disorder affecting over 422 million people globally. It arises from insufficient insulin production or the inability of cells to respond to insulin, leading to disruptions in carbohydrate, fat, and protein metabolism. Over time, DM can result in severe complications such as cardiovascular diseases, kidney failure, and vision loss. Effective management of DM includes therapeutic strategies aimed at stabilizing blood glucose levels. Among these, α-glucosidase enzyme inhibitors play a crucial role by slowing carbohydrate digestion and reducing postprandial blood glucose spikes. In this study, new hydrazide derivatives linked to non-steroidal anti-inflammatory drugs (NSAIDs) were synthesized and evaluated as potential α-glucosidase enzyme inhibitors. Structural characterization of these derivatives was performed using techniques such as ¹H-NMR, FTIR, and mass spectrometry (MS). All of these compounds were tested in vitro for their α-glucosidase enzyme inhibition activity. Among the synthesized derivatives, ethyl 2-{3-[3-(trifluoromethyl)anilino]benzoyl}hydrazine-1-carboxylate (compound 3d), an etofenamate derivative, revealed the highest inhibitory potential with IC50 values of 188.30±0.1 μg mL-1 when compared with standard acarbose having IC50 value 190.70±2.05 μg mL-1. These findings highlight the potential of NSAID-linked hydrazide derivatives as promising candidates for the development of novel DM therapies.

Keywords

Carboxylate, Diabetes Mellitus, Glucosidase, Hydrazide, NSAID

Supporting Institution

TUBITAK 2209-A

Project Number

1919B012324778

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Details

Primary Language

English

Subjects

Organic Chemical Synthesis

Journal Section

Research Article

Authors

Sevil Şenkardeş ^*
0000-0002-0523-459X
Türkiye

Zeynep Hanne Baş
0009-0004-6341-5235
Türkiye

Publication Date

April 29, 2025

Submission Date

January 4, 2025

Acceptance Date

April 13, 2025

Published in Issue

Year 2025 Volume: 30 Number: 1

DOI

https://doi.org/10.53433/yyufbed.1613136

IZ

https://izlik.org/JA67RC95XZ

APA

Şenkardeş, S., & Baş, Z. H. (2025). Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 30(1), 69-77. https://doi.org/10.53433/yyufbed.1613136

AMA

1.Şenkardeş S, Baş ZH. Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives. YYU JINAS. 2025;30(1):69-77. doi:10.53433/yyufbed.1613136

Chicago

Şenkardeş, Sevil, and Zeynep Hanne Baş. 2025. “Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives”. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi 30 (1): 69-77. https://doi.org/10.53433/yyufbed.1613136.

EndNote

Şenkardeş S, Baş ZH (April 1, 2025) Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi 30 1 69–77.

IEEE

[1]S. Şenkardeş and Z. H. Baş, “Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives”, YYU JINAS, vol. 30, no. 1, pp. 69–77, Apr. 2025, doi: 10.53433/yyufbed.1613136.

ISNAD

Şenkardeş, Sevil - Baş, Zeynep Hanne. “Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives”. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi 30/1 (April 1, 2025): 69-77. https://doi.org/10.53433/yyufbed.1613136.

JAMA

1.Şenkardeş S, Baş ZH. Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives. YYU JINAS. 2025;30:69–77.

MLA

Şenkardeş, Sevil, and Zeynep Hanne Baş. “Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives”. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol. 30, no. 1, Apr. 2025, pp. 69-77, doi:10.53433/yyufbed.1613136.

Vancouver

1.Sevil Şenkardeş, Zeynep Hanne Baş. Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives. YYU JINAS. 2025 Apr. 1;30(1):69-77. doi:10.53433/yyufbed.1613136

Yeni Hidrazid Türevlerinin Sentezi, Yapı Aydınlatma ve -Glukozidaz İnhibitör Etki Çalışmaları

Abstract

Keywords

Synthesis, Structural Elucidation and α-Glucosidase Inhibitory Activity of New Hydrazide Derivatives

Abstract

Keywords

Supporting Institution

Project Number

References

Details

Primary Language

Subjects

Journal Section

Authors

Publication Date

Submission Date

Acceptance Date

Published in Issue

DOI

IZ

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