Design and Synthesis of Novel Imidazo[2,1-b]thiazole-Based 4- Thiazolidinone Derivatives as Potent α-Glucosidase Inhibitors

Efe Doğukan Dincel; Gözde Hasbal Çelikok; Tuğba Yılmaz Özden; Nuray Ulusoy Güzeldemirci

Makale detayları

Design and Synthesis of Novel Imidazo[2,1-b]thiazole-Based 4- Thiazolidinone Derivatives as Potent α-Glucosidase Inhibitors

Yazarlar:

Efe Doğukan Dincel | Gözde Hasbal Çelikok | Tuğba Yılmaz Özden | Nuray Ulusoy Güzeldemirci

Yayıncı:

Istanbul University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

İstanbul Journal of Pharmacy Vol.55 Issue 2, pp.183-190

Belge Tipi:

Makale

Yayın Tarihi:

9/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001353984

pISSN:

2587-2087

Anahtar kelimeler:

Özet:

 Background and Aims: Inhibiting the α-glucosidase reduces the rate at which glucose is absorbed, helping to control blood sugar levels. This strategy presents a potential alternative for managing type 2 diabetes, offering a promising approach with fewer adverse effects compared with conventional treatments. Based on this, we synthesised novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e and eval uated them for their α-glucosidase inhibitory activities. Methods: Structural confirmation of the synthesised compounds was carried out using various spectro scopic techniques, including IR, ¹H-NMR and ¹³C-NMR spectroscopy, elemental analysis and ESI-MS. The newly synthesised compounds were subjected to in vitro evaluation to assess their inhibitory effects on α-glucosidase activity. Results: Spectroscopic analyses confirmed the successful synthesis of the target compounds. Among them, compound 5e exhibited the most potent α-glucosidase inhibitory effect, with a half-maximal inhibitory concentration IC₅₀ value of 115.94  0.58 µM, outperforming the standard drug acarbose, which showed an IC₅₀ of 179.25  3.41 µM. Conclusion: In summary, a series of novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e were successfully synthesised, among which compound 5e emerged as the most potent α-glucosidase inhibitor, surpassing the activity of the reference drug acarbose. These findings position compound 5e as a promising lead candidate for developing new α-glucosidase inhibitory agents. To fully assess the therapeutic value of this scaffold, further in vitro investigations on structurally related analogs, followed by comprehensive in vivo assessments, are warranted.

 Background and Aims: Inhibiting the α-glucosidase reduces the rate at which glucose is absorbed, helping to control blood sugar levels. This strategy presents a potential alternative for managing type 2 diabetes, offering a promising approach with fewer adverse effects compared with conventional treatments. Based on this, we synthesised novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e and eval uated them for their α-glucosidase inhibitory activities. Methods: Structural confirmation of the synthesised compounds was carried out using various spectro scopic techniques, including IR, ¹H-NMR and ¹³C-NMR spectroscopy, elemental analysis and ESI-MS. The newly synthesised compounds were subjected to in vitro evaluation to assess their inhibitory effects on α-glucosidase activity. Results: Spectroscopic analyses confirmed the successful synthesis of the target compounds. Among them, compound 5e exhibited the most potent α-glucosidase inhibitory effect, with a half-maximal inhibitory concentration IC₅₀ value of 115.94  0.58 µM, outperforming the standard drug acarbose, which showed an IC₅₀ of 179.25  3.41 µM. Conclusion: In summary, a series of novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e were successfully synthesised, among which compound 5e emerged as the most potent α-glucosidase inhibitor, surpassing the activity of the reference drug acarbose. These findings position compound 5e as a promising lead candidate for developing new α-glucosidase inhibitory agents. To fully assess the therapeutic value of this scaffold, further in vitro investigations on structurally related analogs, followed by comprehensive in vivo assessments, are warranted.

 Background and Aims: Inhibiting the α-glucosidase reduces the rate at which glucose is absorbed, helping to control blood sugar levels. This strategy presents a potential alternative for managing type 2 diabetes, offering a promising approach with fewer adverse effects compared with conventional treatments. Based on this, we synthesised novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e and eval uated them for their α-glucosidase inhibitory activities. Methods: Structural confirmation of the synthesised compounds was carried out using various spectro scopic techniques, including IR, ¹H-NMR and ¹³C-NMR spectroscopy, elemental analysis and ESI-MS. The newly synthesised compounds were subjected to in vitro evaluation to assess their inhibitory effects on α-glucosidase activity. Results: Spectroscopic analyses confirmed the successful synthesis of the target compounds. Among them, compound 5e exhibited the most potent α-glucosidase inhibitory effect, with a half-maximal inhibitory concentration IC₅₀ value of 115.94  0.58 µM, outperforming the standard drug acarbose, which showed an IC₅₀ of 179.25  3.41 µM. Conclusion: In summary, a series of novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e were successfully synthesised, among which compound 5e emerged as the most potent α-glucosidase inhibitor, surpassing the activity of the reference drug acarbose. These findings position compound 5e as a promising lead candidate for developing new α-glucosidase inhibitory agents. To fully assess the therapeutic value of this scaffold, further in vitro investigations on structurally related analogs, followed by comprehensive in vivo assessments, are warranted.

 Background and Aims: Inhibiting the α-glucosidase reduces the rate at which glucose is absorbed, helping to control blood sugar levels. This strategy presents a potential alternative for managing type 2 diabetes, offering a promising approach with fewer adverse effects compared with conventional treatments. Based on this, we synthesised novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e and eval uated them for their α-glucosidase inhibitory activities. Methods: Structural confirmation of the synthesised compounds was carried out using various spectro scopic techniques, including IR, ¹H-NMR and ¹³C-NMR spectroscopy, elemental analysis and ESI-MS. The newly synthesised compounds were subjected to in vitro evaluation to assess their inhibitory effects on α-glucosidase activity. Results: Spectroscopic analyses confirmed the successful synthesis of the target compounds. Among them, compound 5e exhibited the most potent α-glucosidase inhibitory effect, with a half-maximal inhibitory concentration IC₅₀ value of 115.94  0.58 µM, outperforming the standard drug acarbose, which showed an IC₅₀ of 179.25  3.41 µM. Conclusion: In summary, a series of novel imidazo2,1-bthiazole-based 4-thiazolidinone derivatives 5a-e were successfully synthesised, among which compound 5e emerged as the most potent α-glucosidase inhibitor, surpassing the activity of the reference drug acarbose. These findings position compound 5e as a promising lead candidate for developing new α-glucosidase inhibitory agents. To fully assess the therapeutic value of this scaffold, further in vitro investigations on structurally related analogs, followed by comprehensive in vivo assessments, are warranted.

Makale detayları

Design and Synthesis of Novel Imidazo[2,1-b]thiazole-Based 4- Thiazolidinone Derivatives as Potent α-Glucosidase Inhibitors

Yazarlar:

Efe Doğukan Dincel | Gözde Hasbal Çelikok | Tuğba Yılmaz Özden | Nuray Ulusoy Güzeldemirci

Yayıncı:

Istanbul University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

İstanbul Journal of Pharmacy Vol.55 Issue 2, pp.183-190

Belge Tipi:

Makale

Yayın Tarihi:

9/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001353984

pISSN:

2587-2087

Synthesis

Imidazothiazole

4-Thiazolidinone

α-Glucosidase Inhibitory Activity

Sayı

Makale detayları

Design and Synthesis of Novel Imidazo[2,1-b]thiazole-Based 4- Thiazolidinone Derivatives as Potent α-Glucosidase Inhibitors

Yazarlar: Efe Doğukan Dincel | Gözde Hasbal Çelikok | Tuğba Yılmaz Özden | Nuray Ulusoy Güzeldemirci

Yayıncı: Istanbul University

Ana Başlıklar: Pharmaceutical Chemistry

Dergi: İstanbul Journal of Pharmacy Vol.55 Issue 2, pp.183-190

Belge Tipi: Makale

Yayın Tarihi: 9/2025

Belge Dili: İngilizce

Document ID (Org No.): 2001353984

pISSN: 2587-2087

Synthesis

Imidazothiazole

4-Thiazolidinone

α-Glucosidase Inhibitory Activity

Sayı

Yazarlar:

Efe Doğukan Dincel | Gözde Hasbal Çelikok | Tuğba Yılmaz Özden | Nuray Ulusoy Güzeldemirci

Yayıncı:

Istanbul University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

İstanbul Journal of Pharmacy Vol.55 Issue 2, pp.183-190

Belge Tipi:

Makale

Yayın Tarihi:

9/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001353984

pISSN:

2587-2087