Synthesis, Molecular Structure, and Biological Properties of Novel 9 <i>H</i> ‐Carbazole‐Derived 1,3‐Thiazoles

ABSTRACT A series of novel 1,3‐thiazole derivatives (5a–5j) was synthesized and fully characterized by FT‐IR, NMR, and HR‐MS. The compounds were evaluated for antifungal activity and α‐glucosidase inhibition. Compounds 5e and 5j showed notable antifungal effects against Trichophyton rubrum and T. mentagrophytes . Among the series, compound 5g exhibited the most potent α‐glucosidase inhibitory activity (IC 50 = 8.25 ± 0.12 μM), significantly stronger than acarbose. Molecular docking and molecular dynamics simulations supported its stable binding within the enzyme active site, while DFT calculations suggested favorable electronic features associated with enhanced activity. In vivo evaluation further confirmed its glucose‐lowering effect in a zebrafish model. Overall, these findings identify compound 5g as a promising lead and highlight the 1,3‐thiazole scaffold as a valuable platform for the development of new α‐glucosidase inhibitors.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2026-05-27
DOI
https://doi.org/10.1002/jhet.70216
Primary Topic
Natural Antidiabetic Agents Studies
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis, Molecular Structure, and Biological Properties of Novel 9 H ‐Carbazole‐Derived 1,3‐Thiazoles

Nguyễn Thị Mai Thơ, Nguyen Ngoc Huyen Tran, Nguyen Duy Khanh, Nguyen Van Son et al.
Journal of Heterocyclic Chemistry
Natural Antidiabetic Agents Studies
article

Synthesis, Molecular Structure, and Biological Properties of Novel 9 H ‐Carbazole‐Derived 1,3‐Thiazoles

Nguyễn Thị Mai Thơ, Nguyen Ngoc Huyen Tran, Nguyen Duy Khanh, Nguyen Van Son, Nguyen Thi Nhat Thang, Tran Nguyen Minh An, Nguyen Thi Hong Anh, Nguyen Van Thoi, Tran Thi Thanh Truc
article en

Abstract

ABSTRACT A series of novel 1,3‐thiazole derivatives (5a–5j) was synthesized and fully characterized by FT‐IR, NMR, and HR‐MS. The compounds were evaluated for antifungal activity and α‐glucosidase inhibition. Compounds 5e and 5j showed notable antifungal effects against Trichophyton rubrum and T. mentagrophytes . Among the series, compound 5g exhibited the most potent α‐glucosidase inhibitory activity (IC 50 = 8.25 ± 0.12 μM), significantly stronger than acarbose. Molecular docking and molecular dynamics simulations supported its stable binding within the enzyme active site, while DFT calculations suggested favorable electronic features associated with enhanced activity. In vivo evaluation further confirmed its glucose‐lowering effect in a zebrafish model. Overall, these findings identify compound 5g as a promising lead and highlight the 1,3‐thiazole scaffold as a valuable platform for the development of new α‐glucosidase inhibitors.

Journal of Heterocyclic Chemistry
Industrial University of Ho Chi Minh City (VN), Ho Chi Minh City University of Industry and Trade (VN)
National Foundation for Science and Technology Development
Openalex Percentile: Top 7%
Natural Antidiabetic Agents Studies
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