European Journal of Chemistry 2014, 5(1), 144-149 | doi: https://doi.org/10.5155/eurjchem.5.1.144-149.925 | Get rights and content

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Synthesis, characterization and in vitro evaluation of some new 5-benzylidene-1,3-thiazolidine-2,4-dione analogs as new class of α-glucosidase inhibitors


Divakara Laxman Somayajulu Nori (1,*) , Kasapu Vishnu Veera Venkata Satyanarayan (2) , Vasudeva Rao Avupati (3) , Bharat Kumar Bugata (4) , Subhash Yenupuri (5)

(1) Department of Chemistry, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(2) Department of Chemistry, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(3) Pharmaceutical Chemistry Division, Andhra University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530003, Andhra Pradesh, India
(4) Department of Biochemistry and Bioinformatics, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(5) Department of Chemistry, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(*) Corresponding Author

Received: 10 Sep 2013 | Revised: 18 Oct 2013 | Accepted: 29 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


A series of 5-benzylidene-1,3-thiazolidine-2,4-dione derivatives (5a-u) were synthesized and tested against α-glucosidase. Preparation of the titled compounds was achieved by reaction of (Z)-4-((2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl)benzaldehyde (4) and aromatic/hetero aromatic ketone. Among the compounds tested, (5p) and (5o) were identified as the most active in vitro with minimum inhibitory concentration (MIC) of 6.56±0.81 and 8.92±0.21 µg/mL against α-glucosidase, respectively. Evaluation of the structure activity relationship of substituents within these series has followed the discovery of a variety of compounds.


Keywords


α-Glucosidase; Structure activity relationship; Aromatic/heteroaromatic ketone; Thiazolidine-2,4-dione derivatives; Minimum inhibitory concentration; 5-Benzylidene-1,3-thiazolidine-2,4-dione

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DOI: 10.5155/eurjchem.5.1.144-149.925

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Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India

Citations

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[1]. Danylo Kaminskyy, Anna Kryshchyshyn, Roman Lesyk
5-Ene-4-thiazolidinones – An efficient tool in medicinal chemistry
European Journal of Medicinal Chemistry  140, 542, 2017
DOI: 10.1016/j.ejmech.2017.09.031
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[2]. Subbarayal Reddy Dwarampudi, Gowri Sankar Dannana, Vasudeva Rao Avupati, Venkata Satyanarayana Murthy Bendi
Synthesis, characterization and in vitro biological evaluation of some new 1,3,5-triazine-chalcone hybrid molecules as Mycobacterium tuberculosis H37Rv inhibitors
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DOI: 10.5155/eurjchem.5.4.570-576.1098
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How to cite


Nori, D.; Satyanarayan, K.; Avupati, V.; Bugata, B.; Yenupuri, S. Eur. J. Chem. 2014, 5(1), 144-149. doi:10.5155/eurjchem.5.1.144-149.925
Nori, D.; Satyanarayan, K.; Avupati, V.; Bugata, B.; Yenupuri, S. Synthesis, characterization and in vitro evaluation of some new 5-benzylidene-1,3-thiazolidine-2,4-dione analogs as new class of α-glucosidase inhibitors. Eur. J. Chem. 2014, 5(1), 144-149. doi:10.5155/eurjchem.5.1.144-149.925
Nori, D., Satyanarayan, K., Avupati, V., Bugata, B., & Yenupuri, S. (2014). Synthesis, characterization and in vitro evaluation of some new 5-benzylidene-1,3-thiazolidine-2,4-dione analogs as new class of α-glucosidase inhibitors. European Journal of Chemistry, 5(1), 144-149. doi:10.5155/eurjchem.5.1.144-149.925
Nori, Divakara, Kasapu Vishnu Veera Venkata Satyanarayan, Vasudeva Rao Avupati, Bharat Kumar Bugata, & Subhash Yenupuri. "Synthesis, characterization and in vitro evaluation of some new 5-benzylidene-1,3-thiazolidine-2,4-dione analogs as new class of α-glucosidase inhibitors." European Journal of Chemistry [Online], 5.1 (2014): 144-149. Web. 11 Apr. 2021
Nori, Divakara, Satyanarayan, Kasapu, Avupati, Vasudeva, Bugata, Bharat, AND Yenupuri, Subhash. "Synthesis, characterization and in vitro evaluation of some new 5-benzylidene-1,3-thiazolidine-2,4-dione analogs as new class of α-glucosidase inhibitors" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 2014)

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