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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.
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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
[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
[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
European Journal of Chemistry 5(4), 570, 2014
DOI: 10.5155/eurjchem.5.4.570-576.1098
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DOI Link: https://doi.org/10.5155/eurjchem.5.1.144-149.925
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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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