Synthesis and Antidiabetic Evaluation of Some Novel Nitrogen containing Small Heterocyclic Derivatives

Authors

  • Gagandeep Kaur Maharishi Markandeshwar University, Sadopur, Near Omaxe Flats, Ambala Chandigarh Expy, Ambala-134007, Punjab, India
  • Isha Rani Maharishi Markandeshwar University, Sadopur, Near Omaxe Flats, Ambala Chandigarh Expy, Ambala-134007, Punjab, India

Abstract

This article describes the synthesis, characterization and antidiabetic evaluation of some derivatives containing thiazolidinedione. The titled derivatives 4a-4y have been prepared by the condensation of chlorosulphonyl-benzylidine 2,4-thiazolidinedione with thiadiazole derivatives formed by the reaction of aromatic acid and thiosemicarbazide. The finalization of the reaction was affirmed by TLC and the structures of the derivatives were characterized and analyzed through FT-IR, 1H-NMR and 13C-NMR, Mass spectroscopy. Alloxan induced diabetes and oral glucose tolerance tests were done to evaluate for the anti-diabetic profile of the synthesized derivatives. Furthermore, docking of the compounds was done using V Life MDS software. The Dock score of the test compounds was in good correlation with the pharmacological activity results. The electron withdrawing substituents added on the core structure were more potent inhibitors than others.

Keywords:

Synthesis, characterization, docking, antidiabetic evaluation

DOI

https://doi.org/10.25004/IJPSDR.2020.120507

References

Carocho M, Ferreira ICFR. A review on antioxidants, prooxidants and related controversy: Natural and synthetic compounds, screening and analysis methodologies and future perspectives. Food Chem Toxicol. 2013; 51:15-25.

Rani V, Deep G, Singh RK, Palle K, Yadav UCS. Oxidative stress and metabolic disorders: Pathogenesis and therapeutic strategies. Life Sci. 2016; 148(1):183-193.

Resende MF, Lino CI, Fagundes DM, Rettore JV, Oliveira RB, Labanca RA. Assessment of anti-diabetic activity of a novel hydrazine-thiazole derivative: in vitro and in vivo method. Braz. J. Pharm. Sci. 2019; 55.

Avalakki AS, Jadhav SB, Bandawane DD, Bhalekar PA. Synthesis and antidiabetic evaluation of some novel compounds. Int. J Chem. 2019; 58B:849-854.

Nagappa AN, Thakurdesai PA, Venkat Rao N, Singh J. Antidiabetic activity of Terminalia catappa Linn fruits. J. of Ethnopharmacol. 2003; 88: 45-50.

Serrano JJ. Toxico-pharmacologie experimentale des plantes medicinales. Actes du 1er Colloque Europeen d’Ethnopharmacologie. Office de la Recherche Scientifique et Techniques d’Outre Mer (ORSTOM). 1990; 210-218.

WHO Expert Committee on Diabetes mellitus, 1980. Second Report, Technical Report series 646. World Health Organisation, Geneva.

Shahnaz M, Patel RB. Synthesis, Characterisation of 2,4-thiazolidinedione derivatives and evaluation of their antioxidant derivatives. Journal of drug delivery and therapeutics. 2013; 3(6): 96-101.

Imran M, Ilyas B, Deepanjali, Khan SM. Recent thiazolidinediones as antidiabetics. J Scientific and Industrial Res. 2007; 66:99-109.

Hasmin MH, Gajjar AK, Savjani JK, MasiInayat A. Synthesis and anticonvulsant activity of novel 2,5-disubstituted-1,3,4-thiadiazole derivatives. Int J Pharm Tech Res. 2011; 3(4): 2017-2024.

Bruno G, Costantino L, Curinga C, Maccari R, Monforte F, Nicolo F, Ottana R, Vigoritac MG. Synthesis and Aldose Reductase Inhibitory Activity of 5-Arylidene-2,4-thiazolidinediones. Bioorg Med Chem. 2002; 10:1077–1084.

Barbosa Ml, Ramos TJ, Arantes AC, Martins MA, Silva PM, Barriero EJ, Lima LM. Synthesis and Pharmacological Evaluation of Novel Phenyl Sulfonamide Derivatives Designed as Modulators of PulmonaryInflammatory Response. Molecules.2012;17:14651-14672.

Potey LC, Kosalge SB, Hadke MK. Synthesis and antimicrobial activity of quinoxaline sulfonamide. Int J Adv Res Tech. 2013; 2(12): 126-134.

Pattan SR, Kittur BS, Sastry BS, Jadav SG, Thakur DK, Madamwar SA, Shinde HV. Synthesis and evaluation of some novel 1,3,4-thiadiazoles for antidiabetic activity. Indian J Chem. 2011; 50B: 615-618.

Anitha M, Sakthidevi G, Muthukumarasamy S, Mohan VR. Effect of Cynoglossum zeylanicum (Vehl ex Hornem) Thunb. Ex Lehm on Oral Glucose Tolerance in rats. J App Pharma Sci. 2012; 2 (11): 075-078.

Einstein M, Akiyama TE, Castriota GA, Wang CF, McKeever B, Mosley RT, Becker JW, Moller DE, Meinke PT, Wood HB, Berger JP. The differential interactions of peroxisome proliferator activated receptor gamma ligands with Tyr473 is a physical basis for their unique biological activities. MolPharmacol. 2008; 73: 62-74

Bachwani M, Kumar R. Molecular Docking. IJRAP. 2011; 2(6), 1746-1751.

Published

30-09-2020
Statistics
Abstract Display: 445
PDF Downloads: 463
Dimension Badge

How to Cite

“Synthesis and Antidiabetic Evaluation of Some Novel Nitrogen Containing Small Heterocyclic Derivatives”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 12, no. 5, Sept. 2020, pp. 473-9, https://doi.org/10.25004/IJPSDR.2020.120507.

Issue

Section

Research Article

How to Cite

“Synthesis and Antidiabetic Evaluation of Some Novel Nitrogen Containing Small Heterocyclic Derivatives”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 12, no. 5, Sept. 2020, pp. 473-9, https://doi.org/10.25004/IJPSDR.2020.120507.