Synthesis of Some Novel 5-Substituted Arylidene – 2, 4 –Thiazolidinediones as Bioactive Agents
DOI:
https://doi.org/10.37285/ijpsn.2011.4.1.10Abstract
A series of 5-substituted arylidine-2, 4-thiazolidinediones derivatives were synthesized from 2, 4-thiazolidinedione and substituted aromatic aldehydes. The synthesized title compounds were screened for their in-vivo anti-inflammatory and analgesic and in-vitro antioxidant activities as per standard protocols. All the compounds were found to possess significant activities
Downloads
Metrics
Keywords:
2, 4-thiazolidinediones, Anti-inflammatory activity, Analgesic activity, Antioxidant activity
Downloads
Published
How to Cite
Issue
Section
References
Bhattacharya, S.; Hussain, S. Synthesis of O-prenylated and O-geranylated derivatives of 5-benzylidene-2,4-thiazolidinediones and evaluation of their free radical scavenging activity as well as effect on some phase II antioxidant/detoxifying enzymes. Bioorg. Med. Chem. Lett. 17: 1149–1154 (2007).
Bruno,G., Costantino, C., Maccari, R., Monforte, F., Ottana, R. And Vigorita, M.G. Synthesis and aldose reductase inhibitory activity of 5-arylidene-2,4-thiazolidinediones. Bioorg. Med. Chem. 10: 1077-1084 (2002).
Da Ros R, Assaloni, R. and Ceriello, A. The preventive anti-oxidant action of thiazolidinediones: a new therapeutic prospect in diabetes and insulin resistance. Diabet. Med. 21:1249-52 (2004).
Dandona, P.; Aljada, A. and Chaudhuri, A. Vascular reactivity and thiazolidinedione American J. Med. 115: 81-86 (2003).
Daynes, R.A. and Jones, D.C. emerging roles of PPARS in inflammation and immunity. Nat. Rev. Immunol. 2: 748-59 (2002).
Delerive, P., Fruchart, J.C. and Staels, B. Peroxisome proliferator-activated receptorsmin inflammation control. J. Endocrinol. 169: 453-59 (2001).
Dundar, O.B., Verspohl, E.J., Evcimen, N.D., Kaup, R.M., Bauer, K., Sarikaya, M. Et al. Synthesis and biological activity of some new flavonyl- 2,4-thiazolidinediones Bioorg. Med. Chem.16: 6747-51 (2008).
George, S.; Parameswaran, M.K.; Chakraborty, A.R.; Kochupappay, R.T. Synthesis and evaluation of the biological activities of some3-_[5-(6-methyl-4-aryl-2-oxo-1,2,3,4- tetrahydropyrimidin-5-yl)--1,3,4-oxadiazol-2-yl]-imino_-1,3-dihydro-2H-indol-2-one Derivatives. Acta Pharm. 58: 119–129 (2008).
Hussain A. A , Ahuja P. and Sarafroz. Synthesis and biological evaluation of β -aroylpropionic acid based 1,3,4-oxadiazoles. Indian J. Pharm. Sci. 71: 62-66 (2009).
Jing, C., Ting, A.T. and Seed, B. PPAR-γ agonists inhibit production of monocyte inflammatory cytokines. Nature. 391: 82-86 (1998).
Kalsi, P.S. Spectroscopy of Organic Compounds.New Age International Ltd., Publishers, 2004.
Komers, R.; Vrana, A. Thiazolidinediones - Tools for the Research of Metabolic Syndrome X. Physiol. Res., 1998, 47, 215-225.
Kulkarni S.K. Handbook of Experimental Pharmcology Vallabh Prakashan, New Delhi 1999.
Lehmann, J.M., Moore L.B., Smith-Oliver, T.A., Wilkinson, W.O., Willson, T.M.and Kliewer, S.A. An Antidiabetic Thiazolidinedione is a High Affinity Ligasnd for Peroxisome Proliferator-activated receptorγ PPARγ J. Bio. Chem. 270: 12953-56 (1995).
Matsumoto, K., Miyake, S. Yano, M. Ueki, Y Tominaga Y Increase of lipoprotein (a) with troglitazone. Lancet. 350: 1748-49 (1997).
Mourao, R.H, Silva, T.G., Soares, A.L.M, Vieira, E.S., Santos, J.N.Lima, M.C.A et al. Synthesis and biological activity of Novel Acridinylidene and Benzylidine thiazolidinediones. Eur. J. Med. Chem. 40: 1129-33 (2005).
Mulwad, V.V.; Mir, A.A. and Parmar, H.T. Synthesis and antimicrobial screening of 5-benzylidene-2-imino-3-(2-oxo-2H-benzopyran-6-yl-)thiazolidine-4-one and its derivatives. Indian J. Chem, 48B: 137-141 (2009).
Narayana, B.; Ashalatha, B.V.; VijayaRaj, K.K.; Fernandes, J.; Sarojini, B.K. Synthesis of some new biologically active 1,3,4-oxadiazolyl nitroindoles and a modified Fischer indole synthesis of ethyl nitro indole-2-carboxylates. Bioorg. Med. Chem.,13: 4638- 4644 (2005).
Pavia, D.L.; Lampman G.M.; Kriz G.S. Introduction to Spectroscopy. Harcourt College Publishers, 2007.
Ricote, M., Li, A.C., Wilson, T.M., Kelly, C.J. and Glass, C.K. The peroxisome proliferator- activated receptor-gamma is a negative regulator of macrophage activation. Nature. 391: 79- 82 (1998).
