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Research Article

Synthesis of some novel 2,5-disubstituted thiazolidinones from a long chain fatty acid as possible anti-inflammatory, analgesic and hydrogen peroxide scavenging agents

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Pages 198-203 | Received 08 Dec 2009, Accepted 27 Apr 2010, Published online: 28 Jun 2010

References

  • Verma A, Saraf SK. 4-Thiazolidinone-a biologically active scaffold. Eur J Med Chem 2008;43:897–905.
  • Havrylyuk D, Zimenkovsky B, Vasylenko O, Zaprutko L, Gzella A, Lesyk R. Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity. Eur J Med Chem 2009;44:1396–1404.
  • Ozkirimli S, Kazan F, Tunali Y. Synthesis, antibacterial and antifungal activities of 3-(1,2,4-triazole-3-yl)-4-thiazolidinones. J Enzyme Inhib Med Chem 2009;24:447–452.
  • Fuloria NK, Singh V, Shaharyar M, Ali M. Synthesis, characterization and antimicrobial evaluation of novel imines and thiazolidinones. Acta Pol Pharm 2009;66:141–146.
  • Shiradkar MR, Ghodake M, Bothara KG, Bhandari SV, Nikalje A, Akula KC, Desai MC, Burange PJ. Synthesis and anticonvulsant activity of clubbed thiazolidinone-barbituric acid thiazolidinone-triazole derivatives. ARKIVOC 2007;(xiv):58–74.
  • Gursoy A, Terzioglu N. Synthesis and isolation of new regioisomeric 4-thiazolidinones and their anticonvulsant activity. Turk J Chem 2005;29:247–254.
  • Srivastav T, Gaikwad AK, Haq W, Sinha S, Katti SB. Synthesis and biological evaluation of 4-thiazolidinone derivatives as potential antimycobacterial agents. ARKIVOK 2005;(ii):120–130.
  • Parekh HH, Parikh KA, Parikh AR. Synthesis of some 4-thiazolidinone derivatives as antitubercular agents. J Sci IR Iran 2004;15:143–148.
  • Zhou H, Wu S, Zhai S, Liu A, Sun W, Li R, Zhang Y, Ekins S, Swaan PW, Fang B, Zhang B, Yan B. Design, synthesis, cytoselective toxicity, structure activity relationship, and pharmacophore of thiazolidinone derivatives targeting drug resistant lung cancer cells. J Med Chem 2008;51:1242–1251.
  • Gududuru V, Dalton T, Miller D. Discovery of 2-arylthiazolidine-4-carboxylic acid amides as new class of cytotoxic agents for prostate cancer. J Med Chem 2005;48:2584–2588.
  • Geronikaki AA, Lagunin AA, Hadjipablou-Litina DI, Eleftheriou ET, Filimonov DA, Poroikov VV, Alam I, Saxena AA. Computer-aided discovery of anti-inflammatory thiazolidinones with dual cyclooxygenase/lipoxygenase inhibition. J Med Chem 2008;51:1601–1609.
  • Kumar A, Rajput CS, Bhati SK. Synthesis of 3-[4`-(p-chlorophenyl)-thiazol-2`-yl]-2-[(substitutedazetidinone/thiazolidinone)-aminoethyl]-6-bromoquinazoline-4-ones as anti-inflammatory agent. Bioorg Med Chem 2007;15:3089–3096.
  • Hrib NJ, Jurcak JG, Bregna DE, Burgher KL, Hartman HB, Kafka S, Kerman LL, Kongsamut S, Roehr JE, Szewczak MR, Woods-Kettelberger AT, Corbett R. Structure-activity relationships of a series of novel (piperazinylbutyl)thiazolidinone antipsychotic agents related to 3-[4-[4-(6-fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]-2,5,5-trimethyl-4-thiazolidinone maleate. J Med Chem 1996;39:4044–4057.
  • Balzarini J, Orzeszko B, Maurin JK, Orzeszko A. Synthesis and anti-HIV studies of 2-adamantyl-substituted thiazolidin-4-ones. Eur J Med Chem 2007;42:993–1003.
  • Rawal RK, Kumar A, Siddiqi M, Kutti SB. Molecular docking studies on 4-thiazolidinones as HIV-1 RT inhibitors. J Mol Model 2007;13:155–161.
  • Sonawane ND, Chatchai M, Ray NJR, Song Y, Verkman KS. In vivo pharmacology and antidiarrheal efficacy of a thiazolidinone CFTR inhibitors in rodents. J Pharm Sci 2005;94:134–143.
  • Kidwai M, Negi N, Mishra P. Microwave assisted synthesis of 2,3-disubstituted 4-thiazolidinones and their pharmacological screening. J Indian Chem Soc 2000;77:46–47.
  • Shih MH, Ke FY. Synthesis and evaluation of antioxidant activity of sydnonyl substituted thiazolidinone and thiazoline derivatives. Bioorg Med Chem 2004;12:4633–4643.
  • Kato T, Ozaki T, Ohi N. Novel calcium antagonists with both calcium overload inhibition and antioxidant activity. 2. structure-activity relationships of thiazolidinone Derivatives. J Med Chem 1999;42:3134–3146.
  • Vagdevi HM, Vaidya VP, Latha KP, Padmashali B. Syntheis and pharmacological examination of some thiazolidinone derivatives of naptho[2,1-b]furan. Ind J Pharm Sci 2006;68:719–725.
  • Chaudhary SK, Verma M, Chaturvedi AK, Parmar SS. Substituted thiazolidones: Selective inhibition of nicotinamide adenine dinucleotide-dependent oxidations and evaluation of their cns activity. J Pharm Sci 1974;64:614–617.
  • Sharma A, Kumar V. 4-Thiazolidinone: A Pharmacologically Significant Nucleus. In: Proceeeding of the 1st Rashtriya Yuva Vaigyanik Sammelan, 2008:243–248.
  • Goel G, Arvidsson K, Vlaeminck B, Bruggeman G, Deschepper K, Fievez V. Effects of capric acid on rumen methanogenesis and biohydrogenation of linoleic and alpha-linolenic acid. Animal-The Animal Consortium 2009;3:810–816.
  • Marounek M, Skrivanova E, Rada V. Susceptibility of Escherichia coli to C2-C18 fatty acids. Folia Microbiol 2003;48:731–735.
  • Kato N. Antimicrobial activity of fatty acid and their esters against a film-forming yeast in soysauce. J Food Safety 2007;3:121–126.
  • Carballeira NM, Ortiz D, Parang K, Sardari S. Total synthesis and in vitro-antifungal activity of (+/-)-2-methoxytetradecanoic Acid. Archiv Der Pharmazie 2004;337:152–155.
  • Chadeganipour M, Haims A. Antifungal activities of pelargonic and capric acid on Microsporum gypseum. Mycoses 2001;44:109–112.
  • Liss A, Pefil JC, Levitt D. Cytotoxic and cytolytic activity of nonadecafluoro-n-decanoic acid on Acholeplasma laidlawii. Appl Environ Microbiol 1987;53:1236–1240.
  • Topical Antimicrobial Composition and Method, US Patent-5569461, Issued on October 29, 1996, p. 1–3.
  • Molvi KI, Sudarsanam V, Patel MM, Haque N. Design, synthesis and pharmacological evaluation of novel tetra substituted thiophene analogs as anti-inflammatory agents. J Enzyme Inhib Med Chem 2008;23:819–828.
  • Ottana R, Maccari R, Barreca ML, Bruno G, Rotondo A, Rossi A, Paola RD, Sautebin L, Cuzzocrea S, Vigorita MG. 5-Arylidene-2-imino-4-thiazolidinones: Design and synthesis of novel anti-inflammatory agents. Bioorg Med Chem 2005;13:4243–4252.
  • Winter CA, Fisley EA, Nuss GW. Carrageenan induced oedema in the hind paw of the rat as an assay for anti-inflammatory drugs. Proc Soc Exp Biol Med 1962;111:544–547.
  • Gulcin I, Alici AH, Cesur M. Determination of in vitro antioxidant and radical scavenging activities of propofol. Chem Pharm Bull 2005;53:281–285.

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