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Evaluation of antidepressant-like effect of 2-pyrazoline derivatives

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Abstract

Many studies have shown that pyrazoline derivatives have therapeutic potential as antidepressant drugs. In this study, we aimed to investigate the antidepressant-like effect of eight new 1-[(N,N-disubstituted thiocarbamoylthio)acetyl]-3-(2-thienyl)-5-aryl-2-pyrazolines that have previously been synthesized in our laboratory. Antidepressant-like activity was investigated in mouse forced swimming test (FST). Drug-induced effects on motor function were also tested by using digitized motor activity monitoring system. Shortened immobility time in FST was accepted as indicator of antidepressant-like activity. Results showed that three of eight pyrazoline compounds (1b, 1d, 1g) significantly shortened immobility time compared with control. Compound 1b was found to be more effective in FST than were clomipramine and tranylcypromine, used as reference antidepressant drugs. This compound also significantly increased horizontal motor activity, like clomipramine, compared with control mice. These results suggest that the N,N-disubstituted dithiocarbamate moiety of pyrazoline derivatives may have therapeutic antidepressant potential.

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References

  • Bilgin AA, Palaska E, Sunal R (1993) Studies on the synthesis and antidepressant activity of some 1-thiocarbamoyl-3,5-diphenyl-2-pyrazolines. Arzneim-Forsch. Drug Res 43:1041–1044

    CAS  Google Scholar 

  • Ferigolo M, Barros HM, Marquardt AR, Tannhauser M (1998) Comparison of behavioral effects of moclobemide and deprenyl during forced swimming. Pharmacol Biochem Behav 60:431–437. doi:10.1016/S0091-3057(98)00011-2

    Article  PubMed  CAS  Google Scholar 

  • Gökhan N, Yeşilada A, Uçar G, Erol K, Bilgin AA (2003) 1-N-Substituted thiocarbamoyl-3-phenyl-5-thienyl-2-pyrazolines:synthesis and evaluation as MAO inhibitors. Arch Pharm Pharm Med Chem 336:362–371. doi:10.1002/ardp.200300732

    Article  CAS  Google Scholar 

  • Maj J, Rogóz Z, Skuza G, Sowińska H (1992) The effect of antidepressant drugs on the locomotor hyperactivity induced by MK-801, a non-competitive NMDA receptor antagonist. Neuropharmacol 31:685–691

    Article  CAS  Google Scholar 

  • Özdemir A, Turan-Zitouni G, Kaplancıklı ZA (2008) Novel analogues of 2-pyrazoline: synthesis, characterization and antimycobacterial evaluation. Turk J Chem 32:529–532

    Google Scholar 

  • Palaska E, Erol D, Demirdamar R (1996) Synthesis and antidepressant activities of some 1,3,5-triphenyl-2-pyrazolines. Eur J Med Chem 31:43–47. doi:10.1016/S0223-5234(96)80005-5

    Article  CAS  Google Scholar 

  • Palaska E, Aytemir M, Uzbay İT, Erol D (2001) Synthesis and antidepressant activities of some 3,5-diphenyl-2-pyrazolines. Eur J Med Chem 36:539–543. doi:10.1016/S0223-5234(01)01243-0

    Article  PubMed  CAS  Google Scholar 

  • Parmar SS, Pandey BR, Dwivedi C, Harbison RD (1974) Anticonvulsant activity and monoamine oxidase inhibitory properties of 1,3,5-trisubstituted pyrazolines. J Pharm Sci 63:1152–1155. doi:10.1002/jps.2600630730

    Article  PubMed  CAS  Google Scholar 

  • Porsolt RD, Bertin A (1977) Behavioural despair in mice: a primary screening test for antidepressants. Arch Int Pharmacodyn Ther 229:327–336

    PubMed  CAS  Google Scholar 

  • Prasad YR, Rao AL, Prasoona L, Murali K, Kumar PR (2005) Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(2ıı-hydroxynaphthalen-1ıı-yl)-1,5-diphenyl-2-pyrazolines. Bioorg Med Chem Lett 15:5030–5034. doi:10.1016/j.bmcl.2005.08.040

    Article  CAS  Google Scholar 

  • Shader RI, Greenblatt DJ (1999) The reappearance of a monamine oxidase inhibitor (isocarboxazid). J Clin Psychopharmacol 19:105–106. doi:10.1097/00004714-199904000-00001

    Article  PubMed  CAS  Google Scholar 

  • Soni N, Pande K, Kalsi R, Gupta TK, Parmar SS, Barthwal JP (1987) Inhibition of rat brain monoamine oxidase and succinic dehydrogenase by anticonvulsant pyrazolines. Res Commun Cement Pathol Pharm 56:129–132

    CAS  Google Scholar 

  • Turan-Zitouni G, Chevallet P, Kiliç FS, Erol K (2000) Synthesis of some thiazolyl-pyrazoline derivatives and preliminary investigation of their hypotensive activityynthesis of some thiazolylpyrazoline derivatives and preliminary investigation of their hypotensive activity. Eur J Med Chem 35:635–641

    Article  PubMed  CAS  Google Scholar 

  • Urichuk LJ, Allison K, Holt A, Greensaw AJ, Baker GB (2000) Comparison of neurochemical effects of the monoamine oxidase inhibitors phenelzine, moclobemide and brofaromine in the rat after short- and long-term administration. J Affect Disord 58:135–144. doi:10.1016/S0165-0327(99)00105-6

    Article  PubMed  CAS  Google Scholar 

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Correspondence to Sule Gok.

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Gok, S., Murat Demet, M., Özdemir, A. et al. Evaluation of antidepressant-like effect of 2-pyrazoline derivatives. Med Chem Res 19, 94–101 (2010). https://doi.org/10.1007/s00044-009-9176-x

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  • DOI: https://doi.org/10.1007/s00044-009-9176-x

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