Design synthesis and biological evaluation of 2-methylphenyl semicarbazone derivatives

  • Manmohan Singhal School of Pharmaceutical Sciences, Jaipur National University, Jaipur, Rajasthan
  • Arindam Paul GD Memorial College of Pharmacy, Jodhpur, Rajasthan
  • Hemendra Pratap Singh BN College of Pharmacy, Udaipur, Rajasthan
Keywords: Antipyretic, Chalcone, Cow milk, Pyrexia, Semicarbazone

Abstract

We have used pharmacophore hybridization technique of drug design and designed a pharmacophore model 2-methylphenylsemicarbazone which is having hydrogen acceptor site, hydrogen donor site, lipophilic site etc using ligandscout-2.02 software. A series of 2-methylphenyl-semicarbazone was synthesized and evaluated for their antipyretic activity using boiled cow milk induced pyrexia in rabbits. Compound 11 was the most active compound. The possible metabolites of some selected synthesized chalconesemicarbazones were predicted by computational method using Pallas version-3.1 ADME-Tox prediction software. The major pathway of metabolism was found to be p-hydroxylation and amide hydrolysis.

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References

Chattopadhyay D, Arunachalam G, Ghosh L, Rajendran K, Mandal AB, Bhattacharya SK. Antipyretic activity of Alstonia macrophylla Wall ex A. DC: An ethnomedicine of Andaman Islands. J Pharm Pharm Sci. 2005; 8: 558-64.

Deshpande SR, Pai KV. Synthesis, antibacterial and analgesic activities of 4-[1-oxo-3-(substituted aryl)-2-propenyl]-3-(4-methylphenyl) sydnones. e-J Chem. 2010; 7: 59-64.

Dogan HN, Duran A, Yemni E. Synthesis and antibacterial activity of 1-(3-hydroxy-2-naphthoyl)-4-substituted thiosemicarbazides. Drug Metabol Drug Interact. 1999; 15: 187-95.

Gulcin I, Kufrevioglu OI, Oktay M, Buyukokuroglu ME. Antioxidant, antimicrobial, antiulcer and analgesic activities of nettle (Urticadioica L.). J Ethnopharmacol. 2004; 90: 205-15.

Gupta MU, Mazumder K, Manikandan L, Haldar PK, Bhattacharya S, Kandar CC. Antibacterial activity of Vernonia cinerea. Fitoterapia 2003; 74: 148-50.

Keri RS, Hosamani KM, Hugar MH. Synthesis, analgesic and anti-pyretic activity of pyrimidine derivatives containing a coumarin moiety. Eur J Med Chem. 2010; 45: 2597-605.

Khan A, Baki MA, Alim Al-Bari MA, Hasan S, Mosaddik MA, Rahman MM, Haque ME. Antipyretic activity of roots of Laportea crenulata Gaud in rabbit. Res J Med Med Sci. 2007; 2: 58-61.

Lin CN, Lee TH, Hsu MF, Wang JP, Ko FN, Teng CM. 2'',5''-dihydroxychalcone as a potent chemical mediator and cyclooxygenase inhibitor. J Pharm Pharmacol. 1997; 49: 530-36.

McCormick DA, Contreras D. On the cellular and network bases of epileptic seizures. Ann Rev Physiol. 2001; 63: 815-46.

Pandeya SN, Misra V, Singh PN, Rupainwar DC. Anticonvulsant activity of thioureido derivatives of acetopheonone semicarbazones. Pharmacol Res. 1998; 37: 17-22.

Singh HP, Chauhan CS, Pandeya SN, Sharma CS, Srivastava B, Singhal M. Design, Synthesis, Analgesic and Anti-Inflammatory Activity of Some novel Chalcone semicarbazone derivatives. Der Pharmacia Lettre. 2010; 2: 460-62.

Singh HP, Chauhan CS, Pandeya SN, Sharma CS, Srivastava B, Singhal M. Synthesis and pharmacological screening of some novel chloro chalconesemicarbazone derivatives. Der Pharma Chemica. 2010; 2: 343-51.

Sriram D, Yogeeswari P, Thirumurugan RS. Antituberculous activity of some aryl semicarbazone derivatives. Bioorg Med Chem Lett. 2004; 14: 3923-24.

Taranalli AD, Bhat AR, Srinivas S, Saravanan E. Antiinflammatory, analgesic and antipyretic activity of certain thiazolidinones. Indian J Pharm Sci. 2008; 70: 159-64.

Viana GS, Bandeira MA, Matos FJ. Analgesic and anti- inflammatory effects of chalcones isolated from Myracrodruon urundeuva Allemao. Phytomedicine 2003; 10: 189-95.

Published
2011-06-10
How to Cite
Singhal, M., A. Paul, and H. Singh. “Design Synthesis and Biological Evaluation of 2-Methylphenyl Semicarbazone Derivatives”. Bangladesh Journal of Pharmacology, Vol. 6, no. 1, June 2011, pp. 1-7, doi:10.3329/bjp.v6i1.7771.
Section
Research Articles