IN-SILICO DESIGN, SYNTHESIS, ANTI-INFLAMMATORY AND ANTICANCER EVALUATION OF PYRAZOLINE ANALOGUES OF VANILLIN
Abstract
A series of novel pyrazoline derivatives of vanillin were synthesized. The hydroxyl group in vanillin was masked by converting into methyl vanillin. The methyl vanillin was allowed to condense with different acetophenone derivatives gave chalcone derivatives and finally cyclized with thiosemicarbazide to form the pyrazoline derivatives of vanillin. Docking studies were carried out against anti-inflammatory cyclooxygenase receptor and anticancer farnesyl transferase receptor. Majority of the synthesized compounds showed good fitting with the active site of all the docked targets. The synthesized compounds had shown significant anti inflammatory and anticancer activities.
Keywords:
Vanillin, methylvanillin, pyrazoline, cyclooxygenase, farnesyl transferase, anti-inflammatory, anticancerDOI
https://doi.org/10.25004/IJPSDR.2014.060209References
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2. Peng CL, Huan QL, Juan S, Yang Z, Hai LZ. Synthesis and biological evaluation of pyrazole derivatives containing thiourea skeleton as anticancer agents. Bioorg. Med. Chem. 2010; 18: 4606-4614.
3. Nesrin GK, Samiye Y, Esra K, Umut S, Ozen O, Gulberk U, Erdem Y, Engin K, Akgul Y, Altan A.B. A new therapeutic approach in Alzheimer disease: Some novel pyrazole derivatives as dual MAO-B inhibitors and anti-inflammatory analgesics. Bioorg. Med. Chem. 2007; 15: 5775–5786.
4. Alka C, Sharma PK, Niranjan K, Nitin K. Synthesis of novel pyrazole analogues as efficacious antimicrobial agents. Int J Pharm Sci. 2011; 3: 166-176.
5. Fleisher VL, Andryukhova MV. Preparative synthesis of fragrance substances based on vanillin and veratraldehyde. Chemistry, Technology of Organic Substances, Materials and Goods 2012; 4: 25-28.
6. Peng CL, Huan QL, Juan S, Yang Z, Hai LZ. Synthesis and biological evaluation of pyrazole derivatives containing thiourea skeleton as anticancer agents. Bioorg. Med. Chem. 2010; 18: 4606-4614.
7. Vimesh MP, Kishor RD. Eco-friendly synthesis of fluorine-containing pyrazoline derivatives over potassium carbonate. General Papers ARKIVOC. 2004; (i): 123-129.
8. Govindappa M , Naga Sravya S, Poojashri MN, Sadananda TS, Chandrappa CP. Antimicrobial, antioxidant and in vitro anti-inflammatory activity of ethanol extract and active phytochemical screening of Wedelia trilobata (L.) Hitchc. Journal of Pharmacognosy and Phytotherapy 2011; 3(3): 43-51.
9. Viji V, Helen A. Inhibition of lipoxygenases and cyclooxygenase-2 enzymes by extracts isolated from Bacopa monniera (L.)Wettst. Journal of Ethnopharmacology. 2008; 118: 305-311.
10. Britanto DW, Yohana AH, Enos TA, Irawan WK, Dina Y, Aldrin NP, Ferry S. Antiproliferative Effect of the Methanol Extract of Piper crocatum Ruiz & Pav Leaves on Human Breast (T47D) Cells In-vitro. Trop J Pharm Res. 2009; 8: 345-352.
Published
01-04-2014
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“IN-SILICO DESIGN, SYNTHESIS, ANTI-INFLAMMATORY AND ANTICANCER EVALUATION OF PYRAZOLINE ANALOGUES OF VANILLIN”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 2, Apr. 2014, pp. 128-31, https://doi.org/10.25004/IJPSDR.2014.060209.
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How to Cite
“IN-SILICO DESIGN, SYNTHESIS, ANTI-INFLAMMATORY AND ANTICANCER EVALUATION OF PYRAZOLINE ANALOGUES OF VANILLIN”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 2, Apr. 2014, pp. 128-31, https://doi.org/10.25004/IJPSDR.2014.060209.
