Computer aided prediction of biological activity spectra: Study of correlation between predicted and observed activities for Coumarin-4-Acetic acids

Indian Journal of Pharmaceutical Sciences

Volumn 73, Issue 1, 2011, Pages 88-92

  Basanagouda, M ^a   Jadhav, V B ^a   Kulkarni, M V ^a,b   Nagendra Rao, R ^a  

^a KARNATAK UNIVERSITY   (India)

^b SCS College of Pharmacy   (India)

Author keywords

Analgesic; Antiinflammatory; Computer aided prediction; Coumarin; Prediction of activity spectra for substances; Ulcerogenic

Indexed keywords

CITRIC ACID; COUMARIN 4 ACETIC ACID DERIVATIVE; COUMARIN DERIVATIVE; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; COMPUTER PREDICTION; COMPUTER PROGRAM; CONTROLLED STUDY; CORRELATIONAL STUDY; CYCLIZATION; DRUG SYNTHESIS; FEMALE; MALE; NONHUMAN; RAT; ULCEROGENESIS;

EID: 81255144708     PISSN: 0250474X     EISSN: 19983743     Source Type: Journal    
DOI: 10.4103/0250-474x.89764     Document Type: Article

References (27)

1. Kulkarni MV, Kulkarni GM, Lin CH, Sun CM. Recent advances in coumarins and 1-azacoumarins as versatile biodynamic agents. Curr Med Chem 2006;13:2795-818. (Pubitemid 44509726)
2. Fylaktakidou KC, Hadjipavlou-Litina DJ, Litinas KE, Nicolaides DN. Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities. Curr Pharm Design 2004;10:3813-33. (Pubitemid 39409872)
3. Schimanski CC, Burg J, Mohler M, Hohler T, Kanzler S, Otto G, et al. Phenprocoumon-induced liver disease ranges from mild acute hepatitis to (sub-) acute liver failure. J Hepatal 2004;41:67-74. (Pubitemid 39005155)
4. Shieh CC, Coghlan M, Sullivan JP, Gopalkrishnan M. Potassium channels: Molecular defects, diseases, and therapeutic opportunities. Pharmacol Rev 2000;52:557-93.
5. Sah P. Ca2+-activated K+ currents in neurons: Types, physiological roles and modulation. Trends Neurosci 1996;19:150-4.
6. Hewawasam P, Fan W, Knipe J, Moon SL, Boissard CG, Gribkoff VK, et al. The synthesis and structure-activity relationships of 4-aryl-3-aminoquinolin-2- ones: A new class of calcium-dependent, large conductance, potassium (maxi-K) channel openers targeted for poststroke neuroprotection. Bioorg Med Chem Lett 2002;12:1779-83. (Pubitemid 34626909)
7. Kulkarni MV, Patil VD. Studies on coumarins I. Arch Pharm (Weinheim) 1981;314:708-11.
8. Hanamanthgad SS, Kulkarni MV, Patil VD. Synthesis of some biomimetic. 4-substituted coumarins Rev Roum De Chim 1985;30:735-41.
9. Adavi HH, Kusanur RA, Kulkarni MV. alpha.-Cleavage during the oxidation of benzazolyl 4-coumarinylmethyl sulfides. J Indian Chem Soc 2004;81:981-5.
10. Leal LK, Matos ME, Ribeiro RA, Ferreira FV, Vianna GS. Antinociceptive and antiedematogenic effects of the hydroalcoholic extract and coumarin from Torresea cearensis. Phytomedicine 1997;4:221-7. (Pubitemid 127565767)
11. Paya M, Halliwell B, Hoult JR. Interactions of a series of coumarins with reactive oxygen species: Scavenging of superoxide, hypochlorous acid and hydroxyl radicals. Biochem Pharmacol 1992;44:205-14.
12. Basanagouda M, Kulkarni MV, Sharma D, Gupta VK, Pranesha, Sandhyarani P, et al. Synthesis of some new 4-aryloxymethylcoumarins and examination of their antibacterial and antifungal activities. J Chem Sci 2009;121:485-95.
13. Basanagouda M, Shivashankar K, Kulkarni MV, Rasal VP, Patel H, Mutha SS, et al. Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin. Eur J Med Chem 2010;45:1151-7.
14. Ghate MD, Kulkarni MV, Shobha R, Kattimani SY. Synthesis of vanillin ethers from 4-(bromomethyl) coumarins as anti-inflammatory agents. Eur J Med Chem 2003;38:297-302. (Pubitemid 36349672)
15. Shastri LA, Ghate MD, Kulkarni MV. Dual fluorescence and biological evaluation of paracetamol ethers from 4-bromomethylcoumarins. Indian J Chem 2004;43B:2416-22. (Pubitemid 40186507)
16. Available from: http://www. ibmc. msk. ru/PASS [Last accessed on 2011 Jan 04].
17. Geronikaki AA, Lagunin AA, Hadjipavlou-Litina DI, Eleftheriou PT, Filimonov DA, Poroikov VV, et al. Computer-aided discovery of antiinflammatory thiazolidinones with dual cyclooxygenase/lipoxygenase inhibition. J Med Chem 2008;51:1601-9. (Pubitemid 351438844)
18. Mittal M, Goel RK, Bhargava G, Mahajan MP. PASS-assisted exploration of antidepressant activity of 1,3,4-trisubstituted-b-lactam derivatives. Bioorg Med Chem Lett 2008;18:5347-9.
19. Geronikaki A, Druzhilovsky D, Zakharov A, Poroikov V. Computeraided prediction for medicinal chemistry via the internet. SAR QSAR Environ Res 2008;19:27-38. (Pubitemid 351333412)
20. Poroikov VV, Filimonov DA, Ihlenfeldt WD, Gloriozova TA, Lagunin AA, Borodina YV, et al. PASS biological activity spectrum predictions in the enhanced open NCI database browser. J Chem Inf Comput Sci 2003;43:228-36.
21. Sadym A, Lagunin A, Filimonov D, Poroikov V. Prediction of biological activity spectra via the internet. SAR QSAR Environ Res 2003;14:339-47. (Pubitemid 37458080)
22. Poroikov VV, Filimonov DA. How to acquire new biological activities in old compounds by computer prediction. J Comput Aided Mol Des 2002;16:819-24. (Pubitemid 36701518)
23. Geronikaki A, Lagunin A, Poroikov V, Filimonov D, Hadjipavlou-litina D, Vicini P. Computer aided prediction of biological activity spectra: Evaluating versus known and predicting of new activities for thiazole derivatives. SAR QSAR Environ Res 2002;13:457-71.
24. Dey BB, Row KK. The reactivity of the methylene group in coumarin-4-acetic acids and their esters. Condensation with salicylaldehyde to 4:3'-dicoumaryls. J Indian Chem Soc 1924;1:107-22
25. Winter CA, Risley EA, Nuss GW. Carrageenin-induced edema in hind paw of the rat as an assay for anti-inflammatory drugs. Proc Soc Exp Biol Med 1962;111:544-8.
26. Koster R, Anderson M, De Beer EJ. Acetic acid for the analgesic screening. Fed Proc 1959;18:412-6.
27. DiJoseph JF, Eash JR, Mir GN. Gastric antisecretory and antiulcer effects of WHR1582A, a compound exerting alpha-2-adrenoceptor agonist activity. J Pharmacol Exp Ther 1987;241:97-102. (Pubitemid 17119346)