Optimization of Antimalarial Activity of Synthetic Prodiginines: QSAR, GUSAR, and CoMFA analyses

Chemical Biology and Drug Design

Volumn 81, Issue 4, 2013, Pages 527-536

  Masand, Vijay H ^a   Mahajan, Devidas T ^a   Patil, Komalsing N ^a   Hadda, Taibi B ^b   Youssoufi, Moulay H ^b   Jawarkar, Rahul D ^c   Shibi, Indira G ^d  

^a Vidya Bharati College   (India)

^b FACULTÉ DES SCIENCES   (Morocco)

^c P Wadhwani College of Pharmacy   (India)

^d SREE NARAYANA COLLEGE   (India)

Author keywords

Antimalarial activity; Comparative Molecular Field Analysis; General Unrestricted Structure Activity Relationships; Pharmacophore; Prodiginines; Quantitative Structure Activity Relationships

Indexed keywords

ANTIMALARIAL AGENT; SYNTHETIC PRODIGININE; UNCLASSIFIED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; COMPARATIVE MOLECULAR FIELD ANALYSIS; CONTROLLED STUDY; GENERAL UNRESTRICTED STRUCTURE ACTIVITY RELATION; PLASMODIUM FALCIPARUM; PLOTS AND CURVES; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RANDOMIZATION;

ANTIMALARIALS; MODELS, MOLECULAR; PRODIGIOSIN; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; STATIC ELECTRICITY;

EID: 84875648162     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/cbdd.12099     Document Type: Article

References (16)

1. Masand V.H., Patil K.N., Nazerruddin G.M., Jawarkar R.D., Bajaj S.O. (2010) Correlation potential of Wiener index vis-à-vis molecular refractivity, Anti-malarial activity of xanthone derivatives. Org Chem An Ind J;6:30-38.
2. Masand V.H., Jawarkar R.D., Mahajan D.T., Hadda T.B., Sheikh J., Patil K.N. (2011) QSAR and CoMFA studies of biphenyl analogues of the anti-tuberculosis Drug (6S)-2-Nitro 6-{[4-(trifluoromethoxy)benzyl]oxy}-6, 7-dihydro-5H-imidazo[2, 1-b][1, 3]oxazine(PA-824). Med Chem Res;21:2624-2629.
3. Jawarkar R.D., Masand V.H., Patil K.N., Mahajan D.T., Youssoufi M.H., Hadda T.B., Kumbhare S.L. (2010) 3D-QSAR study on Coumarin analogues as potent inhibitors of MAO-B using a COMFA approach. Der Pharm Chem;2:302-310.
4. Jawarkar R.D., Masand V.H., Mahajan D.T., Hadda T.B., Kurhade G.H. (2010) COMFA analysis and toxicity risk assessment of coumarin analogues as MAO-A inhibitors: attempting better insight in drug design. Der Pharm Chem;2:350-357.
5. Papireddy K., Smilkstein M., Kelly J.X., Shweta, Salem S.M., Alhamadsheh M., Haynes S.W., Challis G.L., Reynolds K.A. (2011) Anti-malarial activity of natural and synthetic prodiginines. J Med Chem;54:5296-5306.
6. Williamson N.R., Fineran P.C., Leeper F.J., Salmond G.P.C. (2006) The biosynthesis and regulation of bacterial prodiginines. Nat Rev;4:887-899.
7. Poroikov V.V., Filimonov D.A., Borodina Y.V., Gloriozova T.A., Sitnikov V.B., Sadovnikov S.V., Sosnov A.V. (2004) Quantitative relationships between structure and delayed neurotoxicity of chemicals studied by the Self-Consistent Regression method using the PASS program. Pharm Chem J;38:188-190.
8. Filimonov D.A., Zakharov A.V., Lagunin A.A., Poroikov V.V. (2009) QNA based 'Star Track' QSAR approach. SAR QSAR Environ Res;20:679-709.
9. Filimonov D.A., Poroikov V.V., Borodina Y.V., Gloriozova T.A. (1999) Chemical similarity assessment through multilevel neighborhoods of atoms: definition and comparison with the other descriptors. J Chem Inf Comput Sci;39:666-670.
10. Filimonov D.A., Akimov D.V., Poroikov V.V. (2004) The method of Self-Consistent Regression for the quantitative analysis of relationships between structure and properties of chemicals. Pharm Chem J;38:21-24.
11. Kokurkina G.V., Dutov M.D., Shevelev S.A., Popkov S.V., Zakharov A.V., Poroikov V.V. (2011) Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles Eur. J Med Chem;46:4374-4382.
12. Masand V.H., Mahajan D.T., Patil K.N., Dawale N.E., Hadda T.B., Alafeefy A.A., Chinchkhede K.D. (2011) General Unrestricted Structure Activity Relationships based evaluation of quinoxaline derivatives as potential influenza NS1A protein inhibitors. Der Pharma Chemica;3:517-525.
13. Zhang L., Tsai K.-C., Du L., Fang H., Li M., Xu W. (2011) How to generate reliable and predictive CoMFA models. Curr Med Chem;18:923-930.
14. Masand V.H., Mahajan D.T., Patil K.N., Ben Hadda T., Jawarkar R.D., Thakur S.D., Rastija V. (2012) CoMSIA and POM analyses of anti-malarial activity of synthetic prodiginines Bioorg. Med Chem Lett;22:4827-4835.
15. Masand V.H., Mahajan D.T., Patil K.N., Chinchkhede K.D., Jawarkar R.D., Ben Hadda T., Alafeefy A.A., Shibi I.G. (2012) k-NN, quantum mechanical and field similarity based analysis of xanthone derivatives as a-glucosidase inhibitors. Med Chem Res In press, DOI: 10.1007/s00044-012-9995-z.
16. Kar A. (2007) Medicinal Chemistry, 4th edn. New Delhi: New Age International (P) limited, p. 34-35.