Tautomeric origin of dual effects of N1-nicotinoyl-3-(4′-hydroxy-3′-methyl phenyl)-5-[(sub)phenyl]-2-pyrazolines on bacterial and viral strains: POM analyses as new efficient bioinformatics’ platform to predict and optimize bioactivity of drugs

Abstract

In this study, we have amalgamated computational methodologies, viz. Petra, Osiris and Molinspiration (POM) to identify pharmacophores and antipharmacophores for antibacterial/antiviral activities of some 2-pyrazolines derivatives. Lipophilicity and the presence of tautomerism process are the major factors that govern the orientation to antibacterial and/or antiviral activity. On other hand, it was observed that these compounds have two different active sites and can inhibit both antiviral and antibacterial strains. Further, we have carried out receptor-based electrostatic analysis to confirm the electronic, steric and hydrophobic requirements for future modifications. The analyses provide substantial idea about the structural features responsible for their combined antibacterial/antiviral activity and provide guidelines for further modifications, with the aim of improving the activity and selectivity of designed drugs targeting HIV and tuberculosis microorganisms. The speculative assertions presented in many papers published in many reputed journals are meaningless. Most of the authors discuss of the antiviral activity compared to the antibacterial activity. There authors seem to consider that there is only one tautomeric form taking one mechanism of action for both antiviral and antibacterial activities. This is false; here, we clarify things on the basis of POM analyses.

DOI: 10.1007/s00044-012-0143-6

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@article{Hadda2012TautomericOO, title={Tautomeric origin of dual effects of N1-nicotinoyl-3-(4′-hydroxy-3′-methyl phenyl)-5-[(sub)phenyl]-2-pyrazolines on bacterial and viral strains: POM analyses as new efficient bioinformatics’ platform to predict and optimize bioactivity of drugs}, author={Taibi ben Hadda and Mohamed Ashraf Ali and Vijay H. Masand and Said Gharby and Teffaha Fergoug and Ismail Kh. Warad}, journal={Medicinal Chemistry Research}, year={2012}, volume={22}, pages={1438-1449} }