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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. May 2009, Volume 8, Number 5, 63-71 |
Quantitative Structure-Activity Relationships (QSAR)
for the Antimicrobial Activity of 1,2,4-Triazoles
Neeraj Upmanyu, Surya Prakash B. N. Gupta, Gopal Garg, Arun Kumar Gupta, and Pradeep Mishra
Internet Electron. J. Mol. Des. 2009, 8, 63-71
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Abstract:
Quantitative structure-activity relationships (QSAR) analysis has been carried out
on a series of 1,2,4-triazole analogs as antibacterial using set of spatial,
thermodynamic, and electronic descriptors. The dataset was subjected to molecular
modeling and QSAR studies using Chem-Office Software version 8.0 (Cambridge Soft).
All the structures were minimized through molecular mechanics followed by MOPAC,
and models were developed through regression. The QSAR model suggests that an
electronic parameter (D4) and a steric parameter
(PMIX) play a significant role in explaining the variance in
activity. PMIX describes the mass distribution over the molecule on
the X coordinate in spatial arrangement, and suggests that the increase
in bulkiness on the X coordinate of molecule increases the inhibitory activity.
The dipole moment has also a positive correlation with the inhibitory activity. The
QSAR analysis revealed a wide range of variation for the cross-validated
squared correlation coefficient, namely
R2cv = 0.741 for P. aeruginosa,
R2cv = 0.646 for C. albicans,
R2cv = 0.515 for T. viride,
R2cv = 0.432 for A. niger,
R2cv = 0.306 for P. mirabilis,
R2cv = 0.353 for B. subtilis,
and R2cv = 0.143 for S. aureus,
respectively. The study showed that for antimicrobial activities
of 1,2,4-triazole analogs, the dipole moment plays a key role.
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