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Structure–Activity Relationship of Some Type-II Pyrethroids: A Study Based on Atomic Charges, Molecular Electrostatic Potential Surfaces and Molecular Orbitals Analysis

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Abstract

Synthetic pyrethroids form a group of widely used insecticides in agriculture and home formulations. The widespread use of these pyrethroids and the corresponding increase in animal and human exposure had led to sustained interest in their toxicology. α-cypermethrin and λ-cyhalothrin are two important type-II pyrethroids which intensively control a wide range of pests. Most of the SAR studies done so far on pyrethroids are based on the consideration of stereochemical properties and very little attention has been given to SAR studies based on electronic properties. An effort has been made to explain the activity and preferred sites of electrophilic attack in α-cypermethrin and λ-cyhalothrin on the basis of atomic charges, molecular electrostatic potentials at surfaces, distribution of frontier molecular orbitals, highest occupied molecular orbital energy (E-HOMO), lowest unoccupied molecular orbital energy (E-LUMO) and HOMO–LUMO gap of two molecules.

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Authors and Affiliations

  1. Department of Zoology, Janta College, Bakewar, Etawah, 207001, India

    Esha Yadav

  2. Department of Physics, Brahmanand College, Kanpur, 226008, India

    Mahendra Singh

  3. Toxicology Laboratory, Department of Zoology, School of Life Sciences, Khandari Campus, Dr. B.R.A. University, Agra, 282002, India

    Prabhu N. Saxena

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  1. Esha Yadav
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  2. Mahendra Singh
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  3. Prabhu N. Saxena
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Correspondence to Prabhu N. Saxena.

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Yadav, E., Singh, M. & Saxena, P.N. Structure–Activity Relationship of Some Type-II Pyrethroids: A Study Based on Atomic Charges, Molecular Electrostatic Potential Surfaces and Molecular Orbitals Analysis. Natl. Acad. Sci. Lett. 37, 245–251 (2014). https://doi.org/10.1007/s40009-014-0224-9

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  • DOI: https://doi.org/10.1007/s40009-014-0224-9

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