DFT-based prediction of antifungal and insecticidal activities of perfluorophenyl antimony(III) and antimony(V) chlorides

Kiran, Shumaila; Sahu, Vishnu Kumar; Singh, Pahup; Raj, Prem

doi:10.1007/s00044-013-0752-8

Cited by 9 publications

(9 citation statements)

References 16 publications

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“…26,27 Structure-activity DFT studies where the authors investigated the dependence of various biological activity descriptors on the lipophilicity and selected parameters have been published. 28,29 For example, reasonable good correlation was found by studying relationships between log P and molecular properties for a larger set of polychlorinated biphenyls. 30 In the case of aromatic molecules, the substitution effect is often successfully expressed by Hammett or Taft constants.…”

Section: Introductionmentioning

confidence: 90%

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

Michalík

Poliak

Lukeš

2018

ACSi

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A systematic DFT investigation of 3-hydroxy-N-phenylnaphthalene-2-carboxamide and its sixteen para-derivatives is presented. The structural analysis showed that the energetically preferred conformation of all derivatives is practically planar and it is stabilised via intramolecular hydrogen bonds occurring between (C)O ... H(3)O atomic pairs. The quantum chemically evaluated partition coefficients logarithms correlate well with Quantitative Structure-Activity Relationship models as well as with experimentally determined isocratic retention factors logarithm. Theoretical gas-phase proton affinities of amido and hydroxyl group together with selected partial atomic charges reflect the terminal phenyl substitution effect. These quantities are linearly dependent on the in vitro activity against the Mycobacterium Kansasii. Obtained linear correlation functions based on quantum chemically evaluated microscopic properties and selected experimental data may serve as the effective tool in modern drug design for the description of substitution effect.

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Section: Introductionmentioning

confidence: 90%

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

Michalík

Poliak

Lukeš

2018

ACSi

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“…In 1960s, Hohenberg and Khon put forward two basic theorems to which DFT is based on and its performance in the description of structure, energetic, and magnetic molecular properties has been quite substantially reviewed time to time [39]- [46]. DFT methods are, in general, capable of generating a variety of isolated molecular properties, such as dipole moment, ionization energy, electron affinity, electronegativity, hardness, softness, electrophilicity index, etc., quite accurately [47] [48] [49] [50]. Here, following seven quantum chemical descriptors based on DFT method [39] have been tested and the final QSAR model was constructed with the help of significant descriptors.…”

Section: Theorymentioning

confidence: 99%

“…The dipole moment is used to describe the polarity of the molecule [47] The dipole moment, μ, of a molecule is the vector sum of the dipole moments of the bonds and is calculated according to the rule of vector addition. If two bonds with the dipole moments P and Q are at an angle θ the total dipole moment is given by…”

Section: Theorymentioning

confidence: 99%

DFT-Based Prediction of Bioconcentration Factors of Polychlorinated Biphenyls in Fish Species Using Molecular Descriptors

Soni¹,

Singh²,

Sahu³

2020

ABC

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Experimental determination of BCFs is expensive and demanding if performed correctly. Because of this, measuring the BCFs of many thousands of chemical substances that are potential regulatory interest is simply not possible. Hence, prediction of BCFs of the PCBs based on QSAR were made time to time to increase the probability of success and reduce the time and cost in exploring the toxicological and ecological characteristics of molecules. DFT methods are, in general, capable of generating a variety of isolated molecular descriptors as well as local reactivity descriptors quite accurately. In this work, prediction of BCFs of the fifty seven PCBs based on quantum chemical descriptors derived from DFT method using the B88-PW91 GGA energy function with the DZVP basis set have been made. The study concluded that dipole moment and ionization potential are reliable descriptors for correlation of bioconcentration factors of polychlorinated biphenyls with their electronic structures. The resulted QSAR model (r 2 = 0.9139, 2 CV r = 0.8986, k = 2, SE = 0.2668) can be useful for predicting the BCFs of compounds prior to their synthesis.

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“…Survey of literatures exposed that organoantimony compounds show diversity in their biological activity [1][2][3][4][5][6][7][8]. They show their antitumor, antimicrobial (viz., anti-fungal and anti-leishmanial) and insecticidal (viz., contact, stomach, anti-feedant and acaricidal) activities mostly in +III and +V oxidation states [1].…”

Section: Introductionmentioning

confidence: 99%

DFT-Based Prediction of Anti-Leishmanial Activity of Carboxylates and Their Antimony(III) Complexes Against Five Leishmanial Strains

Sahu¹,

Chandra²,

Singh³

2022

OJMR

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Carboxylates and their antimony(III) complexes experimentally scanned earlier for antileishmanial activity (IC50) against five leishmanial strains viz., L. major, L. major (Pak), L. tropica, L. mex mex, and L. donovani. These activities have been theoretically predicted by DFT method along with quantitative structure-activity relationship (QSAR) study. Molecular modeling and geometry optimization of the all the eight compounds have been performed on workspace program of CAChe Pro software of Fujitsu by opting B88-PW91 (Becke '88; Perdew & Wang '91) GGA (generalizedgradient approximation) energy functional with DZVP (double-zeta valence polarized ) basis set in DFT (Density Functional Theory). For QSAR, multiple linear regression (MLR) analysis has been performed on Project Leader Program associated with CAChe. The reliability of correlation between experimental activities and predicted activities are r 2 = 0.826, r 2 CV = 0.426 (L. major); r 2 = 0.905, r 2 CV = 0.507 (L. major (Pak)); r 2 = 0.980, r 2 CV = 0.932 (L. tropica); r 2 = 0.781, r 2 CV = 0.580 (L. mex mex) and r 2 = 0.634, r 2 CV = 0.376 (L. donovani), and a comparison of the experimental values and the values obtained by theoretical calculations has been presented pictorially that shows close resemblance.

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DFT-based prediction of antifungal and insecticidal activities of perfluorophenyl antimony(III) and antimony(V) chlorides

Cited by 9 publications

References 16 publications

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

DFT-Based Prediction of Bioconcentration Factors of Polychlorinated Biphenyls in Fish Species Using Molecular Descriptors

DFT-Based Prediction of Anti-Leishmanial Activity of Carboxylates and Their Antimony(III) Complexes Against Five Leishmanial Strains

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