Spectroscopic (FT-IR, FT-Raman, NMR and UV–Visible) and quantum chemical studies of molecular geometry, Frontier molecular orbital, NLO, NBO and thermodynamic properties of salicylic acid

Suresh, S.; Gunasekaran, S.; Srinivasan, S.

doi:10.1016/j.saa.2014.04.174

Cited by 67 publications

(28 citation statements)

References 23 publications

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“…Referring to their heats of formation, it can be said that the conformation S-AC-n1 represents the global minimum of the PES with a heat of formation in order of -114.3 kcal/mol. This result is in good agreement with previous work (Catalan and Fernandez-Alonso, 1973;Fiedler et al, 2006;Suresh et al, 2014) Relative stabilities of the conformations of salicylic acid according to our calculations and according to those of previous work are shown in Table 2. To ensure the existence of these eight conformations only, we arranged in Figure 7 all conformations detected on the PES representing the variation of the angle φ1 according to the angle φ2.…”

Section: Study Of the Pes Of Salicylic Acid In The Neutral Statesupporting

confidence: 92%

“…They are the simplest benzene derivatives whose chemical structure is shown in Figure 1. Furthermore, the first acid (BA), industrially product from toluene, is used primarily as a preservative and as a food additive, and inhibits the growth (Alireza et al, 2011) , b (Kirsten et al, 2006) (Suresh et al, 2014) , b (Fiedler et al, 2006), c (Catalan and Fernandez-Alonso , 1973) www.bosaljournals/chemint/ editorci@bosaljournals.com of yeast and certain bacteria. It is found naturally in certain plants and in particular, it is one of the main constituents of benzoin, aromatic resinous substance used in pharmacy.…”

Section: Introductionmentioning

confidence: 99%

“…The third acid (SA) is widely used in organic synthesis and it functions as a plant hormone. It is known for its ability to relieve pain and reduce fever (Ülo et al, 1994;Suresh et al, 2014). Recently, salicylic acid was used primarily as an intermediate in the production of agrochemicals, dyes and dye products.…”

Section: Introductionmentioning

confidence: 99%

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Conformational space analysis of neutral and deprotonated forms of benzoic acid, salicylic acid and phthalic acid using a genetic algorithm

Tijar¹,

Merbouh²,

Bourjila³

et al. 2019

Preprint

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In this paper we present a detailed conformational study of three aromatic systems constituting the basic units of humic acids namely benzoic acid, salicylic acid and phthalic acid. The genetic algorithm, based on the multi-niche crowding (MNC) method, coupled with the semi-empirical AM1 method is used to analyze the potential energy surface (PES) of these systems. This algorithm, implemented in the MOPAC program and piloted by scripts, provides better detection of global and local minima in a reasonable time. The results obtained are comparable with those of previous studies. Three factors can be cited to justify the stability of conformations i.e. effects of conjugation, steric interactions and intramolecular hydrogen bonds.

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Section: Study Of the Pes Of Salicylic Acid In The Neutral Statesupporting

confidence: 92%

Section: Introductionmentioning

confidence: 99%

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Conformational space analysis of neutral and deprotonated forms of benzoic acid, salicylic acid and phthalic acid using a genetic algorithm

Tijar¹,

Merbouh²,

Bourjila³

et al. 2019

Preprint

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“…The C−H stretching modes have been usually expected in the range of 3100–3000 cm −1 . The scaled C−H stretching vibrations were observed experimentally at 3055, and 2949 cm −1 in the FT‐IR, while the theoretically scaled vibrations in the range 3103–3074/3116–3089 cm −1 by the B3LYP/PBEPBE methods with the 6‐311+G(d,p) basis set are assigned to symmetric C−H stretching vibrations (Table ).…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic, Hirshfeld Surface Analysis, and Molecular Docking Studies on Potent Anti‐Inflammatory and Analgesic Activity Methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)Benzoate

Eşme

2020

ChemistrySelect

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The spectral analysis of methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)benzoate (L1) is investigated using the FT‐IR, 1H and 13C NMR and UV‐Vis analysis using the DFT methods (B3LYP and PBEPBE) with the 6‐311+G(d,p) basis set. The Hirshfeld and fingerprint analyses were used to investigate the intermolecular interactions in the crystal structure. The vibrational wavenumbers were fulfilled in the form of potential energy distribution. The absorption wavelengths, excitation energies, and oscillator strengths for the UV‐Vis were performed by the TD‐DFT calculations in the gas phase and DMSO, chloroform solvents with the major contributions to the electronic transitions. The chemical shifts values of the NMR in CDCl3 solvent were computed using the gauge independent atomic orbital (GIAO) method and compared with the experimental data. The NLO properties such as mean polarizability, the anisotropy of the polarizability and the mean first‐order hyperpolarizability were computed by using the finite field method. The high β values (2.617×10−30 and 6.481×10−30 esu using the B3LYP and PBEPBE) indicate that a title compound is an attractive object for NLO properties. Reduced density gradient was also given to study the weak interaction, strong attraction, and strong repulsion interactions of the molecule. Molecular docking studies with different receptors (3IX3, 3UW8, and 1P93) have been performed to demonstrate that L1 has good anti‐inflammatory and analgesic activity.

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“…In the previous study, the compound structures of Aceclofenac (I), Salicylic Acid (II), and Piroxicam (III) obtained crystallographically have been compared with their optimized structures obtained by B3LYP method using 6-311++G (d,p) basis set [7][8][9]. To the best of our knowledge, molecular docking, molecular modelling, and stability studies have not been reported so far for the compounds Aceclofenac (I), Salicylic Acid (II), and Piroxicam (III).…”

Section: Introductionmentioning

confidence: 99%

Quantum Chemical Calculations and Molecular Docking Studies of Some NSAID Drugs (Aceclofenac, Salicylic Acid, and Piroxicam) as 1PGE Inhibitors

Suresh

Gunasekaran

Srinivasan

2016

International Journal of Spectroscopy

Self Cite

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The molecular structure of the three compounds Aceclofenac (I), Salicylic Acid (II), and Piroxicam (III) has been determined using Gaussian 03W program with B3LYP method using 6-311++G (d,p) basis set calculations. The molecular structures were fully optimized with atomic numbering scheme adopted in the study. To understand the mode of binding and molecular interaction, the docking studies of compounds Aceclofenac (I), Salicylic Acid (II), and Piroxicam (III) have been carried out with prostaglandin H2 synthase-1 (1PGE) as target using induced fit docking. The molecular docking results show that the interactions and energy for Aceclofenac, Salicylic Acid, and Piroxicam show the best results when docked with prostaglandin H2 synthase-1 (1PGE). The hydrogen bonding interactions of compound I (Aceclofenac) are prominent with Arginine moiety, those of compound II (Salicylic Acid) are prominent with Tyrosine and Serine moieties, and compound III (Piroxicam) shows such interaction with Tyrosine and Arginine moieties. These interactions of prostaglandin H2 synthase-1 (1PGE) with substrates are responsible for governing COX-1 inhibitor potency which in turn is a direct measure of the potency of the drug.

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Spectroscopic (FT-IR, FT-Raman, NMR and UV–Visible) and quantum chemical studies of molecular geometry, Frontier molecular orbital, NLO, NBO and thermodynamic properties of salicylic acid

Cited by 67 publications

References 23 publications

Conformational space analysis of neutral and deprotonated forms of benzoic acid, salicylic acid and phthalic acid using a genetic algorithm

Conformational space analysis of neutral and deprotonated forms of benzoic acid, salicylic acid and phthalic acid using a genetic algorithm

Spectroscopic, Hirshfeld Surface Analysis, and Molecular Docking Studies on Potent Anti‐Inflammatory and Analgesic Activity Methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)Benzoate

Quantum Chemical Calculations and Molecular Docking Studies of Some NSAID Drugs (Aceclofenac, Salicylic Acid, and Piroxicam) as 1PGE Inhibitors

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