Molecular polarizability anisotropy of some five-membered cyclic imides

Prezhdo, V. V.; Kowalski, Piotr; Kowalska, Teresa; Zubkova, Valentina; Olan, K.; Prezhdo, Oleg V.

doi:10.1016/j.molstruc.2011.04.016

Cited by 3 publications

(2 citation statements)

References 60 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These chalcogen analogues of 1 have already been synthesized and their optical and vibrational spectroscopic signatures were studied by Bigotto et al [41]. Finally, following Prezhdo et al [42] maleimide and its derivatives might be considered instead of the maleic anhydride derivatives. Relationships between HRS and spectroscopic quantities ( ΔE −2 0e , f ΔE −3 0e , and f ΔE −3 0e ), as determined at the TDDFT/ ωB97X-D/aug-cc-pVDZ level of approximation.…”

Section: Summary and Further Discussionmentioning

confidence: 99%

First Principles Investigation of the Polarizability and First Hyperpolarizability of Anhydride Derivatives

Hadji

Champagne

2019

Chemistry Africa

View full text Add to dashboard Cite

The electrical properties (dipole moment, polarizability, and first hyperpolarizabilities) of anhydride derivatives are studied using theoretical chemistry methods. Several DFT XC functionals have been used while reliable atomic basis sets have been selected for their evaluations. The variations of (hyper)polarizabilities as a function of the anhydride structure are consistent among the different functionals, which facilitates the deduction of structure-property relationships. It has been observed that (1) The dipole moment of maleic anhydride (2) increases when adding a methyl group (3) and even more when fusing a phenyl ring to get phthalic anhydride (1), in good agreement with experiment. (2) The average polarizability is mostly driven by the molecular size while the polarizability anisotropy presents more subtle variations as a function of the compound. (3) For 1 and 2, the calculated polarizability tensor components are in close agreement with the experimental data. (4) To a good extend, the HRS first hyperpolarizabilities follow the same ordering as the polarizability anisotropy. (5) The EFISHG first hyperpolarizabilities exhibit a completely different ordering while its sign depends on the orientation of the CO double bonds. Finally, since the first hyperpolarizability values of these anhydride derivatives are of moderate amplitude, like those of amino acids, several design strategies have been discussed for achieving their enhancement.

show abstract

Section: Summary and Further Discussionmentioning

confidence: 99%

First Principles Investigation of the Polarizability and First Hyperpolarizability of Anhydride Derivatives

Hadji

Champagne

2019

Chemistry Africa

View full text Add to dashboard Cite

show abstract

“…Dielectric anisotropy has also been reported in other organic crystals and is strongly related to the anisotropy seen in (hyper)polarizability measurements for organic chromophores. [65,66] Thus, orienting molecules can be achieved by careful control of bulk or local order in molecule-based materials, enabling dielectric tuning in these systems. , and the response is averaged over the xy plane.…”

Section: Dielectric Behaviormentioning

confidence: 99%

Emergent Properties in Locally Ordered Molecular Materials

Jackson

Savoie

Reuter

et al. 2014

Israel Journal of Chemistry

View full text Add to dashboard Cite

The two classic structural classifications of solid matter, crystalline and amorphous, are quite useful for inorganic solids, from antimony trichloride to zinc dibromide and beyond. However, for many molecular materials, especially those based on components containing ten or more non‐hydrogen atoms, ordered single crystals are less common, and intermediate structures that are neither amorphous nor crystalline frequently dominate. Herein, we discuss several situations in which there is local (or partial) ordering in such molecular materials. These materials go beyond the standard concepts concerning polymers and must account for imperfect but substantial local ordering, such as that caused by weak intermolecular interactions (e.g., π stacking, H‐bonding, and/or dispersion forces). This local ordering has important implications for, and applications in, materials properties: we specifically consider dielectric response, electron transport, and exciton transfer. Finally, we discuss the fundamental importance of the effective dimensionality of partially ordered domains in molecular materials.

show abstract

Unraveling the inhibitory potential of fatty acids from Cola lepidota seed against monoclonal antibody Fab fragment (9F8) (3VG0) leptin antagonism and restoration of ‘satiety’ in obesity condition: insight from quantum chemical analysis, pharmacokinetics, and molecular docking

Godfrey,

Adindu,

Edet

et al. 2024

Zeitschrift Für Physikalische Chemie

View full text Add to dashboard Cite

Obesity represents a significant global health issue that continues to escalate in prevalence. Interestingly, there is a less explored connection between obesity and compromised leptin function. Prior studies have highlighted the limited availability of drugs to address this issue hence, the relentless struggle against obesity persists and the need to develop new therapeutic strategies becomes necessary. In the present study, fatty acids from the seed of Cola lepidota were utilized to prevent antibody Fab fragment (9F8) (3VG0), an antagonist of leptin from binding to the leptin pocket of the human obesity receptor (ObR) thereby restoring ‘satiety’. This study is the first to investigate the effect of plant derived fatty acids from C. lepidota seed for the purpose of reversing leptin resistance in obesity condition. Our research employed experimental GCMS extraction technique and theoretical FT-IR and UV–vis analysis and compared result with those reported in literature. All computational methodologies were carried out within the framework of density functional theory (DFT) at the B3LYP/6-311++G(d,p) level of theory while molecular docking and pharmacokinetics studies were employed to investigate the biological activities and druglikeness of the compounds. Result shows that linoleic acid (LA), methylhexadecanoate (HXD), ocatadecanoic acid methyl ester (ODA) and Bis(2-ethylhexyl) phthalate (BISP) recorded energy gaps of 2.8216 eV, 7.4230 eV, 7.4244 eV, and 5.5849 eV respectively, suggesting that LA is the most reactive while BISP is the most stable as they recorded lowest and highest energy gaps respectively. The dipole moment (μ) result shows that LA recorded the highest dipole moment at 6.1119 Debye (D) indicating that it has the highest polarizability capacity. The order of polarizability is LA > BISP > HXD > ODA. The visualized electron localization function result shows that the red regions are electron rich, followed by yellow region then green and finally blue region. Electron density was distributed within the O and H atoms of the molecules indicating strong electronegativity nature of oxygen and hydrogen atoms of the compounds. LA, ODA and HXD absorbed light at the vacuum level UV region while BISP absorbed light at the UV visible region. The compounds exhibited C–H and C–O stretching vibrations except for ODA that lacks the C–O functional group. The compounds exhibited biological activities with the target receptor protein (leptin antagonist) with bis(-2ethylhexyl) phthalate (BISP) having a docking score of −4.4 kcal/mol and containing the highest number of favorable hydrogen bond interactions with LYS41, PRO42, GLN44, GLY43 residues along the polypeptide L chain and PRO173 along the polypeptide H chain of the receptor. These interactions predominantly induced conformational changes in the amino acid sequence of the protein, thereby disrupting its three-dimensional structure and mitigating the antagonistic effects at the leptin binding domain (LBD) of the human obesity receptor (ObR), thus, effectively reversing leptin resistance in obese condition. Importantly, the pharmacokinetics revealed favorable drug-like properties with no toxicity effects with respect to hepatotoxicity, immunotoxicity, cytotoxicity, mutagenicity, carcinogenicity and did not also penetrate the blood-brain barrier (BBB) or exhibit clearance delays. The therapeutic strategy presented in this study is highly thoughtful and capable of recording huge success in obesity management, thereby reducing the burden of obesity on other chronic diseases. Therefore, these compounds have positioned themselves as promising agents in leptin resistance reversal and obesity management, warranting significant interest as potential drug candidates.

show abstract

Molecular polarizability anisotropy of some five-membered cyclic imides

Cited by 3 publications

References 60 publications

First Principles Investigation of the Polarizability and First Hyperpolarizability of Anhydride Derivatives

First Principles Investigation of the Polarizability and First Hyperpolarizability of Anhydride Derivatives

Emergent Properties in Locally Ordered Molecular Materials

Unraveling the inhibitory potential of fatty acids from Cola lepidota seed against monoclonal antibody Fab fragment (9F8) (3VG0) leptin antagonism and restoration of ‘satiety’ in obesity condition: insight from quantum chemical analysis, pharmacokinetics, and molecular docking

Contact Info

Product

Resources

About