Dielectric spectroscopic studies in supercooled liquid and glassy states of Acemetacin, Brucine and Colchicine

Afzal, Aboothahir; Thayyil, Mohamed Shahin; Sivaramakrishnan, P.A.; Sulaiman, M.K.; Hussan, K.P. Safna; Panicker, C. Yohannan; Ngai, K. L.

doi:10.1016/j.jnoncrysol.2019.01.008

Cited by 17 publications

(7 citation statements)

References 65 publications

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“…It can be seen by the inspection of Figure that the calculated τ σ0 ( T ) are in good agreement with the experimental τ σβ ( T ) of NaIb. The approximate equality between τ σ0 ( T ) and τ σβ ( T ) was found in other ionic conductors. , The primitive relaxation and the β-conductivity are not identical processes, but they are closely related. , For structural relaxation, the approximate agreement between the calculated primitive relaxation time τ 0 ( T ) and the structural β-relaxation time τ β ( T ) was found in many molecular, polymeric, and glass-forming APIs , including Ibu verified by Brás et al and also shown in Figure .…”

Section: Results and Discussionsupporting

confidence: 61%

“…28,59 The primitive relaxation and the βconductivity are not identical processes, but they are closely related. 62,63 For structural relaxation, the approximate agreement between the calculated primitive relaxation time τ 0 (T) and the structural β-relaxation time τ β (T) was found in many molecular, polymeric, and glass-forming APIs 64,65 including Ibu verified by Braś et al 17 and also shown in Figure 7.…”

Section: Resultsmentioning

confidence: 57%

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Glassy Dynamics and Translational–Rotational Coupling of an Ionically Conducting Pharmaceutical Salt-Sodium Ibuprofen

et al. 2019

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In this work, we study the structural dipolar relaxation and ionic conductivity relaxation in an ionized derived from a nonionized glass former. The latter is the salt form of a well-studied active pharmaceutical ingredient, sodium ibuprofen, and the former is ibuprofen. Quantum mechanical calculations were employed to study the variation in its molecular electrostatic potentials, and its spatial extent on its salt formation with Na + ions. Measurements have been made using differential scanning calorimetry and broadband dielectric spectroscopy, and the characterization is assisted by density functional theory. The dielectric data contain information on both ionic and dipolar molecular mobility of NaIb and were extracted by representation in terms of the electric modulus and permittivity. A secondary β-conductivity relaxation coexists with the primary α-conductivity relaxation. By use of the coupling model, we show that the β-conductivity relaxation is connected to the α-conductivity relaxation and is the analogue of the relation of the Johari−Goldstein β-relaxation to the structural α-relaxation, shown valid also in ibuprofen. This remarkable result has an impact on the fundamental understanding of the dynamics of ionic conductivity. By representing the data as permittivity, a dipolar β-relaxation was found to have practically the same relaxation times as the β-conductivity relaxation in the glassy state and translational−rotational coupling is valid at a more local secondary relaxation level. However, the α-conductivity relaxation decouples from structural α-relaxation because the structural glass transition temperature is lower than the conductivity counterpart by 29 K. These are novel findings. The study elucidates the effects on the dynamics by the change in the nature of bonding and in size on introducing sodium ions to ibuprofen in the glassy and supercooled liquid states.

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Section: Results and Discussionsupporting

confidence: 61%

Section: Resultsmentioning

confidence: 57%

Glassy Dynamics and Translational–Rotational Coupling of an Ionically Conducting Pharmaceutical Salt-Sodium Ibuprofen

et al. 2019

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“…[15] Both brucine and colchicine are polar molecules, and have dielectric permittivity value around 3. [18] Non linear optical (NLO) properties like electric dipole moment, the isotropic polarizability and the first hyperpolarizability can be theoretically calculated by Density Functional Theory (DFT) method for understanding the NLO properties for possible applications in nonlinear optics. [15] Organic solar cells are getting more popular, as organic solar cells with 13% power conversion efficiency were developed.…”

Section: Introductionmentioning

confidence: 99%

Anti‐Cancerous Brucine and Colchicine: Experimental and Theoretical Characterization

et al. 2019

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Brucine and colchicine are alkaloids, which are found abundantly in Asian Countries, having medicinal values in Ayurveda and is used widely in China. But surprisingly, it is reported recently in the literature that both brucine and colchicine possess anti‐cancerous effects. A comprehensive quantum computational study of brucine and colchicine to determine its structural and electronic properties is lacking in the literature. The optimized molecular geometries, electronic and vibrational spectral analysis, Frontier Molecular orbital analysis, natural bonding orbitals (NBO), non linear optical properties (NLO), Vibrational circular dichroism (VCD) spectra were studied by Density Functional Theory (DFT) method by Computational Chemistry tool Gaussian‐09 with B3LYP/6‐311++G(d, p) basis set. Relaxed energy scans on dihedral angles in brucine and colchicine were performed to generate potential energy surfaces (PES) corresponding to rotational motions for conformational analysis. Theoretical Light Harvesting Efficiency (LHE) parameter for different halogen substitutions for brucine and colchicine were determined by TD‐DFT method. Molecular electrostatic potential surfaces (MEP) of the title compounds were generated to find the reactive molecular sites. Nonlinear optical properties (NLO) analysis showed that the first hyper polarizability values of brucine and colchicine are 25.56 and 22.15 times than that of urea. The in‐silica molecular docking analysis of brucine and colchicine were done using the Maestro ‐ Schrodinger suite 8.0 with cancer target proteins.

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“…In most studies including our previous work, it was found that indole constituted various compounds with superior antitumor activity. It is known that indole is versatile and privileged in drug discovery, [ 15–18 ] such as the nintedanib for the treatment of idiopathic pulmonary fibrosis (IPF), [ 19 ] the vinorelbine for the treatment of non‐small cell lung cancer and breast cancer, [ 20 ] acemetacin for the treatment of rheumatoid arthritis, [ 21 ] and sunitinib for the treatment of renal cancer and gastrointestinal stromal tumors (Figure 1). [ 22 ] A series of indole vinyl sulfones compounds were reported by Li in 2019; the bioassay showed that compound A presented potent activity against HepG2, A549, and K562 (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and biological evaluation of sorafenib derivatives containing indole (ketone) semicarbazide analogs as antitumor agents

Wang

et al. 2020

Journal of Heterocyclic Chem

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A series of new sorafenib derivatives was designed and synthesized. The antiproliferative activity of the synthesized compounds against human lung cancer cell (A549), human pancreatic cancer cell (PC-3), human leukemia cell (K562), and human hepatoma cell (SMMC-7721) was evaluated by MTT assay. The results revealed that several compounds displayed more significant antitumor activities than commercial anticancer agent sorafenib against SMMC-7721. In addition, compounds 7a, 7g, 7l, 7m, and 7p represented obvious growth inhibition with IC 50 values of 1-9 μM against four cancer cell lines, demonstrating more predominant activities against cancer cells as compared to sorafenib.Furthermore, some structure-activity relationships have also been established.Compounds containing indole and benzene ring substituted by halogen showed better activity than sorafenib. Wound healing assay suggested that cells would be targeted on their migratory capacity by 7g, potentially affecting the migration activity of these tumors. The effects of A549 and PC-3 cell apoptosis induced by compound 7g were significantly increased compared with sorafenib. Importantly, the result of western blot assay showed that 7g inhibited cell growth by suppressing the activity of EGFR, especially the expression of p-EGFR (Tyr1068).

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Dielectric spectroscopic studies in supercooled liquid and glassy states of Acemetacin, Brucine and Colchicine

Cited by 17 publications

References 65 publications

Glassy Dynamics and Translational–Rotational Coupling of an Ionically Conducting Pharmaceutical Salt-Sodium Ibuprofen

Glassy Dynamics and Translational–Rotational Coupling of an Ionically Conducting Pharmaceutical Salt-Sodium Ibuprofen

Anti‐Cancerous Brucine and Colchicine: Experimental and Theoretical Characterization

Design, synthesis, and biological evaluation of sorafenib derivatives containing indole (ketone) semicarbazide analogs as antitumor agents

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