Photophysics and excited-state proton transfer of 2′-hydroxy-2-trans-styrylquinoline

Wang, Shunli; Yeh, Tzu-Wei; Ho, Tong‐Ing

doi:10.1016/j.cplett.2005.11.009

Cited by 17 publications

(2 citation statements)

References 19 publications

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“…It is a typical toroid with hydrophilic outer surface and a hydrophobic central cavity. Cyclodextrins (CDs) have been used extensively as additives to increase the solubility of poorly water-soluble organic compounds, by the formation of an inclusion complex between the host cyclodextrin molecule and the guest molecule [15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34]. Such noncovalent associations can actually improve the guest's water solubility, bioavailability, stability and can regulate their release as well.…”

Section: Introductionmentioning

confidence: 99%

Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach

Chakraborty¹,

Basu

Lahiri

et al. 2010

Journal of Molecular Structure

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Section: Introductionmentioning

confidence: 99%

Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach

Chakraborty¹,

Basu

Lahiri

et al. 2010

Journal of Molecular Structure

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“…Cyclodextrins (CDs) are cyclic oligosaccharides built up from α-d-glucopyranose units connected with a α-1, 4 glycosidic linkage. CD with lipophilic inner cavities and hydrophilic outer surface could interact with a large variety of guest compounds to form inclusion complex [1][2][3], Fig. 1.…”

Section: Introductionmentioning

confidence: 99%

Chrysin/β-cyclodextrin supramolecular system: a quantum mechanical investigation

2018

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Chrysin is a bioflavonoid which possesses a wide range of important biological activities. In present study, we used a quantum mechanical approach to shed light on the antioxidant ability and antioxidant mechanism of chrysin to scavenge hydroxyl radical (˙OH) in solution phase. The analysis of the theoretical bond dissociation enthalpy (BDE) values and spin density of the radicals to determine the delocalization possibilities at B3LYP/6-311++G** level clearly shows the importance of the A-ring and the 7-OH group in antioxidant reactivity. In the next step, the inclusion of chrysin with β-CD has been investigated extensively using theoretical methods. Density functional theory (M05-2X) employing the 6-31+G* basis set has been used to research the lowest energy geometry for all studied complexes in gas and water mediums. The results of calculations show that the A ring of chrysin with large cavity side of β-CD significantly formed the favorable β-CD/chrysin complex in both phases. Our observations also inferred that hydrogen bonds were the key interactions which stabilized the chrysin/β-CD complex. We used Bader's atoms in molecules (AIM) theory to perform a topological study on chrysin/β-CD complex to emphasize the hydrogen bonds. According to our findings, the process of inclusion increased not only the solubility of chrysin but also its antioxidant potential.

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Host–guest complexation between 5-aminoisoquinoline and β-cyclodextrin and its effect on spectral and prototropic characteristics

Rajamohan¹,

Nayaki

Swaminathan

2011

J Incl Phenom Macrocycl Chem

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The effects of the addition of b-cyclodextrin (b-CDx) on the absorption and emission properties of the 5-aminoisoquinoline (5AIQ) have been investigated in aqueous media. The formation of host-guest inclusion complex with 1:1 stoichiometry was revealed by absorption, steady state and time-resolved emission spectroscopy. The complex formation has also been confirmed by FT-IR spectra and SEM image analysis of the solid inclusion complex between 5AIQ and b-CDx. No significant change was observed in the ground and excited state pKa values in b-CDx medium. Based on photophysical and prototropic characteristics of 5AIQ in b-CDx, the structure of the 1:1 inclusion complex is proposed.

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Photophysics and excited-state proton transfer of 2′-hydroxy-2-trans-styrylquinoline

Cited by 17 publications

References 19 publications

Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach

Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach

Chrysin/β-cyclodextrin supramolecular system: a quantum mechanical investigation

Host–guest complexation between 5-aminoisoquinoline and β-cyclodextrin and its effect on spectral and prototropic characteristics

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