Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin.

Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Research Abstract Details 

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Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Abstract Text:

Anwesha Banerjee,Kaushik Basu,Pradeep K Sengupta,Anwesha Banerjee,Kaushik Basu,Pradeep K Sengupta,Anwesha Banerjee,Kaushik Basu,Pradeep K Sengupta,

We have studied the confinement of robinetin, a therapeutically active plant flavonol, in cyclodextrin (CDx) nanocavities, using steady state and time resolved fluorescence spectroscopy. Enhanced tautomer emission (arising from excited state intramolecular proton transfer (ESIPT)) as well as dramatically blue shifted (approximately 10 nm in beta-CDx and approximately 33 nm in SHP beta-CDx) normal fluorescence observed upon addition of the beta-CDxs indicate that robinetin readily enters the doughnut-shaped hydrophobic cavity of beta-CDx where the chromone moiety is well shielded from external hydrogen bonding perturbations. Detailed analyses of the fluorescence data (emission profile, anisotropy, decay times) indicate that robinetin forms 1:1 inclusion complexes with both natural and chemically modified beta-cyclodextrins (beta-CDx and SHP beta-CDx) with affinity constant values K=195+/-17 M(-1) and 1055+/-48 M(-1) respectively, indicating the prospective utility of SHP beta-CDx in particular as an effective drug carrier. Unlike beta-CDxs, alpha-CDxs do not form inclusion complexes with robinetin. To further characterize the robinetin/beta-CDxs complexes, circular dichroism (CD) spectroscopic studies have been performed, which reveal that incorporation of robinetin molecules in the chiral environment of the beta-CDxs strongly affects the electronic transitions of robinetin leading to the occurrence of positive induced circular dichroism (ICD) bands in the near ultra-violet (UV) region. Molecular mechanics calculations show that the inclusion complex with the chromone ring inserted into the beta-CDx cavity is most favorable, in agreement with our spectroscopic data.

Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Publishing Authors By Initials

A Banerjee,K Basu,PK Sengupta,A Banerjee,K Basu,PK Sengupta,A Banerjee,K Basu,PK Sengupta,

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Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of photochemistry and photobiology. B, Bio

VOLUME: 89

Page Numbers: 88-97

Journal Abbreviation: J. Photochem. Photobiol. B, Bi

ISSN: 1011-1344

DAY: 19

MONTH: 09

YEAR: 2007

Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Information

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LANGUAGE: eng

NlmUniqueID: 8804966

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Grant and Affiliation Information for Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin.

AFFILIATION: Biophysics Division, Saha Institute of Nuclear Physics, 1/AF, Bidhannagar, Kolkata 700 064, India.

Country: Switzerland

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MEDLINETA: J Photochem Photobiol B

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