PMID- 23177044 OWN - NLM STAT- MEDLINE DCOM- 20130607 LR - 20211203 IS - 1873-2682 (Electronic) IS - 1011-1344 (Print) IS - 1011-1344 (Linking) VI - 118 DP - 2013 Jan 5 TI - Contrasting binding of fisetin and daidzein in gamma-cyclodextrin nanocavity. PG - 33-41 LID - S1011-1344(12)00228-X [pii] LID - 10.1016/j.jphotobiol.2012.10.010 [doi] AB - Steady state and time resolved fluorescence along with anisotropy and induced circular dichroism (ICD) spectroscopy provide useful tools to observe and understand the behavior of the therapeutically important plant flavonoids fisetin and daidzein in gamma-cyclodextrin (gamma-CDx) nanocavity. Benesi-Hildebrand plots indicated 1:1 stoichiometry for both the supramolecular complexes. However, the mode of the binding of fisetin significantly differs from daidzein in gamma-CDx, as is observed from ICD spectra which is further confirmed by docking studies. The interaction with gamma-CDx proceeds mainly by the phenyl ring and partly by the chromone ring of fisetin whereas only the phenyl ring takes part for daidzein. A linear increase in the aqueous solubility of the flavonoids is assessed from the increase in the binding of the flavonoids with the gamma-CDx cavity, which are determined by the gradual increase in the ICD signal, fluorescence emission as well as increase in fluorescence anisotropy with increasing (gamma-CDx). This confirms gamma-CDx as a nanovehicle for the flavonoids fisetin and daidzein in improving their bioavailability. CI - Copyright (c) 2012 Elsevier B.V. All rights reserved. FAU - Pahari, Biswapathik AU - Pahari B AD - Biophysics Division, Saha Institute of Nuclear Physics, Kolkata 700 064, India. FAU - Sengupta, Bidisha AU - Sengupta B FAU - Chakraborty, Sandipan AU - Chakraborty S FAU - Thomas, Briannica AU - Thomas B FAU - McGowan, Dyffreyon AU - McGowan D FAU - Sengupta, Pradeep K AU - Sengupta PK LA - eng GR - P20 MD002725/MD/NIMHD NIH HHS/United States GR - 1P20MD002725/MD/NIMHD NIH HHS/United States PT - Journal Article PT - Research Support, N.I.H., Extramural PT - Research Support, Non-U.S. Gov't PT - Research Support, U.S. Gov't, Non-P.H.S. DEP - 20121101 PL - Switzerland TA - J Photochem Photobiol B JT - Journal of photochemistry and photobiology. B, Biology JID - 8804966 RN - 0 (Flavonoids) RN - 0 (Flavonols) RN - 0 (Isoflavones) RN - 0 (gamma-Cyclodextrins) RN - 6287WC5J2L (daidzein) RN - KZJ0BYZ5VA (gamma-cyclodextrin) RN - OO2ABO9578 (fisetin) SB - IM MH - Circular Dichroism MH - Flavonoids/*chemistry MH - Flavonols MH - Fluorescence Polarization MH - Isoflavones/*chemistry MH - Molecular Docking Simulation MH - Spectrometry, Fluorescence MH - gamma-Cyclodextrins/*chemistry PMC - PMC3553589 MID - NIHMS419005 EDAT- 2012/11/28 06:00 MHDA- 2013/06/08 06:00 PMCR- 2014/01/05 CRDT- 2012/11/27 06:00 PHST- 2012/09/13 00:00 [received] PHST- 2012/10/21 00:00 [revised] PHST- 2012/10/22 00:00 [accepted] PHST- 2012/11/27 06:00 [entrez] PHST- 2012/11/28 06:00 [pubmed] PHST- 2013/06/08 06:00 [medline] PHST- 2014/01/05 00:00 [pmc-release] AID - S1011-1344(12)00228-X [pii] AID - 10.1016/j.jphotobiol.2012.10.010 [doi] PST - ppublish SO - J Photochem Photobiol B. 2013 Jan 5;118:33-41. doi: 10.1016/j.jphotobiol.2012.10.010. Epub 2012 Nov 1.