Synthesis, characterization, molecular modeling, binding energies of β-cyclodextrin-inclusion complexes of quercetin : Modification of photo physical behavior upon β-CD complexation
Copyright © 2024 Elsevier B.V. All rights reserved..
We prepared a naturally occurring flavanoid namely quercetin from tea leaves and analyzed by Absorption, Emission, FT-IR, 1H, 13C nmr spectra and ESI-MS analysis. The inclusion behavior of quercetin in cyclodextrins like α-, β-, γ-, per-6-ABCD and mono-6-ABCD cavities were supported such as UV-vis., Emission, FT-IR and ICD spectra and energy minimization studies. From the absorption and emission results, the type of complexes formed were found to depend on stoichiometry of Host:Guest. FT-IR data of CD complexes of quercetin supported inclusion complex formation of the substrate with α-, β- and γ-CDs. The inclusion of host-guest complexation of quercetin with α-, β-, γ-CDs, per-6-ABCD and mono-6-ABCDs provides very valuable information about the CD:quercetin complexes, the study also shows that β-CD complexation improves water solubility, chemical stability and bioavailability of quercetin. Besides, phase solubility studies also supported the formation of 1:1 drug-CD soluble complexes. All these spectral results provide insight into the binding behavior of substrate into CD cavity in the order per-6-ABCD > Mono-6-ABCD > γ-CD > β-CD > α-CD. The proposed model also finds strong support from the fact with excess CD this exciton coupling disappears indicates the formation of only 1:1 complex.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:313 |
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| Enthalten in: |
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy - 313(2024) vom: 15. Apr., Seite 124091 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Nagaraj, Karuppiah [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Completed 02.04.2024 Date Revised 02.04.2024 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.saa.2024.124091 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM369372034 |
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| 100 | 1 | |a Nagaraj, Karuppiah |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Synthesis, characterization, molecular modeling, binding energies of β-cyclodextrin-inclusion complexes of quercetin |b Modification of photo physical behavior upon β-CD complexation |
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| 500 | |a Date Revised 02.04.2024 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a Copyright © 2024 Elsevier B.V. All rights reserved. | ||
| 520 | |a We prepared a naturally occurring flavanoid namely quercetin from tea leaves and analyzed by Absorption, Emission, FT-IR, 1H, 13C nmr spectra and ESI-MS analysis. The inclusion behavior of quercetin in cyclodextrins like α-, β-, γ-, per-6-ABCD and mono-6-ABCD cavities were supported such as UV-vis., Emission, FT-IR and ICD spectra and energy minimization studies. From the absorption and emission results, the type of complexes formed were found to depend on stoichiometry of Host:Guest. FT-IR data of CD complexes of quercetin supported inclusion complex formation of the substrate with α-, β- and γ-CDs. The inclusion of host-guest complexation of quercetin with α-, β-, γ-CDs, per-6-ABCD and mono-6-ABCDs provides very valuable information about the CD:quercetin complexes, the study also shows that β-CD complexation improves water solubility, chemical stability and bioavailability of quercetin. Besides, phase solubility studies also supported the formation of 1:1 drug-CD soluble complexes. All these spectral results provide insight into the binding behavior of substrate into CD cavity in the order per-6-ABCD > Mono-6-ABCD > γ-CD > β-CD > α-CD. The proposed model also finds strong support from the fact with excess CD this exciton coupling disappears indicates the formation of only 1:1 complex | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Binding energy | |
| 650 | 4 | |a Host-Guest interaction | |
| 650 | 4 | |a Inclusion complex | |
| 650 | 4 | |a Molecular modeling | |
| 650 | 4 | |a Phase solubility | |
| 650 | 4 | |a Photo physical property | |
| 650 | 4 | |a Quercetin | |
| 650 | 4 | |a Secondary metabolites | |
| 650 | 4 | |a Tea leaves | |
| 650 | 4 | |a β-Cyclodextrin | |
| 650 | 7 | |a Quercetin |2 NLM | |
| 650 | 7 | |a 9IKM0I5T1E |2 NLM | |
| 650 | 7 | |a beta-Cyclodextrins |2 NLM | |
| 650 | 7 | |a Cyclodextrins |2 NLM | |
| 700 | 1 | |a Karuppiah, Chelladurai |e verfasserin |4 aut | |
| 700 | 1 | |a Wadaan, Mohammad Ahmad |e verfasserin |4 aut | |
| 700 | 1 | |a Maity, Prasenjit |e verfasserin |4 aut | |
| 700 | 1 | |a Kaliyaperumal, Raja |e verfasserin |4 aut | |
| 700 | 1 | |a Vaishnavi, Ellappan |e verfasserin |4 aut | |
| 700 | 1 | |a Rajaraman, D |e verfasserin |4 aut | |
| 700 | 1 | |a Abhijith, S M |e verfasserin |4 aut | |
| 700 | 1 | |a Ramaraj, Sayee Kannan |e verfasserin |4 aut | |
| 700 | 1 | |a Mathivanan, Isai |e verfasserin |4 aut | |
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