Characterization of inclusion complex of vitamin e compound with 2,6-di-O-methylated b-cyclodextrin as the solubility enhancer and its kinetic determination for radical scavenging ability

Yoshimi Sueishi, Masashi Hori, Naoya Inazumi

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The structure of the inclusion complex of a-tocopherol (vitamin E compound) with 2,6-di-O-methylated b-cyclodextrin (DM-β-CD) was characterized by 2D ROESY NMR measurements, suggesting that DM-β-CD includes the side-chain moiety of α-tocopherol. The inclusion complexation of DM-β-CD showed the usefulness of water solubilizer for the radical scavenging assay of vitamin E compounds in aqueous solution. Using the electron paramagnetic resonance (EPR) competitive spin trapping method, we determined the oxygen radical (RO•) scavenging abilities of seven vitamin E compounds (tocopherols and tocotrienols), which were solubilized by DMb-CD in water. The order of the RO• radical scavenging abilities for vitamin E compounds solubilized by DM-β-CD are α->β- & γ->δ-, which is in agreement with the oxidation potential values of antioxidants. It is noted that the RO• radical scavenging abilities of tocotrienols are comparable to those of tocopherols. Based on the results, the mechanism of the antioxidant reaction of vitamin E compounds with the RO• radical is discussed.

Original languageEnglish
Pages (from-to)467-472
Number of pages6
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume72
Issue number3-4
DOIs
Publication statusPublished - 2012

Fingerprint

tocopherol
vitamins
cyclodextrins
Scavenging
scavenging
Cyclodextrins
Vitamin E
Vitamins
Tocopherols
Solubility
vitamin E
solubility
tocopherols
inclusions
kinetics
Kinetics
Tocotrienols
tocotrienols
Antioxidants
Spin Trapping

Keywords

  • EPR
  • Inclusion complex
  • NMR
  • Radical scavenging ability
  • Spin trap
  • Vitamin E

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Food Science
  • Chemistry(all)

Cite this

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title = "Characterization of inclusion complex of vitamin e compound with 2,6-di-O-methylated b-cyclodextrin as the solubility enhancer and its kinetic determination for radical scavenging ability",
abstract = "The structure of the inclusion complex of a-tocopherol (vitamin E compound) with 2,6-di-O-methylated b-cyclodextrin (DM-β-CD) was characterized by 2D ROESY NMR measurements, suggesting that DM-β-CD includes the side-chain moiety of α-tocopherol. The inclusion complexation of DM-β-CD showed the usefulness of water solubilizer for the radical scavenging assay of vitamin E compounds in aqueous solution. Using the electron paramagnetic resonance (EPR) competitive spin trapping method, we determined the oxygen radical (RO•) scavenging abilities of seven vitamin E compounds (tocopherols and tocotrienols), which were solubilized by DMb-CD in water. The order of the RO• radical scavenging abilities for vitamin E compounds solubilized by DM-β-CD are α->β- & γ->δ-, which is in agreement with the oxidation potential values of antioxidants. It is noted that the RO• radical scavenging abilities of tocotrienols are comparable to those of tocopherols. Based on the results, the mechanism of the antioxidant reaction of vitamin E compounds with the RO• radical is discussed.",
keywords = "EPR, Inclusion complex, NMR, Radical scavenging ability, Spin trap, Vitamin E",
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T1 - Characterization of inclusion complex of vitamin e compound with 2,6-di-O-methylated b-cyclodextrin as the solubility enhancer and its kinetic determination for radical scavenging ability

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AU - Hori, Masashi

AU - Inazumi, Naoya

PY - 2012

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AB - The structure of the inclusion complex of a-tocopherol (vitamin E compound) with 2,6-di-O-methylated b-cyclodextrin (DM-β-CD) was characterized by 2D ROESY NMR measurements, suggesting that DM-β-CD includes the side-chain moiety of α-tocopherol. The inclusion complexation of DM-β-CD showed the usefulness of water solubilizer for the radical scavenging assay of vitamin E compounds in aqueous solution. Using the electron paramagnetic resonance (EPR) competitive spin trapping method, we determined the oxygen radical (RO•) scavenging abilities of seven vitamin E compounds (tocopherols and tocotrienols), which were solubilized by DMb-CD in water. The order of the RO• radical scavenging abilities for vitamin E compounds solubilized by DM-β-CD are α->β- & γ->δ-, which is in agreement with the oxidation potential values of antioxidants. It is noted that the RO• radical scavenging abilities of tocotrienols are comparable to those of tocopherols. Based on the results, the mechanism of the antioxidant reaction of vitamin E compounds with the RO• radical is discussed.

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KW - Spin trap

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