Quantitative relationship between the chemical structure of antisense nucleosides and their capacity to interact with cyclomalto-octaose

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Abstract

The interaction of twelve 8-substituted-2′-deoxyadenosine and seventeen 5-substituted-2′-deoxyuridine derivatives (antisense nucleosides) with cyclomalto-octaose (GCD) was determined by charge-transfer chromatography and the relative strength of the interaction was calculated. The majority of antisense nucleosides (14 deoxyuridine and 11 deoxyadenosine derivatives) interacted with GCD, which probably led to inclusion complex formation. Stepwise regression analysis proved that the strength of interaction was related to the length of the apolar alkyl chain of substituents and the bulkiness of the nucleoside ring structure. The effect of double or triple bonds in the chain was negligible.

Original languageEnglish
Pages (from-to)39-44
Number of pages6
JournalEuropean Journal of Pharmaceutics and Biopharmaceutics
Volume51
Issue number1
DOIs
Publication statusPublished - 2001

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Nucleosides
Deoxyuridine
Deoxyadenosines
Chromatography
Regression Analysis
gamma-cyclodextrin

Keywords

  • Antisense nucleotides
  • Gamma cyclodextrin
  • Stepwise regression analysis

ASJC Scopus subject areas

  • Biotechnology
  • Pharmaceutical Science

Cite this

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title = "Quantitative relationship between the chemical structure of antisense nucleosides and their capacity to interact with cyclomalto-octaose",
abstract = "The interaction of twelve 8-substituted-2′-deoxyadenosine and seventeen 5-substituted-2′-deoxyuridine derivatives (antisense nucleosides) with cyclomalto-octaose (GCD) was determined by charge-transfer chromatography and the relative strength of the interaction was calculated. The majority of antisense nucleosides (14 deoxyuridine and 11 deoxyadenosine derivatives) interacted with GCD, which probably led to inclusion complex formation. Stepwise regression analysis proved that the strength of interaction was related to the length of the apolar alkyl chain of substituents and the bulkiness of the nucleoside ring structure. The effect of double or triple bonds in the chain was negligible.",
keywords = "Antisense nucleotides, Gamma cyclodextrin, Stepwise regression analysis",
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T1 - Quantitative relationship between the chemical structure of antisense nucleosides and their capacity to interact with cyclomalto-octaose

AU - Cserháti, T.

AU - Forgács, E.

PY - 2001

Y1 - 2001

N2 - The interaction of twelve 8-substituted-2′-deoxyadenosine and seventeen 5-substituted-2′-deoxyuridine derivatives (antisense nucleosides) with cyclomalto-octaose (GCD) was determined by charge-transfer chromatography and the relative strength of the interaction was calculated. The majority of antisense nucleosides (14 deoxyuridine and 11 deoxyadenosine derivatives) interacted with GCD, which probably led to inclusion complex formation. Stepwise regression analysis proved that the strength of interaction was related to the length of the apolar alkyl chain of substituents and the bulkiness of the nucleoside ring structure. The effect of double or triple bonds in the chain was negligible.

AB - The interaction of twelve 8-substituted-2′-deoxyadenosine and seventeen 5-substituted-2′-deoxyuridine derivatives (antisense nucleosides) with cyclomalto-octaose (GCD) was determined by charge-transfer chromatography and the relative strength of the interaction was calculated. The majority of antisense nucleosides (14 deoxyuridine and 11 deoxyadenosine derivatives) interacted with GCD, which probably led to inclusion complex formation. Stepwise regression analysis proved that the strength of interaction was related to the length of the apolar alkyl chain of substituents and the bulkiness of the nucleoside ring structure. The effect of double or triple bonds in the chain was negligible.

KW - Antisense nucleotides

KW - Gamma cyclodextrin

KW - Stepwise regression analysis

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