Studies on DNA binding of caffeine and derivatives: evidence of intercalation by DNA-unwinding experiments

Silvia Tornaletti; Patrizia Russo; Silvio Parodi; Antonia M. Pedrini

doi:10.1016/0167-4781(89)90138-3

Studies on DNA binding of caffeine and derivatives: evidence of intercalation by DNA-unwinding experiments

Silvia Tornaletti, Patrizia Russo, Silvio Parodi, Antonia M. Pedrini

Istituto San Raffaele Pisana

Research output: Contribution to journal › Article › peer-review

Abstract

Caffeine and derivatives are compounds with pleiotropic effects on the genetic material which are supposed to originate from drugs binding to DNA. Here we show, by using two different topological methods, that methylated oxypurines, at biologically relevant concentrations, unwind DNA in a fashion similar to known intercalators. Methylated oxypurines could be ranked by decreasing unwinding potency: 8-methoxycaffeine > 8-ethoxycaffeine > 8-chlorocaffeine > caffeine > theophylline. These findings confirm, with a different assay, interaction of caffeine with DNA and add additional support to an intercalative mode of binding of these drugs to DNA.

Original language	English
Pages (from-to)	112-115
Number of pages	4
Journal	BBA - Gene Structure and Expression
Volume	1007
Issue number	1
DOIs	https://doi.org/10.1016/0167-4781(89)90138-3
Publication status	Published - Jan 13 1989

Keywords

Caffeine
DNA unwinding
DNA-drug interaction
Intercalation

ASJC Scopus subject areas

Biochemistry
Biophysics
Genetics
Structural Biology

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10.1016/0167-4781(89)90138-3

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abstract = "Caffeine and derivatives are compounds with pleiotropic effects on the genetic material which are supposed to originate from drugs binding to DNA. Here we show, by using two different topological methods, that methylated oxypurines, at biologically relevant concentrations, unwind DNA in a fashion similar to known intercalators. Methylated oxypurines could be ranked by decreasing unwinding potency: 8-methoxycaffeine > 8-ethoxycaffeine > 8-chlorocaffeine > caffeine > theophylline. These findings confirm, with a different assay, interaction of caffeine with DNA and add additional support to an intercalative mode of binding of these drugs to DNA.",

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AU - Tornaletti, Silvia

AU - Russo, Patrizia

AU - Parodi, Silvio

AU - Pedrini, Antonia M.

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AB - Caffeine and derivatives are compounds with pleiotropic effects on the genetic material which are supposed to originate from drugs binding to DNA. Here we show, by using two different topological methods, that methylated oxypurines, at biologically relevant concentrations, unwind DNA in a fashion similar to known intercalators. Methylated oxypurines could be ranked by decreasing unwinding potency: 8-methoxycaffeine > 8-ethoxycaffeine > 8-chlorocaffeine > caffeine > theophylline. These findings confirm, with a different assay, interaction of caffeine with DNA and add additional support to an intercalative mode of binding of these drugs to DNA.

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Studies on DNA binding of caffeine and derivatives: evidence of intercalation by DNA-unwinding experiments

Abstract

Keywords

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