Characterization of new furocoumarin derivatives by their dark and light-mediated action on RNA bacteriophage MS2

K. Toth, G. Csík, D. Averbeck

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7 Citations (Scopus)

Abstract

The monofunctional and bifunctional furocoumarin derivatives 8-methyl-3-carbethoxypsoralen (8Me3CPs) and 8-methoxypsoralen (8MOP) as well as their thiosubstituted derivatives (2-thio-8Me3CPs and 2-thio-8MOP) were compared in terms of their reactivities towards a ribonucleoprotein, the bacteriophage MS2. The order of their photoreactivities, differed from that measured with nuclear DNA and mitochondrial DNA. Besides their widely investigated photoreactivity, their biological activity in the dark and after pre-irradiation was quantified. A parameter was defined which compares the number of molecules acting in the dark for 1 h with the number of absorbed photons which lead to the same degree of inactivation. The parameter for the furocoumarin derivatives examined, including 3-carbethoxypsoralen (3CPs) and 4′-aminomethyl-4,5′,8-trimethylpsoralen (AMT), was in the following order: AMT > 3CPs > 8MOP > 8Me3CPs > 8Me3CPsS ≈ 8MOPS. A similar parameter was also determined for the dark effect of pre-irradiated compounds.

Original languageEnglish
Pages (from-to)209-220
Number of pages12
JournalJournal of Photochemistry and Photobiology, B: Biology
Volume2
Issue number2
DOIs
Publication statusPublished - 1988

Fingerprint

Levivirus
RNA Phages
methoxsalen
bacteriophages
psoralens
Bacteriophages
RNA
Photoreactivity
Methoxsalen
Derivatives
Light
Trioxsalen
DNA
deoxyribonucleic acid
ribonucleoproteins
activity (biology)
Bioactivity
deactivation
nuclear genome
bioactive properties

Keywords

  • dark effect
  • photobreakdown
  • photoeffect.
  • Psoralens

ASJC Scopus subject areas

  • Plant Science
  • Bioengineering
  • Physical and Theoretical Chemistry

Cite this

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abstract = "The monofunctional and bifunctional furocoumarin derivatives 8-methyl-3-carbethoxypsoralen (8Me3CPs) and 8-methoxypsoralen (8MOP) as well as their thiosubstituted derivatives (2-thio-8Me3CPs and 2-thio-8MOP) were compared in terms of their reactivities towards a ribonucleoprotein, the bacteriophage MS2. The order of their photoreactivities, differed from that measured with nuclear DNA and mitochondrial DNA. Besides their widely investigated photoreactivity, their biological activity in the dark and after pre-irradiation was quantified. A parameter was defined which compares the number of molecules acting in the dark for 1 h with the number of absorbed photons which lead to the same degree of inactivation. The parameter for the furocoumarin derivatives examined, including 3-carbethoxypsoralen (3CPs) and 4′-aminomethyl-4,5′,8-trimethylpsoralen (AMT), was in the following order: AMT > 3CPs > 8MOP > 8Me3CPs > 8Me3CPsS ≈ 8MOPS. A similar parameter was also determined for the dark effect of pre-irradiated compounds.",
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T1 - Characterization of new furocoumarin derivatives by their dark and light-mediated action on RNA bacteriophage MS2

AU - Toth, K.

AU - Csík, G.

AU - Averbeck, D.

PY - 1988

Y1 - 1988

N2 - The monofunctional and bifunctional furocoumarin derivatives 8-methyl-3-carbethoxypsoralen (8Me3CPs) and 8-methoxypsoralen (8MOP) as well as their thiosubstituted derivatives (2-thio-8Me3CPs and 2-thio-8MOP) were compared in terms of their reactivities towards a ribonucleoprotein, the bacteriophage MS2. The order of their photoreactivities, differed from that measured with nuclear DNA and mitochondrial DNA. Besides their widely investigated photoreactivity, their biological activity in the dark and after pre-irradiation was quantified. A parameter was defined which compares the number of molecules acting in the dark for 1 h with the number of absorbed photons which lead to the same degree of inactivation. The parameter for the furocoumarin derivatives examined, including 3-carbethoxypsoralen (3CPs) and 4′-aminomethyl-4,5′,8-trimethylpsoralen (AMT), was in the following order: AMT > 3CPs > 8MOP > 8Me3CPs > 8Me3CPsS ≈ 8MOPS. A similar parameter was also determined for the dark effect of pre-irradiated compounds.

AB - The monofunctional and bifunctional furocoumarin derivatives 8-methyl-3-carbethoxypsoralen (8Me3CPs) and 8-methoxypsoralen (8MOP) as well as their thiosubstituted derivatives (2-thio-8Me3CPs and 2-thio-8MOP) were compared in terms of their reactivities towards a ribonucleoprotein, the bacteriophage MS2. The order of their photoreactivities, differed from that measured with nuclear DNA and mitochondrial DNA. Besides their widely investigated photoreactivity, their biological activity in the dark and after pre-irradiation was quantified. A parameter was defined which compares the number of molecules acting in the dark for 1 h with the number of absorbed photons which lead to the same degree of inactivation. The parameter for the furocoumarin derivatives examined, including 3-carbethoxypsoralen (3CPs) and 4′-aminomethyl-4,5′,8-trimethylpsoralen (AMT), was in the following order: AMT > 3CPs > 8MOP > 8Me3CPs > 8Me3CPsS ≈ 8MOPS. A similar parameter was also determined for the dark effect of pre-irradiated compounds.

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