Linked Life Data

18855465

Source:http://linkedlifedata.com/resource/pubmed/id/18855465

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
44
pubmed:dateCreated
2008-10-30
pubmed:abstractText
The mechanism of the [2+2] cycloaddition photoreaction of psoralen and a DNA nucleobase, thymine, cornerstone of the furocoumarin-based PUVA (psoralen+UVA radiation) phototherapy, has been studied by the quantum-chemical multiconfigurational CASPT2 method. Triplet- and singlet-mediated mono- and diadduct formations have been determined to take place via singlet-triplet crossings and conical intersections, correlated with the initially promoted triplet or singlet states in different possible reactive orientations. Pyrone-side monoadducts are suggested to be formed in the triplet manifold of the system, and to be less prone to yield diadducts because of the properties of the monoadduct lowest triplet state and the minor accessibility of its excited singlet states. Furan-side monoadducts are better produced in the singlet manifold after reaching a conical intersection with the ground state of the system. From there, the absorption of a second photon would in this case trigger the formation of the diadduct. The proposed mechanisms enable rationalizing the phototherapeutic behavior of several furocoumarins.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Nov
pubmed:issn
1520-6106
pubmed:author
pubmed:issnType
Print
pubmed:day
6
pubmed:volume
112
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
14002-10
pubmed:meshHeading
pubmed:year
2008
pubmed:articleTitle
Photoreactivity of furocoumarins and DNA in PUVA therapy: formation of psoralen-thymine adducts.
pubmed:affiliation
Instituto de Ciencia Molecular, Universitat de València, Valencia, Spain.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't