Dark and photochemical interactions of dimethyltetrahydrobenzoangelicin with DNA.
Photochem Photobiol
; 67(6): 628-34, 1998 Jun.
Article
em En
| MEDLINE
| ID: mdl-9687265
ABSTRACT
A study of dark interaction and photoreaction between 4,6-dimethyltetrahydrobenzoangelicin (THBA) and DNA is described. 4,6-Dimethyltetrahydrobenzoangelicin is a furocoumarin derivative in which 4' and 5' carbons are linked by a four-methylene bridge. In spite of the bulky aliphatic ring, THBA forms a complex with DNA in the dark and, on UVA irradiation, reacts with pyrimidine bases of DNA yielding monoadducts only involving its furan side double bond. Two main photoproducts form they derive from a C4-cycloaddition to thymine and cytosine, respectively, and account for 56% and 39% of the total photoreaction yield. Both show cis-syn configuration. Two other isomers, one with thymine and one with cytosine, formed with so much lower yield (ca 3 and 1%, respectively) that their structure could not be assigned. Furthermore, in spite of its angular structure, THBA induces a small number of crosslinks in DNA.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Furocumarinas
/
DNA
Idioma:
En
Revista:
Photochem Photobiol
Ano de publicação:
1998
Tipo de documento:
Article
País de afiliação:
Itália