Synthesis of methyl-substituted xanthotoxol to clarify prooxidant effect of methyl on radical-induced oxidation of DNA
4-Methyl-8-hydroxylpsoralen (MXan) and 4,9-dimethyl-8-hydroxylpsoralen (DMXan) were synthesized in order to clarify the effect of methyl on the antioxidant effectiveness of xanthotoxol (8-hydroxylpsoralen, Xan), which were assessed by bleaching β-carotene
Xiao, Chuan,Song, Zhi-Guang,Liu, Zai-Qun
experimental part
p. 2559 - 2566
(2010/07/09)
8-Methoxypsoralen-Nucleic Acid Photoreaction. Effect of Methyl Substitution on Pyrone vs. Furan Photoaddition
We have synthesized a series of 8-methoxypsoralens in which methyl and hydrogen are systematically varied at the 4- and 5'-positions.Analysis of the products resulting from the photoaddition of these four psoralens with the nucleic acid poly(dA-dT) reveals that the product distribution depends on the presence or absence of a 4-methyl substituent.Compounds with the 4-methyl group show an overwhelming preference (ca.98percent) for addition to the furan double bond, while compounds without the 4-methyl show a substantial amount (ca.18percent) of addition to the pyrone double bond.
Kanne, David,Rapoport, Henry,Hearst, John E.
p. 531 - 534
(2007/10/02)
8-Methoxypsoralen derivatives
The invention relates to synthetic processes to produce the known pharmacologically active 8-methoxypsoralen and derivatives thereof. Also disclosed are various novel intermediates utilized in these processes.
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(2008/06/13)
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