• Title/Summary/Keyword: Psoralen

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Intramolecular Ring-Ring Stacking Interartions between 8-Methoxypsoralen and Adenine Induced by Polymethylene Bridges.

  • Yu, Dong Jin;Hyeon, Seung Hak;Sim, Sang Cheol
    • Bulletin of the Korean Chemical Society
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    • v.22 no.6
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    • pp.575-580
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    • 2001

  • Intramolecular ring-ring interactions in the model compounds, $8-methoxypsoralen-CH_2O(CH_2)n-adenine(MOPCH_2OCnAd$, n=2, 3, 5, and 6) in which 5' position of 8-methoxypsoralne (8-MOP) is linked by different polymethylene bridges to N9 of adenine, have been investigated by hypochromism measurements. Efficient ring-ring stacking interactions have been observed in $MOPCH_2CO2Ad$ (7) from the percent hypochromism(%H) and fluorescence spectra of the models and a reference molecule. The 8-methoxyposralen-adenine systems have shown stronger ring-ring stacking interaction than the psoralen-adenine system.

  • https://doi.org/10.5012/bkcs.2001.22.6.575 인용 PDF

Theoretical Studies on the Photocycloaddition Reaction of Psoralen with Thymidine

  • Kim, Ja-Hong;Oh, Se-Woung;Lee, Yoon-Sup;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.298-300
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    • 1987

  • The theoretical studies on the photocycloaddition reaction of 5,7-dimethoxycoumarin and 4',5'-dihydropsoralen with thymidine were carried out as a model for photosensitizing reaction of psoralen with DNA. The results are in reasonable agreement with experimental observations. The photoadducts between dimethoxycoumarin and thymidine were predicted to be $C_{4}$-cycloadducts through the cycloaddition of 3,4-pyrone double bond of dimethoxycoumarin to 5,6 double bond of thymidine. The major photoadduct of 4',5'-dihydropsoralen with thymidine has the anti head-to-head stereochemistry.

  • https://doi.org/10.5012/bkcs.1987.8.4.298 인용 PDF