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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 22, Number 6
BKCSDE 22(6)
June 20, 2001 

Intramolecular Ring-Ring Stacking Interactions between 8-Methoxypsoralen and Adenine Induced by Polymethylene Bridges
Dong Jin Yoo, Seoung-Hak Hyun, Sang Chul Shim
Psoralen, 8-Methoxypsoralen, Ring-ring stacking interactions, Percent hypochromism (%H).
Intramolecular ring-ring interactions in the model compounds, 8-methoxypsoralen-CH2O(CH2)n-adenine (MOPCH2OCnAd, 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 MOPCH2OC2Ad (7) from the percent hypochromism (%H) and fluorescence spectra of the models and a reference molecule. The 8-methoxypsoralen-adenine systems have shown stronger ring-ring stacking interaction than the psoralen-adenine systems.
575 - 580
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