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KMID : 0043320020250010039
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Archives of Pharmacal Research
2002 Volume.25 No. 1 p.39 ~ p.44
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Synthesis, Characterization and In Vitro Identification of N^(7)-Guanine Adduct of 2-Bromopropane
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Lim HT
Zhao LX/Kim EK/Moon YS/Kim NH/Kim TH/Choi HS/Chae W/Jeong TC/Lee ES
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Abstract
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Recently, we have reported that 2-bromopropane might have an immunotoxic potential in rats when exposed for 28 days. In the present studies, the possibility of 2i-deoxyguanosine adduct formation by 2-bromopropane was investigated in Vitro to elucidate molecular mechanism of 2-bromopropane-induced immunosuppression. N^(7)-Guanine adduct of 2’-bromopropane (I.e.,N^(7)-isopropyl guanine) was chemically synthesized and structurally characterized by analysis of UV, ¹ H-NMR, ^(13)C-NMR, COSY and fast atom bombardment mass spectrometry to use as a reference material. Incubation of 2’-deoxyguanosine with an excess amount of 2-bromopro-pane in PBS buffer solution, pH 7.4, at 37˚C for 16 h, followed by a thermal hydrolysis, produced a detectable amount of N^(7)ispropyl guanine by an HPLC arid UV analysis. The present results suggest that 2-bromopropane might form a DNA adduct in Hr position of 2’-deoxygua- nosine at a physiological condition.
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