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Synthesis, Characterization and in Vitro Identification of $N^7-Guanine$ Adduct of 2-Bromopropane  

Zhao, Long-Xuan (Institute for Drug Research, Yeungnam University)
Kim, Eun-Kyung (College of Pharmacy, Yeungnam University)
Lim, Hyun-Tae (College of Pharmacy, Yeungnam University)
Moon, Yoon-Soo (College of Pharmacy, Yeungnam University)
Kim, Nam-Hee (College of Pharmacy, Yeungnam University)
Kim, Tae-Hyung (Institute for Drug Research, Yeungnam University)
Choi, Heesung (Central Research Institute, Dong Kook Pharm. Co.)
Chae, Whigun (School of Medicine, Catholic University of Daegu)
Jeong, Tae-Cheon (College of Pharmacy, Yeungnam University)
Lee, Eung-Seok (College of Pharmacy, Yeungnam University)
Publication Information
Archives of Pharmacal Research / v.25, no.1, 2002 , pp. 39-44 More about this Journal
Abstract
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 abduct 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,$^1H-NMR,{\;}^{13}C-NMR$, COSY and fast atom bombardment mass spectrometry to use as a reference material. Incubation of 2'-deoxyguanosine with an excess amount of 2-bromopropane in PBS buffer solution, pH 7.4, at $37^{\circ}C$ for 16 h, followed by a thermal hydrolysis, produced a detectable amount of $N^7-isopropyl$ guanine by an HPLC and UV analysis. The present results suggest that 2-bromopropane might form a DNA adduct in $N^7-position$ of 2'-deoxyguanosine at 3 Physiological condition.
Keywords
2-Bromopropane; DNA adduct; Immunotoxic; $N^7-Isopropyl$ guanine;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 12  (Related Records In Web of Science)
Times Cited By SCOPUS : 11
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