NNK结构与其代谢机理与致癌性研究.pdfVIP

( ) , 27 , 4 , 287-290 , 2007 12 Journal of Baoji University of Arts and S ien es ( Natural S ien e) , Vol. 27, No. 4, pp. 287-290, De . 2007 * NNK 1 2 张 红, 刘 铭 ( 1. , 221006; 2. , 221002) : 从化学结构的角度研究4-( N- 甲基-N -亚硝胺)- 1-( 3-吡啶基)- 丁酮( 4-( methylnitro- samino)- 1-( 3-pyridyl)- 1-butanone, NNK) 的代谢机理和致癌性 用HyperChem 计算化学软件, 在 扩展休克分子轨道法的基础上进行计算, 分析计算结果, 阐述NNK 的代谢机理以及其致癌性 前 线轨道的能量差很小, 而且LUMO 能量低于原子轨道能量, 决定了NNK 代谢反应既可以接受电子作为氧 化剂发生还原反应, 也可以提供电子作为还原剂发生氧化反应电荷分布的局部集中, 为亲电试剂的进攻 提供了便 无论是NNK 还是其初级代谢产物, 高风险诱变性和致癌性基团的存在是其具有潜在致癌性 的基础 从计算结果可以对NNK 的代谢机理和致癌性作出令人满意的合理解释 : NNK; 休克分子轨道理论; 代谢机理; 致癌性 : R966 : A : 1007- 1261( 2007) 04-0287-04 The effect of structure on NNK metabolism and tumorigenicity 1 2 ZHANG Hong , LIU M ing ( 1. Xuzhou Radio TV Univ. , Xuzhou 221006, Jiangsu, China; 2.Jiangsu Wanbang Biopharma Co . Ltd. , Xuzhou 22 1002, Jiangsu, China) Abstract: Aim T o study the effe t of stru ture on NNK ( 4-( methylnitrosamino)- 1-( 3-pyridyl)- 1-butanone) metabolism and tumorigeni ity. Method HyperChem, a omputational hemistry soft- w are, w as used. T he extended H™kel mole ular orbital theory w as sele ted in H yperChem to al u- late energy levels, har ges for explaining NNK metabolism and its ar inogeni ity. Results HOM O energy level is lose LUM O energy level, w hile LU M O energy level is low er than atomi orbitals, this show s that front orbits may re eive ele tron or give ele tron in redox rea tions. T he harge ontr ibu- t