摘要
采用密度泛函理论方法,在B3LYP/6-31G(d)理论水平下,计算了56种苯砜基羧酸酯类化合物的量子化学参数.计算结果表明,酯基连接的烷烃链亲水性越小,毒性越大;苯环连接的取代基亲水性越大,毒性越大;分子的体积越大,毒性越小;分子产生氢键的能力越大,毒性越小;分子最高占据轨道能量越高,毒性越大.
Based on the theoretical linear solvation energy relationship （LSER） parameters, a new QSAR model was established to correlate the acute toxicities of 56 phenylsulfonyl carbexylate compounds. All the descriptors were derived from quantum chemical computation at B3LYP/6-31G （d） level of theory. Compared with the model from TLSER, the new model has a better expression and prediction because more samples have been used. The model is shown below and its adequacy is R = 0.94, R^2adj＋ = 0. 88, F = 61.62, q^2 = 0. 83.- 1gEC50 = α× EHOMO ＋ b × P ＋ c ×q10 ＋ d × q1 ＋ e ×μ ＋f×qH＋ costant The computation results show that the smaller of the hydrophilicity of the substituent at the ester group, the bigger the acute toxicity; the bigger the hydrophilicity of the substitute attached to the benzene ring, the bigger the acute toxicity; the bigger the volume of the molecule, the smaller the toxicity ; the bigger the ability of the molecule to form H-bonding, the smaller the toxicity; the higher the energy of HOMO, the bigger the toxicity. The present study may be helpful for probing the mechanism of action in acute toxicity of phenylsulfonvl carboxvlate compounds and understanding the vhenvlsulfonvl carboxvlate chemistry.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2007年第1期117-120,共4页
Chemical Journal of Chinese Universities
基金
国家自然科学基金(批准号:20103003)
吉林省杰出青年基金
吉林省科技发展计划(批准号:20050906-6)资助
关键词
苯砜基羧酸酯
急性毒性
密度泛函
QSAR
Phenylsulfonyl acetate
Acute toxicity
Density function theory
QSAR
