用分子轨道法探讨油田废水中取代苯系物的毒性效应

应用生态学报 ›› 2002, Vol. ›› Issue (4): 471-475.

用分子轨道法探讨油田废水中取代苯系物的毒性效应

籍国东¹, 孙铁珩¹, 隋欣²

1. 中国科学院沈阳应用生态研究所, 沈阳 110016;
2. 北京师范大学环境科学研究所, 北京 100875

收稿日期:2000-09-20 修回日期:2000-11-14 出版日期:2002-04-15
通讯作者: 籍国东,男,1973年生,在读博士生,主要从事有机污染物的环境行为及水污染控制等方面的研究,已发表论文20篇.E-mail:jiguodong@sina.com
基金资助:
中国科学院知识创新工程资助项目(KZ-G-2-401).

Toxicity effect of substituted benzenes in oilfield wastewater by molecular orbital method

JI Guodong¹, SUN Tiehang¹, SUI Xin²

1. Institute of Applied Ecology, Chinese Academy of Sciences, Shenyang 110016;
2. Institute of Environmental Sciences, Beijing Normal University, Beijing 100875

Received:2000-09-20 Revised:2000-11-14 Online:2002-04-15

摘要/Abstract

摘要： 采用半经验的分子轨道AM1方法中的MOPAC软件包计算了55种在油田废水中易于检出的取代苯系物的分子轨道能(E_HOMO,ELUMO,E_NHOMO,E_NLUMO)、分子生成热(△Hf₀)和偶极矩(μ)等量化参数,结合一阶价分子连接性指数(¹X^v)和正辛醇/水分配系数(logP)与实验所得发光菌的半数活性浓度(EC₅₀)成功建立了多参数定量-结构活性关系模式.在分类建模的基础上,又获得了仅包含¹X^v和E_HOMO两个参数的55种取代苯系物的定量结构-活性相关模式.探讨了不同取代基的毒性作用机制.结果表明,量化参数与物化参数结合能够很好地预测油田废水中具有不同取代基团的取代苯系物的生物活性,预测模式中量子化学参数的出现有利于深入探讨油田废水中有机污染物的毒性效应.

Abstract: The quantum parameters of energy of highest occupied molecular orbital (E_HOMO), energy of lowest unoccupied molecular orbital (ELUMO), energy of next highest occupied molecular orbital (E_NHOMO), energy of next lowest unoccupied molecular orbital (E_NLUMO), heat of molecular formation(△Hf₀) and dipole moment (μ) of 55 substituted benzenes are calculated based on MOPACsoftware of molecular orbital AM1 method. The QSAR model of multiple descriptors was established by the above parameters and the parameters of first-order valence-corrected molecular connectivity index (¹X^v), octanol-water partition coefficient (logP), observed 30 min-EC₅₀ values of photobacteria. The QSAR model of 55 substituted benzenes was also established by two parameters of ¹X^vand E_HOMO. The toxicity mechanism of different substitutions was discussed. Results showed that the combination of quantum and physio-chemical parameters was very useful in predicting biological activity of substituted benzenes in oilfield wastewater. The quantum parameters were ideal parameters in describing the toxicity of organic compounds in oilfield wastewater.

中图分类号:

X173

籍国东, 孙铁珩, 隋欣. 用分子轨道法探讨油田废水中取代苯系物的毒性效应[J]. 应用生态学报, 2002, (4): 471-475.

JI Guodong, SUN Tiehang, SUI Xin. Toxicity effect of substituted benzenes in oilfield wastewater by molecular orbital method[J]. Chinese Journal of Applied Ecology, 2002, (4): 471-475.

参考文献

[1] Blum DJW,Speece RE.1990.Dete rmining chemical toxicity to aquatic species.Environ Sci Technol,24:284～293
[2] Chen Jingwen,Peijnenburg WJGM.2000.T h e use of PLS algorithms and quantum chemical parameters derived from PM3 hamilto nian in QSPR studies on direct photolysis quantum yields of substituted aromatic halides.Chemosphere,40(12):1319～1326
[3] Ji G-D(籍国东),Zhao Y-H(赵元慧),Yu a n X(袁星),et al.1998.Quantum-chemical descriptors and their application in quantitative structure-activity and structure-property relationship studies. J Northeast Normal Univ(东北师范大学学报),4:47～53(in Chinese)
[4] Ji G-D(籍国东),Yuan X(袁星),Zhao Y -H(赵元慧).1999.The study on biological activities of nitroaromatic compound us ing quantum chemistry descriptor of next lowest unoccupied molecular orbital.E nviron Sci(环境科学),19(2):68～70(in Chinese)
[5] Liu C-Q(刘次全).1990.Quantum Biolog y and Application.Beijing:Higher Education Press.12～79(in Chinese)
[6] Stark JG,Wallace HG.1975.Trans. by Ya n g H-C(杨厚昌).1986.Handbook of Chemical Data.Beijing:Hydrocarbon Processing Pre ss.35(in C hinese)
[7] Stewart JJP.1990.MOPAC Manual(sixth edition).Frank J.Seiler Research Laboratory,U.S.Air Force Academy,Co80840
[8] Wang L-S(王连生).1991.Organic Pollut ion Chemistry.Beijing:Science Press.79(in Chinese)
[9] Yuan X(袁星).1994.QSAR study for th e toxic ity of nitroaromatic compounds to photobacterium phosphoreum.J Northeast Norma l Univ(东北师范大学学报),2:17～22(in Chinese)
[10] Zhao Yuan-Hui,Yuan Xing,Ji Guo-Dong.1997. Q uantitative structure-activity relationships of nitroaromatic compounds to four aquatic organisms.Chemosphere,34(5):1837～1 844
[11] Zhao YH,Ji GD.1998.QSAR study of toxicity of benzoic acids to Vibrio fischeri,Daphnia magna and carp.Sci Total Environ,216:205～215

[1]	李德文, 史奕, 何兴元. 大气二氧化碳和臭氧浓度升高对植物挥发性有机化合物排放影响的研究进展 [J]. 应用生态学报, 2005, 16(12): 2454-2458.
[2]	庞静, 朱建国, 谢祖彬, 刘钢, 陈改苹, 张雅丽. 开放式空气二氧化碳浓度增高(FACE)条件下水稻的根系活力和氮同化能力 [J]. 应用生态学报, 2005, 16(8): 1482-1486.
[3]	朱雪竹, 黄耀, 宗良纲, 孔繁翔. 活性铝对小麦根生长及酶活性的影响 [J]. 应用生态学报, 2005, 16(6): 1043-1046.
[4]	王如意, 何品晶, 邵立明, 张斌, 李国建. 垃圾填埋场渗滤液尾水灌溉下百慕大草抗氧化系统的反应 [J]. 应用生态学报, 2005, 16(5): 933-938.
[5]	王如意, 何品晶, 邵立明, 张斌, 李国建. 垃圾填埋场渗滤液尾水灌溉下百慕大草抗氧化系统的反应 [J]. 应用生态学报, 2005, 16(5): 933-938.
[6]	沈章军, 王友保, 王广林, 严密, 李征, 刘登义. 铜陵铜尾矿凤丹种植基地重金属污染初探 [J]. 应用生态学报, 2005, 16(4): 673-677.
[7]	马树华, 王庆成, 李亚藏. 汽车尾气污染对四种北方阔叶树苗木膜脂过氧化和保护酶活性的影响 [J]. 应用生态学报, 2004, (12): 2330-2336.
[8]	童昌华, 杨肖娥, 濮培民. 富营养化水体的水生植物净化试验研究 [J]. 应用生态学报, 2004, (8): 1447-1450.
[9]	杨学军, 唐东芹, 许东新, 王新华, 潘高红. 上海地区绿化树种重金属污染防护特性的研究 [J]. 应用生态学报, 2004, (4): 687-690.
[10]	刘汝海, 王起超, 吕宪国, 李志博, 王艳. 三江平原典型湿地植物中汞的分布与库存量 [J]. 应用生态学报, 2004, (2): 287-290.
[11]	陈玮, 何兴元, 张粤, 孙雨, 王文菲, 宁祝华. 东北地区城市针叶树冬季滞尘效应研究 [J]. 应用生态学报, 2003, (12): 2113-2116.
[12]	刘菊秀, 张德强, 周国逸, 温达志, 张倩媚. 鼎湖山酸沉降背景下主要森林类型水化学特征初步研究 [J]. 应用生态学报, 2003, (8): 1223-1228.
[13]	吴振斌, 邱东茹, 贺锋, 付贵萍, 成水平, 马剑敏. 沉水植物重建对富营养水体氮磷营养水平的影响 [J]. 应用生态学报, 2003, (8): 1351-1353.
[14]	刘宛, 李培军, 周启星, 孙铁珩, 台培东, 许华夏, 张海荣. 短期菲胁迫对大豆幼苗超氧化物歧化酶活性及丙二醛含量的影响 [J]. 应用生态学报, 2003, (4): 581-584.
[15]	刘宛, 周启星, 李培军, 孙铁珩, 台培东, 许华夏, 张春桂, 张海荣. 氯苯胁迫对蚕豆幼苗生长和细胞分裂的影响 [J]. 应用生态学报, 2003, (4): 585-588.