Studies on Quantitative Structure-Retention and Structure- Activity Relationships of Carbamate Pesticides

• Main Authors: Chen, Hsin-Wei, 陳信偉
• Other Authors: Yei-Shung Wang
• Format: Others
• Language: zh-TW
• Published: 1997
• Online Access: http://ndltd.ncl.edu.tw/handle/92302846013049737260

博士 === 國立臺灣大學 === 農業化學系 === 85 === Physical and chemical properties of chemical compounds as well as their bioactivities alter due to the changes in their chemical structures. Therefore, the quantitative structure parameters can be used to describe the physical and chemical properties of different compounds and their bioactivities.In the present study, hydrogen bond acidity index (HAI), hydrogen bond basicity index (HBI), molecular weight (MW) and molecular connectivity indices are selected as quantitative structure parameters. The capacity factors (k'') of 19 carbamate pesticides are determined on the reversed-phase column with mobile phases of methanol/water or acetonitrile/water in various ratios. By the use of multiple regression analysis, the ln k'' values are screened against the quantitative structure parameters for all possible two-, three- and four-variable combinations. With different mobile phase systems, the best relationships are obtained to the 4-variable, the multiple correlation coefficients are between 0.898-0.934. The independent variable HBI in all regression equations means that HBI is an effective parameter in retention of carbamate pesticides in reversed-phase high-performance liquid chromatographic(RP-HPLC).The inhibition of acetylcholinesterase by carbamate pesticides can be explained with affinity constant (Ka) and carbamylation constant (kc), in the other word, in explanation of inhibition constant (Ki). The natural logarithm value of these three constants can be described by the quantitative structure parameters. The best relationships are obtained to the 4-variable, the multiple correlation coefficients are between 0.911-0.946. Through the further study, (1／0XN)2 and (R1 3XcV) are effective parameters to explain the inhibition of carbamate pesticides on acetylcholinesterase. The natural logarithm values of median lethal concentration (LC50) of carbamate pesticides to Daphnia pulex can also be described by the quantitative structure parameters, the best relationship is obtained to the 4-variable, the multiple correlation coefficient is 0.888.The above mentioned regression equations are tested by random effect and F-test. The regression coefficients are also tested by t-test. All of the statistic results are significant. The values of these quantitative structure parameters are sure to reveal certain relationship among ln k'', ln Ka, ln Ki, ln kc and ln (LC50).