利用QSAR探討環境荷爾蒙於河川水中之降解速率

Using QSAR Factors to Explore the Biodegradation Kinetics of Environmental Hormones in River Water

楊珮玉(Pei-Yu Yang)

指導教授 ： 王順成 ； 白子易

朝陽科技大學/理工學院/應用化學系生化科技碩博士班/博士(2015年)

摘要

本研究針對環境荷爾蒙(environmental hormones, EHs)進行濃度降解試驗，其因是由於環境荷爾蒙會擾亂水生動、植物及人類之免疫系統體內的荷爾蒙代謝，許多研究已經證實環境荷爾蒙對於生物體影響的嚴重性。
本論文之主題乃探討8種環境荷爾蒙：α-安殺番(α-Endosulfan, α-ES)、β-安殺番(β-Endosulfan, β-ES)、2,4-二氯酚 (2,4-Dichlorophenol, 2,4-DCP)、五氯酚 (Pentachlorophenol, PCP)、壬基酚 (Nonylphenol, NP)、雙酚A (Bisphenol A, BPA)、鄰苯二甲酸二丁酯(Dibutyl phthalate, DBP)及鄰苯二甲酸二(2-乙基己基)酯(Bis(2-ethylhexyl)phthalate, DEHP)，在大里溪之自我降解能力，透過室內模擬進行河川降解試驗，獲得以8種環境荷爾蒙之「生物降解速率」，以一階動力為背景值，經一連串之數據演算而得環境荷爾蒙於河川中的動力降解方程式，生物降解速率(k value)介於0.002/天~ 0.058/天之間。8種環境荷爾蒙之降解速率由慢而快順序為β-ES < 2,4-DCP < NP< α-ES < DEHP < PCP < DBP < BPA。
利用定量構效關係(Quantitative structure activity relationship, QSAR)進行數據分析，建立預測環境荷爾蒙之降解方程式，該生物降解預測模式稱為model K：
K_deg = -0.204+0.008GA+0.219(Bi)2-0.099(Bp)2+0.069(DLS)2-0.001(GA)2-0.002(Bhs)2
為檢驗model K之準確度，將預測模式套用至其他的環境荷爾蒙，預測之半衰期為：滴滴涕 (Dichlorodiphenyltrichloroethane, DDT) 3.1天；安特寧(Endrin) 3.1天；飛佈達(Heptachlor) 3.7天；滅蟻樂(Mirex) 4.1天 ；毒殺芬(Toxaphene) 1.8天。透過文獻查證數據之準確度，預測之半衰期與查證之數値平均誤差約±10%，因此證明本研究所發展之model K，可預測具平面結構之環境荷爾蒙於河川中之降解程度，並且估算其半衰期，可助於河川監測之研究。

關鍵字

定量構效關係 ； 環境荷爾蒙 ； 速率常速 ； 生物降解 ； 河川水

並列摘要

Environmental hormones (EHs), also known as endocrine-disrupting chemicals, pose a significant threat to human health and society and the environment. The objective of this study was to develop a biodegradation kinetic model in Dali river for EHs, i.e., α-endosulfan (α-ES), β-endosulfan (β-ES), 2,4-dichlorophenol (2,4-DCP), pentachlorophenol (PCP), nonyl phenol (NP), bisphenol A (BPA), dibutyl phthalate (DBP) and di-2-ethylhexyl phthalate (DEHP). The results indicate that the degradation kinetic constants of the eight EHs tested were in the range of 0.002 to 0.058 day-1 and followed the increasing order of β-ES < 2,4-DCP < NP < (α-ES) < DEHP < PCP < DBP < BPA. The 2D matrix-based descriptors were used to develop a quantitative structure-activity relationship for EH biodegradation rates. According to the established polynomial regression model, the biodegradation kinetic constants and the QSAR (Quantitative structure activity relationship) molecular interactions of the tested EHs played significant roles in the degradation process under the studied experimental conditions. The developed polynomial regression equation was tested by predicting the half-life degradation of dichloro-diphenyl-trichloroethane (DDT), endrin, heptachlor, mirex, toxaphene and comparaed to published data. The predicted value are the same as or within ± 10% of published data. These results showed the K model developed in this study could be used as a valuable tool to preditic the half-life degradation of EHs that with a planar structure.

並列關鍵字

Environmental hormones ； Degradation kinetics ； Biodegradation ； QSAR factors ； River water

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