Relationship between the Biological Potency of Polychlorinated Dibenzo-p-dioxins and Their Electronic States
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概要
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The molecular orbital (MO) method, as one approach explaining the structure-activity of polychlorinated dibenzo-p-dioxins (PCDDs), was used to understand the relationship between the bioligical activities and electronic state or highest occupied molecular orbital (homo) phase symmetry of PCDDs. The structure-activity relationship of PCDDs could be exolained by the difference between the homo and lowest unoccupied molecular orbital (lumo) energy levels (Δε : difference of ε_<homo> and ε_<lumo>) which indicated orbital mixing with other molecules. The magnitude of biological activity was consistent with the following order : 2,3,7,8-tetraCDD>1,2,3,7,8-pentaCDD>1,2,3,7,8,9-hexaCDD>2,3,7-triCDD>2,8-diCDD, with the order of decreasing Δε by Huckel MO calculation. Our method can also estimate a magnitude of biological activity for PCDDs. The structure requirement for high toxicity suggested that the electronic states of PCDDs showed a small value difference (Δε) and S_1S_2 phase symmetry on the homo for PCDDs. These results indicate that the electron states of PCDDs, which are based on the binding interaction of PCDDs to a cytosolic Ah receptor, play an important role in the appearance of their activity.
- 社団法人日本薬学会の論文
- 1991-08-25
著者
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小林 茂樹
昭和薬大
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斉藤 明男
Showa College Of Pharmaceutical Sciences
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田中 彰
Graduate School Of Agricultural Science Tamagawa University
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飛永 精照
Showa College of Pharmaceutical Sciences
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田中 彰
National Institute of Hygienic Sciences
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小林 茂樹
Showa College of Pharmaceutical Science
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石井 耀子
Showa College of Pharmaceutical Science
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Kobayashi S
Eisai Research Institute Of Boston Inc.
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Kobayashi Shoichi
Laboratory Of Food And Health Science Department Of Agro-bioscience Faculty Of Agriculture Iwate Uni
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飛永 精照
昭和薬科大学
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Kobayashi Shigeki
Department Of Analytical Chemistry Of Medicines Showa Pharmaceutical University
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Ishi Y
Showa College Of Pharmaceutical Science
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小林 茂樹
Showa College Of Pharmaceutical Sciences
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Kobayashi Shigeki
Div. Of Analytical Chemistry Of Medicines Showa Pharmaceutical Univ.
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田中 章
昭和薬大
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