ニコチノイドおよびネオニコチノイドの選択毒性の分子機構

• 山本 出

  Department of Agricultural Chemistry, Tokyo University of Agriculture

• 藪田 五郎

  NODAI Research Institute, Tokyo University of Agriculture

• 冨澤 元博

  Department of Agricultural Chemistry, Tokyo University of Agriculture

• 斉藤 隆行

  Department of Agricultural Chemistry, Tokyo University of Agriculture

• 宮本 徹

  Department of Agricultural Chemistry, Tokyo University of Agriculture

• 利部 伸三

  Department of Chemistry, Faculty of Education, Gifu University

書誌事項

タイトル別名

• Molecular Mechanism for Selective Toxicity of Nicotinoids and Neonicotinoids
• ニコチノイドおよびネオニコチノイドの選択毒性の分子機構〔英文〕
• ニコチノイド オヨビ ネオニコチノイド ノ センタク ドクセイ ノ ブンシ キ

抄録

The binding study on nicotinoids, neonicotinoids and the related compounds using [³H]α-bungarotoxin and [³H]nicotine as probes revealed that binding to the recognition site of nicotinic acetylcholine receptor (nAChR) in insects requires the molecules to have 3-pyridylmethylamino moiety, while high ionization in vertebrates. When [³H]phencyclidine was used as a probe for the ion channel opening of Torpedo nAChR, it was indicated that high ionization of the molecule is important to be agonistic, although the presence of 3-pyridylmethylamino moiety is preferred. ¹⁵N NMR of the amino nitrogen atom of nicotinoids and the corresponding one of neonicotinoids indicated that the latter was far deshielded as compared with the former. The result implies that the unshared electron pair on the concerned nitrogen atom is delocalized by the presence of strong electron-withdrawing group and the nitrogen atom becomes partially positive. Such nitrogen is enough to interact with the insect nAChR, but not with the vertebrate one. The overall results explain why nicotine is highly toxic to mammals and rather limited in insecticidal activity, whereas imidacloprid is highly insecticidal and low in mammalian toxicity.

収録刊行物

• 日本農薬学会誌（Ｊｏｕｒｎａｌ　ｏｆ　Ｐｅｓｔｉｃｉｄｅ　Ｓｃｉｅｎｃｅ）

  日本農薬学会誌（Ｊｏｕｒｎａｌ　ｏｆ　Ｐｅｓｔｉｃｉｄｅ　Ｓｃｉｅｎｃｅ） 20 (1), 33-40, 1995

  日本農薬学会

キーワード

• Health, Toxicology and Mutagenesis
• Insect Science

詳細情報

• CRID: 1390282680187472896
• NII論文ID: 110001712788
• NII書誌ID: AN00196227
• ISSN: 03851559
• ISSN: 13490923
• ISSN: 1348589X
• ISSN: http://id.crossref.org/issn/1348589X
• ISSN: http://id.crossref.org/issn/0031613X
• DOI: 10.1584/jpestics.20.33
• NDL書誌ID: 3603121
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I3603121
• Web Site: http://www.jstage.jst.go.jp/article/jpestics1975/20/1/20_1_33/_pdf
• Web Site: http://dl.ndl.go.jp/info:ndljp/pid/10876063
• データソース種別:
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  • NDL
  • Crossref
  • NDL-Digital
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可