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拟除虫菊酯设计中的代谢考量

Metabolic considerations in pyrethroid design.

作者信息

Soderlund D M

机构信息

Department of Entomology, New York State Agricultural Experiment Station, Cornell University, Geneva 14456.

出版信息

Xenobiotica. 1992 Sep-Oct;22(9-10):1185-94. doi: 10.3109/00498259209051872.

DOI:10.3109/00498259209051872
PMID:1441609
Abstract
  1. Synthetic pyrethroids, based on the naturally-occurring insecticidal components of pyrethrum extract, emerged in the 1970s as the fourth major chemical class of synthetic insecticides. They are widely used today in the control of agriculture and household pests and disease vectors. 2. Early efforts in the design of synthetic analogues focused on the need to identify novel structural moieties that preserved or enhanced intrinsic insecticidal activity while eliminating known sites of metabolic and photolytic attack in the natural compounds. Subsequent efforts focused on achieving high levels of insecticidal activity while minimizing costs of synthesis and retaining desirable levels of selective toxicity. 3. The synthetic compounds obtained in these efforts constitute a group of insecticides having unprecedented biological activity against target species with low acute toxicity to mammals. 4. The evolutionary development of the pyrethroids illustrates how knowledge of metabolic fate can contribute to the design of novel insecticides with improved insecticidal activity and selective toxicity.
摘要
  1. 合成拟除虫菊酯基于除虫菊提取物中天然存在的杀虫成分,于20世纪70年代作为第四大类合成杀虫剂出现。如今,它们广泛用于控制农业害虫、家庭害虫和病媒。2. 合成类似物设计的早期努力集中于需要识别新的结构部分,这些部分能保留或增强内在杀虫活性,同时消除天然化合物中已知的代谢和光解攻击位点。随后的努力集中于在使合成成本最小化并保持理想的选择性毒性水平的同时,实现高水平的杀虫活性。3. 在这些努力中获得的合成化合物构成了一组对目标物种具有前所未有的生物活性且对哺乳动物急性毒性低的杀虫剂。4. 拟除虫菊酯的进化发展说明了代谢命运的知识如何有助于设计具有改进的杀虫活性和选择性毒性的新型杀虫剂。

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Metabolic considerations in pyrethroid design.拟除虫菊酯设计中的代谢考量
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Pyrethrum flowers and pyrethroid insecticides.除虫菊花朵和拟除虫菊酯类杀虫剂。
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Synthesis, insecticidal activity, resistance, photodegradation and toxicity of pyrethroids (A review).合成、杀虫活性、抗药性、光降解和拟除虫菊酯的毒性(综述)。
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Pyrethrins and Pyrethroids: A Comprehensive Review of Natural Occurring Compounds and Their Synthetic Derivatives.除虫菊酯和拟除虫菊酯:天然存在的化合物及其合成衍生物的全面综述。
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引用本文的文献

1
Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases.拟除虫菊酯在人和大鼠组织中的水解作用:肠道、肝脏和血清羧酸酯酶的检测
Toxicol Appl Pharmacol. 2007 May 15;221(1):1-12. doi: 10.1016/j.taap.2007.03.002. Epub 2007 Mar 12.
2
Stereoselective hydrolysis of pyrethroid-like fluorescent substrates by human and other mammalian liver carboxylesterases.人及其他哺乳动物肝脏羧酸酯酶对拟除虫菊酯类荧光底物的立体选择性水解作用。
Chem Res Toxicol. 2005 Sep;18(9):1371-7. doi: 10.1021/tx050072+.