Crystallography of Contemporary Contact Insecticides.
Crystallography of Contemporary Contact Insecticides.
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DOI：
10.3390/insects13030292
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发表时间：
2022-03-15
期刊：
影响因子：
3
通讯作者：
Ward MD
中科院分区：
文献类型：
--
作者：
Erriah B;Zhu X;Hu CT;Kahr BE;Shtukenberg A;Ward MD
晶体接触杀虫剂的效力主要取决于昆虫跗骨接触晶体表面对杀虫剂分子的吸收。然而，氢化物分子在结晶状态下可以以一种以上的方式组织，从而产生一种以上的结晶形式（也称为多晶型物）。我们最近发现，接触杀虫剂的致死率随着晶型热力学稳定性的降低而增加;最稳定的晶型总是最不致命/最慢的作用。接触杀虫剂的多态性及其对效力的重要性在很大程度上不为病媒控制界所知。有人认为，接触杀虫剂固体的晶体学表征应该是系统的，以确定更活跃的固体形式。在此，我们报告了七个新的晶体结构，主要是拟除虫菊酯类杀虫剂推荐的世界卫生组织的室内残留喷洒，以及一种新形式的烟碱类杀虫剂。这些结果进一步突出了接触杀虫剂的多态性和固态化学在寻找更活性的晶体形式中的重要性。用于对抗蚊媒传染病的接触杀虫剂的活性形式通常是结晶固体。许多分子晶体是多晶型的，以几种固体形式结晶，其特征在于不同的物理化学性质，包括生物利用度。我们的实验室最近发现，晶体接触杀虫剂的活性是相反地依赖于其多晶型物的热力学稳定性，这表明可以通过操纵固态结构来增强功效。本文认为，晶体学应该是开发接触杀虫剂的核心，特别是因为它们的功效继续受到杀虫剂耐药性的影响，特别是在传播疟疾的按蚊种群中。尽管已经引入了具有新作用模式的杀虫化合物来克服抗性，但新杀虫剂的开发和实施是昂贵的。将现有的化学试剂以亚稳定的、更活跃的结晶形式重新利用，为风险已经得到充分确认的“常青”化合物提供了一种廉价而有效的方法。本文报道了七种新的用于控制传染病媒介的杀虫剂的单晶结构。本文报道的结构包括WHO推荐用于室内残留喷洒（IRS）的拟除虫菊酯类杀虫剂-联苯菊酯、β-氟氯氰菊酯、醚菊酯、α-氯氰菊酯和λ-氯氟氰菊酯以及烟碱类杀虫剂噻虫啉。
The efficacy of crystalline contact insecticides is dependent foremost on the uptake of insecticide molecules by insect tarsi contacting crystal surfaces. Insecticide molecules, however, may organize in more than one way in the crystalline state, resulting in more than one crystalline form (also known as polymorph). We recently discovered that the lethality of contact insecticides increases with decreasing thermodynamic stability of the crystalline forms; the most stable crystalline form is invariably the least lethal/slowest acting. Polymorphism in contact insecticides, and its importance to efficacy, was largely unknown to the vector control community. It is argued that the crystallographic characterization of contact insecticide solids should be systematic to identify more active solid forms. Herein, we report seven new crystal structures, mostly pyrethroid insecticides recommended by the WHO for indoor residual spraying, as well as a new form of a neonicotinoid insecticide. These results further highlight polymorphism in contact insecticides and the importance of solid-state chemistry in the search for more active crystal forms. The active forms of contact insecticides used for combatting mosquito-borne infectious diseases are typically crystalline solids. Numerous molecular crystals are polymorphic, crystallizing in several solid forms characterized by different physicochemical properties, including bioavailability. Our laboratory recently found that the activity of crystalline contact insecticides is inversely dependent on the thermodynamic stability of their polymorphs, suggesting that efficacy can be enhanced by the manipulation of the solid-state structure. This paper argues that crystallography should be central to the development of contact insecticides, particularly because their efficacy continues to be compromised by insecticide resistance, especially among Anopheles mosquito populations that spread malaria. Although insecticidal compounds with new modes of action have been introduced to overcome resistance, new insecticides are expensive to develop and implement. The repurposing of existing chemical agents in metastable, more active crystalline forms provides an inexpensive and efficient method for ‘evergreening’ compounds whose risks are already well-established. We report herein seven new single-crystal structures of insecticides used for controlling infectious disease vectors. The structures reported herein include pyrethroid insecticides recommended by the WHO for indoor residual spraying (IRS)-bifenthrin, β-cyfluthrin, etofenprox, α-cypermethrin, and λ-cyhalothrin as well as the neonicotinoid insecticide thiacloprid.
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影响因子：
64.8
作者：
ELLIOTT, M;FARNHAM, AW;PULMAN, DA
通讯作者：
PULMAN, DA
DOI：
10.1039/p19750001865
发表时间：
1975-01-01
期刊：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子：
--
作者：
OWEN, JD
通讯作者：
OWEN, JD
DOI：
10.1107/s1600536808034855
发表时间：
2008-12-01
影响因子：
0.9
作者：
Cheng, Jing;Ju, Guangxiu;Dong, Jinfeng
通讯作者：
Dong, Jinfeng
影响因子：
1.9
作者：
SAWICKI, RM;FARNHAM, AW
通讯作者：
FARNHAM, AW
影响因子：
4.5
作者：
Liu, Huigang;Zhao, Meirong;Liu, Weiping
通讯作者：
Liu, Weiping