Inverse Correlation between Lethality and Thermodynamic Stability of Contact Insecticide Polymorphs
Document Type
Article
Publication Date
2-5-2019
Publication Title
Crystal Growth and Design
Volume
19
Issue
3
First page number:
1839
Last page number:
1844
Abstract
Contact insecticides often involve the interaction of whole organisms and toxicant crystal surfaces. The crystalline phase of these compounds has not, however, been considered for the optimization of insecticide performance. Lindane (1R,2r,3S,4R,5r,6S-hexachlorocyclohexane) has been one of the most widely used insecticides, but other (inactive) stereoisomers accompanying its manufacture have led to massive chemical waste remediation problems. Crystalline polymorphs are also isomers in the broadest sense, yet only one crystal structure of lindane has been reported. Herein, we report the discovery and characterization of two new polymorphs, Forms II and III. The efficacy of Forms I, II, and III against Drosophila melanogaster revealed an inverse correlation between lethality and thermodynamic stability; the least stable kills fastest. This understanding provides a crystal engineering opportunity wherein formulations containing the most active contact insecticide polymorph can achieve infectious disease prophylaxis while reducing environmental exposure and associated chemical waste.
Disciplines
Biological and Chemical Physics
Language
English
Repository Citation
Yang, J.,
Zhu, X.,
Hu, C. T.,
Qiu, M.,
Zhu, Q.,
Ward, M. D.,
Kahr, B.
(2019).
Inverse Correlation between Lethality and Thermodynamic Stability of Contact Insecticide Polymorphs.
Crystal Growth and Design, 19(3),
1839-1844.
http://dx.doi.org/10.1021/acs.cgd.8b01800