51. Hydronopylformamides: Modification of the Naturally Occurring Compound (-)-β-Pinene to Produce Insect Repellent Candidates against Blattella germanica
- Author
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Si Hongyan, Chen Shangxing, Guorong Fan, Zongde Wang, Xiao Zhuanquan, Liao Shengliang, Wang Peng, and Liu Yan
- Subjects
0301 basic medicine ,synthesis ,Stereochemistry ,Proton Magnetic Resonance Spectroscopy ,030106 microbiology ,Pharmaceutical Science ,Article ,Analytical Chemistry ,DEET ,03 medical and health sciences ,chemistry.chemical_compound ,Bridged Bicyclo Compounds ,Drug Discovery ,Oils, Volatile ,β-pinene ,Blattella germanica ,repellent ,Animals ,Electron impact mass spectrometry ,Physical and Theoretical Chemistry ,Fourier transform infrared spectroscopy ,Bicyclic Monoterpenes ,Pinene ,German cockroach ,biology ,Organic Chemistry ,Nuclear magnetic resonance spectroscopy ,Blattellidae ,biology.organism_classification ,030104 developmental biology ,chemistry ,Chemistry (miscellaneous) ,Active compound ,Insect Repellents ,Monoterpenes ,Molecular Medicine ,Insect repellent ,Nuclear chemistry - Abstract
The development of a novel repellent plays an important role in the integrated control of Blattella germanica. A series of novel hydronopylformamides derivatives were synthesized from a naturally occurring compound (-)-β-pinene. The structures of these hydronopylformamides derivatives were characterized by Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (¹H-NMR and 13C-NMR), and electron impact mass spectrometry (EI-MS). Repellency of these hydronopylformamides derivatives against Blattella germanica was evaluated by the using petri dish arena method. The results showed that four derivatives (compounds 8a, 8b, 8c and 8e) exhibited repellency against Blattella germanica at a concentration of 20 mg/mL. Compound 8a was the most active compound among these derivatives, where the repelling ratios of compound 8a against Blattella germanica were 66.10%, 50.46%, 48.26%, at concentrations of 20 mg/mL, 10 mg/mL, and 5 mg/mL, respectively. In addition, compound 8a showed better repellency than the traditional insect repellent N, N-diethyl-3-methylbenzamide (DEET), which indicated that compound 8a had a good application prospect in the prevention of Blattella germanica. This research hopes to promote the value-added utilization of (-)-β-pinene and the development of novel German cockroach repellents.
- Published
- 2017
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