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Molecules 2017, 22(6), 1004; doi:10.3390/molecules22061004

Hydronopylformamides: Modification of the Naturally Occurring Compound (-)-β-Pinene to Produce Insect Repellent Candidates against Blattella germanica

1
College of Forestry, Jiangxi Agricultural University, Camphor Tree Engineering and Technology Research Center of State Forestry Administration and Jiangxi Province, Nanchang 330045, Jiangxi, China
2
Yichun Hydrological Bureau of Jiangxi Province, Yichun 336000, Jiangxi, China
3
College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027, China
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 5 May 2017 / Revised: 12 June 2017 / Accepted: 13 June 2017 / Published: 16 June 2017
(This article belongs to the Special Issue Natural Product Inspired Scaffolds Designs)
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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. View Full-Text
Keywords: β-pinene; synthesis; Blattella germanica; repellent β-pinene; synthesis; Blattella germanica; repellent
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Liao, S.; Liu, Y.; Si, H.; Xiao, Z.; Fan, G.; Chen, S.; Wang, P.; Wang, Z. Hydronopylformamides: Modification of the Naturally Occurring Compound (-)-β-Pinene to Produce Insect Repellent Candidates against Blattella germanica. Molecules 2017, 22, 1004.

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