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Issue 15, 2017
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Azobenzene-benzoylphenylureas as photoswitchable chitin synthesis inhibitors

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Abstract

Benzoylphenylureas (BPUs) are used as synthetic insect growth regulators for inhibiting chitin synthesis. Merging insecticidal BPUs with photoswitchable azobenzene generated photoresponsive chitin synthesis inhibitors. A prepared azobenzene-benzoylphenylurea can be activated upon irradiation with UV light, and shows 6-fold and 2-fold activity difference to armyworm (Mythimna separata) and German cockroach (Blattella germanica) sulfonylurea receptors, respectively. This is the first example of a photoswitchable BPU insecticide. The generation of such a photoresponsive BPU insecticide allows for modulation of the insecticidal activity by light, and may facilitate the spatiotemporal control over the sulfonylurea receptor and the mechanistic study of this kind of insecticide.

Graphical abstract: Azobenzene-benzoylphenylureas as photoswitchable chitin synthesis inhibitors

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Publication details

The article was received on 27 Dec 2016, accepted on 14 Mar 2017 and first published on 17 Mar 2017


Article type: Paper
DOI: 10.1039/C6OB02813F
Citation: Org. Biomol. Chem., 2017,15, 3320-3323
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    Azobenzene-benzoylphenylureas as photoswitchable chitin synthesis inhibitors

    X. Tian, C. Zhang, Q. Xu, Z. Li and X. Shao, Org. Biomol. Chem., 2017, 15, 3320
    DOI: 10.1039/C6OB02813F

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