著者

Kotaro Mori Hideya Tokuoka Hisashi Miyagawa Yoshiaki Nakagawa

出版者

Pesticide Science Society of Japan

雑誌

Journal of Pesticide Science (ISSN:1348589X)

巻号頁・発行日

vol.46, no.1, pp.120-123, 2021-02-20 (Released:2021-02-26)

参考文献数

22

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Benzoylphenylureas (BPUs) were discovered as novel type insecticides about a half century ago; many analogs have been launched as insecticides and acaricides. BPUs are known to inhibit chitin synthesis in insects and other arthropods, but they have no effect against microorganisms such as fungi. We designed new chitin synthesis inhibitors based on the hypothesis that biomolecules that play important roles in cellulose and chitin biosynthesis are similar. In the full automatic modeling system (FAMS), the cellulose synthase was selected as a template three-dimensional structure. Thus, we focused on the structure of cellulose synthase inhibitor, isoxaben, to develop new chemistry. The 1,1-diethylethyl [-C(CH3)(CH2CH3)2] group of isoxaben was changed to a 4-substituted phenyl group bearing Cl, Et, or Ph. These compounds significantly inhibited chitin synthesis in the cultured integument of the rice stem borer Chilo suppressalis. The activity of the 4-ethylphenyl analog was enhanced 30-fold by adding piperonyl butoxide to the culture medium.

著者

Christopher Browning Alastair G. McEwen Kotaro Mori Taiyo Yokoi Dino Moras Yoshiaki Nakagawa Isabelle M. L. Billas

出版者

Pesticide Science Society of Japan

雑誌

Journal of Pesticide Science (ISSN:1348589X)

巻号頁・発行日

vol.46, no.1, pp.88-100, 2021-02-20 (Released:2021-02-26)

参考文献数

58

被引用文献数

7

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The ecdysone receptor (EcR) possesses the remarkable capacity to adapt structurally to different types of ligands. EcR binds ecdysteroids, including 20-hydroxyecdysone (20E), as well as nonsteroidal synthetic agonists such as insecticidal dibenzoylhydrazines (DBHs). Here, we report the crystal structures of the ligand-binding domains of Heliothis virescens EcR/USP bound to the DBH agonist BYI09181 and to the imidazole-type compound BYI08346. The region delineated by helices H7 and H10 opens up to tightly fit a phenyl ring of the ligands to an extent that depends on the bulkiness of ring substituent. In the structure of 20E-bound EcR, this part of the ligand-binding pocket (LBP) contains a channel filled by water molecules that form an intricate hydrogen bond network between 20E and LBP. The water channel present in the nuclear receptor bound to its natural hormone acts as a critical molecular adaptation spring used to accommodate synthetic agonists inside its binding cavity.

著者

Yoshiaki Nakagawa Hisashi Miyagawa

出版者

Pesticide Science Society of Japan

雑誌

Journal of Pesticide Science (ISSN:1348589X)

巻号頁・発行日

vol.42, no.4, pp.177-178, 2017-11-20 (Released:2017-11-24)

参考文献数

5

被引用文献数

1