Furan-site transformations of obacunone as potent insecticidal agents

Furan ring is a key pharmacophore for insecticidal activity of limoninoids. To develop natural-product-based insecticidal agents, a series of furan-site transformations (2, 3 and 3a–j) of obacunone were synthesized by selective bromination and following coupling reactions without altering other func...

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Detalles Bibliográficos
Autores principales: Xiang, Ping, Cao, Qing-Hao, Dong, Qing-Miao, Yang, Xiao-Jun, Tang, Jiang-Jiang, Bai, Hongjin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6298901/
https://www.ncbi.nlm.nih.gov/pubmed/30582063
http://dx.doi.org/10.1016/j.heliyon.2018.e01064
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author Xiang, Ping
Cao, Qing-Hao
Dong, Qing-Miao
Yang, Xiao-Jun
Tang, Jiang-Jiang
Bai, Hongjin
author_facet Xiang, Ping
Cao, Qing-Hao
Dong, Qing-Miao
Yang, Xiao-Jun
Tang, Jiang-Jiang
Bai, Hongjin
author_sort Xiang, Ping
collection PubMed
description Furan ring is a key pharmacophore for insecticidal activity of limoninoids. To develop natural-product-based insecticidal agents, a series of furan-site transformations (2, 3 and 3a–j) of obacunone were synthesized by selective bromination and following coupling reactions without altering other functional groups. Bioassays indicated that derivatives 3e, 3f and 3j displayed more potent insecticidal activity than obacunone and toosendanin against the instar larvae of Mythimna separate Walker. Besides, their structure–activity relationships were discussed.
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spelling pubmed-62989012018-12-21 Furan-site transformations of obacunone as potent insecticidal agents Xiang, Ping Cao, Qing-Hao Dong, Qing-Miao Yang, Xiao-Jun Tang, Jiang-Jiang Bai, Hongjin Heliyon Article Furan ring is a key pharmacophore for insecticidal activity of limoninoids. To develop natural-product-based insecticidal agents, a series of furan-site transformations (2, 3 and 3a–j) of obacunone were synthesized by selective bromination and following coupling reactions without altering other functional groups. Bioassays indicated that derivatives 3e, 3f and 3j displayed more potent insecticidal activity than obacunone and toosendanin against the instar larvae of Mythimna separate Walker. Besides, their structure–activity relationships were discussed. Elsevier 2018-12-17 /pmc/articles/PMC6298901/ /pubmed/30582063 http://dx.doi.org/10.1016/j.heliyon.2018.e01064 Text en © 2018 Published by Elsevier Ltd. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Xiang, Ping
Cao, Qing-Hao
Dong, Qing-Miao
Yang, Xiao-Jun
Tang, Jiang-Jiang
Bai, Hongjin
Furan-site transformations of obacunone as potent insecticidal agents
title Furan-site transformations of obacunone as potent insecticidal agents
title_full Furan-site transformations of obacunone as potent insecticidal agents
title_fullStr Furan-site transformations of obacunone as potent insecticidal agents
title_full_unstemmed Furan-site transformations of obacunone as potent insecticidal agents
title_short Furan-site transformations of obacunone as potent insecticidal agents
title_sort furan-site transformations of obacunone as potent insecticidal agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6298901/
https://www.ncbi.nlm.nih.gov/pubmed/30582063
http://dx.doi.org/10.1016/j.heliyon.2018.e01064
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