Open AccessDiversity‐Oriented Synthesis of Natural‐Product‐like Libraries Containing a 3‐Methylbenzofuran Moiety for the Discovery of New Chemical Elicitors
Author(s) -
He Xingrui,
Chen Xia,
Lin Songbo,
Mo Xiaochang,
Zhou Pengyong,
Zhang Zhihao,
Lu Yaoyao,
Yang Yu,
Gu Haining,
Shang Zhicai,
Lou Yonggen,
Wu Jun
Publication year - 2017
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201600118
Subject(s) - natural product , brown planthopper , chalcone , chemistry , high throughput screening , chemical space , moiety , drug discovery , secondary metabolite , chalcone synthase , biology , computational biology , biochemistry , stereochemistry , biosynthesis , enzyme , gene
Natural products are a major source of biological molecules. The 3‐methylfuran scaffold is found in a variety of plant secondary metabolite chemical elicitors that confer host‐plant resistance against insect pests. Herein, the diversity‐oriented synthesis of a natural‐product‐like library is reported, in which the 3‐methylfuran core is fused in an angular attachment to six common natural product scaffolds—coumarin, chalcone, flavone, flavonol, isoflavone and isoquinolinone. The structural diversity of this library is assessed computationally using cheminformatic analysis. Phenotypic high‐throughput screening of β‐glucuronidase activity uncovers several hits. Further in vivo screening confirms that these hits can induce resistance in rice to nymphs of the brown planthopper Nilaparvata lugens . This work validates the combination of diversity‐oriented synthesis and high‐throughput screening of β‐glucuronidase activity as a strategy for discovering new chemical elicitors.