Open AccessInvestigating the Structure–Activity Relationship of the Insecticidal Natural Product Rocaglamide
Author(s) -
Roger G. Hall,
Ian Bruce,
Nigel G. Cooke,
Louis J. Diorazio,
Fredrik Cederbaum,
M. Dobler,
Ed Irving
Publication year - 2017
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.2017.845
Subject(s) - natural product , stereochemistry , product (mathematics) , chemistry , traditional medicine , mathematics , medicine , geometry
The natural product Rocaglamide (1), isolated from the tree Aglaia elliptifolia, is a compelling but also challenging lead structure for crop protection. In laboratory assays, the natural product shows highly interesting insecticidal activity against chewing pests and beetles, but also phytotoxicity on some crop plants. Multi-step syntheses with control of stereochemistry were required to probe the structure–activity relationship (SAR), and seek simplified analogues. After a significant research effort, just two areas of the molecule were identified which allow modification whilst maintaining activity, as will be highlighted in this paper.