Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202300199
Keywords
crop protection; herbicides; natural products; structure simplification; transketolase
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We designed and synthesized simplified analogues of the herbicidal natural product (+)-cornexistin and evaluated their biological activity. Based on the X-Ray co-crystal structure of cornexistin bound to transketolase from Zea mays, we investigated the key interactions necessary for cornexistin's herbicidal profile. Three novel analogues were prepared, and the importance of substituents on the nine-membered ring of cornexistin was investigated. One analogue maintained a good level of biological activity and could provide insights for further optimization of cornexistin's structure in future commercialization.
We report the design, synthesis and biological evaluation of simplified analogues of the herbicidal natural product (+)-cornexistin. Guided by an X-Ray co-crystal structure of cornexistin bound to transketolase from Zea mays, we attempted to identify the key interactions that are necessary for cornexistin to maintain its herbicidal profile. This resulted in the preparation of three novel analogues investigating the importance of substituents that are located on the nine-membered ring of cornexistin. One analogue maintained a good level of biological activity and could provide researchers insights in how to further optimize the structure of cornexistin for commercialization in the future.
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