Design, Synthesis and Biological Evaluation of Strigolactone and Strigolactam Derivatives for Potential Crop Enhancement Applications in Modern Agriculture

Strigolactones have been known as signaling molecules in the rhizosphere of plants since more than 50 years. However, their roles as phytohormone have been only recognized since 2008. We describe here a very efficient synthetic access to representative canonical strigolactones displaying the A-B-C-D...

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Bibliographic Details
Published inChimia Vol. 73; no. 7-8; p. 549
Main Authors De Mesmaeker, Alain, Screpanti, Claudio, Fonné-Pfister, Raymonde, Lachia, Mathilde, Lumbroso, Alexandre, Bouwmeester, Harro
Format Journal Article
LanguageEnglish
German
Published Switzerland Swiss Chemical Society 21.08.2019
Subjects
Agriculture
Crop enhancement
Keteneiminium salts
Lactones
Plant Growth Regulators
Plant Roots
Rhizosphere
Seed germination
Strigolactones
Total synthesis
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Summary:Strigolactones have been known as signaling molecules in the rhizosphere of plants since more than 50 years. However, their roles as phytohormone have been only recognized since 2008. We describe here a very efficient synthetic access to representative canonical strigolactones displaying the A-B-C-D tetracyclic structure and to non-canonical strigolactones as carlactonoic acid and methyl carlactonoate. In addition, we report the design and the synthesis of strigolactams as promising derivatives of strigolactones for potential use in modern agriculture. Among the synthetic methods developed for this project, the intramolecular [2+2] cycloaddition of keteneiminium salts to C=C bond has been particularly useful to the synthesis of natural strigolactones and their potentially improved analogues.
ISSN:0009-4293
2673-2424
DOI:10.2533/chimia.2019.549