Synthesis of Active Strigolactone Analogues Based on Eudesmane- and Guaiane-Type Sesquiterpene Lactones.
Germination
/ drug effects
Herbicides
/ chemical synthesis
Heterocyclic Compounds, 3-Ring
/ chemical synthesis
Lactones
/ chemical synthesis
Orobanchaceae
/ drug effects
Orobanche
/ drug effects
Seeds
/ drug effects
Sesquiterpenes
/ chemistry
Sesquiterpenes, Eudesmane
/ chemistry
Sesquiterpenes, Guaiane
/ chemistry
Orobanche
Phelipanche
costunolide
dehydrocostuslactone
eudesmanolide
parasitic weed
sesquiterpene lactone
strigolactone analogue
Journal
Journal of agricultural and food chemistry
ISSN: 1520-5118
Titre abrégé: J Agric Food Chem
Pays: United States
ID NLM: 0374755
Informations de publication
Date de publication:
09 Sep 2020
09 Sep 2020
Historique:
pubmed:
17
8
2020
medline:
26
1
2021
entrez:
16
8
2020
Statut:
ppublish
Résumé
Strigolactones are natural products that are exuded by plants and stimulate parasitic weed germination. Their use in herbicides is limited since they are produced in small quantities, but the synthesis of bioactive analogues provides an alternative source. In this work, eleven analogues have been synthesized. Among them, nine compounds belong to a novel family named eudesmanestrigolactones. The procedure is short (3-6 steps), the starting materials are isolated on a multigram scale, and global yields are up to 8%, which significantly enhance isolated yields. In bioassay, the compounds germinated high percentages of
Identifiants
pubmed: 32794743
doi: 10.1021/acs.jafc.0c02361
doi:
Substances chimiques
GR24 strigolactone
0
Herbicides
0
Heterocyclic Compounds, 3-Ring
0
Lactones
0
Sesquiterpenes
0
Sesquiterpenes, Eudesmane
0
Sesquiterpenes, Guaiane
0
guaiane
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM