Synthesis of Active Strigolactone Analogues Based on Eudesmane- and Guaiane-Type Sesquiterpene Lactones.


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
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

Pagination

9636-9645

Auteurs

Jesús G Zorrilla (JG)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

Antonio Cala (A)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

Carlos Rial (C)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

Francisco J R Mejías (FJ)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

José M G Molinillo (JMG)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

Rosa M Varela (RM)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

Francisco A Macías (FA)

Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), Campus CEIA3, School of Science, University of Cadiz, C/Republica Saharaui, 7, 11510 Puerto Real, Cádiz, Spain.

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