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Preparation and Phytotoxicity Evaluation of 11,13-Dehydro seco-Guaianolides.
Chinchilla, Nuria; Santana, Alejandro; Varela, Rosa M; Fronczek, Frank R; Molinillo, José M G; Macías, Francisco A.
Affiliation
  • Chinchilla N; Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
  • Santana A; Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
  • Varela RM; Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
  • Fronczek FR; Department of Chemistry , Louisiana State University , Baton Rouge , Louisiana 70803 , United States.
  • Molinillo JMG; Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
  • Macías FA; Allelopathy Group, Department of Organic Chemistry, School of Sciences, Institute of Biomolecules (INBIO) , University of Cadiz , C/República Saharaui, s/n , 11510 Puerto Real ( Cádiz ), Spain.
J Nat Prod ; 82(9): 2501-2508, 2019 09 27.
Article in En | MEDLINE | ID: mdl-31464436
ABSTRACT
11,13-Dehydro seco-guaianolides, a particular type of sesquiterpene lactones, were synthesized from the commercially available α-santonin (11) using a facile strategy involving a high-yielding photochemical reaction. Natural products 10 and 17 from Artemisia gorgonum were synthesized in good yields. Specifically, compound 10 was obtained in five steps with an overall yield of 17%. The sesquiterpene lactones were tested in the etiolated wheat coleoptile bioassay, and the most active compounds were assayed on standard target species. Guaianolide 13 showed the highest phytotoxic activities when compared with the known herbicide Logran.
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Full text: 1 Database: MEDLINE Main subject: Plants / Artemisia / Sesquiterpenes, Guaiane Language: En Journal: J Nat Prod Year: 2019 Type: Article Affiliation country: Spain
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Full text: 1 Database: MEDLINE Main subject: Plants / Artemisia / Sesquiterpenes, Guaiane Language: En Journal: J Nat Prod Year: 2019 Type: Article Affiliation country: Spain