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Hybrid-type strigolactone analogues derived from auxins
- Source :
- Pest Management Science, 1-9, STARTPAGE=1;ENDPAGE=9;ISSN=1526-498X;TITLE=Pest Management Science, Pest Management Science, pp. 1-9, Pest Management Science
- Publication Year :
- 2019
-
Abstract
- BACKGROUND Strigolactones (SLs) have a vast number of ecological implications because of the broad spectrum of their biological activities. Unfortunately, the limited availability of SLs restricts their applicability for the benefit of humanity and renders synthesis the only option for their production. However, the structural complexity of SLs impedes their economical synthesis, which is unfeasible on a large scale. Synthesis of SL analogues and mimics with a simpler structure, but with retention of bioactivity, is the solution to this problem. RESULTS Here, we present eight new hybrid‐type SL analogues derived from auxin, synthesized via coupling of auxin ester [ethyl 2‐(1H‐indol‐3‐yl)acetate] and of ethyl 2‐phenylacetate with four D‐rings (mono‐, two di‐ and trimethylated). The new hybrid‐type SL analogues were bioassayed to assess the germination activity of seeds of the parasitic weeds Striga hermonthica, Orobanche minor and Phelipanche ramosa using the classical method of counting germinated seeds and a colorimetric method. The bioassays revealed that analogues with a natural monomethylated D‐ring had appreciable to good activity towards the three species and were the most active derivatives. By contrast, derivatives with the trimethylated D‐ring showed no activity. The dimethylated derivatives (2,4‐dimethyl and 3,4‐dimethyl) were slightly active, especially towards P. ramosa. CONCLUSIONS New hybrid‐type analogues derived from auxins have been prepared. These analogues may be attractive as potential suicidal germination agents for parasitic weed control because of their ease of preparation and relevant bioactivity. © 2019 The Authors. Pest Management Science published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.<br />Hybrid‐type strigolactone (SL) analogues were prepared from auxin ethyl ester in a two‐step operation. These SL analogues were bioassayed as germination agents for Striga hermonthica, Pelipanche ramosa and Orobanche minor.
- Subjects :
- 0106 biological sciences
Striga hermonthica
Stereochemistry
Weed Control
strigolactone analogues
Plant Weeds
Strigolactone
Germination
strigolactones
Striga
Synthetic Organic Chemistry
01 natural sciences
Lactones
Orobanchaceae
Auxin
Bioassay
Parasitic Weeds
Research Articles
chemistry.chemical_classification
Indoleacetic Acids
biology
Orobanche
Chemistry
Hybrid type
suicidal germination
General Medicine
biology.organism_classification
010602 entomology
Phelipanche ramosa
auxins
Insect Science
Orobanche minor
Seeds
Agronomy and Crop Science
Research Article
010606 plant biology & botany
Subjects
Details
- ISSN :
- 1526498X
- Database :
- OpenAIRE
- Journal :
- Pest Management Science
- Accession number :
- edsair.doi.dedup.....bf3d90ad5ad9788dfb14304ebff85cf8