Strigolactone Analogues with a D‐Ring Modified at C‐2
Strigolactones (SLs) are important new plant hormones that receive much attention in current plant science. SLs are produced by many plants and are exuded by the root system. SLs are, amongst others, germination stimulants for seed of parasitic weeds. Naturally occurring SLs invariably contain three annelated rings, the ABC‐scaffold, connected to a butenolide (the D‐ring) via an enol ether unit. The synthesis of natural SLs requires many steps, therefore there is a continuous search for SL analogues with a simpler structure but with retention of bioactivity. In this study modified D‐ring variants are investigated, especially analogues having a methyl group at C‐2 instead of a hydrogen. For these analogues the ABC‐scaffolds of GR24 and Nijmegen‐1 were used. The coupling reaction proceeds profoundly better with chlorobutenolides than with the corresponding bromides. Bioassays reveal that the introduction an extra methyl at C‐2 does not influence the germination activity, which is relevant for gaining insight in the mode of action of SLs.
- Location
-
Deutsche Nationalbibliothek Frankfurt am Main
- Extent
-
Online-Ressource
- Language
-
Englisch
- Bibliographic citation
-
Strigolactone Analogues with a D‐Ring Modified at C‐2 ; volume:2016 ; number:21 ; year:2016 ; pages:3495-3499 ; extent:5
European journal of organic chemistry ; 2016, Heft 21 (2016), 3495-3499 (gesamt 5)
- Creator
-
Mwakaboko, Alinanuswe S.
Zwanenburg, Binne
- DOI
-
10.1002/ejoc.201600576
- URN
-
urn:nbn:de:101:1-2022111506392824525966
- Rights
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
-
15.08.2025, 7:30 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Mwakaboko, Alinanuswe S.
- Zwanenburg, Binne
Other Objects (12)
cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin
Synthesis of N-acetylglucosamine analogues modified at C6 position with azido-derived moieties
Membrane-Permeable Nucleoside Triphosphate Prodrugs of Anti-HIV Active Nucleoside Analogues: γ-(Phosphate or Phosphonate)-Modified Nucleotide Analogues
SYNTHESIS OF C-RING AZA-ANALOGUES OF TAMOXIFEN
Total synthesis of various hormaomycin analogues with modified amino acid residues
Methods to the synthesis of moenomycin structural analogues with modified lipid parts
Different Enzymatic Processing of γ-Phosphoramidate and γ-Phosphoester-Modified ATP Analogues
N‐Substituted Nipecotic Acids as (S)‐SNAP‐5114 Analogues with Modified Lipophilic Domains
Livres Analogues
Bowl‐Shaped Kekulene Analogues: Cycloarenes with two Five‐Membered Rings
Design and 22-step synthesis of highly potent D-ring modified and linker-equipped analogs of spongistatin 1
"Registrierende Messanordnung" von Dr.-Ing. Friedrich Ring
cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin
Synthesis of N-acetylglucosamine analogues modified at C6 position with azido-derived moieties
Membrane-Permeable Nucleoside Triphosphate Prodrugs of Anti-HIV Active Nucleoside Analogues: γ-(Phosphate or Phosphonate)-Modified Nucleotide Analogues
SYNTHESIS OF C-RING AZA-ANALOGUES OF TAMOXIFEN
Total synthesis of various hormaomycin analogues with modified amino acid residues
Methods to the synthesis of moenomycin structural analogues with modified lipid parts
Different Enzymatic Processing of γ-Phosphoramidate and γ-Phosphoester-Modified ATP Analogues
N‐Substituted Nipecotic Acids as (S)‐SNAP‐5114 Analogues with Modified Lipophilic Domains
Livres Analogues
Bowl‐Shaped Kekulene Analogues: Cycloarenes with two Five‐Membered Rings
Design and 22-step synthesis of highly potent D-ring modified and linker-equipped analogs of spongistatin 1
"Registrierende Messanordnung" von Dr.-Ing. Friedrich Ring
cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin
Synthesis of N-acetylglucosamine analogues modified at C6 position with azido-derived moieties
Membrane-Permeable Nucleoside Triphosphate Prodrugs of Anti-HIV Active Nucleoside Analogues: γ-(Phosphate or Phosphonate)-Modified Nucleotide Analogues
SYNTHESIS OF C-RING AZA-ANALOGUES OF TAMOXIFEN
Total synthesis of various hormaomycin analogues with modified amino acid residues
Methods to the synthesis of moenomycin structural analogues with modified lipid parts
Different Enzymatic Processing of γ-Phosphoramidate and γ-Phosphoester-Modified ATP Analogues
N‐Substituted Nipecotic Acids as (S)‐SNAP‐5114 Analogues with Modified Lipophilic Domains
Livres Analogues
Bowl‐Shaped Kekulene Analogues: Cycloarenes with two Five‐Membered Rings
Design and 22-step synthesis of highly potent D-ring modified and linker-equipped analogs of spongistatin 1