Selective Ru-catalysed C2-H silylation of heteroarenes is presented. The transformation works with or without directing group assistance and requires no protecting groups. Gramines and tryptamines may be converted efficiently whilst avoiding deleterious elimination side-reactions. Mechanistic studies reveal an unusual activation of the indole C4-H bond by an electron-rich metal.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c6cc00803h | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Plant silicon application alters leaf alkaloid concentrations and impacts parasitoids more adversely than their aphid hosts.
Oecologia
May 2021
Hawkesbury Institute for the Environment, Western Sydney University, Richmond, NSW, Australia.
Grasses accumulate large amounts of silicon (Si) which acts as a highly effective physical defence against insect herbivory, however recent evidence shows that Si supplementation also modifies plant secondary metabolite concetrations. Changes in plant secondary metabolites concentrations can have cascading effects on higher trophic levels, such as parasitoids, as they are dependent on the host herbivore for growth and development. However, relatively little is known about how Si application affects higher trophic levels.
View Article and Find Full Text PDFBioactivity-guided synthesis of gramine derivatives as new MT and 5-HT receptors agonists.
J Asian Nat Prod Res
June 2017
b State Key Laboratory of Phytochemistry and Plant Resources in West China , Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201 , China.
Twenty-four gramine derivatives were synthesized and evaluated on MT and 5-HT receptors in vitro. Among them, seven derivatives (7, 8, 16, 19, 20, 21, and 24) exhibited higher agonisting activities on MT or 5-HT receptors. Compared with gramine, derivatives 7, 8, 16, 19, 20, 21, and 24 displayed 1.
View Article and Find Full Text PDFRu-catalysed C-H silylation of unprotected gramines, tryptamines and their congeners.
Chem Commun (Camb)
April 2016
Department of Chemistry - BMC, Uppsala University, Box 576, 75-123, Uppsala, Sweden.
Selective Ru-catalysed C2-H silylation of heteroarenes is presented. The transformation works with or without directing group assistance and requires no protecting groups. Gramines and tryptamines may be converted efficiently whilst avoiding deleterious elimination side-reactions.
View Article and Find Full Text PDFAn ABC pleiotropic drug resistance transporter of Fusarium graminearum with a role in crown and root diseases of wheat.
FEMS Microbiol Lett
November 2013
CSIRO Plant Industry, Queensland Bioscience Precinct, Brisbane, Qld, Australia.
FgABC1 (FGSG_04580) is predicted to encode a pleiotropic drug resistance class ABC transporter in Fusarium graminearum, a globally important pathogen of wheat. Deletion mutants of FgABC1 showed reduced virulence towards wheat in crown and root infection assays but were unaltered in infectivity on barley. Expression of FgABC1 during head blight and crown rot disease increases during the necrotrophic phases of infection suggestive of a role for FgABC1 in late infection stages in different tissue types.
View Article and Find Full Text PDFInfluence of saponins and tannins on intake and nutrient digestion of alkaloid-containing foods.
J Sci Food Agric
August 2012
Department of Wildland Resources, Utah State University, Logan, UT 84322-5230, USA.
Background: We hypothesized that eating a food containing saponins (SAP), or tannins (TAN) prior to foods containing the alkaloids gramine (GRA) or 5-methoxy-N,N-dimethyltryptamine (TRP) would provide benefits not possible when the alkaloid-containing foods were eaten alone.
Methods: In Trial 1, four groups of five lambs were first offered food with SAP for 30 min followed by food with either GRA or TRP for 3.5 h in a 2 × 2 factorial arrangement of a completely randomized design that included alkaloid (GRA or TRP) with or without SAP.
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!