Catalytic enantioselective indole oxidation is a process of particular relevance to the chemistry of complex alkaloids, as it has been implicated in their biosynthesis. In the context of synthetic methodology, catalytic enantioselective indole oxidation allows a rapid and biomimetic entry into several classes of alkaloid natural products. Despite this potentially high utility in the total synthesis, reports of catalytic enantioselective indole oxidation remain sparse. Here we report a highly chemoselective catalytic system for the indole oxidation that delivers 3-hydroxy-indolenines with good chemical yields and moderate to high levels of enantio- and diastereoselectivity (up to 95:5 er and up to 92:8 dr). These results represent, to our knowledge, the most selective values yet reported in the literature for catalytic asymmetric indole oxidation. Furthermore, the utility of enantioenriched hydroxy-indolenines in stereospecific rearrangements is demonstrated.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3142352 | PMC |
| http://dx.doi.org/10.1021/ja202706g | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Triple-negative breast cancer (TNBC) is an aggressive subtype of breast cancer with no targeted treatments currently available. TNBC cells participate in metabolic symbiosis, a process that optimizes tumor growth by balancing metabolic processes between glycolysis and oxidative phosphorylation through increased activity by the enzyme lactate dehydrogenase B (LDHB). Metabolic symbiosis allows oxidative cancer cells to function at a similar rate as glycolytic cancer cells, increasing overall metabolic activity and proliferation.
View Article and Find Full Text PDFImpact of heat stress on the development, physiological and biochemical characteristics of Tartary buckwheat flowers, and its transcriptomic analysis.
Plant Physiol Biochem
January 2025
College of Life Science, Sichuan Agricultural University, Ya'an, 625014, China. Electronic address:
Tartary buckwheat (Fagopyrum tataricum), a functional grain known for its medicinal and nutritional properties, has garnered significant attention due to its high flavonoid content and unique health benefits. Heat stress during the flowering stage can lead to sterility in Tartary buckwheat, resulting in reduced yields. This study investigates the effects of a treatment (30/27 °C for 7 days) on flower development, fertility, stress physiology, and gene expression in Tartary buckwheat, while also validating the efficacy of hormone treatments in alleviating the negative effects of heat stress.
View Article and Find Full Text PDFOxidative and Excitatory Neurotoxic Stresses in CRISPR/Cas9-Induced Kynurenine Aminotransferase Knockout Mice: A Novel Model for Despair-Based Depression and Post-Traumatic Stress Disorder.
Front Biosci (Landmark Ed)
January 2025
HUN-REN-SZTE Neuroscience Research Group, Hungarian Research Network, University of Szeged (HUN-REN-SZTE), Danube Neuroscience Research Laboratory, H-6725 Szeged, Hungary.
Backgrounds: Memory and emotion are especially vulnerable to psychiatric disorders such as post-traumatic stress disorder (PTSD), which is linked to disruptions in serotonin (5-HT) metabolism. Over 90% of the 5-HT precursor tryptophan (Trp) is metabolized via the Trp-kynurenine (KYN) metabolic pathway, which generates a variety of bioactive molecules. Dysregulation of KYN metabolism, particularly low levels of kynurenic acid (KYNA), appears to be linked to neuropsychiatric disorders.
View Article and Find Full Text PDFA Study of the Different Strains of the Genus spp. on Increasing Productivity and Stress Resilience in Plants.
Plants (Basel)
January 2025
National Key Laboratory of Agricultural Microbiology, Biotechnology Research Institute, Chinese Academy of Agricultural Sciences, Beijing 100086, China.
One of the most important and essential components of sustainable agricultural production is biostimulants, which are emerging as a notable alternative of chemical-based products to mitigate soil contamination and environmental hazards. The most important modes of action of bacterial plant biostimulants on different plants are increasing disease resistance; activation of genes; production of chelating agents and organic acids; boosting quality through metabolome modulation; affecting the biosynthesis of phytochemicals; coordinating the activity of antioxidants and antioxidant enzymes; synthesis and accumulation of anthocyanins, vitamin C, and polyphenols; enhancing abiotic stress through cytokinin and abscisic acid (ABA) production; upregulation of stress-related genes; and the production of exopolysaccharides, secondary metabolites, and ACC deaminase. is a free-living bacterial genus which can promote the yield and growth of many species, with multiple modes of action which can vary on the basis of different climate and soil conditions.
View Article and Find Full Text PDFEndothelial Dysfunction and Oxidative Stress in Patients with Severe Coronary Artery Disease: Does Diabetes Play a Contributing Role?
Medicina (Kaunas)
January 2025
Faculty of Medicine, Transilvania University of Brasov, 500036 Braşov, Romania.
: Endothelial dysfunction (ED) and oxidative stress play major contributions in the initiation and progression of atherosclerosis. Diabetes is a pathological state associated with endothelial damage and enhanced oxidative stress. This study evaluated endothelial dysfunction and oxidative stress in patients with severe coronary artery disease (CAD) undergoing coronary artery bypass graft (CABG) surgery, comparing those with and without type 2 diabetes mellitus (T2DM).
View Article and Find Full Text PDFWant 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!