This paper describes the total synthesis of thelephantin G, thus revising the proposed structure 1 to 2. The key steps involved a double Suzuki-Miyaura coupling and an esterification reaction. By a similar strategy, ganbajunins D and E (3 and 4) were also prepared. Compound 2 strongly inhibited TNF (tumor necrosis factor)-alpha production in rat basophilic leukemia (RBL-2H3) cells: IC(50) = 3.5 nM, while a mixture of 1 and its regioisomer 15 showed no such activity.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo900638b | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Glutamatergic Medications for Obsessive-Compulsive and Related Disorders: A Systematic Review and Meta-Analysis.
JAMA Netw Open
January 2025
Center for OCD and Related Disorders, Massachusetts General Hospital, Boston.
Importance: Obsessive-compulsive and related disorders (OCRDs) encompass various neuropsychiatric conditions that cause significant distress and impair daily functioning. Although standard treatments are often effective, approximately 60% of patients may not respond adequately, underscoring the need for novel therapeutic approaches.
Objective: To evaluate improvement in OCRD symptoms associated with glutamatergic medications as monotherapy or as augmentation to selective serotonin reuptake inhibitors, with a focus on double-blind, placebo-controlled randomized clinical trials (RCTs).
Reversed Allylation of 3-Alkenyl Indoles Using Allyl Boronic Acids: Access to Tryptamine Based Alkaloids.
Chemistry
January 2025
Indian Institute of Technology Kharagpur, Chemistry, Paschim Midnapore, 721302, Kharagpur, INDIA.
All-carbon quaternary and tertiary stereocenters connected at the C2-position of functionalizable C3-alkylated indole nucleus are commonly occurring frameworks found in many indole alkaloids of medicinal importance. Their direct access is scarcely reported, a long-standing problem, and developing a unique yet simple method can pave the pathway to an entirely different retrosynthetic route for the total synthesis of these alkaloids. Herein, this problem is addressed by developing an unprecedented branch-selective allylation strategy employing a broad range of structurally and electronically different 3-alkenyl-indoles and allylboronic acids.
View Article and Find Full Text PDFTotal Synthesis of LL-A0341β.
Org Lett
January 2025
Department of Chemistry, University of Waterloo, 200 University Ave. West, Waterloo, Ontario, Canada N2L3G1.
The first total synthesis of cyclic depsipeptide antibiotic LL-A0341β (LL) is described. The configuration of the β-methyltryptophan (β-MeTrp) residue was established by preparing all four stereoisomers of Fmoc-β-MeTrp which were used for the synthesis of LL via Fmoc solid phase peptide synthesis. The most active of the four peptides was the one containing (2,3)-β-MeTrp.
View Article and Find Full Text PDFThe complete mitochondrial genome of the deep-sea methanotrophic sponges and : leveraging 'waste' in metagenomic data.
J Genet
January 2025
Programa de Pos-graduacao em Ciencias Biologicas (Genetica), Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil.
A significant proportion of next-generation sequencing (NGS) data ends up not being used since they comprise information out-of-scope of the primary studies. This 'waste' of potential can be harnessed to explore organellar genomes, such as the mitochondrial DNA, and be used for evolutionary, conservation and biodiversity research. We present the complete mitochondrial genomes of the deep-sea methanotrophic sponges and (Demospongiae, Poecilosclerida) retrieved from previously published whole metagenome sequencing data.
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!