Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
In this report, 19 boron-containing depsipeptides were synthesized via microwave-assisted Passerini three-component reaction (P-3CR) in an aqueous environment. The linker-free DAHMI fluorescent tagging approach was used on selected boron-containing compounds to study the relationship between their structures and their level of cellular uptake of HEK293 cells. The biological data retrieved from the DAHMI experiments indicated that while the structures of tested compounds may be highly similar, their bio-distribution profile could be vastly distinctive. The reported optimized one-pot synthetic strategy along the linker-free in vitro testing protocol could provide an efficient platform to accelerate the development of boron-containing drugs.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9000886 | PMC |
| http://dx.doi.org/10.3390/molecules27072325 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Transient Boronate Ester Mask Enables a Streamlined First Total Synthesis of Isoacteoside.
Chem Biodivers
May 2025
School of Chemistry, Chemical Engineering, and Biotechnology, Nanyang Technological University, Singapore, Singapore.
The first total synthesis of phenylpropanoid glycoside (PhG) isoacteoside 1 is presented. The synthesis employs a novel protection-free strategy leveraging phenylboronic acid as a transient masking agent to enable regioselective mono-rhamnosylation and caffeoylation. This method circumvents the need for traditional multi-step protection and deprotection steps and enhances overall efficiency and yield.
View Article and Find Full Text PDFFacile synthesis of corticiolic acid-a bioactive pharmacophore from natural sources.
RSC Adv
November 2024
Dhanvanthri Lab, Department of Chemistry, Amrita School of Physical Sciences, Amrita Vishwa Vidyapeetham Coimbatore-641112 Tamil Nadu India
Fungal strains have inspired us to find the untapped sources of secondary metabolites. Corticiolic acid (CA, 2,4-dihydroxy-6-pentadecylbenzoic acid; from fungus, ) is one of the core active scaffolds in natural compounds such as Aquastatin-A, B, & C. CA can also be isolated from the plant .
View Article and Find Full Text PDFOptimized Method for the Synthesis of Alkyne-Modified 2'-Deoxynucleoside Triphosphates.
Molecules
October 2024
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 119991 Moscow, Russia.
A general approach is presented for synthesizing alkyne-modified nucleoside triphosphates via the Sonogashira cross-coupling reaction of unprotected halogenated 2'-deoxynucleoside, followed by monophosphorylation and the reaction of the corresponding phosphoromorpholidate with tributylammonium pyrophosphate. A highly efficient approach for the milligram-scale synthesis of base-modified nucleoside triphosphates with an amino acid-like side chain was developed. The present chemical method outweighs the other reported methods of a base-modified nucleoside triphosphates synthesis in terms of it being a protection-free strategy, the shortening of reaction steps, and increased yields (about 70%).
View Article and Find Full Text PDFDiscovery and bioinspired total syntheses of unprecedented sesquiterpenoid dimers unveiled bifurcating [4 + 2] cycloaddition and target differentiation of enantiomers.
Chem Sci
January 2024
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry Kunming 650201 China
[4 + 2] cycloaddition has led to diverse polycyclic chiral architectures, serving as novel sources for organic synthesis and biological exploration. Here, an unprecedented class of cadinane sesquiterpene [4 + 2] dimers, henryinins A-E (1-5), with a unique 6/6/6/6/6-fused pentacyclic system, were isolated from . The divergent total syntheses of compounds 1-5 and their enantiomers (6-10) were concisely accomplished in eight linear steps using a protection-free approach.
View Article and Find Full Text PDFLewis Acid Catalyzed [4 + 2] Annulation of Propargylic Alcohols with 2-Vinylanilines.
J Org Chem
November 2023
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
An elegant Lewis acid catalyzed, protection-free, and straightforward synthetic strategy for the assembly of a series of sophisticated polycyclic quinoline skeletons employing propargylic alcohols and 2-vinylanilines as the substrates in the presence of Yb(OTf) (10 mol %) and AgOTf (10 mol %) in tetrahydrofuran has been described. This annulation protocol, which proceeds through a sequential Meyer-Schuster rearrangement/nucleophilic substitution/deprotonation sequence, provides a versatile, practical, and atom-economical approach for accessing quinoline derivatives in moderate-to-good yields.
View Article and Find Full Text PDF