Click Chemistry: 1,2,3‐Triazoles as Pharmacophores
TLDR
The present review will focus mainly on the recent literature for applications of this reaction in the field of medicinal chemistry, in particular on use of the 1,2,3-triazole moiety as pharmacophore.Abstract:
The copper(I)-catalyzed 1,2,3-triazole-forming reaction between azides and terminal alkynes has become the gold standard of 'click chemistry' due to its reliability, specificity, and biocompatibility. Applications of click chemistry are increasingly found in all aspects of drug discovery; they range from lead finding through combinatorial chemistry and target-templated in vitro chemistry, to proteomics and DNA research by using bioconjugation reactions. The triazole products are more than just passive linkers; they readily associate with biological targets, through hydrogen-bonding and dipole interactions. The present review will focus mainly on the recent literature for applications of this reaction in the field of medicinal chemistry, in particular on use of the 1,2,3-triazole moiety as pharmacophore.read more
Citations
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Journal ArticleDOI
Click approach to the discovery of 1,2,3-triazolylsalicylamides as potent Aurora kinase inhibitors
TL;DR: A series of 1,2,3-triazolylsalicylamide derivatives developed from the antiproliferative agent 7 revealed a significant Aurora kinase inhibitory activity and the critical role of phenolic -OH in the binding was confirmed by a molecular modeling study.
Journal ArticleDOI
Pincer Receptors for Anions Based on Triazolyl Bile Acids
Nikolay V. Lukashev,Dmitry A. Erzunov,Gennadij V. Latyshev,Alexei D. Averin,Irina P. Beletskaya +4 more
TL;DR: Copper-catalyzed 1,3-dipolar cycloaddition of azides to acetylenes successfully afforded pincer bistriazolium receptor containing two lithocholic acid fragments and phenylphosphonic diamide bridge.
Book ChapterDOI
Chemistry and Bioactivity of ent-Kaurene Diterpenoids
TL;DR: The ent-kaurene diterpenoids have a long-standing history of research and medical applications in traditional Eastern remedies and have garnered increasing interest since the last century due to their structural diversity and complexity, together with extensive bioactivity profiles as mentioned in this paper.
Journal ArticleDOI
1,2,3‐Triazole derivatives of 3‐ferrocenylidene‐2‐oxindole: Synthesis, characterization, electrochemical and antimicrobial evaluation
Swetha Yagnam,Swetha Yagnam,Eda Rami Reddy,Rajiv Trivedi,Rajiv Trivedi,Narra Vamshi Krishna,Lingamallu Giribabu,Lingamallu Giribabu,Balaji Rathod,Reddy Shetty Prakasham,Reddy Shetty Prakasham,Balasubramanian Sridhar,Balasubramanian Sridhar +12 more
References
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Journal ArticleDOI
A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.
Journal ArticleDOI
Click Chemistry: Diverse Chemical Function from a Few Good Reactions.
TL;DR: In this paper, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
Journal ArticleDOI
Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.
TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
Journal ArticleDOI
Cu-catalyzed azide-alkyne cycloaddition.
TL;DR: The basis for the unique properties and rate enhancement for triazole formation under Cu(1) catalysis should be found in the high ∆G of the reaction in combination with the low character of polarity of the dipole of the noncatalyzed thermal reaction, which leads to a considerable activation barrier.
Journal ArticleDOI
The growing impact of click chemistry on drug discovery.
TL;DR: The copper-(I)-catalyzed 1,2,3-triazole formation from azides and terminal acetylenes is a particularly powerful linking reaction, due to its high degree of dependability, complete specificity, and the bio-compatibility of the reactants.