1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry

Purines can be considered as the most ubiquitous and functional N-heterocyclic compounds in nature. Structural modifications of natural purines, particularly using isosteric ring systems, have been in the focus of many drug discovery programs. Fusion of 1,3,5-triazine ring with pyrrole, pyrazole, im...

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Main Authors: Lim, Felicia Phei Lin, Dolzhenko, Anton
Format: Journal Article
Published: Elsevier Masson 2014
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/28486
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author Lim, Felicia Phei Lin
Dolzhenko, Anton
author_facet Lim, Felicia Phei Lin
Dolzhenko, Anton
author_sort Lim, Felicia Phei Lin
building Curtin Institutional Repository
collection Online Access
description Purines can be considered as the most ubiquitous and functional N-heterocyclic compounds in nature. Structural modifications of natural purines, particularly using isosteric ring systems, have been in the focus of many drug discovery programs. Fusion of 1,3,5-triazine ring with pyrrole, pyrazole, imidazole, 1,2,3-triazole or 1,2,4-triazole results in seven bicyclic heterocyclic systems isosteric to purine. Application of the isosterism concept for the development of new compounds with therapeutic potential in areas involving purinergic regulation or purine metabolism led to significant advances in medicinal chemistry of the azolo[1,3,5]triazines. These 1,3,5-triazine-based purine-like scaffolds significantly increase level of molecular diversity and allow covering chemical space in the important areas of medicinal chemistry. Some of these azolo[1,3,5]triazine systems have become privileged scaffolds in the development of inhibitors of various kinases, phosphodiesterase, xanthine oxidase, and thymidine phosphorylase, antagonists of adenosine and corticotropin-releasing hormone receptors, anticancer and antiviral agents.
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spelling curtin-20.500.11937-284862017-09-13T15:19:35Z 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry Lim, Felicia Phei Lin Dolzhenko, Anton Purine Antiviral Anticancer Triazine Isostere Enzyme inhibitor Purines can be considered as the most ubiquitous and functional N-heterocyclic compounds in nature. Structural modifications of natural purines, particularly using isosteric ring systems, have been in the focus of many drug discovery programs. Fusion of 1,3,5-triazine ring with pyrrole, pyrazole, imidazole, 1,2,3-triazole or 1,2,4-triazole results in seven bicyclic heterocyclic systems isosteric to purine. Application of the isosterism concept for the development of new compounds with therapeutic potential in areas involving purinergic regulation or purine metabolism led to significant advances in medicinal chemistry of the azolo[1,3,5]triazines. These 1,3,5-triazine-based purine-like scaffolds significantly increase level of molecular diversity and allow covering chemical space in the important areas of medicinal chemistry. Some of these azolo[1,3,5]triazine systems have become privileged scaffolds in the development of inhibitors of various kinases, phosphodiesterase, xanthine oxidase, and thymidine phosphorylase, antagonists of adenosine and corticotropin-releasing hormone receptors, anticancer and antiviral agents. 2014 Journal Article http://hdl.handle.net/20.500.11937/28486 10.1016/j.ejmech.2014.07.112 Elsevier Masson restricted
spellingShingle Purine
Antiviral
Anticancer
Triazine
Isostere
Enzyme inhibitor
Lim, Felicia Phei Lin
Dolzhenko, Anton
1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title_full 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title_fullStr 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title_full_unstemmed 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title_short 1,3,5-Triazine-based analogues of purine: From isosteres to privileged scaffolds in medicinal chemistry
title_sort 1,3,5-triazine-based analogues of purine: from isosteres to privileged scaffolds in medicinal chemistry
topic Purine
Antiviral
Anticancer
Triazine
Isostere
Enzyme inhibitor
url http://hdl.handle.net/20.500.11937/28486