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Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone
The review is focused on recent developments of chemistry of synthetic analogs of natural compounds, isoflavone and homoisoflavone. The possible synthetic strategies to access heterocyclic analogs of these compounds starting from readily available 3-formylchromone and its derivatives (3-cyanochromon...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer US
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279107/ https://www.ncbi.nlm.nih.gov/pubmed/34305378 http://dx.doi.org/10.1007/s11172-021-3183-6 |
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author | Shatokhin, S. S. Tuskaev, V. A. Gagieva, S. Ch. Oganesyan, É. T. |
author_facet | Shatokhin, S. S. Tuskaev, V. A. Gagieva, S. Ch. Oganesyan, É. T. |
author_sort | Shatokhin, S. S. |
collection | PubMed |
description | The review is focused on recent developments of chemistry of synthetic analogs of natural compounds, isoflavone and homoisoflavone. The possible synthetic strategies to access heterocyclic analogs of these compounds starting from readily available 3-formylchromone and its derivatives (3-cyanochromone, 2-amino-3-formylchromone) and products of its condensation with simplest C- and N-nucleophiles are discussed. The structural features of the reaction products that depend on the nature of the reaction medium, structure of the starting compounds, and reagent ratio are considered. Particular attention is given to the application of the modern strategies of organic synthesis, namely green chemistry approaches, click reactions, domino reactions, etc. Examples of compounds of this group most promising for clinical application due to wide and pronounced pharmacological effects are given. |
format | Online Article Text |
id | pubmed-8279107 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Springer US |
record_format | MEDLINE/PubMed |
spelling | pubmed-82791072021-07-19 Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone Shatokhin, S. S. Tuskaev, V. A. Gagieva, S. Ch. Oganesyan, É. T. Russ Chem Bull Reviews The review is focused on recent developments of chemistry of synthetic analogs of natural compounds, isoflavone and homoisoflavone. The possible synthetic strategies to access heterocyclic analogs of these compounds starting from readily available 3-formylchromone and its derivatives (3-cyanochromone, 2-amino-3-formylchromone) and products of its condensation with simplest C- and N-nucleophiles are discussed. The structural features of the reaction products that depend on the nature of the reaction medium, structure of the starting compounds, and reagent ratio are considered. Particular attention is given to the application of the modern strategies of organic synthesis, namely green chemistry approaches, click reactions, domino reactions, etc. Examples of compounds of this group most promising for clinical application due to wide and pronounced pharmacological effects are given. Springer US 2021-07-14 2021 /pmc/articles/PMC8279107/ /pubmed/34305378 http://dx.doi.org/10.1007/s11172-021-3183-6 Text en © Springer Science+Business Media LLC 2021 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic. |
spellingShingle | Reviews Shatokhin, S. S. Tuskaev, V. A. Gagieva, S. Ch. Oganesyan, É. T. Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title | Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title_full | Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title_fullStr | Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title_full_unstemmed | Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title_short | Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
title_sort | synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone |
topic | Reviews |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279107/ https://www.ncbi.nlm.nih.gov/pubmed/34305378 http://dx.doi.org/10.1007/s11172-021-3183-6 |
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