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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...

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Autores principales: Shatokhin, S. S., Tuskaev, V. A., Gagieva, S. Ch., Oganesyan, É. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer US 2021
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.
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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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