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A Novel Heterocyclic System Based on Natural Epoxyalantolactone
Natural sesquiterpene lactones which contain an exocyclic methylene group in the β-position of the lactone ring react readily with N-nucleophiles. When studying the reaction of the natural epoxyalantolactone with the primary amines we demonstrate the formation of a new heterocyclic system—the hydrog...
| Autores principales: | , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Frontiers Media S.A.
2019
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6779722/ https://www.ncbi.nlm.nih.gov/pubmed/31632949 http://dx.doi.org/10.3389/fchem.2019.00655 |
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| author | Klochkov, Sergey G. Pukhov, Sergey A. Afanasieva, Svetlana V. Neganova, Margarita E. Ananiev, Ivan V. Avila-Rodriguez, Marco Tarasov, Vadim V. Aliev, Gjumrakch |
| author_facet | Klochkov, Sergey G. Pukhov, Sergey A. Afanasieva, Svetlana V. Neganova, Margarita E. Ananiev, Ivan V. Avila-Rodriguez, Marco Tarasov, Vadim V. Aliev, Gjumrakch |
| author_sort | Klochkov, Sergey G. |
| collection | PubMed |
| description | Natural sesquiterpene lactones which contain an exocyclic methylene group in the β-position of the lactone ring react readily with N-nucleophiles. When studying the reaction of the natural epoxyalantolactone with the primary amines we demonstrate the formation of a new heterocyclic system—the hydrogenated benzo[g]furo[4,3,2-cd]indol-3(1H)-one. Spectral data on the characteristics of the synthesized compounds are presented. The data on the reaction mechanisms and its applicability for the preparation are discussed. |
| format | Online Article Text |
| id | pubmed-6779722 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | Frontiers Media S.A. |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-67797222019-10-18 A Novel Heterocyclic System Based on Natural Epoxyalantolactone Klochkov, Sergey G. Pukhov, Sergey A. Afanasieva, Svetlana V. Neganova, Margarita E. Ananiev, Ivan V. Avila-Rodriguez, Marco Tarasov, Vadim V. Aliev, Gjumrakch Front Chem Chemistry Natural sesquiterpene lactones which contain an exocyclic methylene group in the β-position of the lactone ring react readily with N-nucleophiles. When studying the reaction of the natural epoxyalantolactone with the primary amines we demonstrate the formation of a new heterocyclic system—the hydrogenated benzo[g]furo[4,3,2-cd]indol-3(1H)-one. Spectral data on the characteristics of the synthesized compounds are presented. The data on the reaction mechanisms and its applicability for the preparation are discussed. Frontiers Media S.A. 2019-10-01 /pmc/articles/PMC6779722/ /pubmed/31632949 http://dx.doi.org/10.3389/fchem.2019.00655 Text en Copyright © 2019 Klochkov, Pukhov, Afanasieva, Neganova, Ananiev, Avila-Rodriguez, Tarasov and Aliev. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
| spellingShingle | Chemistry Klochkov, Sergey G. Pukhov, Sergey A. Afanasieva, Svetlana V. Neganova, Margarita E. Ananiev, Ivan V. Avila-Rodriguez, Marco Tarasov, Vadim V. Aliev, Gjumrakch A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title | A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title_full | A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title_fullStr | A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title_full_unstemmed | A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title_short | A Novel Heterocyclic System Based on Natural Epoxyalantolactone |
| title_sort | novel heterocyclic system based on natural epoxyalantolactone |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6779722/ https://www.ncbi.nlm.nih.gov/pubmed/31632949 http://dx.doi.org/10.3389/fchem.2019.00655 |
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