Synthesis of Spironucleosides: Past and Future Perspectives
Spironucleosides are a type of conformationally restricted nucleoside analogs in which the anomeric carbon belongs simultaneously to the sugar moiety and to the base unit. This locks the nucleic base in a specific orientation around the N-glycosidic bond, imposing restrictions on the flexibility of...
| Main Authors: | , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
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MDPI
2020
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| Subjects: | |
| Online Access: | http://hdl.handle.net/10835/7348 |
| _version_ | 1789406728973975552 |
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| author | González Soengas, Raquel María Da Silva, Gustavo Estévez, Juan Carlos |
| author_facet | González Soengas, Raquel María Da Silva, Gustavo Estévez, Juan Carlos |
| author_sort | González Soengas, Raquel María |
| collection | DSpace |
| description | Spironucleosides are a type of conformationally restricted nucleoside analogs in which the anomeric carbon belongs simultaneously to the sugar moiety and to the base unit. This locks the nucleic base in a specific orientation around the N-glycosidic bond, imposing restrictions on the flexibility of the sugar moiety. Anomeric spiro-functionalized nucleosides have gained considerable importance with the discovery of hydantocidin, a natural spironucleoside isolated from fermentation broths of Streptomyces hygroscopicus which exhibits potent herbicidal activity. The biological activity of hydantocidin has prompted considerable synthetic interest in this nucleoside and also in a variety of analogues, since important pharmaceutical leads can be found among modified nucleoside analogues. We present here an overview of the most important advances in the synthesis of spironucleosides. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-7348 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2020 |
| publisher | MDPI |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-73482023-04-12T19:48:23Z Synthesis of Spironucleosides: Past and Future Perspectives González Soengas, Raquel María Da Silva, Gustavo Estévez, Juan Carlos spironucleosides spirohydantoins spirodiketopiperazines sugar amino acids Spironucleosides are a type of conformationally restricted nucleoside analogs in which the anomeric carbon belongs simultaneously to the sugar moiety and to the base unit. This locks the nucleic base in a specific orientation around the N-glycosidic bond, imposing restrictions on the flexibility of the sugar moiety. Anomeric spiro-functionalized nucleosides have gained considerable importance with the discovery of hydantocidin, a natural spironucleoside isolated from fermentation broths of Streptomyces hygroscopicus which exhibits potent herbicidal activity. The biological activity of hydantocidin has prompted considerable synthetic interest in this nucleoside and also in a variety of analogues, since important pharmaceutical leads can be found among modified nucleoside analogues. We present here an overview of the most important advances in the synthesis of spironucleosides. 2020-01-16T09:32:29Z 2020-01-16T09:32:29Z 2017-11-22 info:eu-repo/semantics/article 1420-3049 http://hdl.handle.net/10835/7348 en https://www.mdpi.com/1420-3049/22/11/2028 Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess MDPI |
| spellingShingle | spironucleosides spirohydantoins spirodiketopiperazines sugar amino acids González Soengas, Raquel María Da Silva, Gustavo Estévez, Juan Carlos Synthesis of Spironucleosides: Past and Future Perspectives |
| title | Synthesis of Spironucleosides: Past and Future Perspectives |
| title_full | Synthesis of Spironucleosides: Past and Future Perspectives |
| title_fullStr | Synthesis of Spironucleosides: Past and Future Perspectives |
| title_full_unstemmed | Synthesis of Spironucleosides: Past and Future Perspectives |
| title_short | Synthesis of Spironucleosides: Past and Future Perspectives |
| title_sort | synthesis of spironucleosides: past and future perspectives |
| topic | spironucleosides spirohydantoins spirodiketopiperazines sugar amino acids |
| url | http://hdl.handle.net/10835/7348 |
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