Synthesis and Antiviral Activities of Novel Purinyl- and Pyrimidinylcarbanucleosides Derived from Indan
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| Title: | Synthesis and Antiviral Activities of Novel Purinyl- and Pyrimidinylcarbanucleosides Derived from Indan |
| Author: | Alonso Sousa, Nerea Caamaño Santos, María Olga Fernández González, Franco García Mera, Xerardo Xusto Morales Aguilera, Melvin Rodríguez Borges, José E. Clercq, Erik de |
| Affiliation: | Universidade de Santiago de Compostela. Departamento de Química Orgánica |
| Subject: | Synthesis | Indan carbanucleosides | Mitsunobu reaction | Suzuki–Miyaura reaction | Antiviral activity | |
| Date of Issue: | 2008 |
| Publisher: | MDPI |
| Citation: | Alonso, N.; Caamaño, O.; Fernández, F.; García-Mera, X.; Morales, M.; Rodríguez-Borges, J.E.; De Clercq, E. Synthesis and Antiviral Activities of Novel Purinyl- and Pyrimidinylcarbanucleosides Derived from Indan, in Proceedings of the 12th International Electronic Conference on Synthetic Organic Chemistry, 1–30 November 2008, MDPI: Basel, Switzerland, doi:10.3390/ecsoc-12-01237 |
| Series/Report no.: | Electronic Conference on Synthetic Organic Chemistry;12 |
| Abstract: | Starting from (±)-trans- and (±)-cis-3-hydroxymethyl-1-indanol, novel 6-substituted purinylcarbanucleoside derivatives of indan (5, 6, 9, 10, 15 and 17) were synthesized through a key coupling reaction with 6-chloropurine under Mitsunobu conditions. Suzuki–Miyaura reactions of the protected 6-chloropurine derivative with different arylboronic acids afforded the corresponding 6-arylpurinylcarbanucleoside derivatives. Finally, three new 5-halouracilcarbanucleosides (19, 20 and 21) were prepared by reaction of uracilcarbanucleoside 18 with different N-halosuccinimides. All of the new analogues were evaluated for antiviral activity against a wide variety of viruses |
| Description: | The 12th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products |
| Publisher version: | https://doi.org/10.3390/ecsoc-12-01237 |
| URI: | http://hdl.handle.net/10347/26850 |
| DOI: | 10.3390/ecsoc-12-01237 |
| ISBN: | 3-906980-20-0 |
| Rights: | © 2008 The author(s). Published by MDPI, Basel, Switzerland. Open Access |
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