Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3′-C-ethynyluridine (EUrd) and 3′-C-ethynylcytidine (ECyd)
| Autor: | Jesper Wengel, Flemming Gundorph Hansen, Jan Stenvang Jepsen, Claus J. Nielsen, Nicolai K. Andersen, Patrick J. Hrdlicka, Kim F. Haselmann |
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| Rok vydání: | 2005 |
| Předmět: |
Models
Molecular Molecular model Anti-HIV Agents Cell Survival Stereochemistry Clinical Biochemistry Pharmaceutical Science Antineoplastic Agents Cytidine Crystallography X-Ray Biochemistry Chemical synthesis Cell Line Cell Line Tumor Drug Discovery Humans Uridine Molecular Biology chemistry.chemical_classification Bicyclic molecule Chemistry Molecular Mimicry Organic Chemistry Biological activity Furanose Proton NMR Nucleic Acid Conformation Molecular Medicine Nucleoside 3'-C-ethynylcytidine |
| Zdroj: | Hrdlicka, P J, Andersen, N K, Jepsen, J S, Hansen, F G, Haselmann, K, Nielsen, C & Wengel, J 2005, ' Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) ', Bioorganic & Medicinal Chemistry, vol. 13, no. 7, pp. 2597-2621 . https://doi.org/10.1016/j.bmc.2005.01.029 |
| ISSN: | 0968-0896 |
| Popis: | The synthesis of branched and conformationally restricted analogs of the anticancer nucleosides 3′-C-ethynyluridine (EUrd) and 3′-C-ethynylcytidine (ECyd) is presented. Molecular modeling and 1H NMR coupling constant analysis revealed that the furanose rings of all analogs except the LNA analog are conformationally biased towards South conformation, and are thus mimicking the structure of ECyd. All target nucleosides were devoid of anti-HIV or anticancer activity. |
| Databáze: | OpenAIRE |
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