Enantio- and Diastereoselective Total Synthesis of (+)-Panepophenanthrin, a Ubiquitin-Activating Enzyme Inhibitor, and Biological Properties of Its New Derivatives
| العنوان: | Enantio- and Diastereoselective Total Synthesis of (+)-Panepophenanthrin, a Ubiquitin-Activating Enzyme Inhibitor, and Biological Properties of Its New Derivatives |
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| المؤلفون: | Masayoshi Matsuzawa, Rie Onose, Yujiro Hayashi, Mitsuru Shoji, Junichiro Yamaguchi, Hiroyuki Osada, Hideaki Kakeya |
| المصدر: | Chemistry – An Asian Journal. 1:845-851 |
| بيانات النشر: | Wiley, 2006. |
| سنة النشر: | 2006 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Molecular Structure, Stereochemistry, Ubiquitin-activating enzyme, Organic Chemistry, Chemical biology, Enantioselective synthesis, Total synthesis, Stereoisomerism, Ubiquitin-Activating Enzymes, General Chemistry, Phenanthrenes, Biochemistry, Catalysis, chemistry.chemical_compound, Enzyme, Monomer, chemistry, Cell Line, Tumor, Humans, Enzyme Inhibitors, Cell Proliferation |
| الوصف: | The asymmetric total synthesis of (+)-panepophenanthrin, an inhibitor of ubiquitin-activating enzyme (E1), has been accomplished using catalytic asymmetric alpha aminoxylation of 1,4-cyclohexanedione monoethylene ketal as a key step, followed by several diastereoselective reactions. The biomimetic Diels-Alder reaction of a monomer precursor was found to proceed efficiently in water. The investigation of the biological properties of new derivatives of (+)-panepophenanthrin enabled us to develop new cell-permeable E1 inhibitors, RKTS-80, -81, and -82. |
| تدمد: | 1861-471X 1861-4728 |
| DOI: | 10.1002/asia.200600199 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::dfc1137db83c9755d07085d08dea0410 https://doi.org/10.1002/asia.200600199 |
| Rights: | CLOSED |
| رقم الانضمام: | edsair.doi.dedup.....dfc1137db83c9755d07085d08dea0410 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 1861471X 18614728 |
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| DOI: | 10.1002/asia.200600199 |