Synthesis of Pluraflavin A 'Aglycone'
| العنوان: | Synthesis of Pluraflavin A 'Aglycone' |
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| المؤلفون: | Feng Peng, Quen-Hui Tan, Ting-Chao Chou, Benjamin J. D. Wright, Ryan Van de Water, Samuel J. Danishefsky, Haibo Liu, John Hartung |
| المصدر: | Journal of the American Chemical Society. 130:16786-16790 |
| بيانات النشر: | American Chemical Society (ACS), 2008. |
| سنة النشر: | 2008 |
| مصطلحات موضوعية: | Olefin fiber, Nitrile, Stereochemistry, Epoxide, Anthraquinones, General Chemistry, Biochemistry, Article, Catalysis, Pyrone, Cycloaddition, chemistry.chemical_compound, Colloid and Surface Chemistry, Aglycone, chemistry, Doxorubicin, Cell Line, Tumor, Yield (chemistry), Humans, Moiety, Cell Proliferation |
| الوصف: | The "aglycone" of pluraflavin A (2) has been synthesized. The key features of this synthesis include a 1,3-dipolar cycloaddition between a nitrile oxide (cf. 14) and an olefin (22) to yield an isoxazoline followed by subsequent conversion into the gamma-pyrone of pluraflavin A. The epoxide moiety linked to the pyrone is installed prior to Diels-Alder installation of the D ring, which allows access to a number of potentially active cytotoxic intermediates en route to the final compound. The preliminary in vitro results of two such compounds are also included with the racemic title compound exhibiting cytotoxicity in the nanomolar range. |
| تدمد: | 1520-5126 0002-7863 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c42bb689a0b9416b898b6273ccf6ded1Test https://doi.org/10.1021/ja805936vTest |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....c42bb689a0b9416b898b6273ccf6ded1 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15205126 00027863 |
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