Pentenolide Analogues of Antifungal Butenolides: Strategies Towards 3,6-Disubstituted Pyranones and Unexpected Loss of Biological Effect
العنوان: | Pentenolide Analogues of Antifungal Butenolides: Strategies Towards 3,6-Disubstituted Pyranones and Unexpected Loss of Biological Effect |
---|---|
المؤلفون: | Jan Pavlik, Radan Schiller, Jiri Kunes, Milan Pour, Ivan Šnajdr |
المصدر: | Collection of Czechoslovak Chemical Communications. 72:1472-1498 |
بيانات النشر: | Institute of Organic Chemistry & Biochemistry, 2007. |
سنة النشر: | 2007 |
مصطلحات موضوعية: | Antifungal, chemistry.chemical_compound, Oxidative cyclization, medicine.drug_class, Chemistry, Aryl, medicine, Biological activity, General Chemistry, Biological effect, Carbonylation, Combinatorial chemistry |
الوصف: | Pentenolide analogues of antifungal 3,5-disubstituted butenolides were prepared by oxidative cyclization of 2-(substituted aryl)hex-5-enoic acids as the key step. Given the limitations of the methodology, another approach to the title compounds based on the Pd-catalyzed carbonylative lactonization of 4-iodo-3-en-1-ols was developed, and the carbonylation conditions were optimized. While the former sequence allows only the introduction of a substituted methyl at C6, pyranones bearing a range of various C-substituents at C6 can be prepared by the latter. Somewhat surprisingly, unlike the corresponding butenolides with the same substitution pattern, the title pentenolides possess no antifungal or cytostatic activity. |
تدمد: | 1212-6950 0010-0765 |
الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_________::bed29caa3f30e86b9207755c6d842f42Test https://doi.org/10.1135/cccc20071472Test |
رقم الانضمام: | edsair.doi...........bed29caa3f30e86b9207755c6d842f42 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 12126950 00100765 |
---|