دورية أكاديمية
Studies on enzyme-cleavable dialkoxymethyl-cyclosaligenyl-2',3'-dideoxy-2',3'-didehydrothymidine monophosphates
| العنوان: | Studies on enzyme-cleavable dialkoxymethyl-cyclosaligenyl-2',3'-dideoxy-2',3'-didehydrothymidine monophosphates |
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| المؤلفون: | Gisch, Nicolas, Balzarini, Jan, Meier, Chris |
| بيانات النشر: | ACS Publications |
| سنة النشر: | 2008 |
| المجموعة: | KU Leuven: Lirias |
| الوصف: | Recently we reported on conceptually new enzymatically activated cycloSal-pronucleotides. Now, we developed this concept further with new compounds of this type. The basic idea is fast intracellular cleavage of a functionalized group at the cycloSal residue that results in a rapid delivery of the nucleotide and thus an intracellular enrichment of the nucleotide. The introduction of a higher alkylated acylal group, the di- iso-butyryloxymethyl group, to the aromatic ring led to the expected higher stability of these prodrugs against enzymatic cleavage but also entailed surprisingly a decrease in hydrolysis stabilities and solubility problems. For some compounds, a separation of the two diastereomeric forms ( R P or S P) was achieved. By X-ray structure analysis, the absolute configuration at the P-atom was assigned. For all separated diastereomers the ( S P) form showed better antiviral activity than the ( R P) form. ; status: published |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| تدمد: | 0022-2623 |
| العلاقة: | Journal of Medicinal Chemistry vol:51 issue:21 pages:6752-6760; https://lirias.kuleuven.be/handle/123456789/206622Test; http://dx.doi.org/10.1021/jm800853pTest |
| DOI: | 10.1021/jm800853p |
| الإتاحة: | https://doi.org/10.1021/jm800853pTest https://lirias.kuleuven.be/handle/123456789/206622Test |
| رقم الانضمام: | edsbas.7B7944DD |
| قاعدة البيانات: | BASE |
| تدمد: | 00222623 |
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| DOI: | 10.1021/jm800853p |