Controllable synthesis of polymerizable ester and amide prodrugs of acyclovir by enzyme in organic solvent
| Autor: | Xianfu Lin, De-Shui Lv, Xia Li, Qi Wu |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Polymers
Acylation Clinical Biochemistry Triacylglycerol lipase Acyclovir Pharmaceutical Science Antiviral Agents Biochemistry Chemical synthesis chemistry.chemical_compound Amide Drug Discovery Pyridine Organic chemistry Prodrugs Organic Chemicals Lipase Molecular Biology biology Organic Chemistry Fungi Esters biology.organism_classification Amides Monomer chemistry Solvents biology.protein Molecular Medicine Candida antarctica |
| Zdroj: | Bioorganic & Medicinal Chemistry. 14:3377-3382 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2005.12.050 |
| Popis: | A facile control of the acylation position at the primary hydroxyl and amino of acyclovir, respectively, was achieved and five polymerizable acyclovir prodrugs were synthesized. Various reaction conditions were studied in detail. Thus, lipase acrylic resin from Candida antarctica (CAL-B) in pyridine or acetone showed high chemo-selectivity toward the primary hydroxyl of acyclovir. However, lipase PS ‘Amano’ (PS) in DMSO selectively acylated the amino group. The selectivity of PS could be adjusted by changing reaction solvents. The acyclovir vinyl derivatives obtained would be important monomers used for the preparation of macromolecular nucleoside drugs. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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