SAR and pH stability of cyano-substituted epothilones
| Autor: | Byron H. Long, Craig R. Fairchild, John D. Dimarco, Francis Y. Lee, Gerhard Höfle, Gregory D. Vite, Jack Z. Gougoutas, Soong-Hoon Kim, Michael Kiffe, Kenneth J. Leavitt, Alicia Regueiro-Ren |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Epothilones
Stereochemistry Antineoplastic Agents Epothilone Biochemistry Tubulin binding Structure-Activity Relationship Drug Stability Tubulin medicine Tumor Cells Cultured Humans heterocyclic compounds Physical and Theoretical Chemistry Cytotoxicity biology Molecular Structure Chemistry Organic Chemistry Hydrogen-Ion Concentration Ph stability Epothilone B biology.protein Cell Division medicine.drug |
| Zdroj: | Organic letters. 4(22) |
| ISSN: | 1523-7060 |
| Popis: | [formula: see text] 3-Cyano epothilones 15-18 are the only examples of non-hydroxy C-3-substituted analogues. Their tubulin binding affinity and cytotoxicity provide meaningful structure-activity relationship information on the dependence of C-1/C-3 conformation upon activity. 12-Cyano epothilone 24 has improved pH stability over epothilone B, and its activity further supports the hypothesis that C-12 stereochemistry is not critical for tubulin affinity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|