Abstract
Perfluorination of phthalimides leads to dramatically increased potency as inhibitors of TNF-α production. We examined the enantiodependence for several tetrafluorophthalimides and α-methylthalidomide, 3. Only 3 exhibited strikingly enantiodependent activity. The key structural determinant for the enhanced activity is the tetrafluorophthaloyl group, which confers enhanced potency and a change in the mechanism of inhibition.
Original language | English (US) |
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Pages (from-to) | 1071-1076 |
Number of pages | 6 |
Journal | Bioorganic and Medicinal Chemistry Letters |
Volume | 8 |
Issue number | 9 |
DOIs | |
State | Published - May 1998 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry