Abstract
A novel family of peptidomimetics incorporating fluoroalkyl groups, mainly a trifluoromethyl, in alpha-position to a zinc(II)-binding thiol function, was synthesized in solution as well as in solid-phase. These compounds showed inhibitory potency in the nanomolar range against both angiotensin-converting enzyme (ACE) and neutral endopeptidase (NEP), whereas no inhibition of endothelin-converting enzyme-1 (ECE-1) was observed. The trifluoromethyl-derivatives were more potent than the parent unfluorinated analogues in the case of ACE, and less potent in the case of NEP.
Original language | English |
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Pages (from-to) | 4715-4719 |
Number of pages | 5 |
Journal | Bioorganic & Medicinal Chemistry Letters |
Volume | 19 |
Issue number | 16 |
Early online date | 21 Jun 2009 |
DOIs | |
Publication status | Published - 15 Aug 2009 |
Keywords
- angiotensin-converting enzyme inhibitors
- fluorine
- humans
- neprilysin
- peptides
- peptidyl-dipeptidase A
- protease inhibitors
- sulfhydryl compounds