191613-91-9Relevant academic research and scientific papers
The synthesis of novel matrix metalloproteinase inhibitors employing the Ireland-Claisen rearrangement
Pratt, Lisa M.,Beckett, R. Paul,Bellamy, Claire L.,Corkill, Dominic J.,Cossins, Judy,Courtney, Paul F.,Davies, Stephen J.,Davidson, Alan H.,Drummond, Alan H.,Helfrich, Karen,Lewis, Christopher N.,Mangan, Matthew,Martin, Fionna M.,Miller, Karen,Nayee, Prakash,Rickerts, Michelle L.,Thomas, Wayne,Todd, Richard S.,Whittaker, Mark
, p. 1359 - 1364 (2007/10/03)
Matrix metalloproteinase inhibitors of general formula (1) were synthesised by a route involving an Ireland-Claisen rearrangement which enables systematic modification of the substituent alpha to the hydroxamic acid. An analogue (12c) possessing an α-cyclopentyl group is a potent broad spectrum inhibitor that displays high and sustained blood levels following oral dosing in both the rat and marmoset ex-vivo bioassays. This compound and analogues are also potent inhibitors of TNFα release.
