167983-27-9Relevant articles and documents
Design, synthesis, activity, and structure of a novel class of matrix metalloproteinase inhibitors containing a heterocyclic P'2-P'3 amide bond isostere
Chen, Jian Jeffrey,Zhang, Yiping,Hammond, Scott,Dewdney, Nolan,Ho, Teresa,Lin, Xiaohong,Browner, Michelle F.,Castelhano, Arlindo L.
, p. 1601 - 1606 (2007/10/03)
A novel series of hydroxamate-based inhibitors of matrix metalloproteinases containing benzimidazole and imidazole heterocycles as amide bond isosteres have been prepared. Potent inhibition (in the low nanomolar range) and selectivity (> 100-fold) can be attained with inhibitors containing only one amide bond. X-ray crystal structures of matrilysin (MMP- 7) with two different inhibitors bound confirm that imidazole is an excellent amide bond isostere.