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Sulfonamide hydroxamates comprise another major class of TACE inhibitors. Thiomorpholine 15 makes use of the P1' trimethoxyphenyl (TMP) group of macrocycle 12 to provide a 1.5 nM inhibitor of cell-free TACE having submicromolar potency in THP-1 cells. By comparison, the clinical MMP inhibitor prinomastat, 16, is 15-fold less potent in cells (44).

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