Design and synthesis of an orally active matrix metalloproteinase inhibitor

S Yamamoto, S Nakatani, M Ikura, T Sugiura…

Index: Yamamoto, Shingo; Nakatani, Shingo; Ikura, Masahiro; Sugiura, Tsuneyuki; Nishita, Yoshitaka; Itadani, Satoshi; Ogawa, Koji; Ohno, Hiroyuki; Takahashi, Kanji; Nakai, Hisao; Toda, Masaaki Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 18 p. 6383 - 6403

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Citation Number: 6

Abstract

A series of 4-(4-phenoxy) benzoylamino-4-methoxymethyloxymethyl butyric acid hydroxamates, which were derived from l-glutamic acid, were synthesized and evaluated as matrix metalloproteinase inhibitors. Most of the compounds listed in exhibited strong inhibitory activity against MMP-2 and MMP-9, as well as even stronger inhibitory activity against MMP-3, but showed relatively weak inhibition of MMP-1. Structure–activity ...