Nakatani, Shingo; Ikura, Masahiro; Yamamoto, Shingo; Nishita, Yoshitaka; Itadani, Satoshi; Habashita, Hiromu; Sugiura, Tsuneyuki; Ogawa, Koji; Ohno, Hiroyuki; Takahashi, Kanji; Nakai, Hisao; Toda, Masaaki published the artcile< Design and synthesis of novel metalloproteinase inhibitors>, Electric Literature of 617-55-0, the main research area is benzoyl aminobutyrate hydroxamate preparation metalloproteinase inhibitor SAR.
A series of N-benzoyl 4-aminobutyric acid hydroxamate analogs were synthesized and evaluated as matrix metalloproteinase inhibitors. Synthetic work was focused on the chem. modification of the 4-aminobutyric acid part using easily available starting materials. As such, chem. modification was carried out using com. available starting materials such as 4-aminobutyric acid, (+)- and (-)-malic acid, and D- and L-glutamic acid derivatives Among the compounds tested, N-[4-(benzofuran-2-yl)benzoyl] 4-amino-4S-hydroxymethylbutyric acid hydroxamates derived from L-glutamic acid demonstrated more potent inhibitory activity against MMP-2 and MMP-9 compared with the corresponding 2S-hydroxy analogs or 3S-hydroxy analogs, resp., which were derived from (-)-malic acid. Structure-activity relationship study is presented.
Bioorganic & Medicinal Chemistry published new progress about Structure-activity relationship. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Electric Literature of 617-55-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics