Synthesis and biological activity of selective azasugar-based TACE inhibitors.
A series of azasugar-based hydroxamic acid derivatives bearing 2R,3R,4R,5R-configuration is described. Compound 4c with 4,5-O-acetonide group showed excellent in vitro potency against TACE, with high selectivity over MMP-1 and moderate selectivity over MMP-3 and MMP-9.
R&D Laboratories, Nippon Organon K.K., 1-5-90, Tomobuchi-cho, Miyakojima-ku, Osaka 534-0016, Japan. takiro.tsukida@shionogi.co.jp
Takahiro
T
Tsukida
Hideki
H
Moriyama
Yoshimasa
Y
Inoue
Hirosato
H
Kondo
Kohichiro
K
Yoshino
Shin-Ichiro
S
Nishimura
D051722:ADAM Proteins; D000072198:ADAM17 Protein; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000378:metabolism; D006801:Humans; D008666:Metalloendopeptidases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000378:metabolism; D013400:Sugar Acids / Q000138:chemical synthesis* / Q000378:metabolism
D001372:Aza Compounds; D011480:Protease Inhibitors; D013400:Sugar Acids; D051722:ADAM Proteins; D008666:Metalloendopeptidases; D000072198:ADAM17 Protein; C000606462:ADAM17 protein, human