Synthesis and matrix metalloproteinase (MMP)-12 inhibitory activity of ageladine A and its analogs.
Ageladine A (1) and its analogs 2-10 were expeditiously synthesized by featuring the biosynthetic route proposed for 1 (for 1-10) and by employing 2-(N-t-butoxycarbonylamino)imidazol-4-carbaldehyde as the starting material (for 1-8). From MMP-12 inhibitory activity assay, it appeared evident that the two bromine atoms and the three NH groups (1-NH, 14-NH, and 15-NH2) were indispensable for 1 to exhibit excellent activity.
Ando
Naoki
N
Discovery Research Laboratories, Kyorin Pharmaceutical Co. Ltd, 2399-1, Nogi, Nogi-machi, Shimotsuga-gun, Tochigi 329-0114, Japan. naoki.andou@mb.kyorin-pharm.co.jp
Terashima
Shiro
S
D061965:Matrix Metalloproteinase Inhibitors; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
C482289:Ageladine A; D061965:Matrix Metalloproteinase Inhibitors; D011758:Pyrroles