title: Synthesis and matrix metalloproteinase (MMP)-12 inhibitory activity of ageladine A and its analogs.
abstract: 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.
authors.affiliation: 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
authors.forename: Naoki
authors.initials: N
authors.lastname: Ando
authors.forename: Shiro
authors.initials: S
authors.lastname: Terashima
mesh_terms: D061965:Matrix Metalloproteinase Inhibitors; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C482289:Ageladine A; D061965:Matrix Metalloproteinase Inhibitors; D011758:Pyrroles