Novel type of plasmin inhibitors: Providing insight into P4 moiety and alternative scaffold to pyrrolopyrimidine. Issue 13 (1st July 2015)

• Record Type: Journal Article
• Authors: Teno, Naoki; Gohda, Keigo; Wanaka, Keiko; Tsuda, Yuko; Akagawa, Maiko; Akiduki, Eriko; Araki, Mitsuhito; Masuda, Arisa; Otsubo, Tadamune; Yamashita, Yukiko
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 13(2015)
• Page Start: 3696
• Page End: 3704
• Publication Date: 2015-07-01
• Subjects: MMP matrix metalloproteinase -- UK urokinase -- pNA para-nitroanilide -- MCA 7-amino-4-methyl-coumarin amide -- Boc t-butoxycarbonyl -- Pyr pyroglutamic acid; Plasmin inhibitors -- Benzimidazole -- Scaffold -- Pyrrolopyrimidine -- P4 moiety -- Structure–activity relationship; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.04.013
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: Here we report a series of plasmin inhibitors which were originally derived from the parent structure of1 and2 . Our efforts focused on the optimization of the P4 moiety of2 and on the quest of alternative scaffold to pyrrolopyrimidine in the parent compounds. The results of the former gave us pivotal information on the further optimization of the P4 moiety in plasmin inhibitors and those of the latter revealed that appropriate moieties extending from the benzimidazole scaffold engaged with S4 pocket in the active site of plasmin.