Bioorganic and Medicinal Chemistry Letters p. 4533 - 4539 (2011)
Update date:2022-07-29
Topics:
Lo, Ho Yin
Nemoto, Peter A.
Kim, Jin Mi
Hao, Ming-Hong
Qian, Kevin C.
Farrow, Neil A.
Albaugh, Daniel R.
Fowler, Danielle M.
Schneiderman, Richard D.
Michael August
Martin, Leslie
Hill-Drzewi, Melissa
Pullen, Steven S.
Takahashi, Hidenori
De Lombaert, Stephane
A new class of chymase inhibitor featuring a benzimidazolone core with an acid side chain and a P1 hydrophobic moiety is described. Incubation of the lead compound with GSH resulted in the formation of a GSH conjugate on the benzothiophene P1 moiety. Replacement of the benzothiophene with different heterocyclic systems such as indoles and benzoisothiazole is feasible. Among the P1 replacements, benzoisothiazole prevents the formation of GSH conjugate and an in silico analysis of oxidative potentials agreed with the experimental outcome.
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