Bioorganic and Medicinal Chemistry Letters p. 2371 - 2376 (1996)
Update date:2022-09-26
Topics:
Hoekstra, William J.
Maryanoff, Bruce E.
Andrade-Gordon, Patricia
Cohen, Judith H.
Costanzo, Michael J.
Damiano, Bruce P.
Haertlein, Barbara J.
Harris, Bruce D.
Kauffman, Jack A.
Keane, Patricia M.
McComsey, David F.
Villani Jr., Frank J.
Yabut, Stephen C.
A study of β-turn peptide mimetics, related to the C-terminal γ-chain of fibrinogen and containing a nipecotic acid scaffold, led to RWJ-50042 (1), an interesting fibrinogen receptor (GPIIb/IIIa) antagonist. To enhance potency, we employed solid-phase parallel synthesis for the preparation of over 200 analogues in a protocol of optimization cycles. This strategy produced several promising nipecotamide analogues, such as 25, which is 35 times more potent than 1 in vitro.
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