Bioorganic and Medicinal Chemistry Letters p. 31 - 36 (1997)
Update date:2022-08-03
Topics:
Horwell, David C.
Naylor, Dorica
Willems, Henriette M. G.
The design and synthesis of N-(3-indolylmethyl)-3-benzyl-2-azabicyclo[2.2.1]heptane-2-carboxamide (3) as a conformationally constrained non-peptide β-turn mimetic is described. Compound 3 is shown to mimic the Trp and Phe side chain conformation and the overall dipole moment of MEN10627 (2), a cyclic hexapeptide with a high NK-2 affinity. The tachykinin receptor affinities of 3 are evaluated and compared to those of MEN10627 and previously reported Trp-Phe mimetic 1.
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