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Cyclic peptides as selective tachykinin antagonists.

Abstract：

:Twenty homodetic cyclic peptides based on the C-terminal sequence of substance P were prepared (Table I) by a combination of solid-phase techniques and cyclizations using azide coupling procedures. Incorporation of dipeptide mimics based on substituted gamma-lactams were used in some cases to restrict their conformational mobility. Five of these cyclic peptides were shown to have high tachykinin antagonist activity (pA2 > 6) at NK-2 receptors (rat vas deferens). The two most potent of this series, XVII, cyclo(Gln-Trp-Phe-Gly-Leu-Met) (pA2 = 8.1), and I cyclo(Gln-Trp-Phe(R)Gly[ANC-2]Leu-Met) (pA2 = 6.7), were selective for NK-2 receptors compared with the other tachykinin receptors (Table II).

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Williams BJ,Curtis NR,McKnight AT,Maguire JJ,Young SC,Veber DF,Baker R

doi

10.1021/jm00053a001

subject

Has Abstract

pub_date

1993-01-08 00:00:00

pages

2-10

issue

1

eissn

0022-2623

issn

1520-4804

journal_volume

36

pub_type

杂志文章

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