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Synthesis and biological activity of tachykinin analogs containing the adamantane moiety

โœ Scribed by Daniela Pinzani; Anna Maria Papini; Mario Chelli; Mauro Ginanneschi; Carlo Alberto Maggi; Riccardo Patacchini; Laura Quartara; Gianfranco Rapi

Publisher
Springer Netherlands
Year
1996
Tongue
English
Weight
511 KB
Volume
2
Category
Article
ISSN
1573-3149

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โœฆ Synopsis

2-adamantanole was the protecting group of the aspartate 13-COOH moiety during the peptide synthesis and survived the final peptide cleavage and deprotection carried out under controlled conditions. MEN 10586 showed an agonist activity comparable to that of the parent compound MEN 10210 at NK~ and NK 2 receptors of guinea pig ileum, rabbit isolated pulmonary artery and hamster isolated trachea preparations, while it showed a 25-fold higher agonist activity at NK3 receptors of rat isolated portal vein. The three modified antagonist analogs displayed similar or reduced affinity at NKI, NK 2 and NK 3 receptors as compared to MEN 10376. The drop was particularly evident (> 2 log units) at the NK2 receptors of the rabbit isolated pulmonay artery.

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