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Synthesis of a Renin Inhibitor of the Azapeptide Type

✍ Scribed by Gante, Joachim ;Kahlenberg, Harald

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
294 KB
Volume
1989
Category
Article
ISSN
0947-3440

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✦ Synopsis

In 1962 "azapeptides" were described for the first time'). In these peptide analogs the a-CH group of one or more amino acid residues of a peptide chain is replaced with nitrogen.

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Synthesis and Biological Activity of a P
Synthesis and Biological Activity of a Potent Renin Inhibitor of the Azapeptide Type
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## Abstract A highly potent renin inhibitor of the azapeptide type (2) is synthesized by starting from the hydrazine derivative 3. This peptide analogue inhibits renin in the same range (nanomolar) as its purely peptidic original 2a, but reveals much higher specificity for renin than 2a does.

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## Abstract Boc‐hydrazine (1) was treated with 4‐nitrophenyl chloroformate (2) to give Boc‐Azagly 4‐nitrophenyl ester (3). Reaction of 3 with H‐ACHP‐Ile‐3‐pyridylmethylamide^5)^ (4) provided Boc‐Azagly‐ACHP‐Ile‐3‐pyridylmethylamide (5). This was deprotected with HCl/dioxane to give H‐Azagly‐ACHP‐Il

Synthesis of tritium labeled renin inhib
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✍ Richard S. P. Hsi; Wayne T. Stolle; Gordon L. Bundy 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 French ⚖ 527 KB

## Abstract In the search for a radioactive form of the peptidomimetic renin inhibitor, ditekiren, with a metabolically suitable radiolabel for conducting drug disposition studies, we prepared [^3^H]ditekiren with tritium labels in the N‐methyl‐histidine moiety and in the leu‐val alcohol transition