Design, Synthesis and Structure-Activity Relationship of New Arginine Vasopressin Analogues Containing Proline Derivatives in Position 2
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00392307" target="_blank" >RIV/61388963:_____/13:00392307 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1111/cbdd.12093" target="_blank" >http://dx.doi.org/10.1111/cbdd.12093</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1111/cbdd.12093" target="_blank" >10.1111/cbdd.12093</a>
Alternative languages
Result language
angličtina
Original language name
Design, Synthesis and Structure-Activity Relationship of New Arginine Vasopressin Analogues Containing Proline Derivatives in Position 2
Original language description
In this study, we present the synthesis and pharmacological properties of new analogues of arginine vasopressin modified in the N-terminal part of the molecule with proline derivatives: indoline-2-carboxylic acid (Ica) and (2S,4R)-4-(naphthalene-2-ylmethyl)pyrrolidine-2-carboxylic acid. All the peptides were tested for pressor, antidiuretic and in vitro uterotonic activities. We also determined their binding affinity to the human oxytocin receptor. The Ica2 substitution resulted in two moderately potentand selective antioxytocic agents: [Mpa1, Ica2, D-Arg8]VP and [Mpa1,Ica2,Val4,D-Arg8]VP (pA2=7.09 and 7.50, respectively). On the other hand, peptides modified with (2S,4R)-4-(naphthalene-2-ylmethyl)pyrrolidine-2-carboxylic acid, apart from their moderate antioxytocic activity, turned out to be weak antagonists of the pressor response to arginine vasopressin. The results of this study provide useful information about the structureactivity relationship of arginine vasopressin analogues a
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CE - Biochemistry
OECD FORD branch
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Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chemical Biology & Drug Design
ISSN
1747-0277
e-ISSN
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Volume of the periodical
81
Issue of the periodical within the volume
3
Country of publishing house
GB - UNITED KINGDOM
Number of pages
9
Pages from-to
420-428
UT code for WoS article
000314985900012
EID of the result in the Scopus database
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