Synthesis and biological activity of oxytocin analogues containing unnatural amino acids in position 9: structure activity study

0342937 - ÚOCHB 2011 RIV AT eng J - Článek v odborném periodiku
Magafa, V. - Borovičková, Lenka - Slaninová, Jiřina - Cordopatis, P.
Synthesis and biological activity of oxytocin analogues containing unnatural amino acids in position 9: structure activity study.
Amino Acids. Roč. 38, č. 5 (2010), s. 1549-1559. ISSN 0939-4451. E-ISSN 1438-2199
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: oxytocin antagonists * position 9 * unnatural amino acids * biological activity
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 4.106, rok: 2010

The paper reports the solid phase synthesis and pharmacological properties of 24 oxytocin analogues. Basic modifications at position 9 (L- nebo D-beta-(2-thienyl)-alanine, L- or D-3-Pyridylalanine) were combined with D-tyrosine(OEthyl) or D-1-naphthylalanine in position 2 and beta-mercaptopropionic acid in position 1. Additional 8 analogues had alpha-aminoisobutyric acid or D-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in position 9. The analogue having the highest anti-oxytocic activity was [Mpa(1), D: -Tyr(Et)(2), Deg(9)]OT (pA2= 8.68).
Trvalý link: http://hdl.handle.net/11104/0185538