[3-(1,4-Cyclohexadienyl)-L-alanine,8-lysine]vasopressin synthesis and some pharmacological properties

1979 ◽  
Vol 22 (12) ◽  
pp. 1487-1492 ◽  
Author(s):  
Some Nath Banerjee ◽  
Lillian Diamond ◽  
Charlotte Ressler ◽  
Wilbur H. Sawyer
1986 ◽  
Vol 51 (7) ◽  
pp. 1532-1541 ◽  
Author(s):  
František Brtník ◽  
Tomislav Barth ◽  
Petr Maloň ◽  
Ivo Frič ◽  
Vija E. Kluša ◽  
...  

Synthesis, some pharmacological properties and CD spectra of [4-phenylalanine, 8-arginine]vasopressin and [4-phenylalanine, 8-lysine]vasopressin are described.


1980 ◽  
Vol 45 (10) ◽  
pp. 2865-2871 ◽  
Author(s):  
Michal Lebl ◽  
Tomislav Barth ◽  
Jana Škopková ◽  
Karel Jošt

Protected peptides were prepared by fragment condensation according to the scheme 6 + 3 or 9 + 3, which, after the removal of the protecting groups by sodium in liquid ammonia and oxidative cyclization, afforded [7-glycine,8-ornithine]vasopressin, [7-glycine,8-ornithine]deaminovasopressin, and Nα-glycyl-glycyl-glycyl[7-glycine,8-ornithine]vasopressin. All the analogues had very low intrinsic vasopressin-like activities; the analogue with hormonogen nature had a depressor effect and inhibited the pressor action of lysine-vasopressin.


1981 ◽  
Vol 46 (1) ◽  
pp. 278-285 ◽  
Author(s):  
František Brtník ◽  
Tomislav Barth ◽  
Karel Jošt

[8-Arginine]deamino-1-carba-vasopressin and its 7-glycine derivative were prepared by condensation of the amino-terminal, cyclic part of the molecule with carboxy-terminal tripeptide amides. Replacement of proline by glycine in the position 7 results in a substantial decrease in the vasopressin-like activities, the oxytocin-like activities remaining unchanged.


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