Synthesis and some pharmacological properties of deamino[4-threonine,8-D-arginine]vasopressin and deamino[8-D-arginine]vasopressin, highly potent and specific antidiuretic peptides, and [8-D-arginine]vasopressin and deamino-arginine-vasopressin

1976 ◽  
Vol 19 (6) ◽  
pp. 842-845 ◽  
Author(s):  
Maurice Manning ◽  
Lajos Balaspiri ◽  
Jacqueline Moehring ◽  
Jaya Haldar ◽  
Wilbur H. Sawyer
1978 ◽  
Vol 78 (2) ◽  
pp. 179-186 ◽  
Author(s):  
DIANA GAZIS ◽  
W. H. SAWYER

SUMMARY Arginine-vasopressin (AVP) and deamino-arginine-vasopressin (dAVP) were infused into rats. When the concentrations of the two peptides were steady, the rate of clearance of AVP from the plasma was six times the rate of clearance of dAVP. Only 6% of the infused AVP was excreted unchanged in the urine, whereas approximately 100% of the dAVP was excreted. When the infusions were stopped, AVP disappeared from the plasma much more rapidly than dAVP. The plasma concentrations of the two peptides did not decay as simple exponential functions, suggesting that both AVP and dAVP entered a slowly exchanging compartment or compartments during prolonged infusion. These differences in the metabolic clearance of AVP and dAVP may well explain the prolonged antidiuretic effect of dAVP in rats.


1992 ◽  
Vol 35 (2) ◽  
pp. 382-388 ◽  
Author(s):  
Maurice Manning ◽  
Stoytcho Stoev ◽  
Krzysztof Bankowski ◽  
Aleksandra Misicka ◽  
Bernard Lammek ◽  
...  

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.


1993 ◽  
Vol 58 (12) ◽  
pp. 2994-2999 ◽  
Author(s):  
Ewa Konieczna ◽  
Malgorzata Czaja ◽  
Bernard Lammek ◽  
Jiřina Slaninová ◽  
Tomislav Barth

Six new analogs of arginine-vasopressin, four of them substituted in position 2 with β-thienylalanine and two prolonged on the n-terminus by acylation with 1-adamantaneacetic acid, were synthesized on chloromethylated resin using Boc strategy and DCC or DCC-HOBt to form peptide bond. The activity of the analogs was fairly low, however, one of the peptides, namely [Cpp1, Thi2, Val4]AVP, showed selectivity in antiuterotonic, antipressor and anti-antidiuretic effects.


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