The 1- and 2-Naphthylalanine Analogs of Oxytocin and Vasopressin

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Title:The 1- and 2-Naphthylalanine Analogs of Oxytocin and Vasopressin
Creators:
Procházka, Zdenko
Slaninová, Jiřina
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 12, pp. 2170-2177

Abstract

<p>Solid phase technique on <i>p</i>-methylbenzhydrylamine resin was used for the synthesis of four analogs of oxytocin and four analogs of vasopressin with the non-coded amino acids L- or D- and 1- or 2-naphthylalanine and D-homoarginine. [L-1-Nal2]oxytocin, [D-1-Nal2]oxytocin, [L-2-Nal2]oxytocin, [D-2-Nal2]oxytocin, [L-1-Nal2, D-Har8]vasopressin, [D-1-Nal2, D-Har8]vasopressin, [L-2-Nal2, D-Har8]vasopressin and [D-2-Nal2, D-Har8]vasopressin were synthesized. All eight analogs were found to be uterotonic inhibitors in vitro and in vivo. Analogs with 2-naphthylalanine are stronger inhibitors, particularly in the vasopressin series than the analogs with 1-naphthylalanine. Analogs with 1-naphthylalanine have no activity in the pressor test, analogs with 2-naphthylalanine are weak pressor inhibitors.

Title:The 1- and 2-Naphthylalanine Analogs of Oxytocin and Vasopressin
Creators:
Procházka, Zdenko
Slaninová, Jiřina
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:12
Page Range:pp. 2170-2177
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19952170UNSPECIFIED
ID Code:906
Item Type:Article
Deposited On:06 Feb 2009 17:04
Last Modified:06 Feb 2009 16:05

Citation

Procházka, Zdenko; Slaninová, Jiřina (1995) The 1- and 2-Naphthylalanine Analogs of Oxytocin and Vasopressin. Collection of Czechoslovak Chemical Communications, 60 (12). pp. 2170-2177. ISSN 0010-0765

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