PMID: 3771100Aug 1, 1986Paper

Desaminopenicillamine tocinoic acid derivatives--inhibitors of oxytocin

International Journal of Peptide and Protein Research
U RoyI L Schwartz

Abstract

Tocinoic acid analogs with penicillamine in place of one or both of the cysteine residues have been studied and [1-beta-mercaptopropionic acid, 6-penicillamine] tocinoic acid (dPen6TA) and [1-beta,beta-dimethyl-beta-mercaptopropionic acid, 6-penicillamine] tocinoic acid (dPen1Pen6TA) have been synthesized in solution. Biological activities of these 2 compounds and those of the previously synthesized [1-beta,beta-dimethyl-beta-mercaptopropionic acid] tocinoic acid (dPen1TA) have been assayed. It was found that dPen1TA and dPen1Pen6TA, both of which have a beta,beta-dimethyl-beta-mercaptopropionic acid in position 1, are strong inhibitors of the uterine activity of oxytocin in vitro (without Mg2+) with pA2 values of 7.1 and 7.8, respectively, whereas dPen6TA with penicillamine in position 6 is a mild agonist.

References

Mar 1, 1979·Journal of Medicinal Chemistry·M BodanszkyR Walter
Feb 1, 1978·Journal of Medicinal Chemistry·M ManningW H Sawyer
Mar 11, 1975·Journal of Medicinal Chemistry·J J NestorV du Vigneaud
Jul 26, 1972·Journal of the American Chemical Society·V J HrubyV Du Vigneaud
Nov 1, 1967·Journal of Medicinal Chemistry·H Schulz, V du Vigneaud
Aug 1, 1956·Proceedings of the Society for Experimental Biology and Medicine·C RESSLER

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Citations

Oct 10, 2018·Neurogastroenterology and Motility : the Official Journal of the European Gastrointestinal Motility Society·Muriel LaraucheYvette Taché
Jul 9, 2003·Journal of Peptide Science : an Official Publication of the European Peptide Society·George FlouretJirina Slaninová

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