Synthesis and biological activity of position 1 analogs of LH-RH

• Published in: International journal of peptide and protein research Vol. 9; no. 1; p. 57
• Main Authors: Nikolics, K, Coy, D H, Vilchez-Martinez, J A, Coy, D J, Schally, A V
• Format: Journal Article
• Language: English
• Published: Denmark 01.01.1977
• Subjects: Amino Acids - analysis; Animals; Biological Assay; Follicle Stimulating Hormone - metabolism; Gonadotropin-Releasing Hormone - analogs & derivatives; Gonadotropin-Releasing Hormone - chemical synthesis; Gonadotropin-Releasing Hormone - pharmacology; Luteinizing Hormone - metabolism; Male; Rats; Time Factors
• ISSN: 0367-8377
• DOI: 10.1111/j.1399-3011.1977.tb01837.x

(Formyl-sarcosine)1-LH-RH (I), (acetyl-sarcosine)1-LH-RH (II), (2-pyrrolidone-4-carboxylic acid)1-LH-RH (III), (N-methyl-2-pyrrolidone-4-carboxylic acid)1-LH-RH (IV, hydroxyproline1-LH-RH (V) and (cylcopentane-carboxylic acid)1-LH-RH (VI) were synthesized by solid phase methods on a benzhydrylamine resin support. Peptides I-IV were assayed for LH- and FSH-releasing activity over a 4-h period after subcutaneous infection into immature male rats in order to detect any prolongation ofactivity. The peptides were found to have the following integrated LH-releasing activities compared with LH-RH: I, 64%; II, 72%; III, 19%; IV, 58%. None of the peptides were found to be longer acting than LH-RH. Peptides V and VI were far less active, 0.001% and 1.4%, respectively.