Structure-Activity Relationships in Luteinizing Hormone-Releasing Hormone

Kari U. Prasad, Roger W. Roeske, Frederick L. Weitl, Jesus A. Vilchez-Martinez, Andrew V. Schally

Research output: Contribution to journalArticle

23 Scopus citations

Abstract

Three analogs of luteinizing hormone-releasing hormone (LH-RH) of the structure <Glu-His-Trp-Ser-Tyr-Gly-Gly-Leu-Arg-Pro-Gly-NH2, involving substitutions in positions 1, 3, and 8 with nonprotein amino acids, have been synthesized by the solid-phase method. They are [pyro-L-α-(1-aminoadipic)]-LH-RH, [3-(2-naphthyl)-L-Ala3]-LH-RH, and [δ-N-i-Pr-L-Orn8]-LH-RH. Their LH-RH activities in vivo were 12.5, 51.8, and 3.7% that of LH-RH, respectively, in the assay using ovariectomized, estrogen- and progesterone-treated rats. In a test based upon subcutaneous injection into immature male rats, [3-(2-naphthyl)-Ala3]-LH-RH released 1.2 times as much LH and 0.8 times as much FSH as synthetic LH-RH.

Original languageEnglish (US)
Pages (from-to)492-495
Number of pages4
JournalJournal of Medicinal Chemistry
Volume19
Issue number4
DOIs
StatePublished - Apr 1 1976
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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