3-(15-Hydroxypentadecyl)-2,4,4-trimethyl-2-cyclohexen-1-one and its effect on neuropeptide secretion

  • Bioorg Med Chem Lett. 2000 Nov 20;10(22):2537-9. doi: 10.1016/s0960-894x(00)00508-4.
C Girlanda-Junges  1 ,  B Lutz-Bucher ,  J L Gonzalez de Aguilar ,  J P Loeffler ,  B Luu
Affiliations
  • 1. Laboratoire de Chimie Organique des Substances Naturelles, UMR CNRS 7509, Université Louis Pasteur, Strasbourg, France.
PMID: 11086724 DOI: 10.1016/s0960-894x(00)00508-4
Abstract

The aim of the present study was to describe the synthesis of a trimethyl cyclohexenonic long chain fatty alcohol (t-CFA), and analyze its biological activity. Specifically, 3-(15-hydroxypentadecyl)-2,4,4-trimethyl-2-cyclohexen-1-one, the t-CFA containing 15 carbon atoms on the side chain (t-CFA n = 15) stimulated arginine vasopressin secretion in nerve terminals of the neurohypophysis. This effect was inhibited by extracellular calcium depletion, which suggests that t-CFA n = 15 stimulates neuropeptide secretion through a calcium-dependent exocytosis mechanism.

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