3-(15-Hydroxypentadecyl)-2,4,4-trimethyl-2-cyclohexen-1-one and its effect on neuropeptide secretion.
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.
Girlanda-Junges
C
C
Laboratoire de Chimie Organique des Substances Naturelles, UMR CNRS 7509, Université Louis Pasteur, Strasbourg, France.
Lutz-Bucher
B
B
Gonzalez de Aguilar
J L
JL
Loeffler
J P
JP
Luu
B
B
D000818:Animals; D001127:Arginine Vasopressin / Q000096:biosynthesis*; D003512:Cyclohexanones / Q000737:chemistry / Q000494:pharmacology*; D005233:Fatty Alcohols; D008297:Male; D051379:Mice; D010902:Pituitary Gland / Q000187:drug effects / Q000378:metabolism
C420963:3-(15-hydroxypentadecyl)-2,4,4-trimethyl-2-cyclohexen-1-one; D003512:Cyclohexanones; D005233:Fatty Alcohols; D001127:Arginine Vasopressin