dinoprost and adrenic-acid

Experiments were conducted to determine the effects of exogenous polyunsaturated fatty acids (PUFA) on the production of progesterone and prostanoids by dispersed bovine luteal cells and to characterize endogenous luteal fatty acids throughout the estrous cycle. The addition of eicosapentaenoic acid (20:5, n3) resulted in a dose-dependent reduction of progesterone production and an increase in production of prostaglandin (PG) F2 alpha (PGF2 alpha) (p < 0.05). Nordihydroguaiaretic acid abolished the inhibitory effects of 20:5, n3 on progesterone production, while indomethacin did not alter these effects. The addition of 10 micrograms docosahexaenoic acid (22:6, n3) resulted in a suppression of progesterone synthesis (p < 0.05) and reduced PGF2 alpha synthesis. The addition of 0.1, 1, and 10 micrograms docosatetraenoic acid (22:4, n6) inhibited basal progesterone production, whereas only the highest dose decreased LH-stimulated synthesis of progesterone. The addition of 22:4, n6 resulted in increased PGF2 alpha synthesis (p < 0.05) and in lowered synthesis of prostacyclin (p < 0.05). Variations in luteal fatty acids were confirmed by an experiment in which endogenous fatty acids were characterized throughout the estrous cycle. The percentages and ratios of PUFA were altered throughout the estrous cycle. In summary, PUFA have potent inhibitory effects on the production of progesterone and PGI2 in vitro and may play a role in bovine luteal cell function by mechanisms yet to be determined.

Topics: Animals; Cattle; Dinoprost; Docosahexaenoic Acids; Eicosapentaenoic Acid; Erucic Acids; Estrus; Fatty Acids; Fatty Acids, Unsaturated; Female; Luteal Cells; Luteinizing Hormone; Masoprocol; Progesterone; Prostaglandins

We present conclusive mass spectrometric evidence for the synthesis of 1a,1b-dihomoprostaglandin E2 and 1a,1b-dihomoprostaglandin F2 alpha by sheep seminal vesicle microsomes and swine whole vesicular homogenates. Swine microsomes prepared according to standard procedure were catalytically inactive, possibly due to autoinactivation of the cyclo-oxygenase caused by metabolism of endogenous substrate released during the isolation procedure. Cyclo-oxygenase activity could be demonstrated, however, when the porcine vesicles were homogenized in the presence of exogenous substrate. Chemical and mass spectrometric evidence presented here allow unequivocal structural assignments.

Topics: Animals; Biotransformation; Dinoprost; Dinoprostone; Erucic Acids; Fatty Acids, Unsaturated; Gas Chromatography-Mass Spectrometry; In Vitro Techniques; Male; Mass Spectrometry; Microsomes; Prostaglandin-Endoperoxide Synthases; Prostaglandins E; Prostaglandins F; Seminal Vesicles; Sheep; Species Specificity; Swine

Topics: Animals; Arachidonic Acid; Arachidonic Acids; Brain; Chromatography, High Pressure Liquid; Dinoprost; Dinoprostone; Erucic Acids; Fatty Acids, Unsaturated; Kidney; Male; Mass Spectrometry; Microsomes; Organ Specificity; Prostaglandins E; Prostaglandins F; Seminal Vesicles; Sheep; Structure-Activity Relationship; Thromboxanes

Thin-layer chromatographic (t.l.c.) analysis of the products formed from the incubation of an acetone-pentane powder of sheep vesicular gland microsomes with 7,10,13,16-docosatetraenoic acid (adrenic acid) revealed the presence of two products having Rf values identical to PGE2 and PGF2alpha. These products were purified by t.l.c., derivatized by treatment with methoxyamine, diazomethane, and N,O-bis-(trimethylsily1)-trifluoroacetamide, and these derivatives used for gas chromatography and gas chromatography-mass spectrometry. The results were consistent with 1a, 1b-dihomo-PGF2 and 1a, 1b-dihomo-PGF2alpha proposed structures. Formation of 1a, 1b-dihomo-PGF2 alpha could be increased, at the expense of 1a, 1b-dihomo-PGE2 by the addition of copper and reduced glutathione to the incubation mixture. Reduction of 1a, 1b-dihomo-PGE2 with NaBH4 in methanol resulted in total conversion to two products having chemical and physical properties consistent with 1a, 1b-dihomo-PGF2alpha and 1a, 1b-dihomo-PGF2beta proposed structures. The initial rate of adrenic acid-dependent oxygen uptake was determined to be 25% of that of arachidonic acid. The prostaglandin synthetase inhibitors, naproxen and 5,8,11,14-eicosatetraynoic acid (Ro 3-1428) inhibited adrenic acid-dependent oxygen uptake; Ro 3-1428 was shown to be a time-dependent inhibitor.

Topics: 5,8,11,14-Eicosatetraynoic Acid; Acetone; Alkanes; Animals; Borohydrides; Chromatography, Gas; Chromatography, Thin Layer; Depression, Chemical; Dinoprost; Erucic Acids; Fatty Acids, Unsaturated; Male; Mass Spectrometry; Microsomes; Naproxen; Oxygen Consumption; Prostaglandins E; Prostaglandins F; Seminal Vesicles; Sheep