Isolation of two novel E prostaglandins in human seminal fluid.
cis-8,11,14,17-[1-14C]Eicosatetraenoic acid was incubated with microsomes of ram seminal vesicles and 1 mM glutathione for 3 min at 37 degrees C. The main metabolite was identified as 17,18-dehydroprostaglandin E1 by capillary column gas chromatography-mass spectrometry. Human seminal fluid was analyzed for the presence of 17,18-dehydroprostaglandin E1 and prostaglandin E3. Whereas prostaglandin E3 could be demonstrated by capillary gas chromatography-mass spectrometry, 17,18-dehydroprostaglandin E1 could not be found under these conditions. However, human seminal fluid contained two compounds with a similar polarity on reversed phase high performance liquid chromatography as 17,18-dehydroprostaglandin E1 and prostaglandin E3. The two compounds were identified as 18,19-dehydroprostaglandin E1 and 18,19-dehydroprostaglandin E2 by gas chromatography-mass spectrometry, by UV analysis after conversion to the corresponding prostaglandin B compounds, and by ozonolysis. The amount of each of the two prostaglandins in human seminal fluid seemed to be in the same order of magnitude as the amount of prostaglandin E3.
D015117:5,8,11,14-Eicosatetraynoic Acid / Q000378:metabolism; D000527:Alprostadil / Q000031:analogs & derivatives* / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D007536:Isomerism; D008297:Male; D011456:Prostaglandins B / Q000302:isolation & purification; D011458:Prostaglandins E / Q000302:isolation & purification*; D012661:Semen / Q000032:analysis*; D013056:Spectrophotometry, Ultraviolet
D011456:Prostaglandins B; D011458:Prostaglandins E; D015117:5,8,11,14-Eicosatetraynoic Acid; C048046:17,18-dehydroprostaglandin E1; D000527:Alprostadil