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Prostaglandins in Human Seminal Plasma

PROSTAGLANDINS AND RELATED FACTORS 46

From the ¹ From the Department of Chemistry, Karolinska Institutet, Stockholm 60, Sweden

1. The acidic fraction of a lipid extract of human seminal plasma was analyzed for compounds giving ultraviolet absorption at 278 mµ before or after treatment with NaOH.

2. By means of silicic acid chromatography, reversed phase partition chromatography, and thin layer chromatography eight prostaglandins, not previously recognized, having the above properties, were isolated in pure form.

3. Four of the isolated compounds were identified by comparison with known substances as: 15-hydroxy-9-ketoprosta10,13-dienoic acid, 15-hydroxy-9-ketoprosta-5,10, 13-trienoic acid, 15-hydroxy-9-ketoprosta-8(12),13-dienoic acid, and 15-hydroxy-9-ketoprosta-5,8(12),13-trienoic acid.

4. The other four compounds were assigned the following structures by physical methods and chemical degradations: 15,19-dihydroxy-9-ketoprosta-10,13-dienoic acid, 15,19-dihydroxy-9-ketoprosta-5,10,13-trienoic acid, 15,19-dihydroxy-9-ketoprosta-8(12),13-dienoic acid, and 15, 19-dihydroxy-9-ketoprosta-5,8-(12),12-trienoic acid.

5. The 19 hydroxy derivatives were present in about four times higher concentrations than the prostaglandin E compounds.

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