In vitro synthesis of 17,20 beta,21-trihydroxy-4-pregnen-3-one by ovaries of turbot (Scophthalmus maximus L.) during oocyte maturation.
Ovaries from female turbot (Scophthalmus maximus L.), a serial spawner, were incubated in vitro with 17-hydroxy[1,2,6,7-3H]progesterone or [7-3H(N)]pregnenolone (P5-3H) during the spawning season. Several metabolites comigrated on TLC and HPLC with known reference steroids and were identified after chemical reaction and crystallization. Incubation with P5-3H generated many 4-ene steroids, accounting for 55% of total radioactivity, indicating strong 3 beta-HSD activity. The major steroids produced by ovaries were testosterone, androstenedione, and 17,21-dihydroxy-4-pregnene-3,20-dione. In addition, 17,20 alpha-dihydroxy-4-pregnen-3-one was also identified, while small quantities of 17,20 beta,21-trihydroxy-4-pregnen-3-one (20 beta-S) (maximum 1.7% of the total radioactivity) were also synthesized. The identity of 20 beta-S was confirmed in incubates with nonlabeled 17-hydroxyprogesterone by mass spectrometry. Production of 17,20 beta-dihydroxy-4-pregnen-3-one was not apparent.
Mugnier
C
C
NATA, Noirmoutier, France.
Gaignon
J L
JL
Fostier
A
A
D019326:17-alpha-Hydroxyprogesterone / Q000494:pharmacology; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D003350:Cortodoxone / Q000031:analogs & derivatives* / Q000378:metabolism; D005260:Female; D005412:Flatfishes; D066298:In Vitro Techniques; D013058:Mass Spectrometry; D009865:Oocytes / Q000378:metabolism*; D010053:Ovary / Q000187:drug effects / Q000378:metabolism*; D011284:Pregnenolone / Q000494:pharmacology; D012741:Sexual Maturation / Q000502:physiology*
C051954:17,20,21-trihydroxy-4-pregnen-3-one; D019326:17-alpha-Hydroxyprogesterone; D011284:Pregnenolone; D003350:Cortodoxone