BIOSYNTHESIS OF TWO STEROID GLYCOLS FROM 17α-HYDROXYPROGESTERONE BY SURVIVING HUMAN OVARIAN SLICES

1960 ◽  
Vol 38 (10) ◽  
pp. 1167-1172 ◽  
Author(s):  
Thomas Sandor ◽  
André Lanthier

Surviving human ovarian slices were incubated with 17α-hydroxyprogesterone in a Krebs–Ringer phosphate medium (pH 7.4), at 37 °C under an oxygen atmosphere. The substrate was partially transformed to two steroid glycols, designated as X1and X2. Chromatographic mobility studies, derivatization, and spectra in 95% ethanol and in concentrated sulphuric acid suggested that X1might be identical with Δ4-pregnene-17α,20α-diol-3-one, and X2with Δ4-pregnene-17α,20β-diol-3-one. Synthetic Δ4-pregnene-17α,20β-diol-3-one was prepared from 17α-hydroxyprogesterone. It was found identical with X2by the above-mentioned criteria.In addition to normal human ovarian tissue, slices of human Stein–Leventhal type ovaries were also incubated with the precursor and the transformation rates to X1and X2calculated for both types of tissues.Experiments were performed using as substrate Δ5-pregnene-3β-ol-20-one and progesterone in order to study the reaction with biosynthetic 17α-hydroxyprogesterone. The transformation to X1and X2seemed to follow the same course as with synthetic 17α-hydroxyprogesterone.

1960 ◽  
Vol 38 (1) ◽  
pp. 1167-1172
Author(s):  
Thomas Sandor ◽  
André Lanthier

Surviving human ovarian slices were incubated with 17α-hydroxyprogesterone in a Krebs–Ringer phosphate medium (pH 7.4), at 37 °C under an oxygen atmosphere. The substrate was partially transformed to two steroid glycols, designated as X1and X2. Chromatographic mobility studies, derivatization, and spectra in 95% ethanol and in concentrated sulphuric acid suggested that X1might be identical with Δ4-pregnene-17α,20α-diol-3-one, and X2with Δ4-pregnene-17α,20β-diol-3-one. Synthetic Δ4-pregnene-17α,20β-diol-3-one was prepared from 17α-hydroxyprogesterone. It was found identical with X2by the above-mentioned criteria.In addition to normal human ovarian tissue, slices of human Stein–Leventhal type ovaries were also incubated with the precursor and the transformation rates to X1and X2calculated for both types of tissues.Experiments were performed using as substrate Δ5-pregnene-3β-ol-20-one and progesterone in order to study the reaction with biosynthetic 17α-hydroxyprogesterone. The transformation to X1and X2seemed to follow the same course as with synthetic 17α-hydroxyprogesterone.


1966 ◽  
Vol 52 (3) ◽  
pp. 455-464 ◽  
Author(s):  
Lakshmi Kumari ◽  
Joseph W. Goldzieher

ABSTRACT Eleven samples of normal human ovarian tissue from the various phases of the cycle were incubated with 7-3H progesterone and 4-14C-5-pregnenolone. Isolation, identification and quantitation of the metabolites showed clearly that pregnenolone is a far better substrate than progesterone for the production of C19 steroids. Under the conditions of these incubations, 3β-ol dehydrogenase enzyme activity converted the majority of the metabolites into androstenedione. The accumulation of radioactive androstenedione at the end of the incubation exceeded that of testosterone except in the later part of the luteal phase.


1970 ◽  
Vol 65 (4) ◽  
pp. 707-711 ◽  
Author(s):  
Leonard R. Axelrod ◽  
Joseph W. Goldzieher

ABSTRACT Follicular, luteal and whole human ovarian tissue were incubated in vitro with [4-14C] progesterone and cofactors. Each of these tissues showed a potential for carrying out a large variety of enzymatic transformations such as 6β and 17α hydroxylations and 20α and 20β reductions, suggesting that all these »anatomical compartments« have the capability of participating in the biosynthesis of a large number of normal intermediates; and their »normal« or anomalous production would be governed by the regulatory mechanisms peripheral to the ovary which themselves may be altered pathologically from the normal. The presence of 19-nor-C19 compounds is unexplained but substantiated by previous work.


1962 ◽  
Vol 39 (1) ◽  
pp. 145-153 ◽  
Author(s):  
André Lanthier ◽  
Thomas Sandor

ABSTRACT The in vitro biosynthesis of androgenic steroids by surviving human normal and »Stein-Leventhal type« ovarian slices was studied. The tissue slices were incubated in a Krebs-Ringer-phosphate-glucose medium (pH: 7.4) with pregnenolone, progesterone, 17α-hydroxyprogesterone and androstenedione added as substrates. The incubations were supplied with HCG as cofactor (1000 IU/vessel) and the reactions left to proceed for 6 or 24 hours. After incubation, the medium was extracted with chloroform and transformation products isolated by paper chromatography. Individual substances were characterized by chromatographic mobility studies, preparation of derivatives and spectrophotometric techniques. The following results were obtained: qualitatively no differences could be noted between the metabolic activity of ovarian slices of either origin. Quantitatively, »Stein-Leventhal type« slices showed an accelerated rate of production in all intermediary reactions, especially in the production of androstenedione and testosterone. In addition to the direct intermediaries, four C20 reduced transformation products of progesterone and 17α-hydroxyprogesterone were isolated from experiments involving both normal and micropolycystic ovarian slices.


2011 ◽  
Vol 71 (05) ◽  
Author(s):  
M Salama ◽  
K Winkler ◽  
KF Murach ◽  
S Hofer ◽  
L Wildt ◽  
...  

1956 ◽  
Vol 221 (2) ◽  
pp. 931-941
Author(s):  
Billy Baggett ◽  
Lewis L. Engel ◽  
Kenneth Savard ◽  
Ralph I. Dorfman

2008 ◽  
Vol 60 (6) ◽  
pp. 534-540 ◽  
Author(s):  
Yukihiro Terada ◽  
Yumi Terunuma-Sato ◽  
Tomoko Kakoi-Yoshimoto ◽  
Hisataka Hasegawa ◽  
Tomohisa Ugajin ◽  
...  

2010 ◽  
Vol 93 (5) ◽  
pp. 1676-1685 ◽  
Author(s):  
Anne-Sophie Van Eyck ◽  
Caroline Bouzin ◽  
Olivier Feron ◽  
Lydia Romeu ◽  
Anne Van Langendonckt ◽  
...  

1967 ◽  
Vol 23 (10) ◽  
pp. 851-852 ◽  
Author(s):  
P. Knapstein ◽  
F. Wendlberger ◽  
G. W. Oertel

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