Metabolic pathways for androstanediol formation in immature rat testis microsomes |
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| Institution: | 1. Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 542/2, 166 10, Prague 6, Czech Republic;2. Charles University, Faculty of Physical Education and Sport, Department of Physiology and Biochemistry, José Martího 269/31, 162 52, Prague 6, Czech Republic;3. Charles University, Faculty of Science, Department of Biochemistry, Hlavova 2030, 128 43, Prague 2, Czech Republic;4. Czech University of Life Sciences Prague, Faculty of Agrobiology, Food and Natural Resources, Department of Agro-Environmental Chemistry and Plant Nutrition, Kamýcká 129, 165 00, Prague – Suchdol, Czech Republic;1. Division of Molecular and Systems Toxicology, Department of Pharmaceutical Sciences, University of Basel, Klingelbergstrasse 50, 4056 Basel, Switzerland;2. School of Pharmaceutical Sciences, University of Geneva and University of Lausanne, Pavillon des Isotopes 20, Boulevard d’Yvoy, 1211 Geneva, Switzerland;3. Swiss Centre for Applied Human Toxicology (SCAHT), Universities of Basel and Geneva, Basel, Switzerland;1. Institute of Solid Mechanics, Beihang University (BUAA), Beijing 100191, China;2. State Key Laboratory of Strength and Vibration of Mechanical Structures, School of Aerospace Engineering, Xi’an Jiaotong University, Xi’an 710049, China;1. Université Côte d''Azur, Valbonne, 06560, France;2. CNRS UMR 7275, Sophia Antipolis, Valbonne, 06560, France;3. NEOGENEX CNRS International Associated Laboratory, Valbonne, 06560, France;4. Institut de Pharmacologie Moléculaire et Cellulaire, Valbonne, 06560, France;5. Faculté des Sciences, Institut de Chimie de Nice (ICN) - CNRS UMR 7272, 28, Avenue de Valrose, Nice, 06108, France;6. INSERM U1065 - Equipe 12, Centre Méditerranéen de Médecine Moléculaire (C3M), Nice, 06200, France;1. Reproductive Biology Group, Division of Developmental Biology, Department of Biology, Faculty of Science, Utrecht University, Utrecht, The Netherlands;2. Research Group Reproduction and Developmental Biology, Institute of Marine Research, Bergen, Norway;1. College of Land Resources and Environment, Jiangxi Agricultural University, Nanchang 330045, China;2. Jiangxi Agricultural Technology Extension Center, Nanchang 330046, China;3. College of Food Sciences, Jiangxi Agricultural University, Nanchang 330045, China;4. College of Engineering, Jiangxi Agricultural University, Nanchang 330045, China |
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| Abstract: | Metabolic routes from progesterone to androstanediol in washed rat testicular microsomes were investigated, with special emphasis on the importance of 4-ene-3-oxosteroids, as well as the effect of a minimal effective dose of human chorionic gonadotropin on these transformations. Incubation of equimolar concentrations of a mixture of 14C]progesterone and 17α-hydroxy3H]progesterone resulted in a large preference of 17α-hydroxyprogesterone over progesterone as substrate for androstanediol formation. Incubation of 3H]progesterone together with 14C]androstenedione resulted in the inhibition of C-17,20-lyase and in a low 14C/3H ratio in androstanediol, indicating the preference of progesterone over androstenedione as substrate for androstanediol production. When a mixture of 17α-hydroxyl3H]progesterone and 14C]androstenedione was incubated with the microsomes, a more than 8-fold preference of 17α-hydroxyprogesterone as substrate for androstanediol production was found. The minimal dose of human chorionic gonadotropin stimulated testosterone production but inhibited androstanediol formation and effected, in some instances, a change in the metabolic routes. It is concluded that androstanediol is produced preferentially through 17-hydroxylated C-21 steroids, and also, to a lesser extent, through C-19 steroids. |
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