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The Journal of endocrinology1983; 99(1); 87-92; doi: 10.1677/joe.0.0990087

Identification of 3 beta-hydroxy-5,7-pregnadien-20-one and 3 beta-hydroxy-5,7-androstadien-17-one as endogenous steroids in the fetal horse gonad.

Abstract: The 5,7-dienes, 3 beta-hydroxy-5,7-pregnadien-20-one and 3 beta-hydroxy-5,7-androstadien-17-one were extracted from fetal horse gonads and purified by solvent partition, thin-layer chromatography and high performance liquid chromatography. The isolated steroids were identified by comparison with the synthetic steroids using ultraviolet and mass spectroscopy and by gas chromatography-mass spectroscopy. The identification of these compounds as endogenous steroids, together with the data on their biosynthesis reported previously, support the proposal that in the fetal horse gonad there is a 5,7-diene pathway biosynthesizing 3 beta-hydroxy-5,7-androstadien-17-one, which is the proposed precursor for equilin in the placenta.
Publication Date: 1983-10-01 PubMed ID: 6631309DOI: 10.1677/joe.0.0990087Google Scholar: Lookup
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  • Journal Article

Summary

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The research is focused on identifying two specific endogenous steroids within the fetal horse gonads and suggesting their role in biosynthesis pathways in equine development.

Methodology

  • The research involved using fetal horse gonads as the basis for the study.
  • The two steroids, 3 beta-hydroxy-5,7-pregnadien-20-one and 3 beta-hydroxy-5,7-androstadien-17-one, were extracted from the fetal horse gonads.
  • The extracted steroids were then purified via several processes. These processes include solvent partition, thin-layer chromatography and high performance liquid chromatography.

Results Analysis

  • The researchers identified the isolated steroids by comparing them with synthetic steroids. Comparison processes used software like ultraviolet and mass spectroscopy.
  • Gas chromatography-mass spectroscopy also assisted the researchers in the identification process.
  • The characteristics of the extracted steroids were compared to synthetic counterparts to ensure their identification was accurate.

Implications and Conclusion of the Study

  • The identification of these compounds as endogenous steroids is crucial in understanding the development and biosynthesis processes within the fetal horse gonad.
  • Previous data on the biosynthesis process of these steroids have been reported, which assists the researchers in solidifying their proposals.
  • The researchers propose a unique biosynthesizing pathway in the fetal horse gonad which uses 3 beta-hydroxy-5,7-androstadien-17-one as a precursor to the hormone equilin in the placenta.
  • The study provides evidence of an endogenous source of these steroids in the equine fetus, paving way for further research into the role of these compounds and their biosynthesis pathway in equine development and reproduction.

Cite This Article

APA
Tait AD, Santikarn S, Allen WR. (1983). Identification of 3 beta-hydroxy-5,7-pregnadien-20-one and 3 beta-hydroxy-5,7-androstadien-17-one as endogenous steroids in the fetal horse gonad. J Endocrinol, 99(1), 87-92. https://doi.org/10.1677/joe.0.0990087

Publication

ISSN: 0022-0795
NlmUniqueID: 0375363
Country: England
Language: English
Volume: 99
Issue: 1
Pages: 87-92

Researcher Affiliations

Tait, A D
    Santikarn, S
      Allen, W R

        MeSH Terms

        • Androstadienes / isolation & purification
        • Androstadienes / metabolism
        • Animals
        • Estrogens / isolation & purification
        • Estrogens / metabolism
        • Female
        • Fetus
        • Horses / metabolism
        • Male
        • Mass Spectrometry
        • Ovary / metabolism
        • Pregnadienes / isolation & purification
        • Pregnadienes / metabolism
        • Testis / metabolism

        Citations

        This article has been cited 8 times.
        1. Boakari YL, Legacki E, Alonso MA, Dos Santos ACF, Nichi M, Conley AJ, Fernandes CB. Postnatal Dynamics of Circulating Steroid Hormones in Mule and Equine Neonates.. Vet Sci 2022 Oct 28;9(11).
          doi: 10.3390/vetsci9110598pubmed: 36356075google scholar: lookup
        2. Raeside JI. A Brief Account of the Discovery of the Fetal/Placental Unit for Estrogen Production in Equine and Human Pregnancies: Relation to Human Medicine.. Yale J Biol Med 2017 Sep;90(3):449-461.
          pubmed: 28955183
        3. Stansfield FJ, Nöthling JO, Allen WR. Growth and development of the ovary and small follicle pool from mid fetal life to pre-puberty in the African elephant (Loxodonta africana).. BMC Vet Res 2012 Jul 23;8:119.
          doi: 10.1186/1746-6148-8-119pubmed: 22824067google scholar: lookup
        4. Zmijewski MA, Li W, Zjawiony JK, Sweatman TW, Chen J, Miller DD, Slominski AT. Synthesis and photo-conversion of androsta- and pregna-5,7-dienes to vitamin D3-like derivatives.. Photochem Photobiol Sci 2008 Dec;7(12):1570-6.
          doi: 10.1039/b809005jpubmed: 19037511google scholar: lookup
        5. Zmijewski MA, Li W, Zjawiony JK, Sweatman TW, Chen J, Miller DD, Slominski AT. Photo-conversion of two epimers (20R and 20S) of pregna-5,7-diene-3beta, 17alpha, 20-triol and their bioactivity in melanoma cells.. Steroids 2009 Feb;74(2):218-28.
        6. Allen WR. Ovulation, pregnancy, placentation and husbandry in the African elephant (Loxodonta africana).. Philos Trans R Soc Lond B Biol Sci 2006 May 29;361(1469):821-34.
          doi: 10.1098/rstb.2006.1831pubmed: 16627297google scholar: lookup
        7. Slominski A, Zjawiony J, Wortsman J, Semak I, Stewart J, Pisarchik A, Sweatman T, Marcos J, Dunbar C, C Tuckey R. A novel pathway for sequential transformation of 7-dehydrocholesterol and expression of the P450scc system in mammalian skin.. Eur J Biochem 2004 Nov;271(21):4178-88.
        8. Guryev O, Carvalho RA, Usanov S, Gilep A, Estabrook RW. A pathway for the metabolism of vitamin D3: unique hydroxylated metabolites formed during catalysis with cytochrome P450scc (CYP11A1).. Proc Natl Acad Sci U S A 2003 Dec 9;100(25):14754-9.
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