Estrogen: Difference between revisions

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[[Image:Estrogen from androgens DEVolk.jpg|right|thumb|350px|{{#ifexist:Template:Estrogen from androgens DEVolk.jpg/credit|{{Estrogen from androgens DEVolk.jpg/credit}}<br/>|}}Estrogen steroids, suchas as estrone and estradiol, are produced from androgens such as androstenedione and testosterone.]]
{{Image|Estrogen from androgens DEVolk.jpg|right|350px|Estrogen steroids, suchas as estrone and estradiol, are produced from androgens such as androstenedione and testosterone.}}


An '''estrogen''' is a type of [[steroid]] [[hormone]] with eighteen carbons.  With increasing age and menopause, the levels of estrogens decrease in women, and [[estrogen replacement therapy]] has been used for decades to decrease the systoms associated with menopause.  However, recent studies suggest that estrogen replacement therapy increases the risks of heart attacks and strokes, so its use is now declining.  The steroids [[estrone]] and [[estradiol]] are both estrogens.
An '''estrogen''' is a type of [[steroid]] [[hormone]] with eighteen carbons.  With increasing age and menopause, the levels of estrogens decrease in women, and [[estrogen replacement therapy]] has been used for decades to decrease the systoms associated with menopause.  However, recent studies suggest that estrogen replacement therapy increases the risks of heart attacks and strokes, so its use is now declining.  The steroids [[estrone]] and [[estradiol]] are both estrogens.
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== Biosynthesis ==
== Biosynthesis ==
The estrogens are biosynthesized, by several chemical modifications of androgens.  The C-3 ketone group is reduced to an alcohol, the C-19 methyl group is removed and the "A" ring (see [[steroid]] for numbering and nomenclature) becomes an [[aromatic]] ring.   
The estrogens are biosynthesized, by several chemical modifications of androgens.  The C-3 ketone group is reduced to an alcohol, the C-19 methyl group is removed and the "A" ring (see [[steroid]] for numbering and nomenclature) becomes an [[aromatic]] ring.   
 
== Estrogen replacement therapy (ERT) ==
{{main|Estrogen replacement therapy}}


== Estrogen replacement therapy (ERT) ==
===Cardiovascular disease===
The increase in cardiovascular mortality observed during the HERS<ref name="pmid9718051">{{cite journal |author=Hulley S, Grady D, Bush T, ''et al'' |title=Randomized trial of estrogen plus progestin for secondary prevention of coronary heart disease in postmenopausal women. Heart and Estrogen/progestin Replacement Study (HERS) Research Group |journal=JAMA |volume=280 |issue=7 |pages=605–13 |year=1998 |pmid=9718051 |doi=|url=http://jama.ama-assn.org/cgi/content/full/288/3/321}}</ref> and [[Women’s Health Initiative]]<ref name="pmid12117397">{{cite journal |author=Rossouw JE, Anderson GL, Prentice RL, ''et al'' |title=Risks and benefits of estrogen plus progestin in healthy postmenopausal women: principal results From the Women's Health Initiative randomized controlled trial |journal=JAMA |volume=288 |issue=3 |pages=321–33 |year=2002 |pmid=12117397 |doi=|url=http://jama.ama-assn.org/cgi/content/full/288/3/321}}</ref> [[randomized controlled trial]]s has led several practicioners to cease recommending hormone replacement therapy to most of their menopausal patients.<ref name="pmid12824204">{{cite journal |author=Austin PC, Mamdani MM, Tu K, Jaakkimainen L |title=Prescriptions for estrogen replacement therapy in Ontario before and after publication of the Women's Health Initiative Study |journal=JAMA |volume=289 |issue=24 |pages=3241–2 |year=2003 |pmid=12824204 |doi=10.1001/jama.289.24.3241}}</ref><ref name="pmid15082697">{{cite journal |author=Anderson GL, Limacher M, Assaf AR, ''et al'' |title=Effects of conjugated equine estrogen in postmenopausal women with hysterectomy: the Women's Health Initiative randomized controlled trial |journal=JAMA |volume=291 |issue=14 |pages=1701–12 |year=2004 |pmid=15082697 |doi=10.1001/jama.291.14.1701|url=http://jama.ama-assn.org/cgi/content/full/291/14/1701}}</ref> This might be, in many cases, a misinterpretation of the data.
Originally thought to reduce vascular disease<ref name="pmid1443971">American College of Physicians. 1992 http://pubmed.gov/1443971</ref>, the increase in cardiovascular mortality observed during the HERS<ref name="pmid9718051">{{cite journal |author=Hulley S, Grady D, Bush T, ''et al'' |title=Randomized trial of estrogen plus progestin for secondary prevention of coronary heart disease in postmenopausal women. Heart and Estrogen/progestin Replacement Study (HERS) Research Group |journal=JAMA |volume=280 |issue=7 |pages=605–13 |year=1998 |pmid=9718051 |doi=|url=http://jama.ama-assn.org/cgi/content/full/288/3/321}}</ref> and [[Women's Health Initiative]] (WHI) <ref name="pmid12117397">{{cite journal |author=Rossouw JE, Anderson GL, Prentice RL, ''et al'' |title=Risks and benefits of estrogen plus progestin in healthy postmenopausal women: principal results From the Women's Health Initiative randomized controlled trial |journal=JAMA |volume=288 |issue=3 |pages=321–33 |year=2002 |pmid=12117397 |doi=|url=http://jama.ama-assn.org/cgi/content/full/288/3/321}}</ref><ref name="pmid15082697">{{cite journal |author=Anderson GL, Limacher M, Assaf AR, ''et al'' |title=Effects of conjugated equine estrogen in postmenopausal women with hysterectomy: the Women's Health Initiative randomized controlled trial |journal=JAMA |volume=291 |issue=14 |pages=1701–12 |year=2004 |pmid=15082697 |doi=10.1001/jama.291.14.1701|url=http://jama.ama-assn.org/cgi/content/full/291/14/1701}}</ref> [[randomized controlled trial]]s has led several practitioners to cease recommending hormone replacement therapy to most of their menopausal patients.<ref name="pmid12824204">{{cite journal |author=Austin PC, Mamdani MM, Tu K, Jaakkimainen L |title=Prescriptions for estrogen replacement therapy in Ontario before and after publication of the Women's Health Initiative Study |journal=JAMA |volume=289 |issue=24 |pages=3241–2 |year=2003 |pmid=12824204 |doi=10.1001/jama.289.24.3241}}</ref>
 
There is conflicting evidence regarding increased risk of cardiovascular disease among women who start hormone replacement therapy soon after menopause. These patients may<ref name="pmid19468079">Prentice RL et al. Benefits and risks of postmenopausal hormone therapy when it is initiated soon after menopause. Am J Epidemiol. 2009 Jul 1;170(1):12-23. PMID 19468079</ref> or may not<ref name="pmid17405972">{{cite journal |author=Rossouw JE, Prentice RL, Manson JE, ''et al'' |title=Postmenopausal hormone therapy and risk of cardiovascular disease by age and years since menopause |journal=JAMA |volume=297 |issue=13 |pages=1465–77 |year=2007 |pmid=17405972 |doi=10.1001/jama.297.13.1465|url=http://jama.ama-assn.org/cgi/content/full/297/13/1465}}</ref> be at increased risk of harms. Thus HRT may be an acceptable treatment of vasomotor symptoms in women less than 60 years old, have been menopausal for less than 10 years, are treated with [[statin]]s, and have a lipid profile and a body weight that are satisfactory. This combination of factors is not rare.<ref name="pmid14645165">{{cite journal |author=Neves-E-Castro M |title=Menopause in crisis post-Women's Health Initiative? A view based on personal clinical experience |journal=Hum. Reprod. |volume=18 |issue=12 |pages=2512–8 |year=2003 |pmid=14645165 |url=http://humrep.oxfordjournals.org/cgi/content/abstract/18/12/2512}}</ref> In addition, women with risk of thrombotic disease should avoid HRT.<ref name="pmid15467059">{{cite journal |author=Cushman M, Kuller LH, Prentice R, ''et al'' |title=Estrogen plus progestin and risk of venous thrombosis |journal=JAMA |volume=292 |issue=13 |pages=1573–80 |year=2004 |pmid=15467059 |doi=10.1001/jama.292.13.1573}}</ref>


The results of the trial allow to conclude that it is possible and desirable to initiate HRT in women aged between 50 and 59 if they have vasomotor symptoms, have been menopausal for less than 10 years, are treated with statins, and have a lipid profile and a body weight that are satisfactory. This combination of factors is not rare.<ref name="pmid14645165">{{cite journal |author=Neves-E-Castro M |title=Menopause in crisis post-Women's Health Initiative? A view based on personal clinical experience |journal=Hum. Reprod. |volume=18 |issue=12 |pages=2512–8 |year=2003 |pmid=14645165 |url=http://humrep.oxfordjournals.org/cgi/content/abstract/18/12/2512}}</ref>
The adverse outcomes seen in the WHI trial are not necessarily direct consequences of the treatment, but can result from an exacerbation by estrogen and progestogen of other abnormalities associated with menopause, aging or other factors. Seelig ''& al'' have explained how the grossly abnormal calcium:magnesium ratio seen in most of the women who participated to the trial (and most age-matched women in the USA, for instance) likely caused the adverse events; estrogen function depends on normal tissue magnesium concentrations and calcium:magnesium ratios.<ref name="pmid15466949">{{cite journal |author=Seelig MS, Altura BM, Altura BT |title=Benefits and risks of sex hormone replacement in postmenopausal women |journal=J Am Coll Nutr |volume=23 |issue=5 |pages=482S–496S |year=2004 |pmid=15466949 |url=http://www.jacn.org/cgi/content/full/23/5/482S}}</ref>


In addition, the adverse outcomes seen in the WHI trial are not necessarily direct consequences of the treatment, but can result from an exacerbation by estrogen and progestogen of other abnormalities associated with menopause, aging or other factors. Seelig ''& al'' have explained how the grossly abnormal calcium:magnesium ratio seen in most of the women who participated to the trial (and most age-matched women in the USA, for instance) likely caused the adverse events; estrogen function depends on normal tissue magnesium concentrations and calcium:magnesium ratios.<ref name="pmid15466949">{{cite journal |author=Seelig MS, Altura BM, Altura BT |title=Benefits and risks of sex hormone replacement in postmenopausal women |journal=J Am Coll Nutr |volume=23 |issue=5 |pages=482S–496S |year=2004 |pmid=15466949 |url=http://www.jacn.org/cgi/content/full/23/5/482S}}</ref>
===Venous thrombosis===
A secondary analysis of the WHI reported increased venous thrombosis for participants of all ages with greater risk occurring in older women.<ref name="pmid15467059">{{cite journal |author=Cushman M, Kuller LH, Prentice R, ''et al'' |title=Estrogen plus progestin and risk of venous thrombosis |journal=JAMA |volume=292 |issue=13 |pages=1573–80 |year=2004 |pmid=15467059 |doi=10.1001/jama.292.13.1573}}</ref>


===Cognition===
===Cognition===
Estrogen does not improve cognitive function among patients with [[postmenopause|postmenopausal]] women according to a [[systematic review]] of [[randomized controlled trial]]s by the [[Cochrane Collaboration]]<ref name="pmid18254016">{{cite journal |author=Lethaby A, Hogervorst E, Richards M, Yesufu A, Yaffe K |title=Hormone replacement therapy for cognitive function in postmenopausal women |journal=Cochrane Database Syst Rev |volume= |issue=1 |pages=CD003122 |year=2008 |pmid=18254016 |doi=10.1002/14651858.CD003122.pub2}}</ref>
Estrogen does not improve cognitive function among [[postmenopause|postmenopausal]] women according to a [[systematic review]] of [[randomized controlled trial]]s by the [[Cochrane Collaboration]]<ref name="pmid18254016">{{cite journal |author=Lethaby A, Hogervorst E, Richards M, Yesufu A, Yaffe K |title=Hormone replacement therapy for cognitive function in postmenopausal women |journal=Cochrane Database Syst Rev |volume= |issue=1 |pages=CD003122 |year=2008 |pmid=18254016 |doi=10.1002/14651858.CD003122.pub2}}</ref>


== 21-hydroxylase deficiency ==
== 21-hydroxylase deficiency ==
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== External Links ==
== External Links ==
* {{DailyMed}}
{{CZMed}}[[Category:Suggestion Bot Tag]]
* {{MedMaster}}
* {{DrugBank}}

Latest revision as of 16:00, 13 August 2024

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Main Article
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Related Articles  [?]
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This editable Main Article is under development and subject to a disclaimer.
(CC) Image: David E. Volk
Estrogen steroids, suchas as estrone and estradiol, are produced from androgens such as androstenedione and testosterone.

An estrogen is a type of steroid hormone with eighteen carbons. With increasing age and menopause, the levels of estrogens decrease in women, and estrogen replacement therapy has been used for decades to decrease the systoms associated with menopause. However, recent studies suggest that estrogen replacement therapy increases the risks of heart attacks and strokes, so its use is now declining. The steroids estrone and estradiol are both estrogens.

Biosynthesis

The estrogens are biosynthesized, by several chemical modifications of androgens. The C-3 ketone group is reduced to an alcohol, the C-19 methyl group is removed and the "A" ring (see steroid for numbering and nomenclature) becomes an aromatic ring.

Estrogen replacement therapy (ERT)

For more information, see: Estrogen replacement therapy.


Cardiovascular disease

Originally thought to reduce vascular disease[1], the increase in cardiovascular mortality observed during the HERS[2] and Women's Health Initiative (WHI) [3][4] randomized controlled trials has led several practitioners to cease recommending hormone replacement therapy to most of their menopausal patients.[5]

There is conflicting evidence regarding increased risk of cardiovascular disease among women who start hormone replacement therapy soon after menopause. These patients may[6] or may not[7] be at increased risk of harms. Thus HRT may be an acceptable treatment of vasomotor symptoms in women less than 60 years old, have been menopausal for less than 10 years, are treated with statins, and have a lipid profile and a body weight that are satisfactory. This combination of factors is not rare.[8] In addition, women with risk of thrombotic disease should avoid HRT.[9]

The adverse outcomes seen in the WHI trial are not necessarily direct consequences of the treatment, but can result from an exacerbation by estrogen and progestogen of other abnormalities associated with menopause, aging or other factors. Seelig & al have explained how the grossly abnormal calcium:magnesium ratio seen in most of the women who participated to the trial (and most age-matched women in the USA, for instance) likely caused the adverse events; estrogen function depends on normal tissue magnesium concentrations and calcium:magnesium ratios.[10]

Venous thrombosis

A secondary analysis of the WHI reported increased venous thrombosis for participants of all ages with greater risk occurring in older women.[9]

Cognition

Estrogen does not improve cognitive function among postmenopausal women according to a systematic review of randomized controlled trials by the Cochrane Collaboration[11]

21-hydroxylase deficiency

References

  1. American College of Physicians. 1992 http://pubmed.gov/1443971
  2. Hulley S, Grady D, Bush T, et al (1998). "Randomized trial of estrogen plus progestin for secondary prevention of coronary heart disease in postmenopausal women. Heart and Estrogen/progestin Replacement Study (HERS) Research Group". JAMA 280 (7): 605–13. PMID 9718051[e]
  3. Rossouw JE, Anderson GL, Prentice RL, et al (2002). "Risks and benefits of estrogen plus progestin in healthy postmenopausal women: principal results From the Women's Health Initiative randomized controlled trial". JAMA 288 (3): 321–33. PMID 12117397[e]
  4. Anderson GL, Limacher M, Assaf AR, et al (2004). "Effects of conjugated equine estrogen in postmenopausal women with hysterectomy: the Women's Health Initiative randomized controlled trial". JAMA 291 (14): 1701–12. DOI:10.1001/jama.291.14.1701. PMID 15082697. Research Blogging.
  5. Austin PC, Mamdani MM, Tu K, Jaakkimainen L (2003). "Prescriptions for estrogen replacement therapy in Ontario before and after publication of the Women's Health Initiative Study". JAMA 289 (24): 3241–2. DOI:10.1001/jama.289.24.3241. PMID 12824204. Research Blogging.
  6. Prentice RL et al. Benefits and risks of postmenopausal hormone therapy when it is initiated soon after menopause. Am J Epidemiol. 2009 Jul 1;170(1):12-23. PMID 19468079
  7. Rossouw JE, Prentice RL, Manson JE, et al (2007). "Postmenopausal hormone therapy and risk of cardiovascular disease by age and years since menopause". JAMA 297 (13): 1465–77. DOI:10.1001/jama.297.13.1465. PMID 17405972. Research Blogging.
  8. Neves-E-Castro M (2003). "Menopause in crisis post-Women's Health Initiative? A view based on personal clinical experience". Hum. Reprod. 18 (12): 2512–8. PMID 14645165.
  9. 9.0 9.1 Cushman M, Kuller LH, Prentice R, et al (2004). "Estrogen plus progestin and risk of venous thrombosis". JAMA 292 (13): 1573–80. DOI:10.1001/jama.292.13.1573. PMID 15467059. Research Blogging.
  10. Seelig MS, Altura BM, Altura BT (2004). "Benefits and risks of sex hormone replacement in postmenopausal women". J Am Coll Nutr 23 (5): 482S–496S. PMID 15466949.
  11. Lethaby A, Hogervorst E, Richards M, Yesufu A, Yaffe K (2008). "Hormone replacement therapy for cognitive function in postmenopausal women". Cochrane Database Syst Rev (1): CD003122. DOI:10.1002/14651858.CD003122.pub2. PMID 18254016. Research Blogging.

External Links

The most up-to-date information about Estrogen and other drugs can be found at the following sites.