Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
2
|
pubmed:dateCreated |
1975-11-7
|
pubmed:abstractText |
Incubation of the synthetic estrogen 17alpha-ethinyl-estradiol-3-methylether (mestranol) with cultures of Penicillium chrysogenum gave 6alpha-hydroxy-17alpha-ethinylestradiol-3-methylether and 6beta-hydroxy-17alpha-ethinylestradiol-3-methylether. The corresponding 3-demethylated compound, 17alpha-ethinylestradiol, gave the 6alpha- and 6beta-hydroxy derivatives in lower yields. If the 6-hydroxy compounds were incubated, they were partially isomerized to a mixture of the 6alpha- and 6beta-hydroxy compounds. Estradiol, estrone and the corresponding methylethers were not hydroxylated. By incubation with cultures of Streptomyces olivaceus, estradiol, estrone and the corresponding methylethers were hydroxylated to 16alpha-hydroxy derivatives. 17alpha-Ethinyl compounds were not hydroxylated. 17alpha-Azidomethyl estradiol gave 17alpha-hydroxymethyl estradiol. Structures were established by chromatographical comparison and by IR and NMR spectra. Relations between metabolism of estratrienes by the mentioned microorganisms and the mammalian metabolism are discussed
|
pubmed:language |
ger
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical | |
pubmed:status |
MEDLINE
|
pubmed:issn |
0001-5318
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:volume |
34
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
173-80
|
pubmed:dateRevised |
2008-11-21
|
pubmed:meshHeading |
pubmed-meshheading:808060-Chemical Phenomena,
pubmed-meshheading:808060-Chemistry,
pubmed-meshheading:808060-Estradiol,
pubmed-meshheading:808060-Estrone,
pubmed-meshheading:808060-Ethinyl Estradiol,
pubmed-meshheading:808060-Hydroxylation,
pubmed-meshheading:808060-Mestranol,
pubmed-meshheading:808060-Molecular Conformation,
pubmed-meshheading:808060-Penicillium chrysogenum,
pubmed-meshheading:808060-Streptomyces
|
pubmed:year |
1975
|
pubmed:articleTitle |
[Microbial hydroxylation of estratrienes].
|
pubmed:publicationType |
Journal Article,
English Abstract
|