rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
2
|
pubmed:dateCreated |
2006-12-15
|
pubmed:abstractText |
A series of estrone and estradiol derivatives having an N-butyl,methyl heptanamide side chain at C6-position were synthesized, tested as inhibitors of type 1 17beta-HSD and assessed for their possible estrogenic activity. A better type 1 17beta-HSD inhibition was obtained for the 6beta-side chain orientation over 6alpha; the C17-alcohols are more potent inhibitors than the corresponding ketones; introducing a 2-methoxy group decreased the inhibitory potency; and the replacement of a C-S bond by a C-C bond in the C6beta-side chain is not detrimental to inhibition. Interestingly, the new inhibitors were also found less estrogenic than the lead compound in two breast cancer cell lines, T-47D and MCF-7.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Jan
|
pubmed:issn |
0968-0896
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
15
|
pubmed:volume |
15
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
714-26
|
pubmed:meshHeading |
pubmed-meshheading:17110114-Antineoplastic Agents,
pubmed-meshheading:17110114-Breast Neoplasms,
pubmed-meshheading:17110114-Cell Line, Tumor,
pubmed-meshheading:17110114-Cell Proliferation,
pubmed-meshheading:17110114-Chromatography, Thin Layer,
pubmed-meshheading:17110114-Enzyme Inhibitors,
pubmed-meshheading:17110114-Estradiol,
pubmed-meshheading:17110114-Estradiol Dehydrogenases,
pubmed-meshheading:17110114-Estrone,
pubmed-meshheading:17110114-Female,
pubmed-meshheading:17110114-Humans,
pubmed-meshheading:17110114-Indicators and Reagents,
pubmed-meshheading:17110114-Isoenzymes,
pubmed-meshheading:17110114-Mass Spectrometry,
pubmed-meshheading:17110114-Models, Molecular
|
pubmed:year |
2007
|
pubmed:articleTitle |
C6-(N,N-butyl-methyl-heptanamide) derivatives of estrone and estradiol as inhibitors of type 1 17beta-hydroxysteroid dehydrogenase: Chemical synthesis and biological evaluation.
|
pubmed:affiliation |
Oncology and Molecular Endocrinology Research Center, CHUQ-Pavillon CHUL and Université Laval, Québec, Canada.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|