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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
8
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pubmed:dateCreated |
2011-6-13
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pubmed:abstractText |
The paper discusses the synthesis and stereochemical aspects of the anti aldol products, 3-(substituted phenyl)-5-[(substituted phenyl) hydroxy methyl]-5-methyl-4-oxo-2-thioxoimidazolidines. The stereochemistry observed in the aldol reactions with benzaldehydes was explained by transition state model of the endocyclic (E)-enolate formed from the rigid 4-oxo-2-thioxoimidazolidine skeleton. Proton NMR and ROESY spectral analyses were carried out to identify the syn and anti conformations of the aldol diastereomers. Configurations of the enantiomers of the representative anti aldol product 3-(4-chlorophenyl)-5-[(4-chlorophenyl) hydroxy methyl]-5-methyl-4-oxo-2-thioxoimidazolidine was determined by single crystal XRD studies. The compounds were screened in vitro against prostate cancer cell lines, PC-3 and LNCaP and the most potent derivatives were identified.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1768-3254
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pubmed:author |
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pubmed:copyrightInfo |
Copyright © 2011 Elsevier Masson SAS. All rights reserved.
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pubmed:issnType |
Electronic
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pubmed:volume |
46
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3291-301
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pubmed:meshHeading |
pubmed-meshheading:21600678-Aldehydes,
pubmed-meshheading:21600678-Androgen Receptor Antagonists,
pubmed-meshheading:21600678-Antineoplastic Agents,
pubmed-meshheading:21600678-Cell Line, Tumor,
pubmed-meshheading:21600678-Cell Survival,
pubmed-meshheading:21600678-Crystallography, X-Ray,
pubmed-meshheading:21600678-Dose-Response Relationship, Drug,
pubmed-meshheading:21600678-Doxorubicin,
pubmed-meshheading:21600678-Drug Screening Assays, Antitumor,
pubmed-meshheading:21600678-Humans,
pubmed-meshheading:21600678-Imidazolidines,
pubmed-meshheading:21600678-Male,
pubmed-meshheading:21600678-Models, Molecular,
pubmed-meshheading:21600678-Molecular Conformation,
pubmed-meshheading:21600678-Prostate,
pubmed-meshheading:21600678-Prostatic Neoplasms,
pubmed-meshheading:21600678-Receptors, Androgen,
pubmed-meshheading:21600678-Stereoisomerism,
pubmed-meshheading:21600678-Structure-Activity Relationship,
pubmed-meshheading:21600678-Sulfhydryl Compounds
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pubmed:year |
2011
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pubmed:articleTitle |
Aldol derivatives of Thioxoimidazolidinones as potential anti-prostate cancer agents.
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pubmed:affiliation |
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, Mohali, Punjab 160 062, India.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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