| New retinoid chemotypes: 9-cis-retinoic acid analogs with hydrophobic rings derived from terpenes as selective RAR agonists. | |
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MedLine Citation:
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PMID: 18951029 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A series of 9-cis-retinoic acid analogs modified at the hydrophobic ring with a (bi)cyclohexenyl moiety derived from natural terpenes has been stereoselectively prepared using a Suzuki cross-coupling as key step. Transient transactivation studies indicate that modification of the hydrophobic ring impacts dramatically on RXR-binding and transactivation, with most retinoids being inactive on RXRbeta, while preserving their RAR pan-agonist profile. Furthermore, only the RARgamma subtype was capable of enantiomeric discrimination with some pairs of enantiomeric terpene-retinoids. |
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Authors:
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Susana Alvarez; Yolanda Pazos-Randulfe; Harshal Khanwalkar; Pierre Germain; Rosana Alvarez; Hinrich Gronemeyer; Angel R de Lera |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-10-02 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry Volume: 16 ISSN: 1464-3391 ISO Abbreviation: Bioorg. Med. Chem. Publication Date: 2008 Nov |
Date Detail:
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Created Date: 2008-11-05 Completed Date: 2009-01-16 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9413298 Medline TA: Bioorg Med Chem Country: England |
Other Details:
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Languages: eng Pagination: 9719-28 Citation Subset: IM |
Affiliation:
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Departamento de Química Orgánica, Universidade de Vigo, 36310 Vigo, Spain. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Hydrophobicity Receptors, Retinoic Acid / agonists* Retinoid X Receptors / agonists* Stereoisomerism Terpenes / chemical synthesis, chemistry*, pharmacology Tretinoin / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Receptors, Retinoic Acid; 0/Retinoid X Receptors; 0/Terpenes; 302-79-4/Tretinoin; 5300-03-8/alitretinoin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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