| Design, synthesis, and biological activity of novel PPARgamma ligands based on rosiglitazone and 15d-PGJ2. | |
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MedLine Citation:
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PMID: 15745794 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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To develop novel PPARgamma ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ2. Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPARgamma protein where the alkyl chain of 15d-PGJ2 is expected to be located. |
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Authors:
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Shinya Usui; Takayoshi Suzuki; Yoshifumi Hattori; Kazuma Etoh; Hiroki Fujieda; Makoto Nishizuka; Masayoshi Imagawa; Hidehiko Nakagawa; Kohfuku Kohda; Naoki Miyata |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 15 ISSN: 0960-894X ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2005 Mar |
Date Detail:
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Created Date: 2005-03-04 Completed Date: 2005-07-12 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 1547-51 Citation Subset: IM |
Affiliation:
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Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603, Japan. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Adipocytes
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drug effects Animals Cells, Cultured Drug Design Ligands Models, Molecular Molecular Structure PPAR gamma / metabolism* Prostaglandin D2 / analogs & derivatives*, chemistry* Protein Binding Rats Thiazolidinediones / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/15-deoxyprostaglandin J2; 0/Ligands; 0/PPAR gamma; 0/Thiazolidinediones; 122320-73-4/rosiglitazone; 41598-07-6/Prostaglandin D2 |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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