Bioorganic & medicinal chemistry letters, 2013-03, Vol.23 (6), p.1865-1869
2013
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- Autor(en) / Beteiligte
- Titel
- Phosphorothioate analogs of sn-2 radyl lysophosphatidic acid (LPA): Metabolically stabilized LPA receptor agonists
- Ist Teil von
- Bioorganic & medicinal chemistry letters, 2013-03, Vol.23 (6), p.1865-1869
- Ort / Verlag
- England: Elsevier Ltd
- Erscheinungsjahr
- 2013
- Quelle
- MEDLINE
- Beschreibungen/Notizen
- We describe an efficient synthesis of metabolically stabilized sn-2 radyl phosphorothioate analogs of lysophosphatidic acid (LPA), and the determination of the agonist activity of each analog for the six LPA receptors (LPA1–6) using a recently developed TGFα shedding assay. In general, the sn-2 radyl OMPT analogs showed similar agonist activities to the previous 1-oleoyl-2-O-methyl-glycerophosphothioate (sn-1 OMPT) analogs for LPA1–6 receptors. In most cases, the sn-2 radyl-OMPT analogs were more potent agonists than LPA itself. Most importantly, sn-2 alkyl OMPT analogs were very potent LPA5 and LPA6 agonists. The availability of sn-2 radyl OPMT analogs further refines the structure–activity relationships for ligand–receptor interactions for this class of GPCRs.
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0960-894XeISSN: 1464-3405DOI: 10.1016/j.bmcl.2013.01.002Titel-ID: cdi_proquest_miscellaneous_1314705067
- Format
- –
- Schlagworte
- Agonist, agonists, Alkaline Phosphatase - metabolism, HEK293 Cells, Humans, Lysophosphatidic acid, Lysophospholipids - chemistry, Phosphates - chemical synthesis, Phosphates - chemistry, Phosphates - metabolism, Protein Binding, Protein Isoforms - agonists, Protein Isoforms - genetics, Protein Isoforms - metabolism, receptors, Receptors, Lysophosphatidic Acid - agonists, Receptors, Lysophosphatidic Acid - genetics, Receptors, Lysophosphatidic Acid - metabolism, sn-2 Radyl phosphorothioate, Structure-Activity Relationship, structure-activity relationships, transforming growth factor alpha, Transforming Growth Factor alpha - metabolism, Transforming growth factor-(TGFα) shedding assay