Synthesis of Pseudomonas quorum-sensing autoinducer analogs and structural entities required for induction of apoptosis in macrophages
| Autor: | Shinichi Miyairi, Yoshikazu Ishii, Manabu Horikawa, Chihiro Ueda, Masaji Ishiguro, Tohru Takabatake, Etsu Tuzuki, Keizou Yamaguchi, Kazuhiro Tateda |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Stereochemistry
Clinical Biochemistry Pharmaceutical Science Apoptosis Biochemistry Chemical synthesis Structure-Activity Relationship 4-Butyrolactone Cell–cell interaction Pseudomonas Drug Discovery Homoserine Side chain Molecular Biology Cells Cultured chemistry.chemical_classification Chemistry Macrophages Organic Chemistry In vitro Quorum sensing Molecular Medicine Autoinducer Signal transduction Hydrophobic and Hydrophilic Interactions Lactone |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 16:2130-2133 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2006.01.054 |
| Popis: | The synthesis of the analogs of N-3-oxododecanoyl-L-homoserine lactone (1) and their structure-activity relationship for the apoptotic induction in macrophages, P388D1 cells, are described. It was revealed that the position of the oxo group in the acyl side chain in addition to the presence of the L-homoserine lactone unit is crucial for the apoptosis-inducing activity. Furthermore, the long acyl side chains with hydrophobic distal ends are preferable for the activity. |
| Databáze: | OpenAIRE |
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