(S)-3-butyryl-5-(2-hydroxyethyl)tetramic acid | 1580434-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-3-butyryl-5-(2-hydroxyethyl)tetramic acid
• CAS: 1580434-77-0
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: USRSGWSBAVAVLJ-LURJTMIESA-N

反应信息

• 作为产物：
  描述：

  N-(3-oxohexanoyl)-L-homoserine lactone 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以55%的产率得到(S)-3-butyryl-5-(2-hydroxyethyl)tetramic acid
  参考文献：
  名称：

  Targeting Staphylococcus aureus Quorum Sensing with Nonpeptidic Small Molecule Inhibitors

  摘要：

  A series of 3-oxo-C12-HSL, tetramic acid, and tetronic acid analogues were synthesized to gain insights into the structural requirements for quorum sensing inhibition in Staphylococcus aureus. Compounds active against agr were noncompetitive inhibitors of the autoinducing peptide (AIP) activated AgrC receptor, by altering the activation efficacy of the cognate AIP-1. They appeared to act as negative allosteric modulators and are exemplified by 3-tetradecanoyltetronic acid 17, which reduced nasal cell colonization and arthritis in a murine infection model.

  DOI：

  10.1021/jm500215s