Lipoxazolidinone A | 908138-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: Lipoxazolidinone A
• 英文别名: (2E)-5-butyl-2-[(E)-4-methyl-2-oxoundec-3-enylidene]-1,3-oxazolidin-4-one
• CAS: 908138-32-9
• 化学式: C₁₉H₃₁NO₃
• 分子量: 321.46
• InChiKey: BQYVBCJENILKAK-HGEILNGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Lipoxazolidinone A 以 乙腈 为溶剂， 以3.2 mg的产率得到2-[(E)-5-methyl-3-oxododec-4-enimidoyl]oxyhexanoic acid
  参考文献：
  名称：

  Lipoxazolidinones A, B, and C: Antibacterial 4-Oxazolidinones from a Marine Actinomycete Isolated from a Guam Marine Sediment

  摘要：

  Marine actinomycete strain NPS008920, a member of the new genus Marinispora, was isolated from a sediment sample collected in Cocos Lagoon, Guam. In natural sea water containing media, the strain produced a series of novel 2-alkylidene-5-alkyl-4-oxazolidinones, lipoxazolidinone A (1), B (2), and C (3). Compounds 1-3 showed broad spectrum antimicrobial activity similar to that of the commercial antibiotic linezolid (Zyvox), a 2-oxazolidinone. Hydrolysis of the amide bond of the 4-oxazolidinone ring of 1 resulted in loss of antibacterial activity. The 2-alkylidene-4-oxazolidinone represents a new antibiotic pharmacophore and is unprecedented in nature.

  DOI：

  10.1021/np0702032
• 作为产物：
  描述：

  starch 在 marine actinomycete strain NPS₀₀₈₉₂₀ Pellicer LC-30 、 peptone 、 yeast extract 作用下， 反应 120.0h， 生成 Lipoxazolidinone A 、 Lipoxazolidinone B
  参考文献：
  名称：

  WO2006/91669

  摘要：

  公开号：

文献信息

• ANTI-CANCER AND ANTI-MICROBIAL OXAZOLIDINONES
  申请人：Macherla Venkata Rami Reddy

  公开号：US20080221182A1

  公开（公告）日：2008-09-11

  Disclosed herein are various novel oxazolidinone, imidazolidinone, and thiazolidinone analogs and methods of treating cancer and/or microbial infection using these analogs. Particular 4-oxazolidinone compounds are shown to have anti-cancer and anti-microbial activity.
• US7378530B2
  申请人：——

  公开号：US7378530B2

  公开（公告）日：2008-05-27
• US7879892B2
  申请人：——

  公开号：US7879892B2

  公开（公告）日：2011-02-01
• Lipoxazolidinones A, B, and C: Antibacterial 4-Oxazolidinones from a Marine Actinomycete Isolated from a Guam Marine Sediment
  作者：Venkat R. Macherla、Jehnan Liu、Michelle Sunga、Donald J. White、Jennifer Grodberg、Sy Teisan、Kin S. Lam、Barbara C. M. Potts

  DOI：10.1021/np0702032

  日期：2007.9.1

  Marine actinomycete strain NPS008920, a member of the new genus Marinispora, was isolated from a sediment sample collected in Cocos Lagoon, Guam. In natural sea water containing media, the strain produced a series of novel 2-alkylidene-5-alkyl-4-oxazolidinones, lipoxazolidinone A (1), B (2), and C (3). Compounds 1-3 showed broad spectrum antimicrobial activity similar to that of the commercial antibiotic linezolid (Zyvox), a 2-oxazolidinone. Hydrolysis of the amide bond of the 4-oxazolidinone ring of 1 resulted in loss of antibacterial activity. The 2-alkylidene-4-oxazolidinone represents a new antibiotic pharmacophore and is unprecedented in nature.
• WO2006/91669
  申请人：——

  公开号：——

  公开（公告）日：——