(5S,6R,E)-methyl 5,6-dihydroxy-8-(3-((R,E)-3-hydroxyoct-1-en-1-yl)phenyl)oct-7-enoate | 362516-29-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (5S,6R,E)-methyl 5,6-dihydroxy-8-(3-((R,E)-3-hydroxyoct-1-en-1-yl)phenyl)oct-7-enoate
• 英文别名: (5S,6R,E)-methyl 5,6-dihydroxy-8-(2-((R,E)-3-hydroxyoct-1-enyl)phenyl)oct-7-enoate；BLXA4-me；methyl (E,5S,6R)-5,6-dihydroxy-8-[2-[(E,3R)-3-hydroxyoct-1-enyl]phenyl]oct-7-enoate
• CAS: 362516-29-8
• 化学式: C₂₃H₃₄O₅
• 分子量: 390.52
• InChiKey: CHUQDPKHYXGMEB-IQOAYPBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (5S,6R,E)-methyl 5,6-bis(tert-butyldimethylsilyloxy)-8-(2-((R,E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)phenyl)oct-7-enoate 以96.8的产率得到(5S,6R,E)-methyl 5,6-dihydroxy-8-(3-((R,E)-3-hydroxyoct-1-en-1-yl)phenyl)oct-7-enoate
  参考文献：
  名称：

  Benzo lipoxin analogues

  摘要：

  提供苯唑类似物，其制备方法以及含有该化合物的药物组合物。这些化合物和组合物可用于治疗各种疾病，包括炎症、自身免疫疾病和异常细胞增殖等方法。

  公开号：

  US07683193B2

文献信息

• [EN] SYNTHESIS OF PRO-RESOLVING ANALOGS AND COMPOSITIONS THEREFOR<br/>[FR] SYNTHÈSE D'ANALOGUES DE PRO-RÉSOLUTION ET COMPOSITIONS ASSOCIÉES
  申请人：NOCENDRA INC

  公开号：WO2021021552A1

  公开（公告）日：2021-02-04

  This disclosure relates to methods of synthesizing certain lipoxin analogs (e.g., lipoxin mimetics, etc.) and pharmaceutical compositions comprising these pro-resolving compounds. Methods of administering the lipoxin mimetics (e.g., lipoxin A4 mimetics, lipoxin B4 mimetics, etc.) to patients in need thereof are also provided.

  本披露涉及合成某些脂肪酸类似物（例如，脂肪酸类似物等）和含有这些促进解决化合物的药物组合物的方法。还提供了向需要的患者施用脂肪酸类似物（例如，脂肪酸A4类似物，脂肪酸B4类似物等）的方法。
• Benzo Lipoxin Analogues
  申请人：PETASIS Nicos A.

  公开号：US20120142772A1

  公开（公告）日：2012-06-07

  Benzolipoxin analogs, methods of their preparation and pharmaceutical compositions containing the compounds are provided. The compounds and compositions are useful in methods for treatment of various diseases, including, inflammation, autoimmune disease and abnormal cell proliferation.

  本文提供苯唑环氧化物类似物的制备方法和含有该化合物的药物组合物。这些化合物和组合物在治疗各种疾病，包括炎症、自身免疫性疾病和异常细胞增殖的方法中有用。
• Methods for increasing oral osteogenesis using lipoxin A4 (LXA4) and its analogs
  申请人：Forsyth Dental Infirmary for Children

  公开号：US10434080B2

  公开（公告）日：2019-10-08

  The invention provides methods for increasing oral osteogenesis using LXA4 and its analogs. Methods are also provided for treating or preventing oral disorders that would benefit from increased oral osteogenesis using LXA4 and its analogs.

  本发明提供了使用 LXA4 及其类似物增加口腔成骨的方法。本发明还提供了使用 LXA4 及其类似物治疗或预防口腔疾病的方法，这些口腔疾病可从增加口腔成骨过程中获益。
• Design and synthesis of benzo-lipoxin A4 analogs with enhanced stability and potent anti-inflammatory properties
  作者：Nicos A. Petasis、Raquel Keledjian、Yee-Ping Sun、Kalyan C. Nagulapalli、Eric Tjonahen、Rong Yang、Charles N. Serhan

  DOI：10.1016/j.bmcl.2008.01.013

  日期：2008.2

  A new class of chemically and metabolically stable lipoxin analogs featuring a replacement of the tetraene unit of native LXA(4) with a substituted benzo-fused ring system have been designed and studied. These molecules were readily synthesized via a convergent synthetic route involving iterative palladium-mediated cross-coupling, and exhibit enhanced chemical stability, as well as resistance to metabolic inactivation via eicosanoid oxido-reductase. These new LX analogs were evaluated in a model of acute inflammation and were shown to exhibit potent anti-inflammatory properties, significantly decreasing neutrophil infiltration in vivo. The most potent among these was compound 9 (o-[9,12]-benzo-15-epi-LXA(4) methyl ester. Taken together, these findings help identify a new class of stable and easily prepared LX analogs that may serve as novel tools and as promising leads for new anti-inflammatory agents with improved therapeutic pro. le. (c) 2008 Elsevier Ltd. All rights reserved.
• LIPOXIN ANALOGS AND METHODS FOR THE TREATMENT OF PERIODONTAL DISEASE
  申请人：Van Dyke Thomas E.

  公开号：US20090311201A1

  公开（公告）日：2009-12-17

  This invention provides new lipoxin analogs, compositions containing analogs, and methods of using these compounds and compositions for treating and preventing oral inflammation, including gingivitis, periodontitis, and other forms of periodontal disease. The invention also provides for methods of treating and preventing oral inflammation, including gingivitis, periodontitis, and other forms of periodontal disease with compositions containing COX-2 inhibitors. Further, the invention provides methods for preventing systemic diseases beyond theoral cavity that are related to periodontal disease using the composition containing lipoxin analogs, COX-2 inhibitors, or both.