β-boswellic acid | 631-69-6

• 物质功能分类: 生物化工 - 中草药成分
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: β-boswellic acid
• 英文别名: β-Boswellinsaeure；(3R,4R,6aR,6bS,8aR,11R,12S,14bR)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
• CAS: 631-69-6；3877-93-8
• 化学式: C₃₀H₄₈O₃
• 分子量: 456.709
• InChiKey: NBGQZFQREPIKMG-AAANUSPWSA-N

物化性质

• 熔点：
  130-135°C
• 比旋光度：
  D +107° (c = 0.75 in CHCl3)
• 沸点：
  556.0±50.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• LogP：
  9.105 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• WGK Germany：
  3
• 海关编码：
  2918199090
• 储存条件：
  2-8°C

制备方法与用途

用途

β-乳香酸是乳香（Boswellia serrata）的主要成分之一，是一种特定的非氧化还原型5-脂氧合酶抑制剂，适用于治疗炎症。

生物活性

β-博舒瑞酯是从乳香树脂中分离出的一种化合物。它作为5-脂氧合酶(5-LO)产物形成的非还原性抑制剂，直接与5-LO相互作用或阻断其迁移。研究显示，β-博舒瑞酯能够抑制人白血病HL-60细胞中的DNA、RNA和蛋白质合成。

靶点

| 5-LO |

化学性质

β-乳香酸可溶于甲醇、乙醇、DMSO等有机溶剂，来源于乳香。

用途

适用于含量测定、鉴定及药理实验等。

反应信息

• 作为反应物：
  描述：

  β-boswellic acid 、 11-Keto-β-boswellinsaeure 、 3-O-acetyl-β-boswellic acid 、 乙酸酐 在 吡啶 、 chromium(VI) oxide 、 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 生成 acetyl-11-keto-beta-boswellic acid
  参考文献：
  名称：

  WO2006/95355

  摘要：

  公开号：

文献信息

• USES OF ANALOGS OF 3-O-ACETYL-11-KETO-BETA-BOSWELLIC ACID
  申请人：Gokaraju Ganga Raju

  公开号：US20090318551A1

  公开（公告）日：2009-12-24

  This invention relates to novel AKBA analogs of the formula I given below: Where in R 1 , R 2 , R 3 , R 4 and R 5 in each of the said analogs are: 1. R 1 ═OCHO, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 2. R 1 ═OCOCH 2 Cl, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 3. R 1 =5′-O-methylgalloyloxy, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 4. R 1 ═OCOCH 2 CH 2 COOH, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 5. R 1 =8′,9′-Dihydro-4′-hydroxycinnamoyloxy, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 6. R 1 =4′-Hydroxycinnamoyloxy, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 7. R 1 =3′,4′-Dimethoxycinnamoyloxy, R 2 ═H, R 3 ═COOH, R 4 & R 5 ′O 8. R 1 =3′,4′-Dihydroxy-5′-methoxycinnamoyloxy, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 9. R 1 ═OCOCH 2 NH(tert-BOC), R 2 ═H, R 3 ═COOCH 3 , R 4 & R 5 ═O 10. R 1 ═OCOCH 2 NH 2 HCl, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 11. R 1 ═OCOCH(CH 3 )NH 2 HCl, R 2 ═H, R 3 ═COOH, R 4 & R 5 ═O 12. R 1 ═H, R 2 ═OH, R 3 ═COOCH 3 , R 4 & R 5 ═O 13. R 1 ═H, R 2 ═Br, R 3 ═COOCH 3 , R 4 & R 5 ═O 14. R 1 ═CN, R 2 ═H, R 3 ═COOCH 3 , R 4 & R 5 ═O 15. R 1 ═SH, R 2 ═H, R 3 ═COOCH 3 , R 4 & R 5 ═O 16. R 1 & R 2 ═N(OH), R 3 ═COOCH 3 , R 4 & R 5 ═O 17. R 1 & R 2 ═H & OCOCH 3 R 3 ═H, R 4 & R 5 ═O 18. R 1 ═OCOCH 3 , R 2 ═H, R 3 ═COOCH 2 CH 2 N(CH 3 ) 2 , R 4 & R 5 ═O 19. R 1 ═OCOCH 3 , R 2 ═H R 3 ═CONH 2 , R 4 & R 5 ═O 20. R 1 ═OCOCH 3 , R 2 ═H, R 3 ═CONHNH 2 , R 4 & R 5 50 O 21. R 1 ═OCOCH 3 , R 2 ═H, R 3 ═CONHCH 2 CH 2 NH 2 , R 4 & R 5 ═O 22. R 1 ═OCOCH 3 , R 2 ═H, R 3 ═CONHCH 2 CH 2 OH, R 4 & R 5 ═O 23. R 1 ═OCOCH 3 , R 2 ═H, R 3 ═CON(CH 2 CH 2 ) 2 NH, R 4 & R 5 ═O 24. R 1 ═OCOCH 3 , R 2 ═H R 3 ═NCO, R 4 & R 5 ═O 25. R 1 ═OCOCH 3 , R 2 ═H R 3 ═NH 2 , R 4 & R 5 ═O 26. R 1 ═OCOCH 3 , R 2 ═H R 3 ═CN, R 4 & R 5 ═O 27. R 1 ═OH, R 2 ═H R 3 ═COOH, R 4 & R 5 ═OH & H These compounds exhibited 5-Lipoxigenase inhibitory properties and these compounds may be used in pharmaceutical compositions for therapeutic applications against a variety of inflammations and hypersensitivity-based human diseases including asthma, arthritis, bowel diseases such as ulcerative colitis and circulatory disorders such as shock and ischaemia. These compounds also inhibited the growth of Brine Shrimp in cultures, which may be considered as a positive indication for cytotoxicity and antitumor activity.
• Novel Salts Of Boswellic Acids And Selectively Enriched Boswellic Acids And Processes For The Same
  申请人：Gokaraju Ganga Raju

  公开号：US20130116211A1

  公开（公告）日：2013-05-09

  New salts or ion-pair complexes obtained by a reaction between boswellic acids or selectively enriched 3-O-acetyl-11-keto-β-boswellic acid (AKBA) or 11-keto-β-boswellic acid (KBA) compounds obtained through a new improved process, and an organic amine, more particularly with glucosamine. These salts or ion pair complexes are useful in nutraceuticals and in food supplements for anti-inflammatory and analgesic treatment of joints and cancer prevention or cancer therapeutic agents. These salts or ion pair complexes could also be used in cosmetic or pharmaceutical composition for external treatment of body parts or organs to treat inflammatory diseases or cancer.
• US7625947B2
  申请人：——

  公开号：US7625947B2

  公开（公告）日：2009-12-01
• WO2006/95355
  申请人：——

  公开号：——

  公开（公告）日：——