3-O-α-butyryl-β-boswellic acid | 626605-74-1

• 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: 3-O-α-butyryl-β-boswellic acid
• 英文别名: 3-O-α-n-butyryl-β-boswellic acid；(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-butanoyloxy-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: 626605-74-1
• 化学式: C₃₄H₅₄O₄
• 分子量: 526.8
• InChiKey: MAPLMUQWPTXIID-APGCABBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁酸酐 、 beta-乳香酸 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 3-O-α-butyryl-β-boswellic acid
  参考文献：
  名称：

  Acyl derivatives of boswellic acids as inhibitors of NF-κB and STATs

  摘要：

  Boswellic acid acylates including their epimers were synthesized and screened against a panel of human cancer cell lines. They exhibited a range of cytotoxicity against various human cancer cell lines thereby leading to the development of a possible SAR. One of the identified lead compounds was found to be an inhibitor of the NF-kappa B and STAT proteins, warranting further investigations to be developed into a potential anticancer lead. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.112

文献信息

• Acyl derivatives of boswellic acids as inhibitors of NF-κB and STATs
  作者：Ajay Kumar、Bhahwal A. Shah、Samar Singh、Abid Hamid、Shashank K. Singh、Vijay K. Sethi、Ajit K. Saxena、Jaswant Singh、Subhash C. Taneja

  DOI：10.1016/j.bmcl.2011.10.112

  日期：2012.1

  Boswellic acid acylates including their epimers were synthesized and screened against a panel of human cancer cell lines. They exhibited a range of cytotoxicity against various human cancer cell lines thereby leading to the development of a possible SAR. One of the identified lead compounds was found to be an inhibitor of the NF-kappa B and STAT proteins, warranting further investigations to be developed into a potential anticancer lead. (C) 2011 Elsevier Ltd. All rights reserved.
• Analogues of boswellic acids as inhibitors of pro-inflammatory cytokines TNF-α and IL-6
  作者：Simmi Sharma、Shilpa Gupta、Vidushi Khajuria、Asha Bhagat、Zabeer Ahmed、Bhahwal Ali Shah

  DOI：10.1016/j.bmcl.2015.11.035

  日期：2016.1

  A library of boswellic acid analogues were synthesized and tested for their anti-inflammatory potential on key inflammatory mediators, TNF-alpha and IL-6. The study led to the identification of lead compounds showing significant inhibition of the cytokines, TNF-alpha and IL-6 both in vitro and in vivo. (C) 2015 Elsevier Ltd. All rights reserved.