betulonic acid carboxymethyl ester | 1426657-53-5

• 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: betulonic acid carboxymethyl ester
• CAS: 1426657-53-5
• 化学式: C₃₂H₄₈O₅
• 分子量: 512.73
• InChiKey: PYFFGDFNLPAUNZ-WYSSHUSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.84
• 重原子数：
  37.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  80.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  白桦脂醇 在 chromium(VI) oxide 、 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 betulonic acid carboxymethyl ester
  参考文献：
  名称：

  Study of skin anti-ageing and anti-inflammatory effects of dihydroquercetin, natural triterpenoinds, and their synthetic derivatives

  摘要：

  Accessible triterpenoids of ursane and lupane series, the flavonoid dihydroquercetin and their synthetic derivatives with polar substituents were tested in vitro for inhibition of collagenase 1 (MMP-1) in UVB irradiation assay. Ursolic acid and uvaol disuccinate were the most active inhibitors in the ursane series. In the lupane series, the best inhibition was manifested by carboxymethyl ester of betulonic acid and betulin succinates. Down- regulation of MMP-1 by dihydroquercetin and its synthetic derivatives surpassed the activity of a standard (retinoic acid).

  DOI：

  10.1134/s1068162012030028

文献信息

• Synthesis of Substituted Esters of Ursolic, Betulonic, and Betulinic Acids Containing the Nitroxyl Radical 4-Amino-2,2,6,6-Tetramethylpiperidine-1-Oxyl
  作者：S. A. Popov、A. V. Shpatov、I. A. Grigor’ev

  DOI：10.1007/s10600-015-1209-8

  日期：2015.1

  Reaction of ursolic, betulonic, and betulinic acids with 1-oxyl-2,2,6,6-tetramethylpiperidin-4-ylamino-2-chloroacetate in the presence of K2CO3 formed substituted esters of the triterpene acids with the nitroxyl radical 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl. The biological activity of the synthesized derivatives was studied.

  在K2CO3存在下，乌苏酸、白桦酸和白桦醇酸与1-氧基-2,2,6,6-四甲基哌啶-4-基氨基-2-氯醋酸反应，生成了三萜酸的取代酯与亚硝基自由基4-氨基-2,2,6,6-四甲基哌啶-1-氧基。合成衍生物的生物活性进行了研究。