2,5,8,11,14,17-docosahexenoic acid | 1240669-34-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,5,8,11,14,17-docosahexenoic acid
• 英文别名: 2,5,8,11,14,17-Docosahexenoic acid；docosa-2,5,8,11,14,17-hexaenoic acid
• CAS: 1240669-34-4
• 化学式: C₂₂H₃₂O₂
• 分子量: 328.495
• InChiKey: WKPMFJMCBZGMMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5,8,11,14,17-docosahexenoic acid 、 2-(11H-benzo[a]carbazol-11-yl)ethyl 4-methylbenzenesulfonate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成
  参考文献：
  名称：

  Analysis and Evaluation of Fatty Acid in Rattan Tea by Highly Selective and Sensitive HPLC- FLD-MS Method Coupled with Pre-Column Fluorescent Labeling

  摘要：

  藤椰茶作为预防和治疗许多慢性疾病的最有前景的膳食补充剂之一，受到广泛关注。游离脂肪酸在人体中作为必需营养素起着重要作用。首次使用对甲苯磺酸2-(萘-1-基-苯氨基)-乙基酯作为前柱荧光衍生化试剂，利用高效液相色谱-大气化学电离质谱（APCI/MS）技术，研究了藤椰茶中31种游离脂肪酸的含量。结果表明，低的检出限（0.52-1.53 ng mL-1）为游离脂肪酸的微量分析和评估提供了保障。实验的回收率在88.9%-103.6%之间。本研究的结果显示，藤椰茶中游离脂肪酸含量最高的月份是四月。共发现了13种游离脂肪酸，其中包括生命必需的C18:2w6、C18:3w3、w6和C20:4w6。所开发的方法展示了系统检测药用植物生物活性成分的强大潜力。

  DOI：

  10.14233/ajchem.2014.15335

文献信息

• <i>Trigonella foenum</i> ‐ <i>graecum</i> L. Seed Oil Obtained by Supercritical CO ₂ Extraction
  作者：Renming Yang、Honglun Wang、Nianhua Jing、Chenxu Ding、Yourui Suo、Jinmao You

  DOI：10.1007/s11746-012-2123-x

  日期：2012.12

  AbstractSupercritical CO2 extraction (SC‐CO2) of fenugreek (Trigonella foenum‐graecum L.) seed oil and its chemical composition and antioxidant activity were investigated. A central composite design combined with response surface methodology was used to study extraction conditions including pressure, temperature, and time. The optimum extraction conditions were 28.5 MPa extraction pressure, 41 °C extraction temperature, and 118 min extraction time, where 3.78 % yield was predicted. Fenugreek seed oil extracted under optimum conditions by SC‐CO2 was mainly composed of 28.3 % C18:3, 33.45 % C18:2, 9.89 % C16, 8.1 % C18:1, 3.7 % C18, 0.71 % C20, and 0.61 % C22. The fenugreek oil was rich in unsaturated fatty acids (nearly 70 % of the total fatty acids), and polyunsaturated fatty acids accounted for 61.42 % (mass percentage) of the total amount. The 2,2‐diphenyl‐1‐picrylhydrazyl radical‐scavenging activity increased from 12.5 to 88.4 % when the concentration was increased from 1 to 12 mg/ml. The reducing power of the seed oil was concentration‐dependent. The antioxidant activity of the supercritical fluid extraction extract was superior to those obtained by Soxhlet extraction.
• Analysis and Evaluation of Fatty Acid in Rattan Tea by Highly Selective and Sensitive HPLC- FLD-MS Method Coupled with Pre-Column Fluorescent Labeling
  作者：Baolei Fan、Guang Chen、Xiangming Chen、Yourui Suo

  DOI：10.14233/ajchem.2014.15335

  日期：——

  Rattan tea regarded as one of the most promising dietary supplements for the prevention and treatment of many chronic diseases has gained extensive attention. Free fatty acids play an important role in human body as essential nutrients. Contents of 31 free fatty acids in Rattan Tea were firstly investigated using toluene-4-sulfonic acid 2-(naphthalene-1-yl-phenyl-amino)-ethyl ester as pre-column fluorescence derivatization reagent by RE-HPLC coupled with an atmospheric chemical ionization-mass spectrometry source (APCI/MS). The results indicated that lower values of LOD (0.52-1.53 ng mL-1) provided the guarantee for trace analysis and evaluation of free fatty acids. The experimental recoveries were in the range of 88.9-103.6 %. Results of the present study indicated the highest free fatty acids content of Rattan Tea was in April. Thirteen free fatty acids were found, including C18:2w6, C18:3w3, w6 and C20:4w6 essential to life. The developed method exhibited powerful potential for the systematic detection of bioactive components of medicinal plants.

  藤椰茶作为预防和治疗许多慢性疾病的最有前景的膳食补充剂之一，受到广泛关注。游离脂肪酸在人体中作为必需营养素起着重要作用。首次使用对甲苯磺酸2-(萘-1-基-苯氨基)-乙基酯作为前柱荧光衍生化试剂，利用高效液相色谱-大气化学电离质谱（APCI/MS）技术，研究了藤椰茶中31种游离脂肪酸的含量。结果表明，低的检出限（0.52-1.53 ng mL-1）为游离脂肪酸的微量分析和评估提供了保障。实验的回收率在88.9%-103.6%之间。本研究的结果显示，藤椰茶中游离脂肪酸含量最高的月份是四月。共发现了13种游离脂肪酸，其中包括生命必需的C18:2w6、C18:3w3、w6和C20:4w6。所开发的方法展示了系统检测药用植物生物活性成分的强大潜力。