环己羧酸,3-[[(2Z)-3-(3,4-二羟基苯基)-1-羰基-2-丙烯基]氧代]-1,4,5-三羟基-,(1S,3R,4R,5R)- | 15016-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环己羧酸,3-[[(2Z)-3-(3,4-二羟基苯基)-1-羰基-2-丙烯基]氧代]-1,4,5-三羟基-,(1S,3R,4R,5R)-
• 英文名称: 5-O-cis-caffeoylquininc acid
• 英文别名: 5-O-cis-caffeoylquinic acid；cis-3-O-caffeoylquinic acid；cis-5-O-caffeoylquinic acid；3-caffeoylquinic acid cis；3-cis-caffeoylquinic acid；cis-3-caffeoylquinic acid；cis-Chlorogenic acid；(1S,3R,4R,5R)-3-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
• CAS: 15016-60-1
• 化学式: C₁₆H₁₈O₉
• 分子量: 354.314
• InChiKey: CWVRJTMFETXNAD-XYXZIBEBSA-N

物化性质

• 沸点：
  665.0±55.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  165
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (-)-5-咖啡酰奎宁酸 以 甲醇 为溶剂， 反应 5.0h， 生成 环己羧酸,3-[[(2Z)-3-(3,4-二羟基苯基)-1-羰基-2-丙烯基]氧代]-1,4,5-三羟基-,(1S,3R,4R,5R)-
  参考文献：
  名称：

  由二咖啡酰奎尼酸的顺式几何异构体形成的优选碱金属加合物允许在超高效液相色谱/四极杆飞行时间质谱法中对其反式异构体进行有效区分。

  摘要：

  理性咖啡酰奎尼酸（CQA）衍生物是一组结构多样的植物化学物质，由于它们具有许多健康益处，因此引起了人们的关注。这些分子的结构多样性部分归因于区域和几何异构现象的存在。这种结构多样性妨碍了植物提取物中这些分子的准确注释。质谱（MS）已成功用于区分CQA衍生物的不同区域异构体；然而，事实证明，对这些分子的几何异构体进行准确区分是一项艰巨的任务。方法采用超高效液相色谱/四极杆飞行时间质谱（UHPLC / QTOFMS）方法在负离子化模式下对diCQA的甲醇溶液进行紫外线辐射分析。通过改变毛细管电压和锥孔电压来优化源内碰撞诱导解离（ISCID）方法，以实现MS分析过程中diCQA的UV生成的几何异构体之间的差异碎片化模式。结果毛细管电压的变化并没有引起四种几何异构体的断裂图谱的显着差异，而视锥电压的变化却导致了断裂图谱的显着差异。结果还首次显示，与diCQAs的反式对应物相比，diCQAs的顺式几

  DOI：

  10.1002/rcm.7526

文献信息

• Effect of Weakly Basic Conditions on the Separation and Purification of Flavonoids and Glycosides from Chrysanthemum morifolium Tea
  作者：Yuxiao Wang、Zhenzhen Xu、Yue Wu、Mo Li、Sicheng Pang、Zhe Liang、Yuanying Ni

  DOI：10.3390/molecules24020297

  日期：——

  Tea brewed from chrysanthemum flowers has been widely used in Chinese medicine. The possibly medicinal compounds in Chrysanthemum morifolium tea can be purified by preparative high performance liquid chromatography (HPLC), but this is usually done with acidic conditions, which leads to the hydrolysis of glycosides. In hopes of avoiding this hydrolysis, we explored the effect of weakly basic conditions on the separation and purification of flavonoids and glycosides from Chrysanthemum morifolium. We also explored the effects of weakly basic conditions on chlorogenic acid (3-CQA) and apigenin-7-O-glucoside (A7G). Our results show that the concentration of the weakly basic ammonium hydrogen carbonate and time had no significant effect on A7G, p < 0.01, but it had a significant effect on 3-CQA, p < 0.01. HPLC and ultraviolet (UV) analysis showed that the structure of 3-CQA is destroyed in weakly basic conditions. Caffeic acid, quinic acid, and 3,4-dihydroxymandelic acid, which is a hydrolysate of 3-CQA, were identified by ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF-MS). The results showed that weakly basic conditions could be used for the purification of flavonoids and glycosides but not for caffeoylquinic acids. Moreover, our work clarified the hydrolysis behaviour of caffeoylquinic acids, which can be helpful for research into their functional aspects.

  菊花茶被广泛应用于中药。菊花茶中可能含有的药用化合物可以通过制备性高效液相色谱（HPLC）进行纯化，但通常在酸性条件下进行，这会导致糖苷的水解。为了避免这种水解，我们探讨了弱碱性条件对从菊花茶中分离和纯化黄酮类化合物和糖苷的影响。我们还探讨了弱碱性条件对绿原酸（3-CQA）和芹菜素-7-O-葡萄糖苷（A7G）的影响。我们的结果显示，弱碱性氢碳酸铵的浓度和时间对A7G没有显著影响，p <0.01，但对3-CQA有显著影响，p <0.01。HPLC和紫外（UV）分析显示，在弱碱性条件下，3-CQA的结构被破坏。通过超高效液相色谱四极杆飞行时间质谱（UPLC-Q-TOF-MS）鉴定了咖啡酸、奎宁酸和3,4-二羟基苯乙酸，这是3-CQA的水解产物。结果表明，弱碱性条件可用于黄酮类化合物和糖苷的纯化，但不适用于烟酰奎宁酸。此外，我们的研究阐明了烟酰奎宁酸的水解行为，这对研究其功能方面可能有所帮助。
• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF RENAL DISEASES<br/>[FR] COMPOSITIONS ET MÉTHODES POUR LE TRAITEMENT DE NÉPHROPATHIES
  申请人：MOHAN M ALAPATI

  公开号：WO2016046670A1

  公开（公告）日：2016-03-31

  The compositions and compounds of formula I which includes a salt of pyridoxamine or its polymorphs, enantiomers, stereoisomers, solvates, and hydrates thereof. These salts may be formulated as pharmaceutical compositions. The pharmaceutical compositions may be formulated for oral administration, delayed release or sustained release, transmucosal, syrup, topical, parenteral administration, injection, subdermal, oral solution, rectal administration, nanoparticle, buccal administration or transdermal administration. Such compositions may be used to treatment of kidney disease, diabetic renal diseases, chronic kidney disease, albuminuria, or its associated complications.

  公式I的组合物和化合物包括吡啶醇盐或其多晶形、对映体、立体异构体、溶剂合物和水合物。这些盐可以制成药物组合物。药物组合物可以制成口服、延迟释放或持续释放、经粘膜、糖浆、局部、肠道、注射、皮下、口服溶液、直肠给药、纳米颗粒、颊黏膜给药或经皮给药的制剂。这些组合物可用于治疗肾脏疾病、糖尿病肾病、慢性肾脏疾病、白蛋白尿或其相关并发症。
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEUROLOGICAL DISEASES
  申请人：Alapati Mohan Murali

  公开号：US20170129870A1

  公开（公告）日：2017-05-11

  The compositions and compounds of Formula I which includes a salt of duloxetine or its polymorphs, enantiomers, stereoisomers, solvates, and hydrates thereof. These salts may be formulated as pharmaceutical compositions. The pharmaceutical compositions may be formulated for oral, buccal, rectal, topical, transdermal, transmucosal, intravenous, parenteral administration, syrup, or injection. Such compositions may be used to treatment of major depressive disorder, general anxiety disorder, urinary incontinence, painful peripheral neuropathy, diabetic neuropathy, fibromyalgia, and chronic musculoskeletal pain associated with osteoarthritis and chronic lower back pain.

  Formula I的组成和化合物包括度洛西汀盐或其多晶形、对映体、立体异构体、溶剂合物和水合物。这些盐可以制成药物组合物。药物组合物可以制成口服、颊内、直肠、局部、经皮、经粘膜、静脉、肠道给药、糖浆或注射用药物组合物。这些组合物可用于治疗重性抑郁障碍、广泛性焦虑障碍、尿失禁、疼痛性周围神经病、糖尿病性神经病、纤维肌痛和与骨关节炎和慢性腰背痛相关的慢性肌肉骨骼疼痛。
• Radical Scavenging Activity of Spring Mountain Herbs in the Shikoku Mountain Area and Identification of Antiradical Constituents by Simple HPLC Detection and LC-MS Methods
  作者：Toshiya MASUDA、Tomoko INOUCHI、Aya FUJIMOTO、Yoshimi SHINGAI、Miyuki INAI、Mitsuhiro NAKAMURA、Shoji IMAI

  DOI：10.1271/bbb.110837

  日期：2012.4.23

  The functionality of spring mountain herbs, which were collected in the Kajigamori mountain area of Shikoku area in Japan, was investigated in the course of our studies for utilizing local plant resources. The radical scavenging activity of the extracts from seventeen herbs was measured. Among these herbs, two extracts from Polystichym ovato-paleaceum (Japanese name: Tsuyanashiinode) and Sambucus racemosa subsp. sieboldiana (Japanese name: Niwatoko) showed potent DPPH radical scavenging activity. The material evidence for the potent activity of the extracts was studied by a combination of our developed method for detecting antiradical compounds, LC-MS/MS, and enzymatic hydrolysis.

  在研究如何利用当地植物资源的过程中，我们对在日本四国地区的梶森山区采集的春季山草药的功能进行了研究。我们测量了17种草药提取物的自由基清除活性。在这些草药中，来自卵叶铁线蕨（日语名称：Tsuyanashiinode）和山金车（日语名称：Niwatoko）的两种提取物显示出强大的DPPH自由基清除活性。我们通过结合我们开发的检测抗自由基化合物的LC-MS/MS和酶水解方法，研究了提取物强效活性的物质证据。
• Plant extract composition
  申请人：Lanwehr, Christoph Alexander Bernhard

  公开号：EP2578222A1

  公开（公告）日：2013-04-10

  Process for the preparation of a plant spumate composition, comprising (a) soaking plant material in water for a predetermined amount of time at a temperature of from 40°C to 100°C for obtaining an aqueous mixture containing a plant extract and extracted plant material; (b) generating a turbulent flow condition in the aqueous mixture containing a plant extract at a temperature of from 5°C to 50°C in the presence of a gaseous fluid for obtaining a foam layer containing a plant foam extract; (c) separating the foam layer from the aqueous mixture; and (d) drying the separated foam layer for obtaining a plant spumate composition.

  制备植物痰液组合物的工艺，包括 (a) 在 40°C 至 100°C 的温度下，将植物材料在水中浸泡预定时间，以获得含植物提取物和提取植物材料的水性混合物； (b) 在气态流体存在的情况下，在 5°C 至 50°C 的温度下，在含有植物提取物 的水混合物中产生紊流条件，以获得含有植物泡沫提取物的泡沫层； (c) 从水混合物中分离泡沫层；以及 (d) 干燥分离出的泡沫层，以获得植物泡沫组合物。