rutin | 1340-08-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: rutin
• 英文别名: quercetin-3-O-rutinoside；quercetin 3-O-β-rutinoside；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• CAS: 1340-08-5
• 化学式: C₂₇H₃₀O₁₆
• 分子量: 610.526
• InChiKey: IKGXIBQEEMLURG-JFNZIVIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  43
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  266
• 氢给体数：
  10
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  rutin 反应 48.0h， 以27%的产率得到2,4,6-三羟基苯甲酸
  参考文献：
  名称：

  Omori, Toshio; Shiozawa, Keiko; Sekiya, Minako, Agricultural and Biological Chemistry, 1986, vol. 50, p. 779 - 780

  摘要：

  DOI：
• 作为产物：
  描述：

  生成 rutin
  参考文献：
  名称：

  Electrochemical and antioxidant properties of rutin

  摘要：

  为了更深入地了解芦丁的电化学氧化机理及其氧化产物在玻璃碳电极上的吸附情况，我们采用多种电化学技术（循环、线性扫描、差分脉冲和方波伏安法）研究了芦丁在不同 pH 值下在玻璃碳电极上的电化学氧化机理。结果表明，芦丁在玻璃碳电极上的氧化过程是可逆的，与 pH 值有关，包括 2 个 e- 和 2 个 H+ 的转移。电化学氧化产物强烈吸附在电极表面。最大表面覆盖率 Γmax 随扫描速率的增加而降低，从扫描速率为 20 mV s-1 时的 3.4 × 10-9 mol cm-2 降至扫描速率为 100 mV s-1 时的 1.5 × 10-9 mol cm-2，吸附平衡常数为 log K = 4.57 ± 0.05。芦丁的抗氧化特性通过特罗氧当量抗氧化能力（TEAC）测定法进行了研究。结果发现，芦丁的 TEAC 值与浓度有关，EC50 值为 0.23。

  DOI：

  10.1135/cccc2009548

文献信息

• 苯并卓酚酮衍生物及其制备方法与用途
  申请人：苏州凯祥生物科技有限公司

  公开号：CN109422786A

  公开（公告）日：2019-03-05

  本发明属于药品或保健品领域，具体涉及苯并卓酚酮衍生物及其制备方法与用途。所述苯并卓酚酮衍生物具有如下结构：本发明化合物抑制小鼠体重增加的效果显著优于茶黄素、茶黄素‑3‑没食子酸酯、茶黄素‑3’‑没食子酸酯和茶黄素‑3,3’‑双没食子酸酯抑制小鼠体重增加的效果；其降血脂的效果显著优于茶黄素、茶黄素‑3‑没食子酸酯、茶黄素‑3’‑没食子酸酯和茶黄素‑3,3’‑双没食子酸酯降血脂的效果；其对非酒精性脂肪肝的治疗效果显著优于茶黄素、茶黄素‑3‑没食子酸酯、茶黄素‑3’‑没食子酸酯和茶黄素‑3,3’‑双没食子酸酯对非酒精性脂肪肝的治疗效果。
• Topical nifedipine formulations and uses thereof
  申请人：University of Saskatchewan

  公开号：US10543202B2

  公开（公告）日：2020-01-28

  The present application relates to topical formulations in the form of an oil-in-water emulsion comprising nifedipine and a photostabilizing effective amount of quercetin or a photostabilizing effective amount of a combination of quercetin and butyl methoxydibenzoylmethane (BMDBM). Such topical formulations may, for example, be used for the treatment of diseases, disorders or conditions that benefit from topical administration of nifedipine such as but not limited to Raynaud phenomenon, chilblains or wound healing.

  本申请涉及水包油乳剂形式的外用制剂，其中包含硝苯地平和光稳定有效量的槲皮素或光稳定有效量的槲皮素和丁基甲氧基二苯甲酰基甲烷（BMDBM）的组合。这种外用制剂可用于治疗从硝苯地平外用给药中获益的疾病、失调或病症，例如但不限于雷诺现象、冻疮或伤口愈合。
• A flavonoid isolated from Streptomyces sp. (ERINLG-4) induces apoptosis in human lung cancer A549 cells through p53 and cytochrome c release caspase dependant pathway
  作者：C. Balachandran、B. Sangeetha、V. Duraipandiyan、M. Karunai Raj、S. Ignacimuthu、N.A. Al-Dhabi、K. Balakrishna、K. Parthasarathy、N.M. Arulmozhi、M. Valan Arasu

  DOI：10.1016/j.cbi.2014.09.019

  日期：2014.12

  The aim of this study was to investigate the anticancer activity of a flavonoid type of compound isolated from soil derived filamentous bacterium Streptomyces sp. (ERINLG-4) and to explore the molecular mechanisms of action. Cytotoxic properties of ethyl acetate extract was carried out against A549 lung cancer cell line using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MU) assay. Cytotoxic properties of isolated compound were investigated in A549 lung cancer cell line, COLO320DM cancer cell line and Vero cells. The compound showed potent cytotoxic properties against A549 lung cancer cell line and moderate cytotoxic properties against COLO320DM cancer cell line. Isolated compound showed no toxicity up to 2000 mu g/mL in Vero cells. So we have chosen the A549 lung cancer cell line for further anticancer studies. Intracellular visualization was done by using a laser scanning confocal microscope. Apoptosis was measured using DNA fragmentation technique. Treatment of the A549 cancer cells with isolated compound significantly reduced cell proliferation, increased formation of fragmented DNA and apoptotic body. Activation of caspase-9 and caspase-3 indicated that compound may be inducing intrinsic and extrinsic apoptosis pathways. Bcl-2, p53, pro-caspases, caspase-3, caspase-9 and cytochrome c release were detected by western blotting analysis after compound treatment (123 and 164 mu M). The activities of pro-caspases-3, caspase-9 cleaved to caspase-3 and caspase-9 gradually increased after the addition of isolated compound. But Bc1-2 protein was down regulated after treatment with isolated compound. Molecular docking studies showed that the compound bound stably to the active sites of caspase-3 and caspase-9. These results strongly suggest that the isolated compound induces apoptosis in A549 cancer cells via caspase activation through cytochrome c release from mitochondria. The present results might provide helpful suggestions for the design of antitumor drugs toward lung cancer treatment. (C) 2014 Elsevier Ireland Ltd. All rights reserved.
• TOPICAL NIFEDIPINE FORMULATIONS AND USES THEREOF
  申请人：University of Saskatchewan

  公开号：US20180344714A1

  公开（公告）日：2018-12-06

  The present application relates to topical formulations in the form of an oil-in-water emulsion comprising nifedipine and a photostabilizing effective amount of quercetin or a photostabilizing effective amount of a combination of quercetin and butyl methoxydibenzoylmethane (BMDBM). Such topical formulations may, for example, be used for the treatment of diseases, disorders or conditions that benefit from topical administration of nifedipine such as but not limited to Raynaud phenomenon, chilblains or wound healing.
• Omori, Toshio; Shiozawa, Keiko; Sekiya, Minako, Agricultural and Biological Chemistry, 1986, vol. 50, p. 779 - 780
  作者：Omori, Toshio、Shiozawa, Keiko、Sekiya, Minako、Minoda, Yasuji

  DOI：——

  日期：——