3-(4'-geranyloxyphenyl)-2-trans-propenoic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4'-geranyloxyphenyl)-2-trans-propenoic acid
• 英文别名: Geranyloxy-p-coumaric acid；(E)-3-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]phenyl]prop-2-enoic acid
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: YVUIEZRRBFTENR-USJAFLQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4'-geranyloxyphenyl)-2-trans-propenoic acid 、 盐酸肼屈嗪 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以61%的产率得到E-3-(4-((E-3,7-dimethylocta-2,6-dien-1-yl)oxy)styryl)[1,2,4]triazolo[3,4-a]phthalazine
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of New Cinnamic Derivatives as Antituberculosis Agents

  摘要：

  Tuberculosis, HIV coinfection with TB, emergence of multidrug-resistant TB, and extensively drug-resistant TB are the major causes of death from infectious diseases worldwide. Because no new drug has been introduced in the last several decades, new classes of molecules as anti-TB drugs are urgently needed. Herein, we report the synthesis and structure-activity relationships of a series of thioester, amide, hydrazide, and triazolophthalazine derivatives of 4-alkoxy cinnamic acid. Many compounds exhibited submicromolar minimum inhibitory concentrations against Mycobacterium tuberculosis strain (H(37)Rv). Interestingly, compound 13e, a 4-isopentenyloxycinnamyl triazolophthalazine derivative, was found to be 100-1800 times more active than isoniazid (INH) when tested for its ability to inhibit the growth of INH-resistant M. tuberculosis strains. The results also revealed that 13e does not interfere with mycolic acid biosynthesis, thereby pointing to a different mode of action and representing an attractive lead compound for the development of new anti-TB agents.

  DOI：

  10.1021/jm101510d
• 作为产物：
  描述：

  4-香豆酸 在 sodium hydroxide 、 硫酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 15.0h， 生成 3-(4'-geranyloxyphenyl)-2-trans-propenoic acid
  参考文献：
  名称：

  In vitro inhibitory activity of boropinic acid against Helicobacter pylori

  摘要：

  In this study, we assessed in vitro minimum inhibitory concentration (MIC) values of some natural geranyloxycoumarins, geranyloxy- and isopentenyloxy acids against growth of Helicobacter pylori. Boropinic acid, active principle isolated from Boronia pinnata (Fam. Rutaceae), was seen to be the most effective compound with a MIC value of 1.62 mu g/mL. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.043

文献信息

• Pyrazolidine derivative radical scavenger brain-infarction depressant
  申请人：Shiseido Co., Ltd.

  公开号：US05849930A1

  公开（公告）日：1998-12-15

  A pyrazolidine derivative or a salt thereof in accordance with the present invention is expressed by the following formula 1: ##STR1## wherein A represents a group expressed by --CH.sub.2 --, --CO--, --CS--, --CH.sub.2 CO--, or --CH.dbd.CH--CO--; B represents a group expressed by --O-- or --NH--; n is an integer of 1 or 2; R represents an alkenyl group; and R.sub.1 and R.sub.2 represent a lower alkyl or benzyl group. The pyrazolidine derivative above mentioned, as a radical scavenger, has antioxidant effect and lipid peroxidation inhibitory activity so as to be available for inhibiting brain infarction or brain edema.

  根据本发明，吡唑啉衍生物或其盐由以下化学式1表示：##STR1##其中A代表由--CH.sub.2 --，--CO--，--CS--，--CH.sub.2 CO--或--CH.dbd.CH--CO--表示的基团；B代表由--O--或--NH--表示的基团；n为1或2的整数；R代表烯基基团；R.sub.1和R.sub.2代表较低的烷基或苄基基团。上述吡唑啉衍生物作为自由基清除剂具有抗氧化作用和抑制脂质过氧化活性，可用于抑制脑梗死或脑水肿。
• [EN] SKIN PIGMENTATION MODIFIERS TO DARKEN OR LIGHTEN THE SKIN<br/>[FR] AGENTS DE MODIFICATION DE LA PIGMENTATION DE LA PEAU EN VUE DE L'ASSOMBRIR OU DE L'ÉCLAIRCIR
  申请人：AFFICHEM

  公开号：WO2016193220A1

  公开（公告）日：2016-12-08

  The present invention relates to a method for changing the pigmentation of a skin, a mucous membrane or hair with a compound of general formula (I), a cosmetic use of said compound of general formula (I), to cosmetic compositions comprising said compound of general formula (I), and to new depigmenting agents.

  本发明涉及一种改变皮肤、粘膜或头发色素的方法，使用一般式(I)的化合物，以及所述一般式(I)的化合物的化妆用途，包括所述一般式(I)的化合物的化妆组合物，以及新的脱色剂。
• Discovery and development of CPL207280 as new GPR40/FFA1 agonist
  作者：Mateusz Mach、Katarzyna Bazydło-Guzenda、Paweł Buda、Mikołaj Matłoka、Radosław Dzida、Filip Stelmach、Kinga Gałązka、Małgorzata Wąsińska-Kałwa、Damian Smuga、Dagmara Hołowińska、Urszula Dawid、Lidia Gurba-Bryśkiewicz、Krzysztof Wiśniewski、Krzysztof Dubiel、Jerzy Pieczykolan、Maciej Wieczorek

  DOI：10.1016/j.ejmech.2021.113810

  日期：2021.12

  unique mechanism that limits the possibility of hypoglycemia, the free fatty acid receptor (FFA1) is an attractive target for the treatment of type 2 diabetes. So far, however, none of the promising agonists have been able to enter the market. The most advanced clinical candidate, TAK-875, was withdrawn from phase III clinical trials due to liver safety issues. In this article, we describe the key aspects

  由于限制低血糖可能性的独特机制，游离脂肪酸受体 (FFA1) 是治疗 2 型糖尿病的有吸引力的靶标。然而，到目前为止，没有一个有前途的激动剂能够进入市场。由于肝脏安全问题，最先进的临床候选药物 TAK-875 退出了 III 期临床试验。在本文中，我们描述了导致发现 CPL207280 ( 13 ) 的关键方面，其设计侧重于长期安全性。引入小的、受自然启发的无环结构片段导致化合物具有保留的高效力和令人满意的药代动力学特征。优化的合成和放大提供了稳定的固体形式的 CPL207280-51 ( 45) 具有毒理学研究和正在进行的临床试验所需的特性。
• Pyrazolidine derivative, radical scavenger, brain-infarction depressant, and brain-edema depressant
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0736526A1

  公开（公告）日：1996-10-09

  A pyrazolidine derivative or a salt thereof in accordance with the present invention is expressed by the following formula 1: wherein A represents a group expressed by - CH2-, -CO-, -CS-, -CH2CO-, or -CH=CH-CO-; B represents a group expressed by -O- or -NH-; n is an integer of 1 or 2; R represents an alkenyl group; and R1 and R2 represent a lower alkyl or benzyl group. The pyrazolidine derivative above mentioned, as a radical scavenger, has antioxidant effect and lipid peroxidation inhibitory activity so as to be available for inhibiting brain infarction or brain edema.

  符合本发明的吡唑烷衍生物或其盐由下式 1 表示： 其中 A 代表由-CH2-、-CO-、-CS-、-CH2CO-或-CH=CH-CO-表示的基团；B 代表由-O-或-NH-表示的基团；n 是 1 或 2 的整数；R 代表烯基；R1 和 R2 代表低级烷基或苄基。 上述吡唑烷衍生物作为自由基清除剂，具有抗氧化作用和抑制脂质过氧化活性，可用于抑制脑梗塞或脑水肿。
• DEPIGMENTING AGENTS TO LIGHTEN THE SKIN
  申请人：Affichem

  公开号：EP3097904A1

  公开（公告）日：2016-11-30

  The present invention relates to a method for lightening a skin or a mucous membrane with a depigmenting agent, a cosmetic use of said depigmenting agent, to cosmetic compositions comprising said agent, and to new depigmenting agents.

  本发明涉及一种使用脱色剂淡化皮肤或粘膜的方法、所述脱色剂的化妆品用途、包含所述脱色剂的化妆品组合物以及新型脱色剂。