光甘草素 | 60008-03-9

• 物质功能分类: 生物化工 - 中草药成分
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 中文名称: 光甘草素
• 英文名称: glabrene
• 英文别名: 8-(7-hydroxy-2H-chromen-3-yl)-2,2-dimethylchromen-5-ol
• CAS: 60008-03-9
• 化学式: C₂₀H₁₈O₄
• 分子量: 322.361
• InChiKey: NGGYSPUAKQMTNP-UHFFFAOYSA-N

物化性质

• 沸点：
  536.3±50.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜
• 物理描述：
  Solid
• 熔点：
  200-203°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2905399090

制备方法与用途

概述

光甘草素又名光果甘草素，是豆科植物光甘草根的主要有效成分。它是一种淡黄色粉末，不溶于水，但可溶于甲醇、乙醇和乙醚。现代研究表明，光甘草素具有清除超氧离子、抑制酪氨酸酶及类雌激素样作用等多种药理活性。尽管目前尚未有文献报道光甘草素具有显著的抗癌效果。

作用

光甘草素能够抑制HepaRG和Caco2细胞增殖，其机制可能与其诱导细胞凋亡及G2/M期阻滞有关。

生物活性

Glabrene 是一种异黄酮类化合物，来源于甘草根部，具有类似雌激素的生物活性。研究表明，Glabrene 对酪氨酸酶有抑制作用，IC50值为3.5 μM。

靶点

• IC50: 3.5 μM (Tyrosinase)

反应信息

• 作为反应物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 光甘草素 在 glycosyltransferase 1 from Mucor hiemalis 、 calcium chloride 作用下， 反应 4.0h， 以6%的产率得到
  参考文献：
  名称：

  毛霉菌的真菌糖基转移酶催化的酚类化合物的区域和立体特异性O-糖基化

  摘要：

  糖基化的小分子通常具有生物活性，主要通过微生物的生物转化（尤其是真菌）获得。但是，丝状真菌中尚未发现负责任的糖基化基因/酶。我们在这里报告的第一个鉴定的酚糖基转移酶MhGT1来自毛藻。以中国传统中草药中的酚类为底物，探索了新型酚O-糖基转移酶的底物混杂性。MhGT1具有针对区域和立体定向O的强大功能用尿苷二磷酸（UDP）葡萄糖作为糖供体对72种结构多样的药物样支架和固醇进行糖基化。前所未有地，MhGT1对异戊烯基酚显示出更高的区域特异性和活性，而对非异戊烯基化类似物而言。MhGT1的计算模型发现了酶的N端截短的结构域，该结构域由疏水性和带电荷的氨基酸残基组成，这有助于宽泛的底物范围和对异戊二烯基化合物的区域特异性。我们的发现扩展了获得新糖基转移酶的方法，并在药物发现中有效地应用了酶法来获得糖基化化合物。

  DOI：

  10.1002/adsc.201601317

文献信息

• Manufacturing process of isoflavan or isoflavene derivatives
  申请人：Yoo Sang-Ku

  公开号：US20070037874A1

  公开（公告）日：2007-02-15

  The present invention relates to a method of synthesizing isoflavan and isoflavene derivatives of the Formula 1, which have the biological efficacy of antioxidation and protection against ultraviolet light. The method is effective and suitable for a mass production of isoflavan and isoflavene derivatives, which is a more convenient alternative preparation method compared to the isolation method by the extraction of plants, such as licorice, via troublesome preparative processes.

  本发明涉及一种合成公式1中的异黄酮和异黄烯衍生物的方法，其具有抗氧化和保护紫外线的生物效力。该方法有效且适用于异黄酮和异黄烯衍生物的大规模生产，相对于通过提取植物（如甘草）的分离方法而言，是一种更为方便的替代制备方法，而后者需要繁琐的制备过程。
• Processed fat composition for preventing/ameliorating lifestyle-related diseases
  申请人：Arai Naoki

  公开号：US20070098761A1

  公开（公告）日：2007-05-03

  The object of the invention is to provide a composition for prevention and/or amelioration of life-style related disease, and/or a composition for inhibition and/or amelioration of increase in body weight, comprising at least one compound selected from the group consisting of glabrene, glabridin, glabrol, 3′-hydroxy-4′-O-methylglabridin, 4′-O-methylglabridin and hyspaglabridin B as compounds having a PPAR ligand activity effective in amelioration of insulin resistance and in prevention and/or amelioration of life-style related diseases such as visceral fat obesity, type 2 diabetes, hyperlipemia and hypertension, which can be utilized in food and drink such as health food and health functional food (food for specified uses and food with nutrient function), pharmaceutical preparations, non-pharmaceutical preparations, cosmetics etc. At least one compound selected from the group consisting of glabrene, glabridin, glabrol, 3′-hydroxy-4′-O-methylglabridin, 4′-O-methylglabridin and hyspaglabridin B is dissolved in medium-chain fatty acid triglycerides and/or partial glycerides, whereby the stability of the compound(s) is improved and the processability thereof into food and drink, pharmaceutical preparations, non-pharmaceutical preparations, cosmetics etc. is also improved.
• OIL/FAT-CONTAINING COMPOSITION FOR SUPPRESSION OF CARCINOGENESIS
  申请人：Kitano Mitsuaki

  公开号：US20090041876A1

  公开（公告）日：2009-02-12

  The present invention relates to an oil/fat-containing composition for suppressing carcinogenesis, the composition including a solution produced by bringing a hydrophobic extract of licorice, which has been produced by bringing licorice into contact with an alcohol, into contact with an oil/fat. According to the present invention, there are provided an oil/fat-containing composition for prevention or treatment of the cancer, which can act through oral administration, and can be safely ingested on a day-to-day basis, pharmaceuticals and foods containing the oil/fat-containing composition.
• PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR LIGAND AND PROCESS FOR PRODUCING THE SAME
  申请人：MAE Tatsumasa

  公开号：US20090036519A1

  公开（公告）日：2009-02-05

  The present invention easily and efficiently provides a peroxisome proliferator-activated receptor ligand, and a composition for amelioration of insulin resistance or for prevention and/or amelioration of the insulin resistance syndrome containing the same, as an active ingredient. The present invention relates to a peroxisome proliferator-activated receptor ligand which comprises a prenylflavonoid, a chalcone derivative exclusive of prenylflavonoids, a flavonol derivative exclusive of prenylflavonoids, and a salt, a glycoside and/or an esterified substance thereof acceptable as a pharmaceutical preparation or a food or a beverage; a composition containing the above ligand; a plant-derived extract containing the above ligand; and a process for producing the above extract.
• US7524975B2
  申请人：——

  公开号：US7524975B2

  公开（公告）日：2009-04-28