Glycyrin-permethyl-aether | 66056-33-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: Glycyrin-permethyl-aether
• 英文别名: Glycycoumarin trimethylether；3-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-chromen-2-one；3-(2,4-Dimethoxyphenyl)-5,7-dimethoxy-6-(3-methylbut-2-enyl)chromen-2-one
• CAS: 66056-33-5
• 化学式: C₂₄H₂₆O₆
• 分子量: 410.467
• InChiKey: CVRRHSSOXTVUSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甘草香豆素 、 重氮甲烷 生成 Glycyrin-permethyl-aether
  参考文献：
  名称：

  甘草的抗氧化剂和抗菌成分：一种新的苯并呋喃衍生物的分离和结构解析。

  摘要：

  A new 2-arylbenzofuran derivative named licocoumarone (IIa) was isolated from commercially available xibei licorice (seihoku kanzo) along with a known 3-arylcoumarin derivative, glycycoumarin (Ia), and the structure of IIa was elucidated as 2-(2, 4-dihydroxyphenyl)-6-hydroxy-4-methoxy-5-(3-methyl-2-butenyl)coumarone on the basis of spectroscopic and chemical studies. Both Ia and IIa exhibited antimicrobial activities, whereas only IIa had antioxidant activity.

  DOI：

  10.1248/cpb.36.3474

文献信息

• Prenylflavonoids from Glycyrrhiza uralensis and their protein tyrosine phosphatase-1B inhibitory activities
  作者：Songpei Li、Wei Li、Yinghua Wang、Yoshihisa Asada、Kazuo Koike

  DOI：10.1016/j.bmcl.2010.07.110

  日期：2010.9

  Two new 2-arylbenzofurans, glycybenzofuran (1) and cyclolicocoumarone (2), together with 10 known flavonoids including licocoumarone (3), glycyrrhisoflavone (4), glisoflavone (5), cycloglycyrrhisoflavone (6), isoliquiritigenin (7), licoflavone A (8), apigenin (9), isokaempferide (10), glycycoumarin (11), and isoglycycoumarin (12), were isolated from the roots of Glycyrrhiza uralensis and their structures were determined by extensive spectroscopic analyses. Compounds 1 and 5 showed significant protein tyrosine phosphatase-1B (PTP1B) inhibitory activity in vitro with the IC50 values of 25.5 and 27.9 mu M, respectively. The structure-activity relationship indicated that the presence of prenyl group and ortho-hydroxy group is important for exhibiting the activity. Kinetic analysis indicated that compound 1 inhibits PTP1B by a competitive mode, whereas compound 5 by a mixed mode. (c) 2010 Elsevier Ltd. All rights reserved.
• DEMIZU, SACHIO;KAJIYAMA, KIICHIRO;TAKAHASHI, KUNIO;HIRAGA, YUKIO;YAMAMOTO+, CHEM. AND PHARM. BULL., 36,(1988) N 9, C. 3474-3479
  作者：DEMIZU, SACHIO、KAJIYAMA, KIICHIRO、TAKAHASHI, KUNIO、HIRAGA, YUKIO、YAMAMOTO+

  DOI：——

  日期：——
• Antioxidant and antimicrobial constituents of licorice: Isolation and structure elucidation of a new benzofuran derivative.
  作者：SACHIO DEMIZU、KIICHIRO KAJIYAMA、KUNIO TAKAHASHI、YUKIO HIRAGA、SUSUMU YAMAMOTO、YUKIYOSHI TAMURA、KENZO OKADA、TAKESHI KINOSHITA

  DOI：10.1248/cpb.36.3474

  日期：——

  A new 2-arylbenzofuran derivative named licocoumarone (IIa) was isolated from commercially available xibei licorice (seihoku kanzo) along with a known 3-arylcoumarin derivative, glycycoumarin (Ia), and the structure of IIa was elucidated as 2-(2, 4-dihydroxyphenyl)-6-hydroxy-4-methoxy-5-(3-methyl-2-butenyl)coumarone on the basis of spectroscopic and chemical studies. Both Ia and IIa exhibited antimicrobial activities, whereas only IIa had antioxidant activity.