viridoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: viridoside
• 英文别名: 2-(4-methoxyphenyl)ethyl β-D-glucopyranoside；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-methoxyphenethoxy)-tetrahydro-2H-pyran-3,4,5-triol；2-(p-Methoxyphenyl)ethyl beta-d-glucopyranoside；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[2-(4-methoxyphenyl)ethoxy]oxane-3,4,5-triol
• 化学式: C₁₅H₂₂O₇
• 分子量: 314.335
• InChiKey: PPMFGYVKUDCWRQ-UXXRCYHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  109
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  viridoside 、 乙酸酐 生成 2,3,4,6-tetra-O-acetyl-1-O-(4-methoxy-phenethyl)-β-D-glucopyranoside
  参考文献：
  名称：

  GOLOVINA, L. A.;NIKONOV, G. K., IZV. AN KAZSSR. CEP. XIM.,(1988) N 1, 75-78

  摘要：

  DOI：
• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 以296 mg的产率得到viridoside
  参考文献：
  名称：

  Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00947

文献信息

• GLYCOSIDE COMPOUND AND PREPARATION METHOD THEREFOR, COMPOSITION, APPLICATION, AND INTERMEDIATE
  申请人：SHANGHAI HUTCHISON PHARMACEUTICALS LIMITED

  公开号：US20210115082A1

  公开（公告）日：2021-04-22

  The present invention discloses a glycoside compound represented by Formula III, and a preparation method, a composition, use and an intermediate thereof. The glycoside compound provided in the present invention has simple preparation method, can significantly increase the expression of VEGF-A mRNA, and is effective in promoting the angiogenesis. This provides a reliable guarantee for the development of drugs with pro-angiogenic activity for treating cerebral infarction cerebral stroke, myocardial infarction, and ischemic microcirculatory disturbance of lower limbs.

  本发明公开了一种由III式表示的糖苷化合物，以及其制备方法、组合物、用途和中间体。本发明提供的糖苷化合物具有简单的制备方法，可以显著增加VEGF-A mRNA的表达，并且在促进血管生成方面具有有效性。这为开发具有促血管生成活性的药物治疗脑梗死、脑卒中、心肌梗死和下肢缺血微循环障碍提供了可靠的保证。
• Glycoside compound and preparation method therefor, composition, application, and intermediate
  申请人：SHANGHAI HUTCHISON PHARMACEUTICALS LIMITED

  公开号：US11325937B2

  公开（公告）日：2022-05-10

  The present invention discloses a glycoside compound represented by Formula III, and a preparation method, a composition, use and an intermediate thereof. The glycoside compound provided in the present invention has simple preparation method, can significantly increase the expression of VEGF-A mRNA, and is effective in promoting the angiogenesis. This provides a reliable guarantee for the development of drugs with pro-angiogenic activity for treating cerebral infarction cerebral stroke, myocardial infarction, and ischemic microcirculatory disturbance of lower limbs.

  本发明公开了一种由式 III 表示的糖苷化合物及其制备方法、组合物、用途和中间体。本发明提供的苷类化合物制备方法简单，能显著提高血管内皮生长因子-A mRNA的表达，有效促进血管生成。这为开发治疗脑梗塞脑中风、心肌梗塞、下肢缺血性微循环障碍等具有促血管生成活性的药物提供了可靠保证。
• Synthesis and bioactivity evaluation of mirror isomer salidroside derivatives as potent antioxidant and anti-inflammatory agents
  作者：Zipeng Li、Ao Sun、Xin Wang、Munila Abulimiti、Zhongtang Li、Zhongjun Li

  DOI：10.1016/j.carres.2024.109174

  日期：2024.8

  A series of derivatives of salidroside with mirror isomer glucose and different phenyl moieties were synthesized by Schmidt glycosylation in satisfactory yields, and their antioxidant and anti-inflammatory activities were evaluated by using LPS-induced RAW264.7 cells. One of the synthesized derivatives , bearing ʟ-glycosyl and -OMe modification at the phenyl ring, exhibited high activity in inhibiting

  通过Schmidt糖基化合成了一系列具有镜像异构体葡萄糖和不同苯基部分的红景天苷衍生物，收率令人满意，并利用LPS诱导的RAW264.7细胞评价了它们的抗氧化和抗炎活性。其中一种合成的衍生物在苯环上带有ʟ-糖基和-OMe修饰，与现有的相比，在抑制促炎细胞因子和氧化应激生物标志物MDA的产生以及增强SOD酶活性方面表现出较高的活性。天然产物及其相应的ᴅ-对映体。进一步的蛋白质组分析表明，它通过代谢重编程发挥其抗炎活性。活性表明它是一种有效的抗氧化剂和抗炎剂。我们的发现表明，β-葡萄糖衍生的红景天苷可能是开发作为治疗剂的红景天苷衍生物的有前途的先导化合物。