2-羟基甲基丙烯酸[(3aR,9abeta,9balpha)-十氢-5abeta-乙烯基-3,9-二(亚甲基)-2,8-二氧代-2H-呋喃并[2,3-f][2]苯并吡喃-4beta-基]酯 | 21871-10-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-羟基甲基丙烯酸[(3aR,9abeta,9balpha)-十氢-5abeta-乙烯基-3,9-二(亚甲基)-2,8-二氧代-2H-呋喃并[2,3-f][2]苯并吡喃-4beta-基]酯
• 英文名称: vernodalin
• 英文别名: [(3aR,4S,5aR,9aR,9bR)-5a-ethenyl-3,9-dimethylidene-2,8-dioxo-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromen-4-yl] 2-(hydroxymethyl)prop-2-enoate
• CAS: 21871-10-3
• 化学式: C₁₉H₂₀O₇
• 分子量: 360.364
• InChiKey: ZSXNBLOPYIJLQV-WSVVRNJXSA-N

物化性质

• 沸点：
  599.2±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-羟基甲基丙烯酸[(3aR,9abeta,9balpha)-十氢-5abeta-乙烯基-3,9-二(亚甲基)-2,8-二氧代-2H-呋喃并[2,3-f][2]苯并吡喃-4beta-基]酯 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 0.17h， 生成 1,2,4,15,11,13,2',3'-Octahydrovernodalin
  参考文献：
  名称：

  Antitumoral and Antimicrobial Activities of Bitter Sesquiterpene Lactones ofVernonia amygdalina, a Possible Medicinal Plant Used by Wild Chimpanzees

  摘要：

  DOI：

  10.1271/bbb.57.833

文献信息

• Method and preparation for the delivery of selective small molecule phytochemical based and pharmacologically active media through a cell membrane to enhance food groups for health protection and benefits
  申请人：Saha Anuj K

  公开号：US11053471B1

  公开（公告）日：2021-07-06

  The method and preparation for the delivery of selective small molecule phytochemical based and pharmacologically active media through a cell membrane to enhance food groups for health protection and benefits is a method of selectively delivering a pharmacologically active small molecule phytochemical (referred to as a selective small molecule P and P active media) to specifically targeted cells within a body. The method comprises attaching the pharmacologically active small molecule phytochemical to a nutrient. The nutrient is selected such that the nutrient is selectively brought into the targeted cells as part of the metabolic process. The selected nutrient brings the pharmacologically active small molecule phytochemical through a cell membrane with the selected nutrient.

  通过细胞膜递送基于选择性小分子植物化学物质和药理活性介质的方法和制剂，以增强食物组对健康的保护和益处，是一种将药理活性小分子植物化学物质（称为选择性小分子 P 和 P 活性介质）选择性地递送到体内特定目标细胞的方法。该方法包括将具有药理活性的小分子植物化学物质附着在营养物质上。营养物质经过选择，作为新陈代谢过程的一部分被有选择地带入目标细胞。所选的营养物质将药理活性小分子植物化学物质与所选的营养物质一起穿过细胞膜。
• New sesquiterpene lactones, vernonilides A and B, from the seeds of Vernonia anthelmintica in Uyghur and their antiproliferative activities
  作者：Takuya Ito、Simayijiang Aimaiti、Nwet Nwet Win、Takeshi Kodama、Hiroyuki Morita

  DOI：10.1016/j.bmcl.2016.06.009

  日期：2016.8

  A new guaianolide sesquiterpene lactone, vernonilide A (1), and a new elemanolide sesquiterpene lactone, vernonilide B (2), were isolated from the seeds of Vernonia anthelmintica, together with three known elemanolide sesquiterpene lactones (3-5). The structures of the isolated compounds were elucidated on the basis of physicochemical evidences. Compounds 1, 3, and 4 showed strong antiproliferative activities against three human cancer cell lines (A549, HeLa, and MDA-MB-231), with IC50 values ranging from 0.10 to 1.00 mu M. In addition, 5 exhibited significant antiproliferative activities against HeLa and MDA-MB-231 cells, with IC50 values ranging from 1.90 to 2.20 mu M. The antiproliferative activities of the acetyl derivatives 6 and 7 prepared from 4 and 3, respectively, against the three cell lines were 4-10-fold weaker than the original activities. (C) 2016 Elsevier Ltd. All rights reserved.