3,5-dimethoxy-4-hydroxybibenzyl | 133462-69-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,5-dimethoxy-4-hydroxybibenzyl
• 英文别名: 2,6-Dimethoxy-4-phenethylphenol；2,6-Dimethoxy-4-(2-phenylethyl)phenol
• CAS: 133462-69-8
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: KYGIHYMECFBQMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-phenyl-1-(3,4,5-trimethoxyphenyl)ethanol 在 palladium on activated charcoal 氢气 、 乙硫醇钠 作用下， 以 溶剂黄146 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 3,5-dimethoxy-4-hydroxybibenzyl
  参考文献：
  名称：

  来自地草 Radula perrottetii 和 Radula complanata 的异戊二烯联苯

  摘要：

  摘要 从苔草中分离出一种新的二氢苯并呋喃和一种新的色烯衍生物，以及已知的 3,5-二羟基-2-(3-甲基-2-丁烯基)联苄基、2(R)-2-异丙烯基- 6,7-二羟基-4-(2-苯乙基)二氢苯并呋喃, 2,2-二甲基-7-羟基-5-(2-苯乙基)色烯, 3,5-二羟基-6-碳甲氧基-2-(3 -methyl-2-butenyl)bibenzyl, 三双 (bibenzyl) 和 perrottetins E、F 和 G。 新化合物的结构已表征为 2( R )-2-isopropenyl-6-hydroxy-4-(2-苯乙基)二氢苯并呋喃和2,2-二甲基-7,8-二羟基-5-(2-苯乙基)色烯通过1 H和13 C NMR谱分析合成。先前报道的查耳酮和三个异戊二烯基联苄、perrottetins A、B 和 C 以及其他两个联苄的结构，从 R 中分离出来。perrottetii 通过分析其 1

  DOI：

  10.1016/0031-9422(91)84130-k

文献信息

• Design, synthesis and antitumour and anti-angiogenesis evaluation of 22 moscatilin derivatives
  作者：Li Guan、Junting Zhou、Qinghua Lin、Huilin Zhu、Wenyuan Liu、Baolin Liu、Yanbo Zhang、Jie Zhang、Jing Gao、Feng Feng、Wei Qu

  DOI：10.1016/j.bmc.2019.04.027

  日期：2019.6

  Two series of moscatilin derivatives were designed, synthesized and evaluated as anti-tumor and anti-angiogenesis agents. Most of these compounds showed moderate-to-obvious cytotoxicity against five cancer cell lines (A549, HepG2, MDA-MB-231, MKN-45, HCT116). Among these cell lines, compounds had obvious effects on HCT116. Especially for 8Ae, the IC50 was low to 0.25 mu M. 8Ae can inhibit the viability and induce the apoptosis of HCT116 cells but exhibit no cytotoxic activity in noncancerous NCM460 colon cells. 8Ae can also arrest the G2/M cell cycle in HCT116 cells by inhibiting the alpha-tubulin expression. Zebrafish bioassay-guided screen showed the 22 moscatilin derivatives had potent anti-angiogenic activities and compound 8Ae had better activities than positive compound. Molecular docking indicated 8Ae interacted with tubulin at the affinity of -7.2 Kcal/mol. In conclusion, compound 8Ae was a potential antitumor and anti-angiogenesis candidate for further development.
• ASAKAWA, YOSHINORI;HASHIMOTO, TOSHIHIRO;TAKIKAWA, KEIKO;TORI, MOTOO;OGAWA+, PHYTOCHEMISTRY, 30,(1991) N, C. 235-251
  作者：ASAKAWA, YOSHINORI、HASHIMOTO, TOSHIHIRO、TAKIKAWA, KEIKO、TORI, MOTOO、OGAWA+

  DOI：——

  日期：——