(E)-5-(4-hydroxystyryl)-2-iodobenzene-1,3-diol

• 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: (E)-5-(4-hydroxystyryl)-2-iodobenzene-1,3-diol
• 英文别名: 5-(4-hydroxystyryl)-2-iodobenzene-1,3-diol；iodoresveratrol；5-[(E)-2-(4-hydroxyphenyl)ethenyl]-2-iodobenzene-1,3-diol
• 化学式: C₁₄H₁₁IO₃
• 分子量: 354.144
• InChiKey: ZUWRAORRDMOPTP-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  白藜芦醇 在 过氧乙酸 、 磷酸 、 sodium iodide 、 sodium hydroxide 、 碳酸氢钠 、 sodium hydrogensulfite 作用下， 以 甲醇 、 水 为溶剂， 反应 0.66h， 以60%的产率得到(E)-5-(4-hydroxystyryl)-2-iodobenzene-1,3-diol
  参考文献：
  名称：

  Radiosynthesis and Biodistribution of an¹²⁵I-labeled Resveratrol Derivative

  摘要：

  合成了$^{125}I$标记的白藜芦醇衍生物1。将其通过反相HPLC纯化。产品放射化学纯度大于98%，收率35%（衰变校正）。研究了其在荷瘤小鼠中的生物分布。结果显示，放射性最高的部位是肠和胃。生物分布曲线表明化合物 1 可以有效地用作肠胃成像探针。

  DOI：

  10.5012/bkcs.2012.33.2.489

文献信息

• Syntheses and radical scavenging activities of resveratrol derivatives
  作者：Hyun Jung Lee、Jai Woong Seo、Bong Ho Lee、Kyoo-Hyun Chung、Dae Yoon Chi

  DOI：10.1016/j.bmcl.2003.10.038

  日期：2004.1

  Nine new resveratrol derivatives, having bromo, iodo, and fluoroethyl groups, were designed and synthesized. All compounds having free phenol groups showed good free radical scavenging activity. Among them, 2-bromoresveratrol 19 has a similar free radical scavenging activity to (+)-catechin.

  设计并合成了九种具有溴，碘和氟乙基的新白藜芦醇衍生物。所有具有游离酚基的化合物都表现出良好的自由基清除活性。其中2-溴香藜芦醇19具有与（+）-儿茶素类似的自由基清除活性。
• Mild Arming and Derivatization of Natural Products via an In(OTf)₃-Catalyzed Arene Iodination
  作者：Cong-Ying Zhou、Jing Li、Satyamaheshwar Peddibhotla、Daniel Romo

  DOI：10.1021/ol100587j

  日期：2010.5.7

  Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)(3) at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.
• Radiosynthesis and Biodistribution of an¹²⁵I-labeled Resveratrol Derivative
  作者：Sung-Kew Kim、Woong-San Lee、Sang-Jin Han、Eun-Jung Kim、Mohammed I. El-Gamal、Byoung-Soo Kim、Tae-Hyun Choi、Chang-Woon Choi、In-Hye Ham、Chang-Hyun Oh、Ho-Young Choi、Jung-Hyuck Cho

  DOI：10.5012/bkcs.2012.33.2.489

  日期：2012.2.20

  An $^125}I$-labeled resveratrol derivative 1 was synthesized. It was purified by reverse phase HPLC. Radiochemical purity of the product was more than 98%, and the yield was 35% (decay-corrected). Its biodistribution in tumorbearing mice was studied. The results showed that the highest radioactivity was located in intestine and stomach. The biodistribution profile suggests that compound 1 can be effectively used as a promising imaging probe for intestine and stomach.

  合成了$^125}I$标记的白藜芦醇衍生物1。将其通过反相HPLC纯化。产品放射化学纯度大于98%，收率35%（衰变校正）。研究了其在荷瘤小鼠中的生物分布。结果显示，放射性最高的部位是肠和胃。生物分布曲线表明化合物 1 可以有效地用作肠胃成像探针。