(E)-2-hydroxy-6-styrylbenzoic acid | 76678-85-8

• 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: (E)-2-hydroxy-6-styrylbenzoic acid
• 英文别名: 2-hydroxy-6-[(E)-2-phenylethenyl]benzoic acid
• CAS: 76678-85-8
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: YZDMGNJPLDORQM-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-hydroxy-6-styrylbenzoic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 2-hydroxy-6-phenethylbenzoic acid
  参考文献：
  名称：

  혈관신생- 및/또는 림프관신생-관련 질환을 치료하기 위한 SOX18 단백질 활성의 억제제

  摘要：

  SOX18的蛋白质活性抑制的化合物的化学式，显示了对SOX18结合DNA和/或特定蛋白质配体的能力的功效。此外，本申请还提供了治疗癌症转移和血管瘤等血管新生和/或淋巴管新生相关疾病、障碍或状态的方法。

  公开号：

  KR20190105018A
• 作为产物：
  描述：

  (3-acetyloxy-2-ethoxycarbonylbenzyl)-triphenylphosphonium bromide 在 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 (E)-2-hydroxy-6-styrylbenzoic acid
  参考文献：
  名称：

  Synthesis of Ginkgolic Acid Analogues and Evaluation of Their Molluscicidal Activity

  摘要：

  基于从银杏叶中分离得到的银杏酸（GAs）的杀螺活性，制备了一系列GAs类似物的Z/E异构体，并评估了它们对中间宿主钉螺（Oncomelania hupensis）的杀螺活性。结果及结构-活性关系分析表明，E-异构体显示出比其Z-异构体更好的杀螺活性。随着烯烃链长度的缩短，杀螺活性下降。

  DOI：

  10.3390/molecules16054059

文献信息

• Ru(II)-Catalyzed Oxidative <i>Heck</i>-Type Olefination of Aromatic Carboxylic Acids with Styrenes through Carboxylate-Assisted C–H Bond Activation
  作者：Suman Dana、Anup Mandal、Harekrishna Sahoo、Sumitava Mallik、Gowri Sankar Grandhi、Mahiuddin Baidya

  DOI：10.1021/acs.orglett.7b03852

  日期：2018.2.2

  A straightforward synthesis of 2-styrylbenzoic acids from aryl carboxylic acids is disclosed through a carboxylate-assisted coupling under Ru(II) catalysis. This protocol is simple and exhibits broad scope with high tolerance of common organic functional groups, providing good to excellent yields of diverse olefinated products. The efficacy of this protocol has been showcased through sequential syntheses

  通过Ru（II）催化下的羧酸盐辅助偶联，公开了由芳基羧酸直接合成2-苯乙烯基苯甲酸的方法。该方案简单易行，具有广泛的应用范围，对常见的有机官能团具有较高的耐受性，可提供多种多样的烯烃化产物良好的收率。该协议的功效已通过异色蒽酮，异香豆素的顺序合成以及以高收率正式合成的漆树酸衍生物得到了证明。
• INHIBITORS OF SOX18 PROTEIN ACTIVITY FOR TREATING ANGIOGENESIS-AND/OR LYMPHANGIOGENESIS-RELATED DISEASES
  申请人：The University of Queensland

  公开号：US20190337880A1

  公开（公告）日：2019-11-07

  Disclosed are compounds of a formula provided herein that show efficacy in the inhibition of SOX18 protein activity, and in particular with respect to the ability of SOX18 to bind DNA and/or particular protein partners. Further, methods of treating angiogenesis- and/or lymphangiogenesis-related diseases, disorders or conditions, such as cancer metastasis and vascular cancers, are provided herein.

  本文提供了一种公式的化合物，显示出对SOX18蛋白活性的抑制效果，特别是与SOX18结合DNA和/或特定蛋白伙伴的能力。此外，本文还提供了治疗与血管生成和/或淋巴管生成相关的疾病、疾病或症状的方法，如癌症转移和血管癌。
• [EN] ANTIVIRAL SOX INHIBITORS<br/>[FR] INHIBITEURS DE SOX ANTIVIRAUX
  申请人：GERTRUDE BIOMEDICAL PTY LTD

  公开号：WO2022040719A1

  公开（公告）日：2022-03-03

  The present disclosure generally relates to antiviral compounds for use in treatment of viral associated diseases or conditions. The present disclosure also relates to processes for preparing the antiviral compounds, and uses or methods of treatment of viral associated diseases or conditions comprising the antiviral compounds. The present disclosure also provides antiviral compounds as inhibitors of SOX family transcription factors, and in particular 5 SOX18 transcription factor. In particular, the antiviral compounds are based on a biaryl benzoic acid scaffold according to Formula 1 as described herein.

  本公开涉及抗病毒化合物，用于治疗病毒相关疾病或病况。本公开还涉及制备抗病毒化合物的过程，以及包括抗病毒化合物的病毒相关疾病或病况的治疗用途或方法。本公开还提供抗病毒化合物作为SOX家族转录因子的抑制剂，特别是5个SOX18转录因子。特别地，抗病毒化合物基于如下公式1所述的双芳基苯甲酸骨架。
• Takeuchi, Naoki; Tobinaga, Seisho, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 10, p. 3007 - 3012
  作者：Takeuchi, Naoki、Tobinaga, Seisho

  DOI：——

  日期：——
• Synthesis of Ginkgolic Acid Analogues and Evaluation of Their Molluscicidal Activity
  作者：Peng Zhang、Jiahu Pan、Wanxing Duan、Xuedong Li、Yao Zhang、Yibiao Zhou、Qingwu Jiang、Zuohua Mao、Peizhong Yu

  DOI：10.3390/molecules16054059

  日期：——

  Based on the molluscicidal activity of ginkgolic acids (GAs) isolated from Ginkgo biloba L, a series of Z/E isomers of GA analogues were prepared and evaluated for their molluscicidal activities against the host snail Oncomelania hupensis. The results and analysis of the structure-activity relationship revealed that the E-isomers showed better molluscicidal activities than their Z-isomers. Molluscicidal activities decreased with the shortening of the alkenyl chain lengths.

  基于从银杏叶中分离得到的银杏酸（GAs）的杀螺活性，制备了一系列GAs类似物的Z/E异构体，并评估了它们对中间宿主钉螺（Oncomelania hupensis）的杀螺活性。结果及结构-活性关系分析表明，E-异构体显示出比其Z-异构体更好的杀螺活性。随着烯烃链长度的缩短，杀螺活性下降。