(4-乙酰氧基-9,10-二氧代蒽-1-基)乙酸酯 | 2289-36-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: (4-乙酰氧基-9,10-二氧代蒽-1-基)乙酸酯
• 英文名称: 1,4-diacetoxy-9,10-anthraquinone
• 英文别名: 1,4-Diacetoxy-anthrachinon；quinizarin diacetate；1,4-Diacetoxy-9,10-anthrachinon；9,10-Anthracenedione, 1,4-bis(acetyloxy)-；(4-acetyloxy-9,10-dioxoanthracen-1-yl) acetate
• CAS: 2289-36-3
• 化学式: C₁₈H₁₂O₆
• mdl: MFCD00382656
• 分子量: 324.29
• InChiKey: RLHYRFVLZOSXDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2915390090

反应信息

• 作为反应物：
  描述：

  (4-乙酰氧基-9,10-二氧代蒽-1-基)乙酸酯 在 盐酸 、 sodium dithionite 、 硫酸 、 三氯化铁 、 溶剂黄146 作用下， 生成 9-羟基蒽-1,4-二酮
  参考文献：
  名称：

  Zahn, Chemische Berichte, 1934, vol. 67, p. 2063,2071

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二乙酰氧基蒽 在 铬酸 、 溶剂黄146 作用下， 生成 (4-乙酰氧基-9,10-二氧代蒽-1-基)乙酸酯
  参考文献：
  名称：

  Haslinger, Chemische Berichte, 1906, vol. 39, p. 3537

  摘要：

  DOI：

文献信息

• Synthesis of New Cytotoxic Aminoanthraquinone Derivatives via Nucleophilic Substitution Reactions
  作者：Siti Nor、Mohd Sukari、Saripah Azziz、Wong Fah、Hasimah Alimon、Siti Juhan

  DOI：10.3390/molecules18078046

  日期：——

  Aminoanthraquinones were successfully synthesized via two reaction steps. 1,4-Dihydroxyanthraquinone (1) was first subjected to methylation, reduction and acylation to give an excellent yield of anthracene-1,4-dione (3), 1,4-dimethoxyanthracene-9,10-dione (5) and 9,10-dioxo-9,10-dihydroanthracene-1,4-diyl diacetate (7). Treatment of 1, 3, 5 and 7 with BuNH2 in the presence of PhI(OAc)2 as catalyst produced seven aminoanthraquinone derivatives 1a, b, 3a, and 5a–d. Amination of 3 and 5 afforded three new aminoanthraquinones, namely 2-(butylamino)anthracene-1,4-dione (3a), 2-(butylamino)anthracene-9,10-dione (5a) and 2,3-(dibutylamino)anthracene-9,10-dione (5b). All newly synthesised aminoanthraquinones were examined for their cytotoxic activity against MCF-7 (estrogen receptor positive human breast) and Hep-G2 (human hepatocellular liver carcinoma) cancer cells using MTT assay. Aminoanthraquinones 3a, 5a and 5b exhibited strong cytotoxicity towards both cancer cell lines (IC50 1.1–13.0 µg/mL).

  通过两步反应步骤，成功合成了氨基蒽醌。首先将1,4-二羟基蒽醌（1）进行甲基化、还原和酰化，得到了高产率的蒽-1,4-二酮（3）、1,4-二甲氧基蒽-9,10-二酮（5）和9,10-二氧代-9,10-二氢蒽-1,4-二基二乙酸酯（7）。将1、3、5和7与BuNH2反应，在PhI(OAc)2催化剂存在下，生成了七个氨基蒽醌衍生物1a、b、3a和5a–d。对3和5的胺化反应得到了三个新的氨基蒽醌，即2-(正丁氨基)蒽-1,4-二酮（3a）、2-(正丁氨基)蒽-9,10-二酮（5a）和2,3-(二正丁氨基)蒽-9,10-二酮（5b）。所有新合成的氨基蒽醌都通过MTT assay检测了它们对MCF-7（雌激素受体阳性人乳腺癌）和Hep-G2（人肝细胞肝癌）癌细胞的细胞毒活性。氨基蒽醌3a、5a和5b对这两种癌细胞系表现出强烈的细胞毒性（IC50为1.1–13.0 µg/mL）。
• Monitoring the Activity of Immobilized Lipase with Quinizarin Diester Fluoro-Chromogenic Probe
  作者：Carolina Aparecida Sabatini、Denis Massucatto dos Santos、Sabrina Matos de Oliveira da Silva、Marcelo Henrique Gehlen

  DOI：10.3390/molecules22122136

  日期：——

  spectroscopic measurements and it follows a sigmoid curve from which the mean reaction time of the enzymatic process can be determined. This parameter indicates the enzyme activity of the immobilized lipase. Its dependency with the amount of lipase allowed the determination of the ratio of the catalytic rate and the Michaelis constant (kc/Km) and the experimental value found was (1.0 ± 0.1) × 10−2 mg−1/min

  Quinizarin 二酯用作分散在有机溶剂中的聚（甲基丙烯酸甲酯）珠（CALB，Novozym® 435）中支持的脂肪酶活性的荧光显色底物。quinizarin 的单酯和二酯都是非荧光物质，与酶产物 quinizarin 形成对比，后者在可见光区显示光吸收和强荧光信号。酶促转化是通过光谱测量完成的，它遵循 sigmoid 曲线，从中可以确定酶促过程的平均反应时间。该参数表示固定化脂肪酶的酶活性。它与脂肪酶量的相关性允许确定催化速率和米氏常数 (kc/Km) 的比率，发现的实验值为 (1.0 ± 0.
• System and method for electrochemical detection of biological compounds
  申请人：Althaus S. John

  公开号：US20060207891A1

  公开（公告）日：2006-09-21

  The present invention relates to an electrochemical method for detecting a target polynucleotide. An electrode comprising an electrode surface is provided. The electrode surface includes at least one probe molecule reverisbly immobilized with respect to the electrode surface. A first electrochemical signal indicative of an amount of probe molecule immobilized with respect to the electrode surface is obtained. The electrode surface is contacted with a liquid comprising the target polynucleotide. Upon the contacting step, at least some of the probe molecule immobilized with respect to the electrode surface dissociates therefrom. A second electrochemical signal indicative of an amount of probe molecule immobilized with respect to the electrode surface is obtained. The presence of the target polynucleotide is determined at least partially on the basis of the first and second electrochemical signals.

  本发明涉及一种检测目标多核苷酸的电化学方法。提供了一种包括电极表面的电极。电极表面包括至少一个相对于电极表面可逆固定的探针分子。可获得指示相对于电极表面固定的探针分子量的第一电化学信号。电极表面与含有目标多核苷酸的液体接触。在接触步骤中，相对于电极表面固定的探针分子至少有一部分从电极表面解离。获得指示相对于电极表面固定的探针分子量的第二电化学信号。目标多核苷酸的存在至少部分是根据第一和第二电化学信号确定的。
• Barnett; Lawrence, Journal of the Chemical Society, 1935, p. 1104,1106
  作者：Barnett、Lawrence

  DOI：——

  日期：——
• Harrison, Charles R.; Hodge, Philip; Khan, Naeem, Journal of the Chemical Society. Perkin transactions I, 1980, p. 1592 - 1594
  作者：Harrison, Charles R.、Hodge, Philip、Khan, Naeem

  DOI：——

  日期：——