gentisein acetate | 51584-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: gentisein acetate
• 英文别名: 1,3,7-triacetoxy-xanthen-9-one；1,3,7-Triacetoxy-xanthen-9-on；1,3,7-Triacetoxyxanthon；1,3,7-Triacetoxyxanthone；(6,8-diacetyloxy-9-oxoxanthen-2-yl) acetate
• CAS: 51584-73-7
• 化学式: C₁₉H₁₄O₈
• 分子量: 370.315
• InChiKey: NQOZHPHOLOTREJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,5-二羟基苯甲酸 在 PPA 、 sodium acetate 作用下， 生成 gentisein acetate
  参考文献：
  名称：

  Synthesis and pharmacological activities of xanthone derivatives as α-glucosidase inhibitors

  摘要：

  Considerable interest has been attracted in xanthone and its derivatives because of their large variety of pharmacological activities. In this project, a series of hydroxylxanthones and their aectoxy and alkoxy derivatives were synthesized and evaluated as alpha-glucosidase inhibitors, aimed at clarifying the structure-activity correlation. The results indicated that these xanthone derivatives were capable of inhibiting in vitro alpha-glucosidase with moderate to good activities. Among them, polyhydroxylxanthones exhibited the highest activities and thus may be exploitable as a lead compound for the development of potent alpha-glucosidase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.014

文献信息

• An efficient and convenient microwave-assisted chemical synthesis of (thio)xanthones with additional in vitro and in silico characterization
  作者：Donatella Verbanac、Subhash C. Jain、Nidhi Jain、Mahesh Chand、Hana Čipčić Paljetak、Mario Matijašić、Mihaela Perić、Višnja Stepanić、Luciano Saso

  DOI：10.1016/j.bmc.2012.03.074

  日期：2012.5

  chemical scaffold for the synthesis of new drug candidates. One of the main obstacles in utilization of these compounds was related to the difficulties in their chemical synthesis. Most of the known methods require two steps, and are limited to specific reagents not applicable to a large number of starting materials. In this paper a new and improved method for chemical synthesis of xanthones is presented

  氧杂蒽酮及其硫代衍生物是一类具有多种药理和生物学活性的多效化合物。尽管这些活动主要是在实验室条件下确定的，但该类本身具有很大的潜力，可以用作有希望的化学支架，用于合成新的候选药物。利用这些化合物的主要障碍之一与它们的化学合成困难有关。大多数已知方法需要两个步骤，并且限于不适用于大量起始材料的特定试剂。本文提出了一种新的和改进的化学合成氧杂蒽酮的方法。通过应用新方法，我们已在较短的反应时间（50 s）和较高的收率（> 80％）。最后，进行了不同细菌种类的初步体外筛选和细胞毒性评估，以及计算机活性评估。获得的结果证实了这类分子的潜在药理学用途。
• Two new xanthone glycosides from Tripterospermum lanceolatum
  作者：Lin Chun-Nan、Chang Cheng-Hsiung、Munehisa Arisawa、Mineo Shimizu、Naokata Morita

  DOI：10.1016/0031-9422(82)80044-7

  日期：1982.1

  Abstract Oleanolic acid, mangiferin, and two new xanthone glucosides, named lanceoside (1,8-dihydroxy-3,7- dimethoxyxanthone- 4-O-β- d -glucoside) and lancerin (C-4-β- d -glucosyl-1,3,7-trihydroxyxanthone), respectively, were isolated from the aerial parts of Tripterospermum lanceolatum.

  摘要 齐墩果酸、芒果苷和两种新的呫吨酮糖苷，分别命名为lanceoside（1,8-dihydroxy-3,7-dimethoxyxanthone-4-O-β-d-glucoside）和lancerin（C-4-β-d-glucosyl- 1,3,7-三羟基呫吨酮）分别从 Tripterospermum lanceolatum 的地上部分分离。
• Pankajamani; Seshadri, Journal Of Scientific and Industrial Research, 1954, vol. 13 B, p. 396,398
  作者：Pankajamani、Seshadri

  DOI：——

  日期：——
• Anand; Venkataraman, Proceedings - Indian Academy of Sciences, Section A, 1947, # 25, p. 438,441
  作者：Anand、Venkataraman

  DOI：——

  日期：——
• v. Kostanecki; Tambor, Monatshefte fur Chemie, 1895, vol. 16, p. 921 Anm.
  作者：v. Kostanecki、Tambor

  DOI：——

  日期：——