antrocamphin A

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: antrocamphin A
• 英文别名: antrocapmphin A；1,2,5-trimethoxy-3-methyl-4-(3-methylbut-3-en-1-ynyl)benzene
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: CPPLWBNAWKMJON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二甲氧基-6-甲基苯酚 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 24.5h， 生成 antrocamphin A
  参考文献：
  名称：

  Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression

  摘要：

  Antrocamphin A和B，以及（±）-epi-antrodioxolanone已经从一个共同的前体合成。Antrocamphin A显示抗炎活性，但也具有细胞毒性。

  DOI：

  10.1039/c3ob42333f

文献信息

• First total synthesis of antrocamphin A and its analogs as anti-inflammatory and anti-platelet aggregation agents
  作者：Chia-Lin Lee、Chi-Huan Huang、Hui-Chun Wang、Da-Wei Chuang、Ming-Jung Wu、Sheng-Yang Wang、Tsong-Long Hwang、Chin-Chung Wu、Yeh-Long Chen、Fang-Rong Chang、Yang-Chang Wu

  DOI：10.1039/c0ob00616e

  日期：——

  Naturally occurring antrocamphin A (1) is a potent anti-inflammatory compound from the edible fungus Antrodia camphorata (Taiwanofungus camphoratus), whose wild fruiting body is used as a valuable folk medicine in Taiwan. This study is the first total synthesis of antrocamphin A (1) and its analogs. Their inhibition ability on NO release, superoxide anion generation, elastase release and platelet aggregation are reported herein.

  天然存在的抗炎化合物桑黄素A（1）源自可食用的真菌桑黄（台湾桑黄），其野生子实体在台湾被用作珍贵的民间药物。本研究首次完成了桑黄素A（1）及其类似物的全合成。本文报道了它们对一氧化氮释放、超氧阴离子生成、弹性蛋白酶分泌和血小板聚集的抑制能力。
• BENZENOID COMPOUNDS OF ANTRODIA CINNAMOMEA, PREPARATION AND ANALYSIS METHOD THEREOF
  申请人：WU YANG-CHANG

  公开号：US20120178945A1

  公开（公告）日：2012-07-12

  Disclosed are a method for preparing an n-hexane extract of the fruiting body of Antrodia cinnamomea (AC), wherein the fruiting body of AC is sequentially extracted with the ethanol solution and the n-hexane solution to obtain the n-hexane extract containing at least one benzenoid compound. The amounts of 4,7-dimethoxy-5-(3-methylbut-3-en-1-ynyl)-6-methyl-1,3-benzodioxole, 4,7-dimethoxy-5-methyl-1,3-benzodioxole, antrocamphine A and the combination thereof in the at least one benzenoid compound are determined using chromatography, NMR and HPLC. In addition, the present invention is applicable on detecting the amounts of benzenoid compounds in the AC healthcare food/drug or the fruiting body of AC, and thus owns the industrial values.
• US8716499B2
  申请人：——

  公开号：US8716499B2

  公开（公告）日：2014-05-06
• Ethynylbenzenoid metabolites of <i>Antrodia camphorata</i>: synthesis and inhibition of TNF expression
  作者：Marco Buccini、Kathryn A. Punch、Belinda Kaskow、Gavin R. Flematti、Brian W. Skelton、Lawrence J. Abraham、Matthew J. Piggott

  DOI：10.1039/c3ob42333f

  日期：——

  Antrocamphin A and B, and (±)-epi-antrodioxolanone have been synthesised from a common precursor. Antrocamphin A displays anti-inflammatory activity but is also cytotoxic.

  Antrocamphin A和B，以及（±）-epi-antrodioxolanone已经从一个共同的前体合成。Antrocamphin A显示抗炎活性，但也具有细胞毒性。