1,4-二羟基-2-甲氧基-7-甲基蒽-9,10-二酮 | 67402-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1,4-二羟基-2-甲氧基-7-甲基蒽-9,10-二酮
• 英文名称: 1,4-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione
• 英文别名: austrocortirubin；austrocortinin；1,4-Dihydroxy-3-methoxy-6-methylanthraquinone
• CAS: 67402-63-5
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: IVJVOKCJFGMBTB-UHFFFAOYSA-N

物化性质

• 熔点：
  208-209 °C
• 沸点：
  557.6±50.0 °C(Predicted)
• 密度：
  1.448±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-二羟基-2-甲氧基-7-甲基蒽-9,10-二酮 、 乙酸酐 在 硫酸 作用下， 生成 1,4-diacetoxy-2-methoxy-7-methylanthraquinone
  参考文献：
  名称：

  Anthraquinones from the Genus cortinarius

  摘要：

  DOI：

  10.1016/s0031-9422(00)80720-7
• 作为产物：
  描述：

  6-hydroxy-2,2,10-trimethyl-3H-naphtho[2,3-h][1,4]benzodioxine-7,12-dione 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 1,4-二羟基-2-甲氧基-7-甲基蒽-9,10-二酮
  参考文献：
  名称：

  在取代萘醌的狄尔斯al木反应中的区域化学控制：蒽醌合成中的定向操作。

  摘要：

  DOI：

  10.1016/s0040-4039(01)94552-6

文献信息

• Pigments of Fungi. LXV. Tetrahydroanthraquinone and Anthraquinone Gentiobiosides from the Fungus Dermocybe splendida
  作者：Melvyn Gill、Albin F. Smrdel

  DOI：10.1071/ch99176

  日期：——

  The tetrahydroanthraquinones(1S,3S)-austrocortirubin (7) and(1S,3S)-austrocortilutein (10) andthe anthraquinones austrocortinin (13), xanthorin (14) and3-methylxanthopurpurin 6-O-methyl ether (15) occur inthe fungus Dermocybe splendida mainly in the form oftheir respective 8-O-β-D-gentiobiosides (26), (11),(16), (19) and (22) (gentiobiose =6-O-β-D-glucopyranosyl-β-D-glucopyranose). Thevarious gentiobiosides

  四氢蒽醌 (1S,3S)-austrocortirubin (7) 和 (1S,3S)-austrocortirubin (10) 和蒽醌类 austrocortinin (13)、xanthorin (14) 和 3-methylxanthoppurin 6-O-methyl ether (15) 存在于真菌 Dermocybe splendida 主要以它们各自的 8-O-β-D-龙胆二糖苷 (26)、(11)、(16)、(19) 和 (22) 的形式（龙胆二糖 =6-O-β-D-吡喃葡萄糖基-β- D-吡喃葡萄糖）。从冻干的子实体中分离得到各种龙胆二苷，通过色谱分离，主要通过光谱和化学方法表征为它们的乙酰基衍生物。描述了选择性裂解过乙酰蒽醌和四氢蒽醌苷中酚乙酰基的方法。
• Bostrycin: structure correction and synthesis
  作者：T. Ross Kelly、Jayanta K. Saha、Robert R. Whittle

  DOI：10.1021/jo00220a001

  日期：1985.10
• Burns, Christopher J.; Gill, Melvyn, Australian Journal of Chemistry, 1991, vol. 44, # 10, p. 1447 - 1458
  作者：Burns, Christopher J.、Gill, Melvyn

  DOI：——

  日期：——
• Antibacterial Anthraquinone Derivatives from a Sea Anemone-Derived Fungus <i>Nigrospora</i> sp.
  作者：Kai-Lin Yang、Mei-Yan Wei、Chang-Lun Shao、Xiu-Mei Fu、Zhi-Yong Guo、Ru-Fang Xu、Cai-Juan Zheng、Zhi-Gang She、Yong-Cheng Lin、Chang-Yun Wang

  DOI：10.1021/np300103w

  日期：2012.5.25

  Chemical investigation of a marine-derived fungus Nigrospora sp., isolated from an unidentified sea anemone, yielded two new hydroanthraquinone analogues, 4a-epi-9 alpha-methoxydihydrodeoxybostrycin (1) and 10-deoxybostrycin (2), together with seven known anthraquinone derivatives (3-9). The structures of the two new compounds were established through extensive NMR spectroscopy as well as a single-crystal X-ray diffraction analysis using Cu K alpha radiation. The antibacterial activities of compounds 1-9 and 10 acetyl derivatives (6a, 7a, 8a-8g, 9a) were evaluated in vitro. Compound 6a, the acetylated derivative of 6, exhibited promising activity against Bacillus cereus with an MIC value of 48.8 nM, which was stronger than that of the positive control ciprofloxacin (MIC = 1250 nM). Analysis of the antibacterial screening data for the metabolites and their acetyl derivatives revealed the key structural features required for this activity.
• KELLY T. R., TETRAHEDRON LETT., 1978, NO 16, 1387-1390
  作者：KELLY T. R.

  DOI：——

  日期：——