Calycopterin-diacetat | 127317-45-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: Calycopterin-diacetat
• 英文别名: 5-acetoxy-2-(4-acetoxy-phenyl)-3,6,7,8-tetramethoxy-chromen-4-one；5-Acetoxy-2-(4-acetoxy-phenyl)-3,6,7,8-tetramethoxy-chromen-4-on；[4-(5-Acetyloxy-3,6,7,8-tetramethoxy-4-oxochromen-2-yl)phenyl] acetate
• CAS: 127317-45-7
• 化学式: C₂₃H₂₂O₁₀
• 分子量: 458.422
• InChiKey: JFRZRBLYJITFJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-hydroxy-3,4,5,6,ο-pentamethoxyacetophenone 在 吡啶 、 potassium-<4-benzoyloxy benzoate> 、 氢溴酸 、 溶剂黄146 作用下， 生成 Calycopterin-diacetat
  参考文献：
  名称：

  5∶6∶7∶8-hydroxy-flavonols

  摘要：

  DOI：

  10.1007/bf03171070

文献信息

• Cytotoxic and anti-HIV-1 constituents of Gardenia obtusifolia and their modified compounds
  作者：Patoomratana Tuchinda、Wilart Pompimon、Vichai Reutrakul、Manat Pohmakotr、Chalobon Yoosook、Natedao Kongyai、Samaisukh Sophasan、Kulawee Sujarit、Suchart E Upathum、Thawatchai Santisuk

  DOI：10.1016/s0040-4020(02)00999-7

  日期：2002.9

  5alpha-Cycloart-24-ene-3,23-dione (1), 5alpha-cycloart-24-ene-3,16,23-trione (2) and methyl 3,4-seco-cycloart-4(28),24-diene-29-hydroxy-23-oxo-3-oate (3), together with five known flavones 5,7,4'-tlihydroxy-3,8-dimethoxyflavone (4), 5,7,4'-trihydroxy-3,8,3'-trimethoxyflavone (5), 5,7,4'-trihydroxy-3,6,8-trimethoxyflavone (6), 5,4'-dihydroxy-3,6,7,8-tetramethoxyflavone (7) and 5,3-dihydroxy-3,6,7,8,4'-pentamethoxyflavone (8) have been isolated from the leaves and twigs of Gardenia obtusifolia. The structures were assigned on the basis of spectroscopic methods. Compounds 3-8 and some of the modified compounds showed significant cytotoxic activities in several mammalian cell lines, especially 8 and its diacetate 21 which exhibited potent cytotoxicities (compound 8: P-388 0.05 mug/mL, KB 0.09 mug/mL, BCA-1 0.63 mug/mL, Lu-1 0.09 mug/mL, ASK 0.70 mug/mL; its diacetate: P-388 0.27 mug/mL, KB 0.06 mug/mL, BCA-1 0.53 mug/mL, Lu-1 0.49 mug/mL). It was also found that 5, 8 and 21 showed antimitotic acitivity in the ASK assay. Compounds 2, 4, 6, 7 and some of the modified compounds displayed interesting anti-HIV activity in the syncytium assay, but were inactive or exhibited weak activity in the HIV-1 RT assay; while compound 3 was found to be active in the HIV-1 RT assay (99.9% inhibition at 200 mug/mL), but cytotoxic in the syncytium assay. (C) 2002 Elsevier Science Ltd. All rights reserved.
• OGANESYAN, G. B.;MNATSAKANYAN, V. A.;GACH-BAJTTS, EH., ARM. XIM. ZH., 42,(1989) N1, S. 717-724
  作者：OGANESYAN, G. B.、MNATSAKANYAN, V. A.、GACH-BAJTTS, EH.

  DOI：——

  日期：——
• Ratnagiriswaran et al., Biochemical Journal, 1934, vol. 28, p. 1964,1966
  作者：Ratnagiriswaran et al.

  DOI：——

  日期：——
• 5∶6∶7∶8-hydroxy-flavonols
  作者：T. R. Seshadri、V. Venkateswarlu

  DOI：10.1007/bf03171070

  日期：1946.10