diacetoxy-gigantol | 96386-45-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: diacetoxy-gigantol
• 英文别名: [4-[2-(3-Acetyloxy-5-methoxyphenyl)ethyl]-2-methoxyphenyl] acetate
• CAS: 96386-45-7
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: PRQNGCFPVINAFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  石斛酚 、 乙酸酐 在 吡啶 作用下， 生成 diacetoxy-gigantol
  参考文献：
  名称：

  Majumder, P. L.; Lahiri, S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 771 - 774

  摘要：

  DOI：

文献信息

• A substituted 1,2-diarylethane from Cymbidium giganteum
  作者：R.K. Juneja、S.C. Sharma、J.S. Tandon

  DOI：10.1016/s0031-9422(00)83544-x

  日期：1985.2
• MAJUMDER, P. L.;LAHIRI, S., INDIAN J. CHEM. B, 28,(1989) N, C. 771-774
  作者：MAJUMDER, P. L.、LAHIRI, S.

  DOI：——

  日期：——
• Antimutagenic Activity of Gigantol from <i>Dendrobium nobile</i>
  作者：Mitsuo Miyazawa、Hideo Shimamura、Sei-ichi Nakamura、Hiromu Kameoka

  DOI：10.1021/jf9603902

  日期：1997.8.1

  A methanol extract from Dendrobium nobile showed a suppressive effect on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against the mutagen 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide). The methanol extract from D. nobile was re-extracted with n-hexane, dichloromethane, 1-butanol, and water, respectively. A suppressive compound in the n-hexane extract fraction was isolated by SiO2 column chromatography and chemical fractionation and was identified as gigantol by EI-MS and H-1 and C-13 NMR spectroscopy. Gigantol suppressed the SOS-inducing activity of furylfuramide in the umu test. Gene expression was suppressed 90% at <0.73 mu mol/mL, and the ID50 value was 0.35 mu mol/mL. Gigantol was also assayed with the mutagen 3-amino-1,4-dimethyl-5H-pyrido[4,3b]indole (Trp-P-1), which requires liver metabolizing enzymes, and it suppressed the SOS-inducing activity of Trp-P-1 in the umu test. Gene expression was suppressed 91% at <0.73 mu mol/mL, and the ID50 value was 0.32 mu mol/mL. In addition, gigantol was assayed for suppressive effect on UV irradiation in the umu test, where it showed suppression of the SOS-inducing activity caused by UV irradiation. Gene expression was suppressed 84% at <0.36 mu mol/mL, and the ID50 value was 0.17 mu mol/mL. The antimutagenic activities of gigantol against furylfuramide and Trp-P-1 were assayed by an Ames test using S. typhimurium TA100, which indicated that gigantol suppressed each of the mutagens.
• Majumder, P. L.; Lahiri, S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 771 - 774
  作者：Majumder, P. L.、Lahiri, S.

  DOI：——

  日期：——