[3-(2,3-Dihydroxy-3-methyl-butyl)-1,4-dioxo-2-naphthyl] acetate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [3-(2,3-Dihydroxy-3-methyl-butyl)-1,4-dioxo-2-naphthyl] acetate
• 英文别名: [3-(2,3-dihydroxy-3-methylbutyl)-1,4-dioxonaphthalen-2-yl] acetate
• 化学式: C₁₇H₁₈O₆
• 分子量: 318.326
• InChiKey: FAPWNEDDKYIPJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  黄钟花醌 在 高氯酸 、 lutidine 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [3-(2,3-Dihydroxy-3-methyl-butyl)-1,4-dioxo-2-naphthyl] acetate
  参考文献：
  名称：

  在人早幼粒细胞白血病HL-60细胞系中具有细胞毒活性的萘醌衍生物的合成和药效基团建模。

  摘要：

  催化剂/ HypoGen药效团建模方法和三维定量结构-活性关系（3D-QSAR）/比较分子相似性指数分析（CoMSIA）方法已成功用于解释一组测试的51种天然和合成萘醌衍生物的细胞毒活性在人早幼粒细胞白血病HL-60细胞系中。计算模型促进了对抗肿瘤特性至关重要的配体结构元素的鉴定。高活性β-环-吡喃-1,2-萘醌[0.1 microM

  DOI：

  10.1021/jm060849b

文献信息

• Inhibitory effects of lapachol derivatives on epstein-barr virus activation
  作者：Elisa Pérez Sacau、Ana Estévez-Braun、Ángel G Ravelo、Esteban A Ferro、Harunkuni Tokuda、Teruo Mukainaka、Hoyoku Nishino

  DOI：10.1016/s0968-0896(02)00542-4

  日期：2003.2

  Sixteen derivatives (2-17) synthesized from the naphthoquinone lapachol (1), were tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), as a test for potential cancer chemopreventive agents. They exhibited a variety of inhibitory activities from very high to moderate, which allow us to suggest structure-activity relationships. Ten of these derivatives are reported for the first time, their structures being thoroughly determined by spectroscopic methods. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis and Pharmacophore Modeling of Naphthoquinone Derivatives with Cytotoxic Activity in Human Promyelocytic Leukemia HL-60 Cell Line
  作者：Elisa Pérez-Sacau、Raquel G. Díaz-Peñate、Ana Estévez-Braun、Angel G. Ravelo、Jose M. García-Castellano、Leonardo Pardo、Mercedes Campillo

  DOI：10.1021/jm060849b

  日期：2007.2.1

  quantitative structure-activity relationship (3D-QSAR)/comparative molecular similarity indices analysis (CoMSIA) methods have been successfully applied to explain the cytotoxic activity of a set of 51 natural and synthesized naphthoquinone derivatives tested in human promyelocytic leukemia HL-60 cell line. The computational models have facilitated the identification of structural elements of the ligands

  催化剂/ HypoGen药效团建模方法和三维定量结构-活性关系（3D-QSAR）/比较分子相似性指数分析（CoMSIA）方法已成功用于解释一组测试的51种天然和合成萘醌衍生物的细胞毒活性在人早幼粒细胞白血病HL-60细胞系中。计算模型促进了对抗肿瘤特性至关重要的配体结构元素的鉴定。高活性β-环-吡喃-1,2-萘醌[0.1 microM