9-hydroxy-3-methyl-2H-benzo[g]chromene-5,10-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 9-hydroxy-3-methyl-2H-benzo[g]chromene-5,10-dione
• 英文别名: Lambertellin；9-Hydroxy-3-methyl-2h-benzo[g]chromene-5,10-dione
• 化学式: C₁₄H₁₀O₄
• 分子量: 242.231
• InChiKey: IUBGAMONFHUJEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-hydroxy-3-methyl-2H-benzo[g]chromene-5,10-dione 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 50.0 ℃ 、186.16 kPa 条件下， 反应 2.0h， 以100%的产率得到9-hydroxy-3-methyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  Synthesis of dehydro-α-lapachones, α- and β-lapachones, and screening against cancer cell lines

  摘要：

  14 new naphthoquinones were prepared and tested against human cancer cell lines PC-3 (prostate), HCT-116 (colon carcinoma), SNB-19 (glioblastoma), HL-60 (leukemia) and MCF-7 (breast), and a nontumor cell line L929 (murine fibroblasts) to determine cytotoxicity with the MTT assay. 8-OH-beta -lapachones (14a, 14c, 14d) presented best results, showing low IC50 values and high selectivity for HCT-116 and HL-60 tumor cells.

  DOI：

  10.1007/s00044-019-02439-w
• 作为产物：
  描述：

  5-羟基对萘醌 在 甲酸 、 氯 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 4.84h， 生成 9-hydroxy-3-methyl-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  Synthesis of dehydro-α-lapachones, α- and β-lapachones, and screening against cancer cell lines

  摘要：

  14 new naphthoquinones were prepared and tested against human cancer cell lines PC-3 (prostate), HCT-116 (colon carcinoma), SNB-19 (glioblastoma), HL-60 (leukemia) and MCF-7 (breast), and a nontumor cell line L929 (murine fibroblasts) to determine cytotoxicity with the MTT assay. 8-OH-beta -lapachones (14a, 14c, 14d) presented best results, showing low IC50 values and high selectivity for HCT-116 and HL-60 tumor cells.

  DOI：

  10.1007/s00044-019-02439-w

文献信息

• Synthesis of dehydro-α-lapachones, α- and β-lapachones, and screening against cancer cell lines
  作者：Caroline dos S. Moreira、Caroline D. Nicoletti、Daniel P. Pinheiro、Leonardo G. C. de Moraes、Debora O. Futuro、Vitor F. Ferreira、Claudia do Ó Pessoa、David R. da Rocha

  DOI：10.1007/s00044-019-02439-w

  日期：2019.12

  14 new naphthoquinones were prepared and tested against human cancer cell lines PC-3 (prostate), HCT-116 (colon carcinoma), SNB-19 (glioblastoma), HL-60 (leukemia) and MCF-7 (breast), and a nontumor cell line L929 (murine fibroblasts) to determine cytotoxicity with the MTT assay. 8-OH-beta -lapachones (14a, 14c, 14d) presented best results, showing low IC50 values and high selectivity for HCT-116 and HL-60 tumor cells.