hormonemate A

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: hormonemate A
• 英文别名: Hormonemate A；[(2R,3S)-3-methyl-1-[(2R,3S)-3-methyl-1-[(2R,3S)-3-methyl-1-[(2R,3S)-3-methyl-1-oxo-1-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentoxy]pentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl]oxy-1-oxopentan-2-yl] (2R,3S)-2-hydroxy-3-methylpentanoate
• 化学式: C₃₅H₆₂O₁₅
• 分子量: 722.868
• InChiKey: CBQBRADTZCDORL-XCFZNXEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  29
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  233
• 氢给体数：
  5
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  hormonemate A 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以0.4 mg的产率得到D-Arabitol
  参考文献：
  名称：

  Hormonemate Derivatives from Dothiora sp., an Endophytic Fungus

  摘要：

  A search for cytotoxic agents from cultures of the endophytic fungus Dothiora sp., isolated from the endemic plant Launaea arborescens, led to the isolation of six new compounds structurally related to hormonemate, with moderate cytotoxic activity against different cancer cell lines. By using a bioassay-guided fractionation approach, hormone mates A D (1-4), hormonemate (5), and hormonemates E (6) and F (7) were obtained from the acetone extract of this fungus:Their structures were determined using a combination of HRMS, ESI-qTOF-MS/MS, 1D and 2D NMR experiments, and chemical degradation. The cytotoxic activities of these compounds were evaluated by microdilution colorimetric assays against human breast adenocarcinoma (MCF-7); human liver cancer cells (HepG2), and pancreatic cancer cells (MiaPaca_2). Most of the compounds displayed cytotoxic activity against this panel.

  DOI：

  10.1021/acs.jnatprod.6b00680

文献信息

• Hormonemate Derivatives from <i>Dothiora</i> sp., an Endophytic Fungus
  作者：Mercedes Pérez-Bonilla、Víctor González-Menéndez、Ignacio Pérez-Victoria、Nuria de Pedro、Jesús Martín、Joaquín Molero-Mesa、Manuel Casares-Porcel、María Reyes González-Tejero、Francisca Vicente、Olga Genilloud、José R. Tormo、Fernando Reyes

  DOI：10.1021/acs.jnatprod.6b00680

  日期：2017.4.28

  A search for cytotoxic agents from cultures of the endophytic fungus Dothiora sp., isolated from the endemic plant Launaea arborescens, led to the isolation of six new compounds structurally related to hormonemate, with moderate cytotoxic activity against different cancer cell lines. By using a bioassay-guided fractionation approach, hormone mates A D (1-4), hormonemate (5), and hormonemates E (6) and F (7) were obtained from the acetone extract of this fungus:Their structures were determined using a combination of HRMS, ESI-qTOF-MS/MS, 1D and 2D NMR experiments, and chemical degradation. The cytotoxic activities of these compounds were evaluated by microdilution colorimetric assays against human breast adenocarcinoma (MCF-7); human liver cancer cells (HepG2), and pancreatic cancer cells (MiaPaca_2). Most of the compounds displayed cytotoxic activity against this panel.