(3R)-6,8,9-trihydroxy-2-(1-hydroxyhexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one | 790699-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (3R)-6,8,9-trihydroxy-2-(1-hydroxyhexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one
• CAS: 790699-67-1
• 化学式: C₂₁H₂₆O₅
• 分子量: 358.434
• InChiKey: MSQJTIQOPPIFHO-NFXPUDJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R)-6,8,9-trihydroxy-2-(1-hydroxyhexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以56%的产率得到(2E,3R)-2-hexylidene-6,8,9-trihydroxy-3-methyl-3,4-dihydroanthracen-1-one
  参考文献：
  名称：

  New DNA binding ligands as a model of chromomycin A3

  摘要：

  Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A(3) (CRA(3)) which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA(3) that is supposed to contribute to form the Mg2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg2+-coordinated dimer complexes to exhibit DNA-binding affinity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.043
• 作为产物：
  描述：

  3,5-dibenzyloxyhomophthalic acid 在 palladium dihydroxide (乙氧基乙炔基)(三甲基)硅烷 、 4 A molecular sieve 、 TEA 、 叔丁基二甲硅基三氟甲磺酸酯 、 氢气 作用下， 以 二氯甲烷 为溶剂， 生成 (3R)-6,8,9-trihydroxy-2-(1-hydroxyhexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one
  参考文献：
  名称：

  New DNA binding ligands as a model of chromomycin A3

  摘要：

  Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A(3) (CRA(3)) which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA(3) that is supposed to contribute to form the Mg2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg2+-coordinated dimer complexes to exhibit DNA-binding affinity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.043

文献信息

• New DNA binding ligands as a model of chromomycin A3
  作者：Shuhei Imoto、Yoshinari Haruta、Kyouichi Watanabe、Shigeki Sasaki

  DOI：10.1016/j.bmcl.2004.07.043

  日期：2004.10

  Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A(3) (CRA(3)) which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA(3) that is supposed to contribute to form the Mg2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg2+-coordinated dimer complexes to exhibit DNA-binding affinity. (C) 2004 Elsevier Ltd. All rights reserved.