7-sec-Butyl-3-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 7-sec-Butyl-3-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one
• 英文别名: 3-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-2,6,8,9-tetrahydroxy-7-sec-butyl-3,4-dihydro-2H-anthracen-1-one；7-butan-2-yl-3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one
• 化学式: C₂₄H₃₀O₉
• 分子量: 462.497
• InChiKey: HKVWXVBVZUGSNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  165
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  durhamycin A 在 溶剂黄146 作用下， 反应 4.0h， 以1.0 mg的产率得到7-sec-Butyl-3-(3,4-dihydroxy-1-methoxy-2-oxo-pentyl)-2,6,8,9-tetrahydroxy-3,4-dihydro-2H-anthracen-1-one
  参考文献：
  名称：

  Durhamycin A, a Potent Inhibitor of HIV Tat Transactivation

  摘要：

  Tat is a small HIV protein essential for both viral replication and the progression of HIV disease In our efforts to discover Tat inhibitors from natural product screening of microbial fermentation extracts, we discovered durhamycin A (1) as a potent inhibitor (IC50 = 4 8 nM) of Tat transactivation Detailed NMR and MS/MS studies were utilized to elucidate the structure of 1 as a new member of the aureolic acid family of antibiotics It consists of tetrasaccharide and disaccharide moieties attached to the aglycone, which is hitherto unknown in the aureolic acid family Three other novel analogues, durhamycin B (2), compound (3), and the aglycone (4), were also discovered or chemically prepared that were less potent than durhamycin A.

  DOI：

  10.1021/np010642f

文献信息

• Durhamycin A, a Potent Inhibitor of HIV Tat Transactivation
  作者：Hiranthi Jayasuriya、Russell B. Lingham、Pia Graham、Donette Quamina、Lucia Herranz、Olga Genilloud、Magda Gagliardi、Renee Danzeisen、Joanne E. Tomassini、Deborah L. Zink、Ziqiang Guan、Sheo B. Singh

  DOI：10.1021/np010642f

  日期：2002.8.1

  Tat is a small HIV protein essential for both viral replication and the progression of HIV disease In our efforts to discover Tat inhibitors from natural product screening of microbial fermentation extracts, we discovered durhamycin A (1) as a potent inhibitor (IC50 = 4 8 nM) of Tat transactivation Detailed NMR and MS/MS studies were utilized to elucidate the structure of 1 as a new member of the aureolic acid family of antibiotics It consists of tetrasaccharide and disaccharide moieties attached to the aglycone, which is hitherto unknown in the aureolic acid family Three other novel analogues, durhamycin B (2), compound (3), and the aglycone (4), were also discovered or chemically prepared that were less potent than durhamycin A.