rubiyunnanin D | 1261030-05-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: rubiyunnanin D
• 英文别名: 3-[(1S,4R,7S,10S,13S,16S)-24-hydroxy-10-[(4-hydroxyphenyl)methyl]-4,9,13,15,29-pentamethyl-2,5,8,11,14,30-hexaoxo-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaen-7-yl]propanoic acid
• CAS: 1261030-05-0
• 化学式: C₄₁H₄₈N₆O₁₁
• 分子量: 800.866
• InChiKey: ATLDLNZCKIPECG-XMPIZRASSA-N

物化性质

• 沸点：
  1185.0±65.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  58
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  235
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  rubiyunnanin D 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 、 水 、 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 19.0h， 生成 (S)-2-(5-((S)-1-amino-1-oxopropan-2-ylamino)-2,4-dinitrophenylamino)propanoic acid 、 D-Ala-FDAA 、 (5-(((S)-1-amino-1-oxopropan-2-yl)amino)-2,4-dinitrophenyl)-L-glutamic acid
  参考文献：
  名称：

  Rubiyunnanins C–H, cytotoxic cyclic hexapeptides from Rubia yunnanensis inhibiting nitric oxide production and NF-κB activation

  摘要：

  Six new (rubiyunnanins C-H, 1-6) and five known (7-11) cyclic hexapeptides were isolated from the roots of Rubia yunnanensis (Franch.) Diels. The structures and stereochemistry of 1-6 were established by extensive spectroscopic analyses and chemical methods. All compounds (1-11) not only exhibited cytotoxic activities against a panel of eleven cancer cell lines with IC50 values ranging from 0.001 to 56.24 mu M, but also exerted inhibitory activities against nitric oxide (NO) production in LPS and IFN-gamma-induced RAW 264.7 murine macrophages with IC50 values ranging from 0.05 to 12.68 mu M. Furthermore, this is the first time it is being reported that compounds 2 and 7-10 significantly inhibited TNF-alpha-induced NF-kappa B activation in HEK-293-NF-kappa B luciferase stable cells with IC50 values of 35.07, 0.03, 1.69, 12.64 and 1.18 mu M, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.019