dianthin G | 1366602-70-1

• 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: dianthin G
• 英文别名: (6S,9S,12S,15S,18S)-6-benzyl-12-[(1R)-1-hydroxyethyl]-9,15-bis(2-methylpropyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• CAS: 1366602-70-1
• 化学式: C₃₂H₄₈N₆O₇
• 分子量: 628.769
• InChiKey: ADZVRSJEKODECI-BJZXBKFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  186
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 6-氯-1-羟基苯并三氮唑 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以52%的产率得到dianthin G
  参考文献：
  名称：

  Synthesis and in vitro bone cell activity of analogues of the cyclohexapeptide dianthin G

  摘要：

  Dianthin G及其二碳模拟物均显示能增加人类成骨细胞的数量，而不影响骨吸收。

  DOI：

  10.1039/c6ob00983b

文献信息

• Synthesis and biological evaluation of the osteoblast proliferating cyclic peptides dianthins G and H
  作者：Harveen Kaur、Amanda M. Heapy、Renata Kowalczyk、Zaid Amso、Maureen Watson、Jillian Cornish、Margaret A. Brimble

  DOI：10.1016/j.tet.2014.04.035

  日期：2014.10

  The first synthesis and osteoblast proliferative activity of the naturally occurring cyclic peptides dianthins G and H is described. The greater potency of naturally occurring dianthin G over dianthin H at physiological concentrations mirrored the osteoblast proliferative activity observed for synthetic dianthins G and H. Six alanine-scan analogues of the more potent dianthin G were also synthesised and osteoblast assays revealed that four of the six residues can be further modified for improved activity. We also confirmed by variable temperature H-1 NMR spectroscopic analysis that the sets of major and minor signals observed for dianthins G and H in DMSO-d(6) are in fact due to cis-trans rotational isomers of the praline ring. (C) 2014 Elsevier Ltd. All rights reserved.