celangulin V | 139979-81-0

• 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: celangulin V
• 英文别名: angulatin A；Angulatin A；[(1S,2S,4S,5R,6S,7S,8S,9S,12R)-4,5-diacetyloxy-2,12-dihydroxy-2,10,10-trimethyl-8-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• CAS: 139979-81-0
• 化学式: C₃₄H₄₆O₁₃
• 分子量: 662.731
• InChiKey: HAHJPPZGVANYSD-PNVCEFGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  181
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1β,2β-diacetyloxy-8α,13-diisobutanoyloxy-6α-succinoyl-9-benzoyloxy-4α-hydroxy-β-dihydroagarofuran 、 celangulin V 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以63.6%的产率得到bis[(1S,2S,4S,5R,6S,7S,8S,9R,12R)-4,5-diacetyloxy-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-8-(2-methylpropanoyloxy)-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] butanedioate
  参考文献：
  名称：

  Synthesis and insecticidalactivity of novel dimers of celangulin-V and podophyllotoxin

  摘要：

  Celangulin-V（1）和鬼臼毒素（2）都是具有显著杀虫活性的天然化合物。以琥珀酸为连接剂合成了celangulin-V和鬼臼毒素的相同和非相同二聚体（3、4、5），并测试了它们对Mythimna separata三龄幼虫的杀虫活性。只有celangulin-V的相同二聚体（3）显示出一定的杀虫活性。

  DOI：

  10.1007/s10600-009-9396-9

文献信息

• Synthesis of 6β-([1-14C]propoxy)celangulin V
  作者：Zheng-Min Yang、Zhi-Qin Ji、Qing-Fu Ye、Wen-Jun Wu

  DOI：10.1002/jlcr.1493

  日期：2008.2

  Chinese bittersweet, Celastrus angulatus Max., is a widely distributed plant and is used as a traditional insecticide in China. Celangulin V (CA-V), one of the main insecticidal ingredients from the plant, has special insecticidal mechanism. A synthesized compound, 6β-propoxycelangulin V, exhibits more remarkable insecticidal activity against insect pests. In this study, the synthesis of a labeled

  中国苦甘菊Celastrus angulatus Max.是一种分布广泛的植物，在中国被用作传统的杀虫剂。Celangulin V (CA-V) 是植物中的主要杀虫成分之一，具有特殊的杀虫机制。合成的化合物 6β-丙氧基芹菜素 V 对害虫表现出更显着的杀虫活性。在这项研究中，标记版本的 CA-V 类似物 6β-([1-14C] 丙氧基) celangulin V 的合成是由 1-[1-14C] 丙醇和 CA-V 分两步完成的化学和放射化学纯度分别为 98.7% 和 99.9%。标记的化合物可用作放射性示踪剂来研究 CA-V 类似物的作用机制。版权所有 © 2008 John Wiley & Sons, Ltd.
• Preparation of Monoclonal Antibody against Celangulin V and Immunolocalization of Receptor in the Oriental Armyworm, <i>Mythimna separata</i> Walker (Lepidoptera:  Noctuidae)
  作者：Zhijun Qi、Xiaoping Xue、Wenjun Wu、Jiwen Zhang、Runya Yang

  DOI：10.1021/jf060890n

  日期：2006.10.1

  The botanical insecticide celangulin V (CA-V) is an insect digestive poison acting on midgut tissue of the target insect larvae. With the aim of localizing the receptor enacted by CA-V, monoclonal antibodies (MAbs) specific to the compound were developed. A hapten was synthesized by introducing a succinoyl into the CA-V structure and conjugated with three carrier proteins. From mice immunized with one conjugate, three MAbs were obtained with a potential capacity of detecting protein-bound residue forms of CA-V in the biological tissues. The oriental armyworm larvae ingested CA-V were examined by the technique of immuno-electron-microscopy (IEM) using the anti-CA-V MAb as the primary antibody and goat anti-mouse/ IgG labeled with colloidal gold as the secondary antibody. Electron micrographs of the armyworm midgut tissues showed that the CA-V was associated with the midgut epithelia of the insects. These results demonstrated the existence of a receptor enacted by CA-V on the midgut cells of the oriental armyworm larvae.