(2E,6E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6-dien-1-yl bromide | 714956-88-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,6E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6-dien-1-yl bromide
• CAS: 714956-88-4
• 化学式: C₂₀H₃₃Br
• 分子量: 353.386
• InChiKey: WHXSCXYXZDNUEM-IUIJUMGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.36
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (2E,6E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6-dien-1-yl bromide 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 lithium aluminium tetrahydride 、 三苯基膦 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 jaspaquinol
  参考文献：
  名称：

  Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines

  摘要：

  The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.055
• 作为产物：
  描述：

  (2E,6E)-3-methyl-7-((tetrahydro-2H-pyran-2-yloxy)methyl)octa-2,6-dienyl acetate 在 N-溴代丁二酰亚胺(NBS) 、 二甲基硫 、 乙基溴化镁 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 (2E,6E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6-dien-1-yl bromide
  参考文献：
  名称：

  Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines

  摘要：

  The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.055

文献信息

• Synthesis, Antimicrobial and Antineoplastic Activities for Agelasine and Agelasimine Analogs with a β-Cyclocitral Derived Substituent
  作者：Ágnes Proszenyák、Colin Charnock、Erik Hedner、Rolf Larsson、Lars Bohlin、Lise-Lotte Gundersen

  DOI：10.1002/ardp.200700137

  日期：2007.12

  Agelasines and agelasimines are antimicrobial and cytotoxic purine derivatives isolated from marine sponges (Agelas sp.). We have synthesized structurally simplified analogs of these natural products starting from β‐cyclocitral. The novel compounds were found to be strong inhibitors of a wide variety of pathogenic microorganisms (incl. Mycobacterium tuberculosis) as well as cancer cell lines. The biological

  Agelasines 和agelasines 是从海绵（Agelas sp.）中分离出来的抗菌和细胞毒性嘌呤衍生物。我们从 β-环柠檬醛开始合成了这些天然产物的结构简化类似物。发现这些新化合物是多种病原微生物（包括结核分枝杆菌）以及癌细胞系的强抑制剂。生物活性通常与先前发现的结构更复杂的agelasines 和从天然来源中少量分离出来的agelasines 的生物活性相同。我们还首次报告了阿格拉辛和阿格拉西胺类似物抑制原生动物（卡斯特拉米巴棘阿米巴和多食棘阿米巴）的生长。棘阿米巴角膜炎是一种越来越常见和严重的角膜感染，