[4-Acetyloxy-6-(4-methylpent-3-enyl)-5,8-dihydronaphthalen-1-yl] acetate | 177327-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [4-Acetyloxy-6-(4-methylpent-3-enyl)-5,8-dihydronaphthalen-1-yl] acetate
• CAS: 177327-06-9
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: BFUHHJNCFLQWPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-Acetyloxy-6-(4-methylpent-3-enyl)-5,8-dihydronaphthalen-1-yl] acetate 在 Lindlar's catalyst 重铬酸吡啶 、 氢气 、 碳酸氢钠 、 高碘酸 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.0h， 生成 3-(5,8-Diacetoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionic acid
  参考文献：
  名称：

  New antineoplastic prenylhydroquinones. Synthesis and evaluation

  摘要：

  Several prenylhydroquinones have been prepared through Diels-Alder condensation, further functionalized or degraded chemically and then evaluated for their cytotoxic activity against some neoplastic cultured cell lines. A number of them have shown IC50 values under the mu M level. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00032-8
• 作为产物：
  描述：

  月桂烯 在 吡啶 、 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 [4-Acetyloxy-6-(4-methylpent-3-enyl)-5,8-dihydronaphthalen-1-yl] acetate
  参考文献：
  名称：

  Further antineoplastic terpenylquinones and terpenylhydroquinones

  摘要：

  Influences of the quinone/hydroquinone fragment and other structural features are considered in relation with the antineoplastic activity and selectivity of terpenylquinones/hydroquinones. Several compounds have shown IC50 values under the mu M level. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10007-4

文献信息

• Synthesis and bioactivity of new antineoplastic terpenylquinones
  作者：Marina Gordaliza、JoséMa Miguel del Corral、Ma Angeles Castro、Ma Mar Mahiques、MaDolores García-Grávalos、Arturo San Feliciano

  DOI：10.1016/0960-894x(96)00326-5

  日期：1996.8

  Several monoterpenylquinones have been prepared and evaluated for their cytotoxic activity against four cell lines cultures. The size of the quinone fragment is important for the activity, being the naphtalene derivatives the most potent compounds tested. The presence of substituents on the quinone ring decreases the potency but increases the selectivity. Copyright (C) 1996 Elsevier Science Ltd
• TERPENE-QUINONE WITH ANTITUMOR ACTIVITY
  申请人：PHARMA MAR, S.A.

  公开号：EP0731078B1

  公开（公告）日：2002-03-20
• Further antineoplastic terpenylquinones and terpenylhydroquinones
  作者：JoséM. Miguel del Corral、Marina Gordaliza、M. Angeles Castro、M.Mar Mahiques、Arturo San Feliciano、M.Dolores García-Grávalos

  DOI：10.1016/s0968-0896(97)10007-4

  日期：1998.1

  Influences of the quinone/hydroquinone fragment and other structural features are considered in relation with the antineoplastic activity and selectivity of terpenylquinones/hydroquinones. Several compounds have shown IC50 values under the mu M level. (C) 1998 Elsevier Science Ltd. All rights reserved.
• New antineoplastic prenylhydroquinones. Synthesis and evaluation
  作者：Aurora Molinari、Alfonso Oliva、Nanet Aguilera、José Ma Miguel del Corral、Ma Angeles Castro、Marina Gordaliza、Ma Dolores Garcı́a-Grávalos、Arturo San Feliciano

  DOI：10.1016/s0968-0896(00)00032-8

  日期：2000.5

  Several prenylhydroquinones have been prepared through Diels-Alder condensation, further functionalized or degraded chemically and then evaluated for their cytotoxic activity against some neoplastic cultured cell lines. A number of them have shown IC50 values under the mu M level. (C) 2000 Elsevier Science Ltd. All rights reserved.