(3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,8,11-trione | 288074-38-4

• 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: (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,8,11-trione
• CAS: 288074-38-4
• 化学式: C₃₂H₄₇N₅O₄
• 分子量: 565.756
• InChiKey: MIZXIQIKMQKMAL-FCPIZSPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  123
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,8,11-trione 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 以48%的产率得到(3S,6S,9S,12R)-4-acetyl-3-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,8,11-trione
  参考文献：
  名称：

  The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin

  摘要：

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00049-x
• 作为产物：
  描述：

  4-羧丁基三苯基溴化膦 在 palladium on activated charcoal 重铬酸吡啶 、 茴香硫醚 、 4 A molecular sieve 、 氢气 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 苯硫酚 、 三乙胺 、 N,N-二异丙基乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 146.5h， 生成 (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,8,11-trione
  参考文献：
  名称：

  The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin

  摘要：

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00049-x

文献信息

• Methods and Compositions for the Inhibition of Quorum Sensing in Bacterial Infections
  申请人：Pearce Cedric

  公开号：US20200289611A1

  公开（公告）日：2020-09-17

  This disclosure is directed to novel apicidin methods and compositions for the inhibition of quorum sensing in bacterial infections and novel apicidin methods and compositions for treating a staphylococcal infection.
• [EN] METHODS AND COMPOSITIONS FOR THE INHIBITION OF QUORUM SENSING IN BACTERIAL INFECTIONS<br/>[FR] MÉTHODES ET COMPOSITIONS POUR L'INHIBITION DE LA DÉTECTION DU QUORUM DANS DES INFECTIONS BACTÉRIENNES
  申请人：UNIV OF NORTH CAROLINA AT GREENSBORO

  公开号：WO2017197303A1

  公开（公告）日：2017-11-16

  This disclosure is directed to novel apicidin methods and compositions for the inhibition of quorum sensing in bacterial infections and novel apicidin methods and compositions for treating a staphylococcal infection.
• The synthesis of cyclic tetrapeptoid analogues of the antiprotozoal natural product apicidin
  作者：Peter J Murray、Michael Kranz、Mark Ladlow、Stephen Taylor、Frédéric Berst、Andrew B Holmes、Kenneth N Keavey、Albert Jaxa-Chamiec、Peter W Seale、Paul Stead、Richard J Upton、Simon L Croft、William Clegg、Mark R.J Elsegood

  DOI：10.1016/s0960-894x(01)00049-x

  日期：2001.3

  A novel synthetic strategy is described which may be used to prepare analogues of the antimalarial, fungal metabolite apicidin. Compared to the natural product, one analogue shows potent and selective activity in vitro against the parasite Trypanosoma brucei and low mammalian cell toxicity. (C) 2001 Elsevier Science Ltd. All rights reserved.