N-cyclopentyldecanamide | 540796-75-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-cyclopentyldecanamide
• CAS: 540796-75-6
• 化学式: C₁₅H₂₉NO
• mdl: MFCD03363900
• 分子量: 239.401
• InChiKey: FOXUGKUZLKLMLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.933
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  正癸酸 、 环戊胺 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 N-cyclopentyldecanamide
  参考文献：
  名称：

  Phytotoxicity of Sarmentine Isolated from Long Pepper (Piper longum) Fruit

  摘要：

  Discovery of novel natural herbicides has become crucial to overcome increasing weed resistance and environmental issues. In this article, we describe the finding that a methanol extract of dry long pepper (Piper longum L.) fruits is phytotoxic to lettuce (Lactuca sativa L.) seedlings. The bioassay-guided fractionation and purification of the crude extract led to isolation of sarmentine (1), a known compound, as the active principle. Phytotoxicity of 1 was examined with a variety of seedlings of field crops and weeds. Results indicated that 1 was a contact herbicide and possessed broad-spectrum herbicidal activity. Moreover, a series of sarmentine analogues were then synthesized to study the structure-activity relationship (SAR). SAR studies suggested that phytotoxicity of sarmentine and its analogues was specific due to chemical structures, i.e., the analogues of the acid moiety of 1 were active, but the amine and its analogues were inactive; the ester analogues and amide analogues with a primary amine of 1 were also inactive. In addition, quantification of 1 from different resources of the dry P. longum fruits using liquid chromatography-mass spectrometry showed a wide variation, ranging from almost zero to 0.57%. This study suggests that 1 has potential as an active lead molecule for synthesized herbicides as well as for bioherbicides derived from natural resources.

  DOI：

  10.1021/jf102087c

文献信息

• USE OF SARMENTINE AND ITS ANALOGS FOR CONTROLLING PLANT PESTS
  申请人：Huang Huazhang

  公开号：US20110021358A1

  公开（公告）日：2011-01-27

  Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.

  揭示了利用沙曼汀和/或其类似物控制植物害虫，特别是杂草和/或植物病原体的方法和组合物。
• CHEMICAL AND BIOLOGICAL AGENTS FOR THE CONTROL OF MOLLUSCS
  申请人：Asolkar Ratnakar

  公开号：US20100266717A1

  公开（公告）日：2010-10-21

  Compositions and methods for controlling molluscs, members of the Gastropoda and Bivalvia classes which includes but is not limited to lactones, lactams, carbamates, amides, and/or carboxylic acid containing compounds as active ingredients and/or compounds derived from Pseudomonas and/or Erwinia . Also provided are methods and compositions for increasing the efficacy of chemical and biological control for invasive molluscs in open waters, power plants, and drinking water treatment facilities under coldwater conditions.

  用于控制软体动物的组合物和方法，该软体动物包括腹足纲和双壳纲的成员，其中包括但不限于内酯、内酰胺、氨基甲酸酯、酰胺和/或含有羧酸化合物作为活性成分和/或源自假单胞菌和/或厄尔文菌的化合物。还提供了用于在冷水条件下增加化学和生物控制对侵入性软体动物在开放水域、发电厂和饮用水处理设施中的功效的方法和组合物。
• Alginate Oligosaccharide-Induced Modification of the <i>lasI-lasR</i> and <i>rhlI-rhlR</i> Quorum-Sensing Systems in Pseudomonas aeruginosa
  作者：Alison A. Jack、Saira Khan、Lydia C. Powell、Manon F. Pritchard、Konrad Beck、Hina Sadh、Lucy Sutton、Alessandra Cavaliere、Hannah Florance、Philip D. Rye、David W. Thomas、Katja E. Hill

  DOI：10.1128/aac.02318-17

  日期：2018.5

  Pseudomonas aeruginosa plays a major role in many chronic infections. Its ability to readily form biofilms contributes to its success as an opportunistic pathogen and its resistance/tolerance to antimicrobial/antibiotic therapy. A low-molecular-weight alginate oligomer (OligoG CF-5/20) derived from marine algae has previously been shown to impair motility in P. aeruginosa biofilms and disrupt pseudomonal biofilm assembly. As these bacterial phenotypes are regulated by quorum sensing (QS), we hypothesized that OligoG CF-5/20 may induce alterations in QS signaling in P. aeruginosa . QS regulation was studied by using Chromobacterium violaceum CV026 biosensor assays that showed a significant reduction in acyl homoserine lactone (AHL) production following OligoG CF-5/20 treatment (≥2%; P < 0.05). This effect was confirmed by liquid chromatography-mass spectrometry analysis of C ₄ -AHL and 3-oxo-C ₁₂ -AHL production (≥2%; P < 0.05). Moreover, quantitative PCR showed that reduced expression of both the las and rhl systems was induced following 24 h of treatment with OligoG CF-5/20 (≥0.2%; P < 0.05). Circular dichroism spectroscopy indicated that these alterations were not due to steric interaction between the AHL and OligoG CF-5/20. Confocal laser scanning microscopy (CLSM) and COMSTAT image analysis demonstrated that OligoG CF-5/20-treated biofilms had a dose-dependent decrease in biomass that was associated with inhibition of extracellular DNA synthesis (≥0.5%; P < 0.05). These changes correlated with alterations in the extracellular production of the pseudomonal virulence factors pyocyanin, rhamnolipids, elastase, and total protease ( P < 0.05). The ability of OligoG CF-5/20 to modify QS signaling in P. aeruginosa PAO1 may influence critical downstream functions such as virulence factor production and biofilm formation.

  摘要 铜绿假单胞菌 在许多慢性感染中发挥着重要作用。它易于形成生物膜的能力使其成为机会性病原体，并对抗菌剂/抗生素疗法产生耐药性/耐受性。以前曾有研究表明，从海洋藻类中提取的低分子量海藻酸寡聚体（OligoG CF-5/20）会损害铜绿假单胞菌的运动能力。 铜绿假单胞菌 生物膜的运动能力，并破坏假性生物膜的组装。由于这些细菌表型受法定量感应（QS）调控，我们推测 OligoG CF-5/20 可能会诱导铜绿假单胞菌生物膜中的 QS 信号改变。 绿脓杆菌 .我们利用 绿脓杆菌 CV026 生物传感器分析表明，OligoG CF-5/20 处理后，酰基高丝氨酸内酯（AHL）的产生显著减少（≥2%）； P 0.05）。通过液相色谱-质谱法分析 C 4 -AHL 和 3-oxo-C 12 -AHL的产生（≥2%； P 0.05）。此外，定量聚合酶链式反应（PCR）显示 las 和 rhl 系统的表达量减少（≥0.2%； P 0.05）。圆二色性光谱表明，这些变化不是由于 AHL 和 OligoG CF-5/20 之间的立体相互作用造成的。共聚焦激光扫描显微镜（CLSM）和 COMSTAT 图像分析表明，OligoG CF-5/20 处理过的生物膜生物量的减少与细胞外 DNA 合成的抑制有关（≥0.5%； P 0.05）。这些变化与假单胞菌毒力因子焦花青素、鼠李糖脂、弹性蛋白酶和总蛋白酶的胞外生成变化有关（P < 0.05 P 0.05）。OligoG CF-5/20 改变铜绿微囊藻 QS 信号转导的能力 铜绿微囊藻 PAO1 的 QS 信号的能力可能会影响关键的下游功能，如毒力因子的产生和生物膜的形成。
• Chemical and biological agents for the control of molluscs
  申请人：Marrone Bio Innovations, Inc.

  公开号：EP2601840A2

  公开（公告）日：2013-06-12

  Compositions and methods for controlling molluscs, members of the Gastropoda and Bivalvia classes which includes but is not limited to lactones, lactams, carbamates, amides, and/or carboxylic acid containing compounds as active ingredients and/ or compounds derived from Pseudomonas and/or Erwinia. Also provided are methods and compositions for increasing the efficacy of chemical and biological control for invasive molluscs in open waters, power plants, and drinking water treatment facilities under coldwater conditions.

  用于控制软体动物（腹足纲和双壳纲成员）的组合物和方法，包括但不限于内酯类、内酰胺类、氨基甲酸酯类、酰胺类和/或含羧酸的化合物作为活性成分和/或从假单胞菌和/或欧文氏菌衍生的化合物。此外，还提供了在冷水条件下提高对开放水域、发电厂和饮用水处理设施中入侵软体动物的化学和生物控制功效的方法和组合物。
• Use of sarmentine and its analogs for controlling plant pests
  申请人：Marrone Bio Innovations, Inc.

  公开号：EP2710892A2

  公开（公告）日：2014-03-26

  Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.

  本发明公开了使用沙门菌素和/或其类似物控制植物害虫，特别是杂草和/或植物病原体的方法和组合物。