(+/-)-Isoplatydesmine | 41234-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (+/-)-Isoplatydesmine
• 英文别名: Isoplatydesmine；2-(2-hydroxypropan-2-yl)-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-4-one
• CAS: 41234-42-8
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: VLHROMVHVKMNLA-UHFFFAOYSA-N

物化性质

• 沸点：
  388.0±42.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-Isoplatydesmine 在 硫酸 作用下， 反应 96.05h， 生成 2-Isopropyl-4,9a-dimethoxy-9-methyl-9,9a-dihydro-furo[2,3-b]quinoline; hydriodide
  参考文献：
  名称：

  Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1989, # 5, p. 905 - 908

  摘要：

  DOI：
• 作为产物：
  描述：

  5-甲基-4-己烯酸乙酯 在 正丁基锂 、 异丙胺 、 间氯过氧苯甲酸 、 3-氯苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 25.42h， 生成 (+/-)-Isoplatydesmine
  参考文献：
  名称：

  Coppola, Gary M., Journal of Heterocyclic Chemistry, 1983, vol. 20, p. 1589 - 1591

  摘要：

  DOI：

文献信息

• Quinoline alkaloids. Part VIII. The synthesis and nuclear magnetic resonance spectra of (±)-platydesmine, (±)-isobalfourodine, and related compounds
  作者：R. M. Bowman、M. F. Grundon

  DOI：10.1039/j39660001504

  日期：——

  which can be identified by nuclear magnetic resonance spectroscopy in dimethyl sulphoxide. This led to syntheses of balfourodine, isobalfourodine, and platydesmine, and the constitution of the latter alkaloid was thereby established. Some of the results have been reported briefly.

  与N-甲基-（3-甲基丁-2-烯基）喹诺酮的氧化环化相反，缺少N-甲基的相应喹诺酮与过氧月桂酸反应生成了呋喃基和吡喃基衍生物的混合物，通过核磁共振光谱法在二甲亚砜中鉴定。这导致了balfourodine，isobalfourodine和platydesmine的合成，从而确定了后者的生物碱的组成。一些结果已被简要报道。
• Alkaloids from the stems of Clausena lansium and their neuroprotective activity
  作者：Jie Liu、Yi-Qian Du、Chuang-Jun Li、Li Li、Fang-You Chen、Jing-Zhi Yang、Nai-Hong Chen、Dong-Ming Zhang

  DOI：10.1039/c7ra06753d

  日期：——

  6R)-clauselansine C (3b), (+)-(1′R,2′R,6′R)-claulansine B (4a), and (+)-(1′R,2′R)-claulansine D (5a), together with twelve known alkaloids (4b, 5b, 6a, 6b, 7a, 7b and 8–13) were isolated from the stems of Clausena lansium. Their structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods including 1D and 2D NMR experiments, especially the employment of electronic

  八个新生物碱，其中包括三个对对映体的（+） - （2'小号，3' - [R）-clauselansine A（1A）和（ - ） - （2' - [R，3' š）-clauselansine A（图1B）; （+） - （2'小号，3' - [R）-clauselansine B（图2a）和（ - ） - （2' - [R，3'小号）-clauselansine B（图2b）; （+）-（3 S，4 R，5 S，6 S）-clauselansine C（3a）和（-）-（3 R，4 S，5 R，6 R）-clauselansine C（3b），（+） - （1' - [R，2' - [R，6' - [R）-claulansine B（图4a），和（+） - （1' - [R，2' - [R）-claulansine d（图5a），加上12从茄子茎中分离到已知生物碱（4b，5b，6a，6b，
• Ruyun, Ji, Medicinal Chemistry Research, 1995, vol. 5, # 8, p. 587 - 594
  作者：Ruyun, Ji

  DOI：——

  日期：——
• Angular Methoxy-Substituted Furo- and Pyranoquinolinones as Blockers of the Voltage-Gated Potassium Channel Kv1.3
  作者：Inga Butenschön、Kerstin Möller、Wolfram Hänsel

  DOI：10.1021/jm001007u

  日期：2001.4.1

  The voltage-gated potassium channel Kv1.3 constitutes an attractive target for immunosuppression because of its role in T-lymphocyte activation and its functionally restricted expression to lymphocytes. Blockade of Kv1.3 channels by margatoxin has previously been shown to prevent T-cell activation and attenuate immune responses in vivo. In the present study, several furo-and pyranoquinoline derivatives were synthesized add screened for their blocking activities of Kv1.3 channels, stably expressed in mice-fibroblasts L929. In addition the activities of the compounds on Ky currents of the neuroblastoma cell line N1E-115 were determined. The most potent compounds, the angular furoquinolinone 8-methoxy-2-(1 ' -methylethyl)-5-methyl-4,5-dihydrofuro [3,2-c] quinolin-4-one (8c) and the angular pyranoquinolinone 9-methoxy-2,2,6-trimethyl-2,6-dihydro-5H-pyrano [3,2-c] quinolin-5-one (9a), inhibited Kv1.3 channels with half-blocking concentrations of 5 and 10 muM, respectively, and displayed 8-fold (8c) and 2-fold (9a) selectivity over Ky currents of N1E-115 cells. Thus, compounds 8c and 9a might function as a template for the development of novel immunosuppressants.
• GASTON, JOHN L.;GRUNDON, MICHAEL F., J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 905-908
  作者：GASTON, JOHN L.、GRUNDON, MICHAEL F.

  DOI：——

  日期：——

表征谱图