異洋芹腦 | 17672-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 異洋芹腦
• 英文名称: isoapiol
• 英文别名: 4,7-Dimethoxy-5-(1-propenyl)-1,3-benzodioxol；4,7-dimethoxy-5-[(E)-prop-1-enyl]-1,3-benzodioxole
• CAS: 17672-88-7
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: XKCIPTFOQRVXGG-SNAWJCMRSA-N

物化性质

• 熔点：
  56°C
• 沸点：
  303.5°C (estimate)
• 密度：
  1.1995 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  異洋芹腦 在 potassium permanganate 、 水 作用下， 生成 洋芹酸
  参考文献：
  名称：

  Bartolotti, Gazzetta Chimica Italiana, 1892, vol. 22 I, p. 559

  摘要：

  DOI：
• 作为产物：
  描述：

  洋芹脑 在 sodium ethanolate 作用下， 生成 異洋芹腦
  参考文献：
  名称：

  Mammola; Paolini; Balbiano, Gazzetta Chimica Italiana, 1906, vol. 36 I, p. 289,290

  摘要：

  DOI：

文献信息

• Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents
  作者：Alexander V. Samet、Oksana G. Shevchenko、Vyacheslav V. Rusak、Eduard M. Chartov、Andrey B. Myshlyavtsev、Daniil A. Rusanov、Marina N. Semenova、Victor V. Semenov

  DOI：10.1021/acs.jnatprod.8b00878

  日期：2019.6.28

  groups in the aromatic ring were evaluated using several in vitro models. These included the DPPH assay, inhibition of lipid peroxidation products accumulation, inhibition of H2O2-induced hemolysis, and oxidation of oxyhemoglobin. A synthetic protocol for the synthesis of natural nothoapiol (9) from a parsley seed metabolite, apiol (7), was developed. A structure–activity relationship study revealed

  使用几种体外模型评估了芳环中具有不同数量的烷氧基/甲氧基的天然和相关合成烯丙基聚烷氧基苯的自由基清除能力抗氧化和膜保护特性。这些包括 DPPH 测定、脂质过氧化产物积累的抑制、H 2 O 2诱导的溶血的抑制和氧合血红蛋白的氧化。开发了从欧芹种子代谢物芹菜酚 ( 7 )合成天然芹菜酚 ( 9 ) 的合成方案。构效关系研究表明，芳环中的亚甲二氧基片段和甲氧基均有利于抗氧化活性。羟基芹菜醇 ( 14)，在芳香核中含有一个羟基，被确定为最有效的化合物。五烷氧基取代的 nothoapiol ( 9 ) 在小鼠脑匀浆中表现出抗氧化活性，而在小鼠红细胞中表现出显着的促氧化作用。尽管自由基清除能力低，但烯丙基聚烷氧基苯可以提高植物精油的总抗氧化能力。
• Polyalkoxybenzenes from plant sources 2. Synthesis of isoxazoline analogs of combretastatin from natural allyl(methylenedioxy)methoxybenzenes
  作者：D. V. Tsyganov、A. P. Yakubov、L. D. Konyushkin、S. I. Firgang、V. V. Semenov

  DOI：10.1007/s11172-007-0391-7

  日期：2007.12

  A series of analogs of the natural mitostatic agent combretastatin were synthesized by the reaction of nitrile oxides with natural allylbenzenes, such as myristicin, apiol, and dillapiol. The 1,3-dipolar cycloaddition reactions in allylic systems proceed regiospecifically. The reactions with trans isomers of propenylbenzenes, viz., isomyristicin, isoapiol, and isodillapiol, as dipolarophiles produce regioisomers.

  通过腈氧化物与天然烯丙基苯（如肉豆蔻苷、芹醇和莳萝酚）的反应，合成了一系列天然抗丝裂霉素类似物。烯丙基系统中的 1,3-二极环加成反应具有区域特异性。与丙烯基苯的反式异构体（即异肉豆蔻苷、异芹醇和异莳萝酚）作为双极亲和剂进行的反应会产生区域异构体。
• Quilico; Freri, Gazzetta Chimica Italiana, 1928, vol. 58, p. 385,388,390
  作者：Quilico、Freri

  DOI：——

  日期：——
• Development of Antigen Detection ELISA for the Diagnosis of Brugian and Bancroftian Filariasis Using Antibodies to Recombinant Filarial Antigens Bm-SXP-1 and Wb-SXP-1
  作者：Pattabhiraman Lalitha、Devarajan Eswaran、Muniratnam Gnanasekar、Kakuturu Venkata Nagaraja Rao、Rangarajan Badri Narayanan、Alan Scott、Thomas Nutman、Perumal Kaliraj

  DOI：10.1111/j.1348-0421.2002.tb02703.x

  日期：2002.5

  AbstractAntibodies specific to recombinant filarial antigens Wb‐SXP‐1 and Bm‐SXP‐1 have been used to develop a sandwich ELISA for the detection of circulating filarial antigen (CFA) in sera from patients with lymphatic filariasis caused by Wuchereria bancrofti of Brugia malayi. In patients with W. bancrofti infections, a high proportion of microfilaria (mf) positive (MF) and low proportions of patients with chronic pathology (CP) and endemic normals (EN) showed the presence of CFA. Similarly in patients with brugian infections a high proportion of mf positive individuals contained CFA while none of the patients with chronic pathology or endemic normals showed the presence of CFA. Sera from patients with other parasitic infections (OPI) like O. volvulus, Loa loa, Ascaris lumbricoides and from individuals residing in areas non‐endemic to filariasis did not exhibit any reactivity. This assay shows promise for the detection of microfilaremic infections in lymphatic filariasis and its usefulness as a diagnostic tool especially in B. malayi infections, needs to be further evaluated.
• Stagno d'Alcontres, Gazzetta Chimica Italiana, 1952, vol. 82, p. 823,825
  作者：Stagno d'Alcontres

  DOI：——

  日期：——