[9-3H]isoeugenol | 1207630-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: [9-3H]isoeugenol
• CAS: 1207630-20-3
• 化学式: C₁₀H₁₂O₂
• 分子量: 166.196
• InChiKey: BJIOGJUNALELMI-CNRUNOGKSA-N

反应信息

• 作为产物：
  描述：

  [9-3H]coniferyl alcohol dimesylate 在 三乙基硼氢化锂 、 甲醇 、 水 、 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 以99%的产率得到[9-3H]isoeugenol
  参考文献：
  名称：

  Biosynthesis of antimalarial lignans from Holostylis reniformis

  摘要：

  Holostylis reniformis biosynthesizes 8-8' linked lignans without 9,9'-oxygenation. To elucidate the biosynthetic pathways to these lignans, the reputed precursors [U-C-14]phenylalanine, [9-H-3(1)]coniferyl alcohol, and [9-H-3(1)]isoeugenol were administered to roots of the plant, which led to the incorporation of H-3 and C-14 into ten 2,7' linked-lignans (aryltetralone lignans) and two 7,7'-epoxylignans (furan lignans). These administration experiments demonstrated that the lignans were propenylphenol-derived and that H. reniformis can exhibit regioselective control over radical-radical coupling (via isoeugenol radicals). Regiospecific control over propenylphenol-derived lignan biosynthesis was observed, together with diastereoselective control of C2-C7' bond formation for the aryltetralone lignans (7'R). These experiments provide evidence that isoeugenol is a biosynthetic intermediate to the aryltetralone and furan lignans. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.02.008