7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthalene-1,3-dicarboxylic acid 3-(1-carboxy-2-(3,4-dihydroxyphenyl))ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthalene-1,3-dicarboxylic acid 3-(1-carboxy-2-(3,4-dihydroxyphenyl))ethyl ester
• 英文别名: 3-[1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1,2-dihydronaphthalene-1-carboxylic acid；3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1,2-dihydronaphthalene-1-carboxylic acid
• 化学式: C₂₇H₂₂O₁₂
• 分子量: 538.464
• InChiKey: BGFDEFHJYZEPJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  222
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  salvianolic acid L 在 盐酸 作用下， 反应 2.0h， 以80%的产率得到7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthalene-1,3-dicarboxylic acid 3-(1-carboxy-2-(3,4-dihydroxyphenyl))ethyl ester
  参考文献：
  名称：

  Salvianolic acid L, a potent phenolic antioxidant from Salvia officinalis

  摘要：

  Salvianolic acid L. a rosmarinic acid dimer, was isolated from Salvia officinalis and identified as 7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthatene-1,3-dicarboxylic acid di(1-carboxy-2-(3,4-dihydroxyphenyl))ethyl ester. Two novel hydrolytic products 7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthalene-1,3-dicarboxylic acid and the corresponding 3-monoester were also isolated and characterized. Salvianolic acid L showed strong free radical scavenging activities for DPPH and superoxide anion radicals. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01738-5

文献信息

• Chemical conversions of salvianolic acid B by decoction in aqueous solution
  作者：Hyoung Jae Lee、Jeong-Yong Cho、Jae-Hak Moon

  DOI：10.1016/j.fitote.2012.06.015

  日期：2012.10

  Salvianolic acid B (Sal B) is the most abundant phenolic compound in Salvia miltiorrhiza, which has been widely used for the treatment of cardiovascular diseases in Oriental medicine. To elucidate structure of the converted compounds of Sal B by decoction in aqueous solution, Sal B (200 mg) was decocted in an aqueous solution (200 mL) at pH 4.9 and the decocted solution was purified by Sephadex LH-20

  丹酚酸B（Sal B）是丹参中含量最丰富的酚类化合物，在东方医学中已被广泛用于治疗心血管疾病。为了通过在水溶液中煎煮来阐明Sal B转化化合物的结构，将Sal B（200 mg）在pH 4.9的水溶液（200 mL）中煎煮，并将煎煮的溶液通过Sephadex LH-20柱色谱法纯化并制备HPLC。分离出13种转化的化合物，并通过NMR和MS确定化学结构。除了先前报道的4种化合物通过水煎制而成的Sal B转化产物外，首次报道了9种化合物具有从水煎Sal B溶液中分离出的化合物的完整结构，并且其中三种化合物被确定为新化合物。此外，
• Salvianolic acid L, a potent phenolic antioxidant from Salvia officinalis
  作者：Yinrong Lu、L.Yeap Foo

  DOI：10.1016/s0040-4039(01)01738-5

  日期：2001.11

  Salvianolic acid L. a rosmarinic acid dimer, was isolated from Salvia officinalis and identified as 7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthatene-1,3-dicarboxylic acid di(1-carboxy-2-(3,4-dihydroxyphenyl))ethyl ester. Two novel hydrolytic products 7,8-dihydroxy-2-(3,4-dihydroxyphenyl)-1,2-dihydronaphthalene-1,3-dicarboxylic acid and the corresponding 3-monoester were also isolated and characterized. Salvianolic acid L showed strong free radical scavenging activities for DPPH and superoxide anion radicals. (C) 2001 Published by Elsevier Science Ltd.