derrisisoflavone G

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: derrisisoflavone G
• 英文别名: 5-Hydroxy-3-(4-hydroxyphenyl)-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-4-one；5-hydroxy-3-(4-hydroxyphenyl)-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-4-one
• 化学式: C₂₀H₁₆O₅
• 分子量: 336.344
• InChiKey: FBLUUXQDEOSGGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  染料木素 在 吡啶 、 tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)europium(III) 、 氧气 、 tetraphenylporphyrin 、 碳酸氢钠 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 、 水 、 丙酮 为溶剂， 反应 117.0h， 生成 derrisisoflavone G
  参考文献：
  名称：

  Anti-AGEs and antiparasitic activity of an original prenylated isoflavonoid and flavanones isolated from Derris ferruginea

  摘要：

  A new isoflavonoid, 5-hydroxy-3-(4-hydroxyphenyl)-8-isopropenyl-8,9-dihydro-4H-furo-[2,3-h]-chromen-4-one named derrisisoflavone G (1), four known prenylated flavanones (2-5), four known isoflavonoids (6-9) and two phenolic derivatives (10, 11) have been isolated from crude extracts of Derris ferruginea stems and leaves. Compounds 1-11 were identified using spectroscopic methods whereas an unambiguous structural assignment of 1 was accomplished through hemi-synthesis. Compounds 2-5 exhibited strong in vitro antiparasitic activity against Plasmodium falciparum and Leishmania major but with poor selectivity, whereas 1-5 significantly inhibited the formation of advanced glycation endproducts (AGEs). Crown Copyright (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2013.06.002

文献信息

• Anti-AGEs and antiparasitic activity of an original prenylated isoflavonoid and flavanones isolated from Derris ferruginea
  作者：Sylvie Morel、Jean-Jacques Helesbeux、Denis Séraphin、Séverine Derbré、Julia Gatto、Marie-Christine Aumond、Yannick Abatuci、Philippe Grellier、Mehdi A. Beniddir、Patrice Le Pape、Fabrice Pagniez、Marc Litaudon、Anne Landreau、Pascal Richomme

  DOI：10.1016/j.phytol.2013.06.002

  日期：2013.8

  A new isoflavonoid, 5-hydroxy-3-(4-hydroxyphenyl)-8-isopropenyl-8,9-dihydro-4H-furo-[2,3-h]-chromen-4-one named derrisisoflavone G (1), four known prenylated flavanones (2-5), four known isoflavonoids (6-9) and two phenolic derivatives (10, 11) have been isolated from crude extracts of Derris ferruginea stems and leaves. Compounds 1-11 were identified using spectroscopic methods whereas an unambiguous structural assignment of 1 was accomplished through hemi-synthesis. Compounds 2-5 exhibited strong in vitro antiparasitic activity against Plasmodium falciparum and Leishmania major but with poor selectivity, whereas 1-5 significantly inhibited the formation of advanced glycation endproducts (AGEs). Crown Copyright (C) 2013 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.