(+/-)-isomedicarpin | 607363-41-7

• 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: (+/-)-isomedicarpin
• 英文别名: Isomedicarpin；3-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-9-ol
• CAS: 607363-41-7
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: YHZDBBUEVZEOIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-isomedicarpin 在 三氟化硼乙醚 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 生成 Tuberostan
  参考文献：
  名称：

  Krishna Prasad, Awari V.; Kapil, Randhir S.; Popli, Satya P., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1561 - 1564

  摘要：

  DOI：
• 作为产物：
  描述：

  2',4'-dibenzyloxy-7-methoxyisoflavone 在 palladium on activated charcoal 氢气 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 (+/-)-isomedicarpin
  参考文献：
  名称：

  Krishna Prasad, Awari V.; Kapil, Randhir S.; Popli, Satya P., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1561 - 1564

  摘要：

  DOI：

文献信息

• USE OF PTEROCARPANS AS ACTIVE ANTI-CELLULITE INGREDIENTS
  申请人：Meyer Imke

  公开号：US20110034486A1

  公开（公告）日：2011-02-10

  The invention relates to a cosmetic, dermatological or pharmaceutical preparation, containing one, two or more compounds of formula (I) and/or a pharmaceutically acceptable salt of a compound of this type, (i) for use in a method for preventing, treating or reducing cellulite, and/or (ii) in an adequate quantity to reduce the lipid quantity contained in subcutaneous fat tissue, and/or to inhibit the differentiation of preadipocytes, and/or to inhibit the lipogenesis in adipocytes, wherein the radicals R1 to R8, independently of one another, signify hydrogen, hydroxy or C1-C4-alkoxy, and/or two adjacent radicals together form a methylenedioxy group.

  该发明涉及一种化妆品、皮肤学或药用制剂，包含一个、两个或更多的式(I)化合物和/或该类型化合物的药用盐，(i)用于预防、治疗或减少脂肪团，和/或(ii)以适量减少皮下脂肪组织中所含的脂质量，和/或抑制脂肪前体细胞的分化，和/或抑制脂肪细胞中的脂肪合成，在该式中，基团R1至R8，彼此独立地表示氢、羟基或C1-C4-烷氧基，和/或两个相邻的基团一起形成亚甲二氧基基团。
• Insect Antifeedants, Pterocarpans and Pterocarpol, in Heartwood of<i>Pterocarpus macrocarpus</i>Kruz.
  作者：Masanori MORIMOTO、Hiromi FUKUMOTO、Masaru HIRATANI、Warinthorn CHAVASIRI、Koichiro KOMAI

  DOI：10.1271/bbb.60017

  日期：2006.8.23

  The insect antifeedant activities of pterocarpans and a sesquiterpene alcohol from the dichloromethane extract of Pterocarpus macrocarpus Kruz. (Leguminosae) were evaluated against the common cutworm, Spodoptera litura F. (Noctuidae), and the subterranean termite, Reticulitermes speratus (Kolbe)(Rhinotermitidae). Three pterocarpans, (−)-homopterocarpin (1), (−)-pterocarpin (2), and (−)-hydroxyhomopterocarpin (3) and the sesquiterpene alcohol, (+)-pterocarpol (5), were isolated from the dichloromethane extract of the heartwood of P. macrocarpus under guidance by a biological assay. Among these natural products, the most active insect antifeedant against both S. litura and R. speratus was 1. On the other hand, sesquiterpene alcohol 5 showed less insect antifeedant activity than the other pterocarpans against both insect species. While its methylated derivative, (−)-methoxyhomopterocarpin (4), showed high biological activity, 3 showed less insect antifeedant activity in this study. Interestingly, racemic 1 did not show insect antifeedant activity against S. litura. However, all of the test pterocarpans and isoflavones showed antifeedant activity against the test termites. Additionally, since these compounds were major constituents of P. macrocarpus, these antifeedant phenolics may act as chemical defense factors in this tree. In Thailand, lumber made from this tree is used to make furniture and in building construction due to its resistance to termite attack.

  对来自大果紫檀（Pterocarpus macrocarpus Kruz.）二氯甲烷提取物的紫檀苷和倍半萜醇（豆科）的昆虫拒食活性进行了评估，以对抗普通切根虫斜纹夜蛾（Spodoptera litura F.）（夜蛾科）和地下白蚁（Reticulitermes speratus (Kolbe)）（鼻白蚁科）。在生物测定指导下，从大果紫檀心材的二氯甲烷提取物中分离出三种紫檀苷（-）-紫檀苷（1）、（-）-紫檀苷（2）和（-）-羟基紫檀苷（3）以及倍半萜醇（+）-紫檀醇（5）。在这些天然产物中，对斜纹夜蛾和R. speratus最有效的昆虫拒食剂是1。另一方面，倍半萜醇5对这两种昆虫的昆虫拒食活性低于其他紫檀苷。虽然其甲基化衍生物（-）-甲氧基紫檀苷（4）显示出高生物活性，但在这项研究中，3的昆虫拒食活性较低。有趣的是，外消旋1对斜纹夜蛾没有表现出昆虫拒食活性。然而，所有
• OZAKI YUTAKA; MOCHIDA KEIKO; KIM SANG-WON, CHEM. AND PHARM. BULL., 35,(1987) N 5, 1790-1795
  作者：OZAKI YUTAKA、 MOCHIDA KEIKO、 KIM SANG-WON

  DOI：——

  日期：——
• Krishna Prasad, Awari V.; Kapil, Randhir S.; Popli, Satya P., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1561 - 1564
  作者：Krishna Prasad, Awari V.、Kapil, Randhir S.、Popli, Satya P.

  DOI：——

  日期：——