taiwanin E methyl ether | 30403-00-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: taiwanin E methyl ether
• 英文别名: Justicidin F；lignan J₁；9-(1,3-benzodioxol-5-yl)-5-methoxy-6H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
• CAS: 30403-00-0
• 化学式: C₂₁H₁₄O₇
• 分子量: 378.338
• InChiKey: BBROIWXMVHRRMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  227～230℃
• 沸点：
  667.2±55.0 °C(Predicted)
• 密度：
  1.502±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-bromopiperonal dimethyl acetal 在 正丁基锂 、 dimethyl sulfide borane 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 taiwanin E methyl ether
  参考文献：
  名称：

  潜在的异苯并呋喃：其在天然存在的1-芳基萘萘木脂素的合成中的用途

  摘要：

  描述了一种通过Diels-Alder反应，然后选择性地硼烷还原芳香族酯的七步木脂素的三步合成方法。

  DOI：

  10.1039/c39800000354

文献信息

• An Optimized and General Synthetic Strategy To Prepare Arylnaphthalene Lactone Natural Products from Cyanophthalides
  作者：Taejung Kim、Kyu Hyuk Jeong、Ki Sung Kang、Masaya Nakata、Jungyeob Ham

  DOI：10.1002/ejoc.201601611

  日期：2017.4.3

  simple method for the preparation of various arylnaphthalene lactone natural products was developed and used to synthesize diphyllin (10), justicidin A (12), cilinaphthalide B (13), taiwanin E (15), chinensinaphthol (16), taiwanin E methyl ether (17), chinensinaphthol methyl ether (18), justicidin C (21) and justicidin D (22). The syntheses proceeded via HauserKraus annulation of cyanophthalides (7a

  本研究开发了一种制备各种芳基萘内酯天然产物的新型简便方法，并将其用于合成双叶素 (10)、justicidin A (12)、西萘啶 B (13)、台湾宁 E (15)、茚苁醇 (16) ), taiwanin E 甲基醚 (17), chinensinaphthol 甲基醚 (18), justicidin C (21) 和 justicidin D (22)。合成通过氰基苯酞（7a 和 7b）的 Hauser-Kraus 环化和具有磺酸盐基团的芳基萘内酯（9、14、19 和 20）与相应的芳基三氟硼酸钾的 Suzuki-Miyaura 交叉偶联进行。
• [EN] METHOD FOR PREPARATION OF JUSTICIDIN A DERIVATIVES OF ARYLNAPHTHALENE LIGNAN STRUCTURE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DÉRIVÉS DE JUSTICIDINE A DE STRUCTURE DE LIGNANE ARYLNAPHTHALÈNE
  申请人：KOREA INST SCI & TECH

  公开号：WO2014119892A1

  公开（公告）日：2014-08-07

  The present disclosure relates to a novel method for preparing an arylnaphthalene lignan compound. In synthesis of arylnaphthalene lignan compounds and derivatives according to the present disclosure, a naphthalene backbone may be constructed first and an aryl group may be introduced at the final stage. Through this, various kinds of derivatives that could not be prepared from the existing methods can be synthesized effectively. Further, the synthesis method according to the present disclosure is appropriate for large-scale production.

  本公开涉及一种制备芳基萘木脂素化合物的新方法。根据本公开的芳基萘木脂素化合物和衍生物的合成方法，首先可以构建萘骨架，然后在最后阶段引入芳基。通过这种方法，可以有效合成各种无法从现有方法中制备的衍生物。此外，根据本公开的合成方法适用于大规模生产。
• METHOD FOR PREPARATION OF JUSTICIDIN A DERIVATIVES OF ARYLNAPHTHALENE LIGNAN STRUCTURE
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20150336938A1

  公开（公告）日：2015-11-26

  The present disclosure relates to a novel method for preparing an arylnaphthalene lignan compound. In synthesis of arylnaphthalene lignan compounds and derivatives according to the present disclosure, a naphthalene backbone may be constructed first and an aryl group may be introduced at the final stage. Through this, various kinds of derivatives that could not be prepared from the existing methods can be synthesized effectively. Further, the synthesis method according to the present disclosure is appropriate for large-scale production.

  本公开涉及一种制备芳基萘木素化合物的新方法。根据本公开的芳基萘木素化合物和衍生物的合成，首先可以构建萘骨架，然后在最后阶段引入芳基基团。通过这种方法，可以有效地合成各种无法通过现有方法制备的衍生物。此外，本公开的合成方法适用于大规模生产。
• TRANSGLUTAMINASE ACTIVATOR
  申请人：Kao Corporation

  公开号：EP2918280A1

  公开（公告）日：2015-09-16

  A transglutaminase activator containing at least one kind selected from the group consisting of an extract from Justicia procumbens, an extract from Peristrophe japonica, and a compound represented by Formula (1), as an active ingredient: wherein R1 and R2 represent a hydrogen atom, a hydroxyl group, or an alkoxy group having 1 to 4 carbon atoms; R3 represents a hydrogen atom, or a group for forming a methylenedioxy group by bonding with R2; R4 and R5 represent a hydrogen atom, or a group for forming a methylenedioxy group by bonding with each other; R6 represents a hydrogen atom, a hydroxyl group, an alkoxy group having 1 to 5 carbon atoms, an acyloxy group having 1 to 4 carbon atoms, or a specific sugar residue.

  一种转谷氨酰胺酶激活剂，其活性成分中至少含有一种从 Justicia procumbens 提取物、Peristrophe japonica 提取物和由式（1）代表的化合物组成的组中选出的物质： 其中 R1 和 R2 代表氢原子、羟基或具有 1 至 4 个碳原子的烷氧基；R3 代表氢原子或通过与 R2 键合形成亚甲二氧基的基团；R4 和 R5 代表氢原子或通过相互键合形成亚甲二氧基的基团；R6 代表氢原子、羟基、具有 1 至 5 个碳原子的烷氧基、具有 1 至 4 个碳原子的酰氧基或特定的糖残基。
• Skin Whitening Agent
  申请人：Kikuchi Mamiko

  公开号：US20130295207A1

  公开（公告）日：2013-11-07

  Use of haguro-so or an organic solvent extract thereof, or a compound represented by the following formula (I) or a salt thereof, for inhibiting a dopa oxidase activity, for inhibiting melanin production, or for whitening the skin; in the formula (I), R 1 and R 2 , being the same or different, each represent a hydroxyl group, or a C 1-4 linear or branched alkoxy group, or R 1 and R 2 together form a methylenedioxy group; R 3 and R 4 , being the same or different, each represent a hydroxyl group, or a C 1-4 linear or branched alkoxy group, or R 3 and R 4 together form a methylenedioxy group; R 5 represents a hydrogen atom, a hydroxyl group, a C 1-5 linear or branched alkoxy group, a C 1-4 acyl group, or a sugar residue selected from the group consisting of (D-apio-β-D-furanosyl)oxy, (β-D-glucopyranosyl)oxy, (3-O,4-O-dimethyl-D-xylopyranosyl)oxy, (2-O,3-O,4-O-trimethyl-β-D-xylopyranosyl)oxy, and (3-O-methyl-β-D-glucopyranosyl)oxy; R 6 and R 7 are each a hydrogen atom and R 8 and R 9 together represent an oxygen atom, or R 8 and R 9 are each a hydrogen atom and R 6 and R 7 together represent an oxygen atom.