isobutyrylshikonin | 5162-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: isobutyrylshikonin
• 英文别名: isobutylshikonin；isobutyl-alkannin；2-(1-isobutanoyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone；isobutyryl shikonin；Isobutyryl-shikonin；[1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylpropanoate
• CAS: 5162-00-5
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: BVRYLTBIGIAADD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  紫朱牛舌草(ALKANNATINCTORIA)根提取物 、 异丁酰氯 在 盐酸 作用下， 以 苯 为溶剂， 生成 isobutyrylshikonin
  参考文献：
  名称：

  Afzal, M.; Al-Hrif, M. T., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 5, p. 865 - 869

  摘要：

  DOI：

文献信息

• Process for preparing 5,8-dihydroxynaphthoquinone derivatives, novel
  申请人：Kuhnil Pharmaceutical Co., Ltd.

  公开号：US05696276A1

  公开（公告）日：1997-12-09

  5,8-dihydroxynaphthoquinone derivatives represented by the following general formula (IA): ##STR1## in which R.sup.1 represents alkyl or alkenyl, R.sup.2a represents alkyl or a group --C(O)R wherein R represents alkyl, alkenyl, aryl, aralkyl or aralkenyl, which can be substituted or unsubstituted with one or more halogen(s), and R.sup.3 represents hydrogen or alkyl, provided that when R.sup.2a is a group --C(O)R and R.sup.3 is hydrogen, R.sup.1 is other than 3-methyl-2-butenyl; and when R.sup.2a represents methyl and R.sup.3 independently represents hydrogen or methyl, R.sup.1 is other than 3-methylbutyl. Processes for preparing 5,8-dihydroxynaphthoquinone derivatives are also provided.

  以下是以如下通式（IA）表示的5,8-二羟基萘醌衍生物：##STR1## 其中，R1代表烷基或烯基，R2a代表烷基或基团--C（O）R，其中R代表烷基，烯基，芳基，芳基烷基或芳基烯基，可以带有一个或多个卤素的取代基或未取代基，而R3代表氢或烷基，但当R2a为基团--C（O）R且R3为氢时，R1不是3-甲基-2-丁烯基；当R2a代表甲基且R3独立地代表氢或甲基时，R1不是3-甲基丁基。还提供了制备5,8-二羟基萘醌衍生物的过程。
• NAPHTHALENEDIONE COMPOUNDS
  申请人：Sunten Phytotech Co., Ltd.

  公开号：EP2004174A2

  公开（公告）日：2008-12-24
• Naphthalenedione Compounds
  申请人：Chien Du-Shieng

  公开号：US20070238782A1

  公开（公告）日：2007-10-11

  This invention relates to compositions containing a compound of formula (I) shown below: Each variable is defined in the specification. Also disclosed are methods of using these compositions to treat acne, psoriasis, and infective skin ulcer.
• Pharmaceutical composition comprising shikonin derivatives from lithospermum erythrorhizo dor treating or preventing diabetes mellitus and the use thereof
  申请人：Park Ji Ho

  公开号：US20090318552A1

  公开（公告）日：2009-12-24

  The present invention relates to a composition for preventing and treating diabetes mellitus that includes a shikonin compound as an active ingredient and to a use thereof. More particularly, the present invention relates to a composition for preventing and treating diabetes mellitus that includes isobutyryl shikonin, β,β-dimethylacryl shikonin, isovaleryl shikonin, or α-methyl-n-butyryl shikonin as an active ingredient and to a use thereof. The composition of the present invention exhibits antidiabetic effects by blocking the K ATP ion channels (ATP-sensitive potassium ion channels) of beta (β) cells in the pancreas and increasing the concentration of calcium ions to promote the secretion of insulin, and thus can be used as a medicinal pharmaceutical, food additive, or health functional food for preventing and treating diabetes mellitus.
• Pharmaceutical composition comprising shikonin derivatives from lithospermum erythrorhizon for treating or preventing diabetes mellitus and the use thereof
  申请人：Park Ji Ho

  公开号：US20100093852A1

  公开（公告）日：2010-04-15

  The present invention relates to a composition comprising shikonin compounds, especially, isobutyryl shikonin, β-β-dimethylacryl shikonin, isovaleryl shikonin, and α-methyl-n-butyryl shikonin as an active ingredient for the prevention and treatment of diabetes mellitus and the use thereof. The composition of the present invention showed stimulating effect on the release of insulin in the beta cell of the pancreas due to inhibitory effect on K ATP ion channel of beta cell in pancreas together with promoting effect on the increase of calcium concentration. Therefore, it can be used as the therapeutics, health functional food or food additive for treating and preventing diabetes mellitus.