Tanshinone IIB | 127665-43-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Tanshinone IIB
• 英文别名: 6-hydroxymethyl-1,6-dimethyl-6,7,8,9-tetrahydro-phenanthro[1,2-b]furan-10,11-dione；6-Hydroxymethyl-1,6-dimethyl-6,7,8,9-tetrahydro-phenanthro[1,2-b]furan-10,11-dion；Tanshinon II-B；Tanshinone II-b；6-(hydroxymethyl)-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
• CAS: 127665-43-4
• 化学式: C₁₉H₁₈O₄
• 分子量: 310.35
• InChiKey: XDUXBBDRILEIEZ-UHFFFAOYSA-N

物化性质

• 沸点：
  536.9±50.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(tert-butyldimethylsiloxy)ethoxy]acetic acid 、 Tanshinone IIB 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-acetic acid 1,6-dimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydro-phenanthro[1,2-b]furan-6-ylmethyl ester
  参考文献：
  名称：

  用于丹参酮结合蛋白研究的新型化学探针的合成。

  摘要：

  合成了新的重氮嗪或生物素标记的丹参酮探针，并评估了其对RAW264.7细胞中RANKL诱导的破骨细胞生成的TRAP抑制活性。我们发现，重氮标记的衍生物（18和20）是RANKL诱导的破骨细胞形成的有效抑制剂。IC50值分别为18.02和15.00 microM。这些探针将是用于研究丹参酮-蛋白质相互作用的有用试剂。

  DOI：

  10.1016/j.bmcl.2006.07.019
• 作为产物：
  描述：

  methyl 1-methyl-2-oxocyclohexanecarboxylate 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 重铬酸吡啶 、 氢氟酸 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 lithium chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 62.0h， 生成 Tanshinone IIB
  参考文献：
  名称：

  Ultrasound-promoted cycloadditions in the synthesis of Salvia miltiorrhiza abietanoid o-quinones

  摘要：

  DOI：

  10.1021/jo00304a008

文献信息

• 2-ALKYL-OR-ARYL-SUBSTITUTED TANSHINONE DERIVATIVES, AND PREPARATION METHOD AND APPLICATION THEREOF
  申请人：Hangzhou Bensheng Pharmaceutical Co., Ltd.

  公开号：US20140336249A1

  公开（公告）日：2014-11-13

  The present invention belongs to the field of natural medicine and pharmaceutical chemistry, and specifically relates to novel 2-alkyl- or 2-aromatic-substituted tanshinone I derivatives of formula (I) or a pharmaceutically acceptable salt thereof, to a process for the preparation of these compounds, compositions containing such compounds and their use in preparing antineoplastic medicaments. When Z═R, said derivative is 2-alkyl-substituted tanshinone I; when Z═Ar, said derivative is 2-aryl-substituted tanshinone I; when Z=Het, said derivative is 2-heteroaryl- or 2-heterocyclyl-substituted tanshinone I.

  本发明属于自然药物和药物化学领域，具体涉及公式（I）的新型2-烷基或2-芳基取代丹参酮I衍生物或其药学上可接受的盐，以及制备这些化合物的方法，含有这种化合物的组合物以及它们在制备抗肿瘤药物中的用途。当Z=R时，所述衍生物为2-烷基取代的丹参酮I；当Z=Ar时，所述衍生物为2-芳基取代的丹参酮I；当Z=Het时，所述衍生物为2-杂芳基或2-杂环烷基取代的丹参酮I。
• 2-AMINATED METHYLENE OR 2-ESTERIFIED METHYLENE TANSHINONE DERIVATIVES, AND PREPARATION METHOD AND APPLICATION THEREOF
  申请人：Hangzhou Bensheng Pharmaceutical Co., Ltd.

  公开号：EP2786990B1

  公开（公告）日：2018-08-08
• LEE, JUNNING;SNYDER, JOHN K., J. ORG. CHEM., 55,(1990) N7, C. 4995-5008
  作者：LEE, JUNNING、SNYDER, JOHN K.

  DOI：——

  日期：——
• Chiral Complexes of Ascorbic Acid with Natural Antioxidant and Anti-Inflammatory Ketones Including Aloe, Citrus, Ginger, and Mango for Skin and Hair Care
  申请人：GUPTA SHYAM K.

  公开号：US20110059907A1

  公开（公告）日：2011-03-10

  This invention relates to certain complexes of ascorbic acid and its derivatives with certain natural antioxidant and anti-inflammatory ketones for topical or oral application; said complexes having general chemical formula (I), its isomers, and salts thereof, including their optically active or racemic forms. This invention also relates to a method of treatment of skin condition, including dark skin, age spots, acne, inflammation, loss of cellular antioxidants, collagen loss with aging, loss of skin pliability, loss of skin suppleness, skin wrinkles, oxidation, damage from radiation, malfunction of matrix metalloproteases, malfunction of tyrosinases, damage from free radicals, photo-damage, nutritional deficiency, and combinations thereof;
• TASHINONES AND THEIR DERIVATIVES: NOVEL EXCELLENT DRUGS FOR ALZHEIMER DISEASE
  申请人：ZHENG Jie

  公开号：US20160022625A1

  公开（公告）日：2016-01-28

  A method for disaggregating amyloid peptide aggregates the method comprising administering a tanshinone or a tanshinone derivatives to an amyloid peptide aggregate. The method may be useful for disaggregating amyloid peptide aggregates in a patient in need of such treatment, such as patients with Alzheimer's disease.