isoxanthochymol | 52617-33-1

• 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: isoxanthochymol
• 英文别名: (1R,3R,9S,11S)-7-(3,4-dihydroxybenzoyl)-4,4,10,10-tetramethyl-3,9,11-tris(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione
• CAS: 52617-33-1；71117-97-0
• 化学式: C₃₈H₅₀O₆
• 分子量: 602.811
• InChiKey: KXTNVBQRLRYVCO-MWVHARJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  isoxanthochymol 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 15.0h， 生成 hexahydroisoxanthochymol dimethyl ether
  参考文献：
  名称：

  Rao, A. V. Rama; Ventkatswamy, G.; Yemul, S. S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980, vol. 19, # 8, p. 627 - 633

  摘要：

  DOI：
• 作为产物：
  描述：

  Guttiferone E 在 盐酸 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以10 mg的产率得到isoxanthochymol
  参考文献：
  名称：

  The guttiferones, HIV-inhibitory benzophenones from Symphonia globulifera, Garcinia livingstonei, Garcinia ovalifolia and Clusia rosea

  摘要：

  Extracts from species of the tropical plant genera Symphonia, Garcinia and Clusia (Guttiferae) have yielded a series of new polyisoprenylated benzophenone derivatives named guttiferones A-E (1-5). Structural assignments were based on detailed spectral analyses. These compounds inhibit the cytopathic effects of in vitro HIV infection.

  DOI：

  10.1016/s0040-4020(01)89039-6

文献信息

• Total Synthesis and Absolute Configuration Assignment of MRSA Active Garcinol and Isogarcinol
  作者：Cecilia Socolsky、Bernd Plietker

  DOI：10.1002/chem.201406077

  日期：2015.2.9

  A short total synthesis of (±)‐garcinol and (±)‐isogarcinol, two endo‐type B PPAPs with reported activity against methiciline resistant Staphylococcus aureus (MRSA), is presented. The separation of framework‐constructing from framework‐decorating steps and the application of two highly regio‐ and stereoselective Pd‐catalysed allylations, that is, the Pd‐catalysed decarboxylative Tsuji–Trost allylation

  简要介绍了（±）-藤黄酚和（±）-异丁香酚这两种内消旋B型PPAP的短合成过程，据报道它们具有对耐甲氧西林的金黄色葡萄球菌（MRSA）的活性。将框架构建步骤与框架装饰步骤分离，并应用两种高度区域选择性和立体选择性的Pd催化烯丙基化，即Pd催化的脱羧Tsuji-Trost烯丙基化和非对映选择性Pd催化的烯丙基-烯丙基交叉偶联是允许从乙酰丙酮开始的13个步骤内完成总合成的关键元素。对映体分离后，四种天然产物的绝对构型（即（-）-藤黄醇，（+）-guttiferone E（即ent-garcinol），（ - ） - isogarcinol，和（+） - isoxanthochymol（即，耳鼻喉科-isogarcinol））是基于ECD光谱分配。
• METHOD FOR PRODUCING HEMATOPOIETIC STEM CELLS
  申请人：Nishino Taito

  公开号：US20130095085A1

  公开（公告）日：2013-04-18

  An expanding agent for hematopoietic stem cells and/or hematopoietic progenitor cells useful as a therapy for various hematopoietic diseases and useful for improvement in the efficiency of gene transfer into hematopoietic stem cells for gene therapy is provided. A method of producing hematopoietic stem cells and/or hematopoietic progenitor cells, which comprises expanding hematopoietic stem cells by culturing hematopoietic stem cells ex vivo in the presence of a compound represented by the formula following (I), a tautomer or pharmaceutically acceptable salt of the compound or a solvate thereof (wherein R 1 to R 6 are as defined in the description).

  提供一种用作治疗各种造血系统疾病的造血干细胞和/或造血祖细胞的扩增剂，并用于提高基因治疗中基因转移到造血干细胞的效率。一种生产造血干细胞和/或造血祖细胞的方法，包括在化合物式（I）所代表的化合物、其互变异构体或其药学上可接受的盐或其溶剂存在下，通过体外培养造血干细胞来扩增造血干细胞（其中R1至R6如描述中所定义）。
• Antibacterial Activity of Some Garcinia Benzophenone Derivatives against Methicillin-Resistant Staphylococcus aureus.
  作者：Munekazu IINUMA、Hideki TOSA、Toshiyuki TANAKA、Satiyo KANAMARU、Fujio ASAI、Yasuko KOBAYASHI、Kenichi MIYAUCHI、Ryoyu SHIMANO

  DOI：10.1248/bpb.19.311

  日期：——

  Benzophenone derivatives, garcinol (1) and isogarcinol (2) isolated from the pericarps of Garcinia purpurea (Guttiferae), and xanthochymol (3) and a mixture of isoxanthochymol (4) cycloxanthochymol (5) from the pericarps of G. subelliptica were evaluated for their antibacterial activity against methicillin-resistant Staphylococcus aureus. Among them, 3 showed the lowest minimum inhibitory concentration at 3.1-12.5μg/ml. This concentration is nearly equal to that of the antibiotic, vancomycin.

  从藤黄（Guttiferae）的果皮中分离出的二苯甲酮衍生物藤黄酚（1）和异藤黄酚（2），以及从G. subelliptica的果皮中分离出的黄芩素（3）和异黄芩素（4）环黄芩素（5）的混合物，均被评估其对耐甲氧西林金黄色葡萄球菌的抗菌活性。其中，3种物质的最低抑制浓度最低，为3.1-12.5μg/ml。该浓度几乎与抗生素万古霉素的浓度相当。
• Crystal and molecular structure of isogarcinol
  作者：N. Krishnamurthy、B. Ravindranath、T.N.Guru Row、K. Venkatesan

  DOI：10.1016/s0040-4039(00)87309-8

  日期：1982.1

  The controversy with regard to the structures of the closely related polyisoprenylated phenolic compounds, garcinol, isogarcinol, camboginol, cambogin, xanthochymol and isoxanthochymol is cleared by X-ray crystallographic analysis of the naturally occurring isogarcinol. The unusual UV spectral characteristics of the chromophore of isogarcinol are discussed.

  关于紧密相关的聚异戊二烯基酚类化合物（藤黄酚，异藤黄酚，降糖素醇，降糖素，黄原酚和异黄腐酚）的结构争议通过对天然存在的异黄霉素的X射线晶体学分析得以消除。讨论了异garcinol发色团的不寻常的紫外光谱特征。
• US9187728B2
  申请人：——

  公开号：US9187728B2

  公开（公告）日：2015-11-17