4-(8,8-dimethyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromen-3-yl)phenol

• 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: 4-(8,8-dimethyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromen-3-yl)phenol
• 化学式: C₂₀H₂₂O₃
• 分子量: 310.393
• InChiKey: SWHFDOALWQNWRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  大豆甙元 在 碳酸甲丙酯 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-(8,8-dimethyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromen-3-yl)phenol
  参考文献：
  名称：

  Design, Synthesis, and Osteogenic Activity of Daidzein Analogs on Human Mesenchymal Stem Cells

  摘要：

  Osteoporosis is caused by an overstimulation of osteoclast activity and the destruction of the bone extracellular matrix. Without the normal architecture, osteoblast cells are unable to rebuild phenotypically normal bone. Hormone replacement therapy with estrogen has been effective in increasing osteoblast activity but also has resulted in the increased incidence of breast and uterine cancer. In this study we designed and synthesized a series of daidzein analogs to investigate their osteogenic induction potentials. Human bone marrow derived mesenchymal stem cells (MSCs) from three different donors were treated with daidzein analogs and demonstrated enhanced osteogenesis when compared to daidzein treatment. The enhanced osteogenic potential of these daidzein analogs resulted in increased osterix (Sp7), alkaline phosphatase (ALP), osteopontin (OPN), and insulin-like growth factor 1 (IGF-1), which are osteogenic transcription factors that regulate the maturation of osteogenic progenitor cells into mature osteoblast cells.

  DOI：

  10.1021/ml400397k

文献信息

• Enhanced Osteogenic Activity of Daidzein Analogs on Human Mesenchymal Stem Cells
  申请人：THE ADMINISTRATORS OF THE TULANE EDUCATIONAL FUND

  公开号：US20160068542A1

  公开（公告）日：2016-03-10

  Disclosed are daidzein analogs having the formula (I). Also disclosed are compositions, include a disclosed daidzein analogs, methods of preventing or treating bone disease or bone injury and/or stimulating bone growth, in a subject that include administering to the subject an effective amount of disclosed daidzein analog. Disclosed are isolated mesenchymal stem cell that has been altered by treatment a disclosed daidzein analog, daidzein, glycinol, glyceollin I, or glyceollin II, to increase the osteogenic potential of the mesenchymal stem cells.

  本发明揭示了具有公式（I）的daidzein类似物。还揭示了包括所述daidzein类似物的组合物，用于预防或治疗骨疾病或骨损伤和/或刺激骨生长的方法，包括向受体施用揭示的daidzein类似物的有效量。本发明揭示了已通过处理揭示的daidzein类似物，daidzein，glycinol，glyceollin I或glyceollin II而改变的分离的间充质干细胞，以增加间充质干细胞的成骨潜能。
• 3-PHENYL-2,3,4,8,9,10-HEXAHYDROPYRANO[2,3-F]CHROMENE DERIVATIVE AND METHOD FOR SYNTHESIZING OPTICAL ISOMER THEREOF
  申请人：GLACEUM, INC.

  公开号：US20200048272A1

  公开（公告）日：2020-02-13

  The present invention relates to a method for synthesizing a 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and an optical isomer thereof, and an intermediate Compound which may be used for the synthesis method, and when the method and the intermediate Compound are used, the 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and the optical isomer thereof may be effectively synthesized.

  本发明涉及一种合成3-苯基-2,3,4,8,9,10-六氢吡喃[2,3-f]色烯衍生物及其光学异构体的方法，以及可用于该合成方法的中间化合物。当使用该方法和中间化合物时，可以有效地合成3-苯基-2,3,4,8,9,10-六氢吡喃[2,3-f]色烯衍生物及其光学异构体。
• METHOD FOR SYNTHESIZING 3-PHENYL-2,8-DIHYDROPYRANO [2,3-F] CHROMENE DERIVATIVE
  申请人：GLACEUM INC.

  公开号：US20210040106A1

  公开（公告）日：2021-02-11

  The present invention relates to a method for synthesizing a 3-phenyl-2,8-dihydropyrano[2,3-f]chromene derivative, which may be usefully used for synthesizing a pyranochromenyl phenol derivative, and when the derivative is used, the 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative may be effectively prepared.

  本发明涉及一种合成3-苯基-2,8-二氢吡喃[2,3-f]茚衍生物的方法，该方法可用于合成吡喃茚基苯酚衍生物，当使用该衍生物时，可有效制备3-苯基-2,3,4,8,9,10-六氢吡喃[2,3-f]茚衍生物。
• Method for synthesizing 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2.3-f]chromene derivative and optical isomer of thereof
  申请人：GLACEUM, INC.

  公开号：US10669282B2

  公开（公告）日：2020-06-02

  The present invention relates to a method for synthesizing a 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and an optical isomer thereof, and an intermediate Compound which may be used for the synthesis method, and when the method and the intermediate Compound are used, the 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and the optical isomer thereof may be effectively synthesized.

  本发明涉及一种合成 3-苯基-2,3,4,8,9,10-六氢吡喃并[2,3-f]苯并吡喃衍生物及其光学异构体的方法，以及一种可用于该合成方法的中间体化合物，当使用该方法和中间体化合物时，可有效合成 3-苯基-2,3,4,8,9,10-六氢吡喃并[2,3-f]苯并吡喃衍生物及其光学异构体。
• 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and method for synthesizing optical isomer thereof
  申请人：GLACEUM, INC.

  公开号：US10947250B2

  公开（公告）日：2021-03-16

  The present invention relates to a method for synthesizing a 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and an optical isomer thereof, and an intermediate Compound which may be used for the synthesis method, and when the method and the intermediate Compound are used, the 3-phenyl-2,3,4,8,9,10-hexahydropyrano[2,3-f]chromene derivative and the optical isomer thereof may be effectively synthesized.

  本发明涉及一种合成 3-苯基-2,3,4,8,9,10-六氢吡喃并[2,3-f]苯并吡喃衍生物及其光学异构体的方法，以及一种可用于该合成方法的中间体化合物，当使用该方法和中间体化合物时，可有效合成 3-苯基-2,3,4,8,9,10-六氢吡喃并[2,3-f]苯并吡喃衍生物及其光学异构体。