(5-hidroxy-4-oxo-4H-pyran-2yl)methyl-2H-benzo [3,4-d] 1,3-dioxolan-5-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (5-hidroxy-4-oxo-4H-pyran-2yl)methyl-2H-benzo [3,4-d] 1,3-dioxolan-5-carboxylate
• 英文别名: (5-hydroxy-4-oxo-4H-pyran-2-yl)methyl benzo[d][1,3]dioxole-5-carboxylate；(5-hydroxy-4-oxo-4H-pyran-2-yl)-metyl-H-benzo[3,4-d] 1,3-dioxalan-5-carboxylate；(5-Hydroxy-4-oxopyran-2-yl)methyl 1,3-benzodioxole-5-carboxylate
• 化学式: C₁₄H₁₀O₇
• 分子量: 290.229
• InChiKey: HLSOFEFXDQJLPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  曲酸 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (5-hidroxy-4-oxo-4H-pyran-2yl)methyl-2H-benzo [3,4-d] 1,3-dioxolan-5-carboxylate
  参考文献：
  名称：

  Ester Derivatives of Kojic Acid and Polyphenols Containing Adamantane Moiety with Tyrosinase Inhibitory and Anti-inflammatory Properties

  摘要：

  DOI：

  10.5012/bkcs.2011.32.4.1411

文献信息

• Hydroxy pyranone derivative and preparation method thereof
  申请人：——

  公开号：US20030236299A1

  公开（公告）日：2003-12-25

  The present invention provides hydroxy pyranone derivatives and a method for preparing the hydroxy pyranone derivatives. The hydroxy pyranone derivatives of the present invention are significantly effective in promoting the biosynthesis of collagen and in inhibiting the activity of collagenase, i.e. an enzyme for decomposing collagen, to have anti-wrinkle efficacy, and can be incorporated into medicines or external applications for lessening skin-wrinkles.

  本发明提供了羟基吡喃酮衍生物及其制备方法。本发明的羟基吡喃酮衍生物在促进胶原蛋白的生物合成和抑制胶原酶活性方面具有显著效果，即抑制分解胶原的酶，具有抗皱效果，并可用于制备药物或外用品以减少皮肤皱纹。
• [EN] HYDROXY PYRANONE DERIVATIVE AND PREPARATION METHOD THEREOF<br/>[FR] DERIVE D'HYDROXY PYRANONE ET SON PROCEDE DE PREPARATION
  申请人：AMOREPACIFIC CORP

  公开号：WO2004000836A1

  公开（公告）日：2003-12-31

  The present invention provides hydroxy pyranone derivatives and a method for preparing the hydroxy pyranone derivatives. The hydroxy pyranone derivatives of the present invention are significantly effective in promoting the biosynthesis of collagen and in inhibiting the activity of collagenase, i.e. an enzyme for decomposing collagen, to have anti-wrinkle efficacy, and can be incorporated into medicines or external applications for lessening skin-wrinkles.

  本发明提供了羟基吡喃酮衍生物及其制备方法。本发明的羟基吡喃酮衍生物在促进胶原蛋白的生物合成和抑制胶原酶活性方面具有显著的效果，即抑制分解胶原的酶的活性，具有抗皱效果，并可被用于药物或外用应用以减少皮肤皱纹。
• Kojyl cinnamate ester derivatives promote adiponectin production during adipogenesis in human adipose tissue-derived mesenchymal stem cells
  作者：Ho Sik Rho、Soo Hyun Hong、Jongho Park、Hyo-Il Jung、Young-Ho Park、John Hwan Lee、Song Seok Shin、Minsoo Noh

  DOI：10.1016/j.bmcl.2014.03.034

  日期：2014.5

  The subcutaneous fat tissue mass gradually decreases with age, and its regulation is a strategy to develop anti-aging compounds to ameliorate the photo-aging of human skin. The adipogenesis of human adipose tissue-mesenchymal stem cells (hAT-MSCs) can be used as a model to discover novel anti-aging compounds. Cinnamomum cassia methanol extracts were identified as adipogenesis-promoting agents by natural product library screening. Cinnamates, the major chemical components of Cinnamomum cassia extracts, promoted adipogenesis in hAT-MSCs. We synthesized kojyl cinnamate ester derivatives to improve the pharmacological activity of cinnamates. Structure-activity studies of kojyl cinnamate derivatives showed that both the alpha,beta-unsaturated carbonyl ester group and the kojic acid moiety play core roles in promoting adiponectin production during adipogenesis in hAT-MSCs. We conclude that kojyl cinnamate ester derivatives provide novel pharmacophores that can regulate adipogenesis in hAT-MSCs. (C) 2014 Elsevier Ltd. All rights reserved.