5,3,4-三羟基黄酮 | 19852-25-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 5,3,4-三羟基黄酮
• 中文别名: 4H-1-苯并吡喃-4-酮,2-(3,4-二羟基苯基)-5-羟基
• 英文名称: 5,3',4'-trihydroxyflavone
• 英文别名: 3',4',5-trihydroxyflavone；5,3′,4′-trihydroxyflavone；2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
• CAS: 19852-25-6
• 化学式: C₁₅H₁₀O₅
• 分子量: 270.241
• InChiKey: KXPQYWKYYDYOCQ-UHFFFAOYSA-N

物化性质

• 溶解度：
  二甲基亚砜（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2914501900

反应信息

• 作为反应物：
  描述：

  5,3,4-三羟基黄酮 在 吡啶 、 氢氧化钾 、 dipotassium peroxodisulfate 作用下， 生成 2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-chromen-4-one
  参考文献：
  名称：

  Ahluwalia et al., Proceedings - Indian Academy of Sciences, Section A, 1953, # 38, p. 480,490

  摘要：

  DOI：
• 作为产物：
  描述：

  2-碘苯-1,3-二醇 在 镍 potassium fluoride 、 硫酸 、 氢气 、 sodium acetate 、 溶剂黄146 、 palladium dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.75h， 生成 5,3,4-三羟基黄酮
  参考文献：
  名称：

  Ellemose, Steen; Kure, Niels; Torsell, Kurt B. G., Acta Chemica Scandinavica, 1995, vol. 49, # 7, p. 524 - 529

  摘要：

  DOI：

文献信息

• Process for preparation of polyhydric alcohols
  申请人：——

  公开号：US20020157939A1

  公开（公告）日：2002-10-31

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of −8 to 3 at 25° C. to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据该发明，制备多羟基醇的方法包括将具有受保护羟基的多羟基醇化合物置于存在具有25°C下酸解离指数（pKa）为-8至3的碱性化合物或酸性化合物的微波辐射中，以去除多羟基醇化合物的羟基的保护基。该发明可以通过轻松去除多羟基醇化合物中受保护羟基的保护基，提供一个工业上有利的制备多羟基醇的方法。
• Anti-glycation agents for preventing age- diabetes- and smoking-related complications
  申请人：Yeboah Faustinus

  公开号：US20050043408A1

  公开（公告）日：2005-02-24

  The invention provides new inhibitors of protein glycation, identified from compound libraries by a high throughput screening assay. The anti-glycation agents so identified are characterized by a variety of chemical structures and are useful for the prevention or treatment of age-, diabetes-, and smoking-related complications, including neuropathy, nephropathy, ocular pathologies, or the loss of mechanical properties of collagenous tissues. Among compounds identified as having the anti-glycation activity, of special interest are epinephrine and its analogs, in particular D-epinephrine and its analogs, which are particularly useful for the prevention or treatment of age-, diabetes-, and smoking-related ocular pathologies.

  这项发明提供了新的蛋白质糖基化抑制剂，通过高通量筛选检测从化合物库中鉴定出来。所鉴定的抗糖基化剂具有多种化学结构，可用于预防或治疗与年龄、糖尿病和吸烟有关的并发症，包括神经病变、肾病、眼部病理或胶原组织的机械性能丧失。在被鉴定为具有抗糖基化活性的化合物中，特别感兴趣的是肾上腺素及其类似物，特别是D-肾上腺素及其类似物，可用于预防或治疗与年龄、糖尿病和吸烟有关的眼部病理。
• ANTI-GLYCATION AGENTS FOR PREVENTING AGE-, DIABETES-, AND SMOKING-RELATED COMPLICATIONS
  申请人：YEBOAH Faustinus

  公开号：US20080139664A1

  公开（公告）日：2008-06-12

  The invention provides new inhibitors of protein glycation, identified from compound libraries by a high throughput screening assay. The anti-glycation agents so identified are characterized by a variety of chemical structures and are useful for the prevention or treatment of age-, diabetes-, and smoking-related complications, including neuropathy, nephropathy, ocular pathologies, or the loss of mechanical properties of collagenous tissues. Among compounds identified as having the anti-glycation activity, of special interest are epinephrine and its analogs, in particular D-epinephrine and its analogs, which are particularly useful for the prevention or treatment of age-, diabetes-, and smoking-related ocular pathologies.

  该发明提供了新的蛋白质糖基化抑制剂，通过高通量筛选检测从化合物库中确定。所确定的抗糖基化剂具有各种化学结构，并可用于预防或治疗与年龄、糖尿病和吸烟相关的并发症，包括神经病变、肾病、眼部病理或胶原组织机械性能的丧失。在被确定为具有抗糖基化活性的化合物中，特别感兴趣的是肾上腺素及其类似物，特别是D-肾上腺素及其类似物，这些物质特别适用于预防或治疗与年龄、糖尿病和吸烟相关的眼部病理。
• Exploration of Baicalein-Core Derivatives as Potent Antifungal Agents: SAR and Mechanism Insights
  作者：Heyang Zhou、Niao Yang、Wei Li、Xuemi Peng、Jiaxiao Dong、Yuanying Jiang、Lan Yan、Dazhi Zhang、Yongsheng Jin

  DOI：10.3390/molecules28176340

  日期：——

  Baicalensis, exhibited potently antifungal activity against drug-resistant Candida albicans, and strong inhibition on biofilm formation. Therefore, a series of baicalein-core derivatives were designed and synthesized to find more potent compounds and investigate structure–activity relationship (SAR) and mode of action (MoA). Results demonstrate that A4 and B5 exert a more potent antifungal effect (MIC80

  黄芩素 (BE) 是黄芩的主要成分，对耐药白色念珠菌具有有效的抗真菌活性，并能强烈抑制生物膜的形成。因此，设计并合成了一系列黄芩素核心衍生物，以寻找更有效的化合物并研究构效关系（SAR）和作用模式（MoA）。结果表明，与氟康唑 (FLC) 联合使用时，A4 和 B5 比 BE (MIC80 = 4 μg/mL) 发挥更有效的抗真菌作用 (MIC80 = 0.125 μg/mL)，而 FLC 的 MIC80 从 128 μg/mL 下降。毫升至 1 微克/毫升。SAR分析表明，5-OH的存在对于协同抗真菌活性至关重要，而邻二羟基和邻三羟基是重要的药效基团，无论它们位于黄酮类化合物的A环还是B环上。农业部证明这些化合物通过抑制白色念珠菌菌丝形成而表现出有效的抗真菌作用。然而，体外进行的甾醇成分测定和酶测定表明这些化合物对甾醇生物合成和 Eno1 的影响极小。计算机测定的结果进一步证实了这些发现
• PROCESS FOR THE PREPARATION OF POLYHYDRIC ALCOHOLS
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1298115A1

  公开（公告）日：2003-04-02

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of -8 to 3 at 25°C to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据本发明制备多元醇的工艺包括：在碱性化合物或酸解离指数（pKa）为-8 至 3 的酸存在下，在 25°C 的温度下，对具有受保护羟基的多元醇化合物进行微波辐照，以去除多元醇化合物羟基的保护基团。本发明可提供一种具有工业优势的制备多羟基醇的工艺，该工艺可轻松去除多羟基醇化合物受保护羟基上的保护基团。