3-阿拉伯糖葡糖基槲皮素 | 23284-18-6

• 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: 3-阿拉伯糖葡糖基槲皮素
• 英文名称: quercetin 3-<2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside>
• 英文别名: quercetin 3-O-α-L-arabinopyranosyl-(1'''->6'')-β-D-glucopyranoside；quercetin 3-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside；quercetin-3-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside；quercetin 3-O-α-L-arabinopyranosyl(1->6)-β-D-glucopyranoside；3-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranosyl-quercetin；quercetin-3-O-β-D-glucopyranosil(1→6)-O-α-L-arabinoside；Peltatoside；2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• CAS: 23284-18-6
• 化学式: C₂₆H₂₈O₁₆
• mdl: MFCD00017654
• 分子量: 596.499
• InChiKey: YNMFDPCLPIMRFD-KSPKLRDJSA-N

物化性质

• 熔点：
  210°C (dec.)
• 沸点：
  994.8±65.0 °C(Predicted)
• 密度：
  1.87±0.1 g/cm3(Predicted)
• LogP：
  -1.440 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.423
• 拓扑面积：
  266
• 氢给体数：
  10
• 氢受体数：
  16

安全信息

• 危险品标志：
  Xi

反应信息

• 作为反应物：
  描述：

  3-阿拉伯糖葡糖基槲皮素 在 盐酸 作用下， 反应 2.0h， 生成 槲皮素
  参考文献：
  名称：

  Acylated flavonol glycosides as probing stimulants of a bean aphid, Megoura crassicauda, from Vicia angustifolia

  摘要：

  A bean aphid, Megoura crassicauda, which feeds selectively on the plant genus Vicia (Fabaceae), was found to be stimulated to probe an extract solution of the host plant, narrowleaf vetch, Vicia angustifolia L., depositing characteristic stylet sheaths on a parafilm membrane. Two acylated flavonol glycosides were isolated as the specific probing stimulants from the extracts and characterized as quercetin 3-O-alpha-L-arabinopyranosyl-(1-->6)-[2"-O-(E)-p-coumaroyl]-beta-D-glucopyranoside and quercetin 3-O-alpha-L-arabinopyranosyl-(1-->6)-[2"-O-(E)-p-coumaroyl]-beta-D-galactopyranoside. A mixture of these compounds in the same equivalency strongly induced the probing response from M. crassicauda, suggesting their kairomonal roles during host recognition. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00226-1
• 作为产物：
  描述：

  quercetin 3-O-α-L-arabinopyranosyl-(1->6)-[2''-O-(E)-p-coumaroyl]-β-D-glucopyranoside 在 氢氧化钾 作用下， 反应 1.0h， 生成 3-阿拉伯糖葡糖基槲皮素
  参考文献：
  名称：

  Acylated flavonol glycosides as probing stimulants of a bean aphid, Megoura crassicauda, from Vicia angustifolia

  摘要：

  A bean aphid, Megoura crassicauda, which feeds selectively on the plant genus Vicia (Fabaceae), was found to be stimulated to probe an extract solution of the host plant, narrowleaf vetch, Vicia angustifolia L., depositing characteristic stylet sheaths on a parafilm membrane. Two acylated flavonol glycosides were isolated as the specific probing stimulants from the extracts and characterized as quercetin 3-O-alpha-L-arabinopyranosyl-(1-->6)-[2"-O-(E)-p-coumaroyl]-beta-D-glucopyranoside and quercetin 3-O-alpha-L-arabinopyranosyl-(1-->6)-[2"-O-(E)-p-coumaroyl]-beta-D-galactopyranoside. A mixture of these compounds in the same equivalency strongly induced the probing response from M. crassicauda, suggesting their kairomonal roles during host recognition. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00226-1

文献信息

• Enzyme-Mediated Regioselective Acylations of Flavonoid Disaccharide Monoglycosides
  作者：Bruno Danieli、Paolo De Bellis、Giacomo Carrea、Sergio Riva

  DOI：10.1002/hlca.19900730705

  日期：1990.10.31

  disaccharide monoglycosides have been acylated by the catalytic action of the protease subtilisin in anhydrous pyridine. The effects of the nature of the sugars and of the interglycosidic bonds on the regioselectivity of the reactions have been analyzed. The selectivity was excellent with rutin (1), hesperidin (2), naringin (6), and quercetin 3-O-[O-(β-D-glucopyranosyl)-(14)-α-L-rhamnoside] (9), giving

  类黄酮二糖单糖苷已被蛋白酶枯草杆菌蛋白酶在无水吡啶中的催化作用酰化。分析了糖的性质和糖苷间键的性质对反应区域选择性的影响。芦丁（1），橙皮苷（2），柚皮苷（6）和槲皮素3- O- [ O-（β-D-吡喃葡萄糖基）-（14）-α-L-鼠李糖苷]（9）具有很好的选择性。，给出其葡萄糖部分的单酯（参见1a，2a，6a和9b，分别）；非常有趣的是，在最后一个化合物中，游离基上没有发生酰化反应OH基团，但在次要OHC（3‴）处。另一方面，获得了单酯和二酯与类黄酮糖苷的混合物（7）。
• Direct stereochemical assignment of hexose and pentose residues in flavonoidO-glycosides by fast atom bombardment and electrospray ionization mass spectrometry
  作者：Filip Cuyckens、Abdelaaty A. Shahat、Luc Pieters、Magda Claeys

  DOI：10.1002/jms.402

  日期：2002.12

  Mass spectrometric methods have been developed which allow the direct stereochemical assignment of terminal monosaccharide residues in flavonoid O-glycosides without the need for chemical hydrolysis. Standards containing a glucose, galactose, mannose, xylose, arabinose or apiose residue were examined because these monosaccharides are by far the most commonly encountered in flavonoid glycosides. Following

  已经开发了质谱方法，其允许在黄酮类O-糖苷中末端单糖残基的直接立体化学分配，而无需化学水解。对含有葡萄糖，半乳糖，甘露糖，木糖，阿拉伯糖或apiose残基的标准品进行了检查，因为这些单糖是迄今为止在类黄酮糖苷中最常见的糖类。乙酰化之后，通过快速原子轰击（FAB）或电喷雾电离（ESI）产生的主要的过乙酰化糖相关片段，被选择为利用广泛的碰撞能量进行碰撞活化。事实证明，FAB和ESI都可用作电离技术。实现了立体选择性片段化，使我们能够清楚地区分和表征异构单糖残基。
• Tire with rubber containing flavone
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP1391327A1

  公开（公告）日：2004-02-25

  The invention relates to a rubber composition and a pneumatic tire having a component comprising a rubber containing the reaction product of a flavone and a methylene donor.

  本发明涉及一种橡胶组合物和充气轮胎，其成分包括含有黄酮和亚甲基供体反应产物的橡胶。
• Rubber composition and tire with rubber containing flavone
  申请人：The Goodyear Tire & Rubber Company

  公开号：EP2730431A1

  公开（公告）日：2014-05-14

  A rubber composition comprising a diene based elastomer and an adhesion promoter derived from a flavone, a methylene donor and a methylene acceptor is disclosed. The rubber composition is essentially free of cobalt. Also, a pneumatic tire comprising such a rubber composition is disclosed.

  本发明公开了一种橡胶组合物，该组合物包含一种二烯基弹性体和一种由黄酮、亚甲基供体和亚甲基受体衍生的附着力促进剂。该橡胶组合物基本上不含钴。此外，还公开了一种包含这种橡胶组合物的充气轮胎。
• Water soluble Psidium guajava leaf extract having standardized phytochemicals
  申请人：PHYTOTECH EXTRACTS PVT LTD

  公开号：US10293013B2

  公开（公告）日：2019-05-21

  The present invention provides a method of obtaining Psidium guajava leaf extract standardized to phytochemicals. The extract obtained is highly soluble in water, and contains standardized phytochemicals such as, guijavarin specifically saponins and polyphenols, which may be used in food and beverage products. The method involves the specific method of filtration to obtain highly purified form of phytochemical. The extract obtained is subjected to bio-activity guided fractionation to isolate different compounds to obtain phytochemical enriched fraction followed by purification and isolation of the single phytochemical from the enriched bioactive fraction. The phytochemical is identified as guijaverin, which also exhibits anti-diabetic activity. The Psidium guajava leaf extract is useful in food and beverage industries and is used in different formulations such as chocolates, capsules, and aqua based supplement drinks.

  本发明提供了一种获得植物化学物质标准化的番石榴叶提取物的方法。获得的提取物极易溶于水，含有标准化的植物化学物质，如番泻叶苷，特别是皂苷和多酚，可用于食品和饮料产品。该方法采用特定的过滤方法，以获得高度纯化的植物化学物质。获得的提取物经过生物活性引导分馏，分离出不同的化合物，得到富含植物化学物质的部分，然后从富含生物活性的部分中纯化和分离出单一的植物化学物质。经鉴定，该植物化学物质为 guijaverin，它还具有抗糖尿病活性。番石榴叶提取物在食品和饮料行业非常有用，可用于不同配方，如巧克力、胶囊和水基补充饮料。