3-(3,4-Dihydroxyphenyl)-1-(3-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-1-propanone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(3,4-Dihydroxyphenyl)-1-(3-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-1-propanone
• 英文别名: 3-(3,4-dihydroxyphenyl)-1-[2,4,6-trihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]propan-1-one
• 化学式: C₂₁H₂₄O₁₁
• 分子量: 452.4
• InChiKey: VCPUQYKWJRESOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  208
• 氢给体数：
  9
• 氢受体数：
  11

文献信息

• [EN] METHOD FOR THE SYNTHESIS OF ASPALATHIN AND ANALOGUES THEREOF<br/>[FR] PROCÉDÉ DE SYNTHÈSE D'ASPALATHINE ET DE SES ANALOGUES
  申请人：SOUTH AFRICAN MEDICAL RES COUNCIL

  公开号：WO2011064726A1

  公开（公告）日：2011-06-03

  A method of synthesising Aspalathin and its analogues or derivatives is disclosed. The method comprises synthesising a compound of formula 1 or its analogues or derivatives (I) wherein each of R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 is independently selected from the group consisting of -H, -OH, hydrocarbyl groups, saccharide moieties and -OR15; R15 is selected from the group consisting of hydrogen, a hydrocarbyl group (e.g. methoxy or ethoxy), an acyl group and a benzyl group; and R11, R12, R13 and R14 are independently selected from the group consisting of -H, hydrocarbyl groups, saccharide moieties, an acyl group and a benzyl group. The method comprises the step of coupling a sugar to a dihydrochalcone, chalcone or flavanone, or coupling the sugar to an intermediate for producing a dihydrochalcone, chalcone or flavanone followed by coupling of the sugar-intermediate adduct to a further intermediate for producing a dihydrochalcone, chalcone or flavanone, and transforming the product thereof into a compound of formula 1 or an analogue or derivative thereof.

  公开了一种合成Aspalathin及其类似物或衍生物的方法。该方法包括合成式1或其类似物或衍生物（I）的化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10中的每一个都是独立地选自-H、-OH、烃基、糖基和-OR15的群组；R15选自氢、烃基（例如甲氧基或乙氧基）、酰基和苄基的群组；R11、R12、R13和R14独立地选自-H、烃基、糖基、酰基和苄基的群组。该方法包括将糖与二氢黄烷酮、黄烷酮或黄酮偶联，或将糖与产生二氢黄烷酮、黄烷酮或黄酮的中间体偶联，然后将糖-中间体加合物与产生二氢黄烷酮、黄烷酮或黄酮的进一步中间体偶联，并将其产物转化为式1或其类似物或衍生物的化合物。
• Method for the Synthesis of Aspalathin and Analogues Thereof
  申请人：Van der Westhuizen Jan Hendrik

  公开号：US20130018182A1

  公开（公告）日：2013-01-17

  A method of synthesising Aspalathin and its analogues or derivatives is disclosed. The method comprises synthesising a compound of formula 1 or its analogues or derivatives: wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 is independently selected from the group consisting of —H, —OH, hydrocarbyl groups, saccharide moieties and —OR 15 ; R 15 is selected from the group consisting of hydrogen, a hydrocarbyl group (e.g. methoxy or ethoxy), an acyl group and a benzyl group; and R 11 , R 12 , R 13 and R 14 are independently selected from the group consisting of —H, hydrocarbyl groups, saccharide moieties, an acyl group and a benzyl group. The method comprises the step of coupling a sugar to a dihydrochalcone, chalcone or flavanone, or coupling the sugar to an intermediate for producing a dihydrochalcone, chalcone or flavanone followed by coupling of the sugar-intermediate adduct to a further intermediate for producing a dihydrochalcone, chalcone or flavanone, and transforming the product thereof into a compound of formula 1 or an analogue or derivative thereof.

  公开了一种合成Aspalathin及其类似物或衍生物的方法。该方法包括合成式1或其类似物或衍生物的化合物：其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10中的每一个都是独立选择自羟基、烃基、糖基团和—OR15的群组；R15选择自氢、烃基（例如甲氧基或乙氧基）、酰基和苄基；而R11、R12、R13和R14则独立选择自—H、烃基、糖基团、酰基和苄基的群组。该方法包括将糖与二氢黄烷酮、黄烷酮或黄酮偶联，或将糖与用于产生二氢黄烷酮、黄烷酮或黄酮的中间体偶联，然后将糖-中间体加合物偶联到用于产生二氢黄烷酮、黄烷酮或黄酮的进一步中间体上，并将其转化为式1或其类似物或衍生物的化合物。
• Cosmetic formulation to reduce facial flushing
  申请人：Jan Marini Skin Research

  公开号：US10596090B2

  公开（公告）日：2020-03-24

  The present invention features novel cosmetic skin care compositions for improving the appearance of flushed or rosacea-affected skin.

  本发明的特点是使用新型的化妆品护肤组合物来改善受红斑或酒糟鼻影响的皮肤外观。
• COSMETIC FORMULATION TO REDUCE FACIAL FLUSHING
  申请人：Jan Marini Skin Research

  公开号：US20170340554A1

  公开（公告）日：2017-11-30

  The present invention features novel cosmetic skin care compositions for improving the appearance of flushed or rosacea-affected skin.
• US9181293B2
  申请人：——

  公开号：US9181293B2

  公开（公告）日：2015-11-10