Process for producing purified anthocyanin and crystalline anthocyanin

Abstract

Provided are a process for producing purified anthocyanidin glucoside in which a rhamnose end of anthocyanidin rutinoside is cleaved using rhamnosidase to convert the anthocyanidin rutinoside component into anthocyanidin glucoside, the anthocyanidin glucoside component being then purified and isolated; or a crystalline anthocyanidin glucoside salt obtained by further crystallizing the purified anthocyanidin glucoside and a process for producing the same. Also provided are a process for producing purified anthocyanidin rutinoside in which a glucose end of anthocyanidin glucoside is cleaved using β-glucosidase to degrade and remove the end, the anthocyanidin rutinoside component being then purified and isolated; or a crystalline anthocyanidin rutinoside salt obtained by further crystallizing the purified anthocyanidin rutinoside and a process for producing the same.

1 - 3 . (canceled)  
   
   
       4 . A process for producing purified anthocyanidin rutinoside, wherein β-glucosidase is allowed to act upon an anthocyanin composition containing at least one kind of anthocyanidin glucoside and anthocyanidin rutinoside to reduce anthocyanidin glucoside, the anthocyanidin rutinoside being then isolated and purified.  
   
   
       5 . The process for producing purified anthocyanidin rutinoside according to  claim 4 , wherein the anthocyanin composition is fruit juice obtained from at least one member selected from black currant, fig, coffee, banana, and blackberry and/or an anthocyanin concentrate obtained from wild rice ( Zizania aquatica  Linn.) or colocasia.  
   
   
       6 . The process for producing purified anthocyanidin rutinoside according to  claim 4 , wherein the β-glucosidase can selectively degrade only the β-glucoside bond of anthocyanidin glucoside without degrading the β-glucoside bond of anthocyanidin rutinoside.  
   
   
       7 . The process for producing purified anthocyanidin rutinoside according to  claim 4 , wherein the β-glucosidase is derived from almond.  
   
   
       8 - 11 . (canceled)  
   
   
       12 . A process for producing crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate through the steps of: 
 a) allowing β-glucosidase to act upon an anthocyanin composition containing at least one kind of anthocyanidin glucoside and anthocyanidin rutinoside to reduce anthocyanidin glucoside;    b) purifying the anthocyanidin rutinoside to obtain anthocyanidin rutinoside of 99% or higher purity; and    c) crystallizing the anthocyanidin rutinoside using a mixed solvent of hydrochloric acid/alcohol system.    
   
   
       13 . The process for producing crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate according to  claim 12 , wherein the purification process according to step b) in  claim 12  is carried out by ion exchange adsorption chromatography and/or HPLC.  
   
   
       14 . The process for producing crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate according to  claim 12 , wherein the mixed solvent of hydrochloric acid/alcohol system is composed of 5% (v/v) hydrochloric acid/95% (v/v) methanol.  
   
   
       15 . Crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate, which is obtained by the process according to  claim 12 .  
   
   
       16 - 19 . (canceled)  
   
   
       20 . The process for producing purified anthocyanidin rutinoside according to  claim 5 , wherein the β-glucosidase can selectively degrade only the β-glucoside bond of anthocyanidin glucoside without degrading the β-glucoside bond of anthocyanidin rutinoside.  
   
   
       21 . The process for producing purified anthocyanidin rutinoside according to  claim 5 , wherein the β-glucosidase is derived from almond.  
   
   
       22 . The process for producing purified anthocyanidin rutinoside according to  claim 6 , wherein the β-glucosidase is derived from almond.  
   
   
       23 . The process for producing crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate according to  claim 13 , wherein the mixed solvent of hydrochloric acid/alcohol system is composed of 5% (v/v) hydrochloric acid/95% (v/v) methanol.  
   
   
       24 . Crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate, which is obtained by the process according to  claim 13 .  
   
   
       25 . Crystalline anthocyanidin-3-O-rutinoside hydrochloride hydrate, which is obtained by the process according to  claim 14.