Theaflavin-3'-gallate
Theaflavin-3'-gallate
CAS: 28543-07-9
Molecular Formula: C36H28O16
Theaflavin-3'-gallate - Names and Identifiers
| Name | Theaflavin-3'-gallate |
| Synonyms | Theaflavin 2B Theaflavin-3'-gallate THEAFLAVINMONOGALLATEB THEAFLAVIN 3'-O-GALLATE 3'-O-(3,4,5-Trihydroxybenzoyl) Theaflavin-3'-Gallate (TF-3'-G) THEAFLAVIN3GALLATE(3'-ISOMERICFORM) [(2S,3R)-5,7-dihydroxy-2-[6,8,9-trihydroxy-5-oxo-3-[(2S,3R)-3,5,7-trihydroxychroman-2-yl]-11-bicyclo[5.4.0]undeca-1,3,6,8,10-pentaenyl]chroman-3-yl] 3,4,5-trihydroxybenzoate 3,4,5-Trihydroxybenzoic acid (2R,3R)-2-[8-[(2R,3R)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl]-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-1-yl]-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester |
| CAS | 28543-07-9 |
Theaflavin-3'-gallate - Physico-chemical Properties
| Molecular Formula | C36H28O16 |
| Molar Mass | 716.6 |
| Density | 1.93 |
| Boling Point | 1226.9±65.0 °C(Predicted) |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents. |
| Appearance | Brown yellow powder |
| pKa | 6.55±0.20(Predicted) |
| Storage Condition | -20°C |
| MDL | MFCD03427514 |
| Physical and Chemical Properties | Brown yellow powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from black tea. |
Theaflavin-3'-gallate - Risk and Safety
| HS Code | 29182900 |
Theaflavin-3'-gallate - Reference Information
| Introduction | theaflavin-3-gallate is a major monomer of theaflavins in black tea, it is also one of the main indicators of the color and flavor of black tea soup. The existing literature shows that theaflavins have a variety of pharmacological and health functions, such as lowering blood lipids, anti-oxidation, anti-aging and so on, and some functions are even better than catechins, the health care function of theaflavin-3-gallate has gradually received great attention, but the purification of theaflavins is difficult, in particular, there are few reports on the separation and purification of theaflavin-3-gallate monomer components in the literature. Polyphenol oxidase (PPO), also known as catechol oxidase, is widely found in plant tissues (such as litchi) and has a strong ability to catalyze the synthesis of theaflavins from catechins. |
| preparation | A preparation method of theaflavin-3-gallate, using fresh litchi Peel as active polyphenol oxidase source, theaflavin-3-gallate was prepared from epigallocatechin gallate (EGCG) and epicatechin (EC), and then purified by macroporous adsorption resin column chromatography, high purity theaflavin-3-gallic acid ester was prepared. This preparation method for the first time uses PPO in litchi Peel as catalyst to catalyze the synthesis of theaflavin-3-gallic acid ester, the higher purity of theaflavin-3-gallate was obtained by separation and purification, which solved the catalytic application of PPO in the synthesis of theaflavin-3-gallate from litchi Peel, high stability. The specific steps include the following steps: S1) extraction of litchi polyphenol oxidase: weighing fresh litchi Peel, adding buffer, crushing and filtering, retaining the filtrate; Adding buffer to the filter residue, stirring, filtering, Keep the filtrate; Combine the filtrate twice, then centrifuge, take the supernatant to obtain litchi polyphenol oxidase solution; S2) preparation of theaflavin-3-gallate crude solution: weigh epigallocatechin gallate (EGCG) and epicatechin (EC), add the buffer solution, and then add the step S1) The litchi polyphenol oxidase liquid and hydrogen peroxide solution, stir the reaction, filter, the retention filtrate is the crude solution of theaflavin-3-gallate; S3) purification of the crude theaflavin-3-gallate: Step 2) the obtained crude solution of theaflavin-3-gallic acid ester was gradually added to the column containing macroporous adsorption resin as the sample solution for column chromatography, and eluted with aqueous solution after loading, then, the mixture was eluted with an alcohol solution, and the alcohol solution eluate was collected. The collected alcohol solution eluate was concentrated under reduced pressure until it had no alcoholic taste, and was freeze-dried to obtain theaflavin-3-gallate. |
| biological activity | Theaflavin-3 '-gallate is a black tea theaflavin monomer, it is considered to be a biologically important active ingredient of black tea, which is beneficial to health. Theaflavin-3 '-gallate acts as a pro-oxidant and induces oxidative stress in cancer cells. Theaflavin-3 '-gallate can react directly with reduced glutathione (GSH) in a time-and concentration-dependent manner. |
| Use | theaflavin-3 '-gallate has the function of regulating blood lipid and preventing cardiovascular disease. for content determination/identification/pharmacological experiments. |
Last Update：2024-04-09 21:54:55
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