73086-04-1
Chemical Structure
Procyanidin B2 3′-O-gallate
Synonym(s): B2-3′-G; Epicatechin-(4β,8)-epicatechin gallate
- CAS No.: 73086-04-1
- Formula:C37H30O16
- Molecular Weight:730.62
IUPAC Name: (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,5,5',7,7'-pentahydroxy-[4,8'-bichroman]-3'-yl 3,4,5-trihydroxybenzoate
InChIKey: VLFKNLZNDSEVBZ-BTWXELLASA-N
SMILES: O[C@@H]1[C@@H](C2=C3C(C[C@H]([C@@H](C4=CC(O)=C(C=C4)O)O3)OC(C5=CC(O)=C(C(O)=C5)O)=O)=C(C=C2O)O)C6=C(O)C=C(O)C=C6O[C@@H]1C7=CC(O)=C(C=C7)O
Biological Activity: Procyanidin B2‑3′‑O‑gallate (B2-3′-G; Epicatechin-(4β,8)-epicatechin gallate) is an orally active polyphenolic natural product with anti-inflammatory and antioxidant, hepatoprotective, and intestinal mucosal barrier-repairing activities. Procyanidin B2‑3′‑O‑gallate protects BRL‑3A hepatocytes against ethanol-induced injury by activating the Nrf2‑HO‑1/NQO1 antioxidant pathway. Procyanidin B2‑3′‑O‑gallate is a potent xanthine oxidase (XO) inhibitor. Procyanidin B2‑3′‑O‑gallate reduces ultraviolet-induced formation of α-tocopherol. Procyanidin B2‑3′‑O‑gallate attenuates body weight loss, decreases the disease activity index, and alleviates colonic histopathological injury in mice with DSS-induced ulcerative colitis. Procyanidin B2‑3′‑O‑gallate can be used in research related to inflammatory diseases such as ulcerative colitis[1][2][3][4][5].
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Procyanidin B2 3′-O-gallate | 98.27% | Procyanidin B2‑3′‑O‑gallate (B2-3′-G; Epicatechin-(4β,8)-epicatechin gallate) is an orally active polyphenolic natural product with anti-inflammatory and antioxidant, hepatoprotective, and intestinal mucosal barrier-repairing activities. Procyanidin B2‑3′‑O‑gallate protects BRL‑3A hepatocytes against ethanol-induced injury by activating the Nrf2‑HO‑1/NQO1 antioxidant pathway. Procyanidin B2‑3′‑O‑gallate is a potent xanthine oxidase (XO) inhibitor. Procyanidin B2‑3′‑O‑gallate reduces ultraviolet-induced formation of α-tocopherol. Procyanidin B2‑3′‑O‑gallate attenuates body weight loss, decreases the disease activity index, and alleviates colonic histopathological injury in mice with DSS-induced ulcerative colitis. Procyanidin B2‑3′‑O‑gallate can be used in research related to inflammatory diseases such as ulcerative colitis. | ||||||||||||||||||||
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References
- [1]. Sun M, et al. Protective effect of procyanidin B2-3′-O-gallate on ulcerative colitis in mice. Journal of Polyphenols. 2026;8(1):53-62.
- [2]. Puiggròs F, et al. Differential modulation of apoptotic processes by proanthocyanidins as a dietary strategy for delaying chronic pathologies. Crit Rev Food Sci Nutr. 2014;54(3):277-91. [Content Brief]
- [3]. Zhang S, et al. Procyanidin B2-3'--Gallate Derived from Grape Seed Polymeric Procyanidins via the Galloyl-Attached Nucleophilic Degradation as a Potential Hepatoprotective Agent. Journal of agricultural and food chemistry. 2024 Aug 28;72(34):18918-18929. [Content Brief]
- [4]. Chu YH, et al. Inhibition of xanthine oxidase by Rhodiola crenulata extracts and their phytochemicals. J Agric Food Chem. 2014 Apr 30;62(17):3742-9. [Content Brief]
- [5]. Lourenço CF, et al. LDL isolated from plasma-loaded red wine procyanidins resist lipid oxidation and tocopherol depletion. J Agric Food Chem. 2008 May 28;56(10):3798-804.
