20315-25-7 Usage
Description
Procyanidin B1 is a polyphenol flavonoid existing as a dimer of (+)-catechin and (?)-epicatechin. It is a B type proanthocyanidin found in Ceylon cinnamon and is known to exhibit anti-inflammatory effects. Procyanidin B1 has the unique ability to inhibit hepatitis C virus RNA replication, a function that its constituent monomers, (+)-catechin and (?)-epicatechin, do not possess. Procyanidin B1 also plays a role in preventing the phosphorylation of ERK1/2 and the production of reactive oxygen species (ROS) in THP-1 cells. Furthermore, it has been shown to decrease levels of TNF-α, phosphorylated p38 MAPK, and NF-κB following lipopolysaccharide (LPS) administration.
Uses
Used in Pharmaceutical Applications:
Procyanidin B1 is used as an anti-inflammatory agent for its ability to inhibit the production of reactive oxygen species (ROS) and decrease levels of TNF-α, phosphorylated p38 MAPK, and NF-κB. This makes it a promising candidate for the development of treatments targeting inflammation-related conditions.
Used in Antiviral Applications:
Procyanidin B1 is used as an antiviral agent for its unique ability to inhibit hepatitis C virus RNA replication. This characteristic distinguishes it from its constituent monomers, (+)-catechin and (?)-epicatechin, which do not exhibit this effect even at higher concentrations.
Used in Nutraceutical Applications:
Given its presence in Ceylon cinnamon and its anti-inflammatory and antiviral properties, Procyanidin B1 can be used as a key ingredient in the development of nutraceutical products aimed at promoting overall health and well-being.
Check Digit Verification of cas no
The CAS Registry Mumber 20315-25-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,3,1 and 5 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 20315-25:
(7*2)+(6*0)+(5*3)+(4*1)+(3*5)+(2*2)+(1*5)=57
57 % 10 = 7
So 20315-25-7 is a valid CAS Registry Number.
20315-25-7Relevant articles and documents
Synthesis of procyanidin B1, B2, and B4 and their anti-inflammatory activity: The effect of 4-alkoxy group of catechin and/or epicatechin electrophiles for condensation
Katoh,Oizumi,Mohri,Hirota,Makabe
scheme or table, p. 233 - 238 (2012/07/28)
Abstract: Procyanidin B1, B2, and B3 were synthesized based on a Yb(OTf)3 catalyzed equimolar condensation using methoxy and/or 4-(2-ethoxyethoxy) drivatives as electrophiles. The anti-inflammatory effect of synthetic procyanidin B1, B2, and B4 on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation of mouse ears was examined. Procyanidin B1, B2, B 4 suppressed TPA-induced inflammation of mouse ears by 48%, 34%, and 29%, respectively, at a dose of 200 μg. Their activities are stronger than those of indomethacin and glycyrrhetinic acid, the normally used antiinflammatory agent.
An efficient synthesis of procyanidins using equimolar condensation of catechin and/or epicatechin catalyzed by ytterbium triflate
Mohri, Yoshihiro,Sagehashi, Masayoshi,Yamada, Taiji,Hattori, Yasunao,Morimura, Keiji,Hamauzu, Yasunori,Kamo, Tsunashi,Hirota, Mitsuru,Makabe, Hidefumi
experimental part, p. 549 - 563 (2009/12/07)
Stereoselective synthesis of catechin and epicatechin dimers under intermolecular condensation of equimolar amount of catechin derivatives catalyzed by Yb(OTf)3. The coupled products were successfully converted to procyanidins B1, B2, B3, and B4, respectively. Procyanidins B1, B2, B3, and B4 could be used as standard compounds for identifying the polyphenols in natural source.
