Procyanidin B3

Procyanidin B3 is a natural product with antioxidant activity and oral bioavailability, possessing good blood-brain barrier penetration. Procyanidin B3 is a selective inhibitor of histone acetyltransferase (HAT) . By inhibiting p300 HAT-mediated acetylation of the androgen receptor (androgen receptor) . Procyanidin B3 alleviates intervertebral disc degeneration (IVDD) by inhibiting the formation of the TLR4/MD-2 complex. Procyanidin B3 can be used in research on prostate cancer and arthritis[1][2][3][4][5].

Product Specifications

CAS Number

[23567-23-9]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Androgen Receptor; Histone Acetyltransferase; Toll-like Receptor (TLR)

Type

Natural Products

Related Pathways

Epigenetics; Immunology/Inflammation; Vitamin D Related/Nuclear Receptor

Applications

Cancer-programmed cell death

Field of Research

Cancer; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/procyanidin-b3.html

Purity

99.92

Solubility

DMSO : 50 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

O[C@@H]1[C@@H](C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C3[C@H]1C4=C5C(C[C@H](O)[C@@H](C6=CC=C(O)C(O)=C6)O5)=C(O)C=C4O

Molecular Formula

C30H26O12

Molecular Weight

578.52

Precautions

H302, H315, H319, H335

References & Citations

[1]Choi KC, et al. Procyanidin B3, an inhibitor of histone acetyltransferase, enhances the action of antagonist for prostate cancer cells via inhibition of p300-dependent acetylation of androgen receptor. Biochem J. 2011 Jan 1;433 (1) :235-44.|[2]Aini H, et al. Procyanidin B3 prevents articular cartilage degeneration and heterotopic cartilage formation in a mouse surgical osteoarthritis model[J]. PLoS One, 2012, 7 (5) : e37728.|[3]Mizuno M, et al. Synthesis and antioxidant activity of a procyanidin B3 analogue. Bioorg Med Chem Lett. 2017 Feb 15;27 (4) :1041-1044.|[4]Shang P, et al. Procyanidin B3 alleviates intervertebral disc degeneration via interaction with the TLR4/MD-2 complex. J Cell Mol Med. 2020 Mar;24 (6) :3701-3711.|[5]Mizuno M, et al. Inhibition of β-amyloid-induced neurotoxicity by planar analogues of procyanidin B3. Bioorg Med Chem Lett. 2019 Sep 15;29 (18) :2659-2663.