1. Apoptosis Epigenetics Cell Cycle/DNA Damage Vitamin D Related/Nuclear Receptor
  2. Apoptosis Caspase Bcl-2 Family PARP Androgen Receptor
  3. Procyanidin B2-3'-O-gallate

Procyanidin B2-3'-O-gallate is a mono-gallate ester that can be found in grape seed extract. Procyanidin B2-3'-O-gallate induces cleavage of caspase-9, caspase-3, and PARP, reduces levels of Bcl-2, Bcl-Xl, and androgen receptor and induces apoptosis. Procyanidin B2-3'-O-gallate can be used for the research of prostate cancer.

For research use only. We do not sell to patients.

Procyanidin B2-3'-O-gallate

Procyanidin B2-3'-O-gallate Chemical Structure

CAS No. : 109280-47-9

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Description

Procyanidin B2-3'-O-gallate is a mono-gallate ester that can be found in grape seed extract. Procyanidin B2-3'-O-gallate induces cleavage of caspase-9, caspase-3, and PARP, reduces levels of Bcl-2, Bcl-Xl, and androgen receptor and induces apoptosis. Procyanidin B2-3'-O-gallate can be used for the research of prostate cancer[1].

IC50 & Target[1]

Caspase-9

 

Caspase 3

 

Bcl-2

 

Bcl-xL

 

PARP

 

In Vitro

Procyanidin B2-3'-O-gallate (10-50 μM; 12 h) dose-dependently reduces the viability of androgen-dependent human prostate carcinoma LNCaP cells via increased cell death[1].
Procyanidin B2-3'-O-gallate (10-50 μM; 12 h) induces significant apoptotic death in androgen-dependent human prostate carcinoma LNCaP cells[1].
Procyanidin B2-3'-O-gallate (25 μM; 6 h) induces caspase-dependent apoptotic death in androgen-dependent human prostate carcinoma LNCaP cells[1].
Procyanidin B2-3'-O-gallate (25-50 μM; 12 h) dose-dependently activates caspase-9 and caspase-3, induces PARP cleavage, down-regulates anti-apoptotic proteins Bcl-XL and Bcl-2, and reduces androgen receptor levels at 50 μM in androgen-dependent human prostate carcinoma LNCaP cells after 12 h of treatment[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: androgen-dependent human prostate carcinoma LNCaP cells
Concentration: 10 μM; 25 μM; 50 μM
Incubation Time: 12 h
Result: Caused a 23% decrease in LNCaP cell viability (P<0.05) and a 1.45-fold increase in dead cell percentage (P<0.05) relative to DMSO-treated controls, with no change in total cell number.
Caused a 62% decrease in cell viability (P<0.001) and a 3.32-fold increase in dead cell percentage (P<0.001), with no change in total cell number.
Caused a 91% decrease in cell viability (P<0.001) and a ~4-fold increase in dead cell percentage (P<0.001), with no change in total cell number.

Apoptosis Analysis[1]

Cell Line: androgen-dependent human prostate carcinoma LNCaP cells
Concentration: 10 μM; 25 μM; 50 μM
Incubation Time: 12 h
Result: Induced a low level of apoptotic death relative to DMSO-treated controls.
Caused 53% apoptotic death (P<0.001) relative to DMSO-treated controls.
Showed no further increase in apoptotic death relative to DMSO-treated controls.

ELISA Assay[1]

Cell Line: androgen-dependent human prostate carcinoma LNCaP cells
Concentration: 25 μM
Incubation Time: 6 h
Result: Resulted in a 50% (P<0.01) reversal of apoptotic cell death induced by 25 μM Procyanidin B2-3'-O-gallate, indicating caspase involvement in the apoptotic pathway.

Western Blot Analysis[1]

Cell Line: androgen-dependent human prostate carcinoma LNCaP cells
Concentration: 25 μM; 50 μM
Incubation Time: 12 h
Result: Caused a 1.3-fold increase in cleaved caspase-9 levels, a 1.1-fold increase in cleaved caspase-3 levels, a 0.9-fold change in cleaved PARP levels, a 0.5-fold decrease in Bcl-XL levels, a 0.9-fold change in Bcl-2 levels, and a 1.1-fold change in androgen receptor (AR) levels relative to DMSO-treated controls.
Caused a 2.6-fold increase in cleaved caspase-9 levels, a 2.3-fold increase in cleaved caspase-3 levels, a 2.3-fold increase in cleaved PARP levels, a 0.4-fold decrease in Bcl-XL levels, a 0.8-fold decrease in Bcl-2 levels, and a 0.7-fold decrease in AR levels relative to DMSO-treated controls.
Showed no changes in pro-apoptotic proteins Bax and Bad relative to DMSO-treated controls.
Molecular Weight

730.62

Formula

C37H30O16

CAS No.
SMILES

O=C(C1=CC(O)=C(O)C(O)=C1)O[C@H]2[C@H](OC3=CC(O)=CC(O)=C3[C@@H]2C4=C(C=C(C(C5)=C4O[C@@H]([C@@H]5O)C(C=C6)=CC(O)=C6O)O)O)C(C=C7)=CC(O)=C7O

Structure Classification
Initial Source
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Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

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Procyanidin B2-3'-O-gallate
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