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.
- CAS No.: 109280-47-9
- Formula: C37H30O16
- Molecular Weight:730.62
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Caspase Isoforms
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Biological Activity
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Caspase-9 |
Caspase 3 |
Bcl-2 |
Bcl-xL |
PARP |
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.
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Cell Line:androgen-dependent human prostate carcinoma LNCaP cells
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Concentration:10 μM; 25 μM; 50 μM
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Incubation Time:12 h
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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.
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Cell Line:androgen-dependent human prostate carcinoma LNCaP cells
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Concentration:10 μM; 25 μM; 50 μM
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Incubation Time:12 h
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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.
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Cell Line:androgen-dependent human prostate carcinoma LNCaP cells
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Concentration:25 μM
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Incubation Time:6 h
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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.
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Cell Line:androgen-dependent human prostate carcinoma LNCaP cells
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Concentration:25 μM; 50 μM
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Incubation Time:12 h
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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.
Chemical Information
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CAS No. 109280-47-9
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Molecular Weight 730.62
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Formula C37H30O16
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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
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)