Prodelphinidin B3
Prodelphinidin B3 is a proanthocyanidin compound that exhibits significant anti-tumor activity. Prodelphinidin B3 induces cell cycle arrest at the G1/G0 phase in PC-3 cells, activates caspase-3, and promotes apoptosis. Prodelphinidin B3 can induce the differentiation of leukemia cells and synergistically enhance retinoic acid (HY-14649)-induced granulocytic differentiation and sodium butyrate (HY-B0350A)-induced monocytic differentiation in HL-60 cells. Prodelphinidin B3 also possesses antioxidant activity. Prodelphinidin B3 is used in research on prostate cancer and leukemia.
For research use only. We do not sell to patients.
- CAS No.: 78362-05-7
- Formula: C30H26O14
- Molecular Weight:610.52
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Caspase-3 |
Prodelphinidin B3 (10-100 μM; 48 h) exhibits significant cytotoxic activity (IC50 < 50 μM) against PC-3 prostate cancer cells[1].
Prodelphinidin B3 (50 μM; 48 h) induces cell cycle arrest at G1/G0 phase in PC-3 cells (G1/G0 population increases from 62.88% to 74.50%, and S phase decreases from 16.06% to 8.67%)[1].
Prodelphinidin B3 (50 μM; 48 h) activates caspase-3 and induces apoptosis in PC-3 prostate cancer cells (caspase-3 activity increases by 1.8-fold compared to the control)[1].
Prodelphinidin B3 (4-12 μM; 5 days) induces Nitroblue Tetrazolium (NBT )-reducing activity in HL60 human myeloid leukemia cells; concentrations above 40 μM induce cell death[2].
Prodelphinidin B3 (4-8 μM; 5 days) enhances 0.03 μM retinoic acid (HY-14649)-induced granulocytic differentiation of HL60 cells[2].
Prodelphinidin B3 (4-8 μM; 5 days) enhances 0.2 mM sodium butyrate (HY-B0350A)-induced alpha-naphthyl butyrate esterase activity in HL60 cells[2].
Prodelphinidin B3 shows antioxidant activity in three in vitro chemical assays, with values of 10.04, 5.68, and 9.81 μmol TE/μmol in the ORAC, HPS, and LA assays, respectively[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:PC-3 prostate cancer cells
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Concentration:50 μM
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Incubation Time:48 h
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Result:Induced a G1/G0 phase population increase from 62.88% to 74.50% and an S phase fraction decrease from 16.06% to 8.67%, indicating partial cell cycle blockade at the G1/G0 phase.
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Cell Line:PC-3 prostate cancer cells
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Concentration:50 μM
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Incubation Time:48 h
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Result:Activated caspase-3 up to 1.8 times compared to the control, confirming that cell death was attributable to apoptosis.
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Cell Line:HL60 human myeloid leukemia cells
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Concentration:4, 6, 8 and 12 μM
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Incubation Time:5 days
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Result:Induced NBT-reducing activity and alpha-naphthyl butyrate esterase activity in HL60 human myeloid leukemia cells, promoting cell differentiation; concentrations above 40 μM induced cell death.
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Cell Line:PC-3 prostate cancer cells
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Concentration:0, 10, 25, 50, and 100 μM
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Incubation Time:48 h
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Result:Showed significant cytotoxic activity with IC50 values below 50 μM. Cytotoxic effects were clearly associated with the presence of the pyrogallol moiety of the B ring.
Chemical Information
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CAS No. 78362-05-7
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Molecular Weight 610.52
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Formula C30H26O14
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SMILES
O[C@H]1[C@@H](C=2C(O[C@@H]1C3=CC(O)=C(O)C(O)=C3)=CC(O)=CC2O)C4=C5C(C[C@H](O)[C@H](O5)C6=CC(O)=C(O)C(O)=C6)=C(O)C=C4O
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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
[1]. Suda M, et al. Syntheses of procyanidin B2 and B3 gallate derivatives using equimolar condensation mediated by Yb(OTf)3 and their antitumor activities. Bioorg Med Chem Lett. 2013 Sep 1;23(17):4935-9. [Content Brief]
[2]. Tamagawa K, et al. Proanthocyanidins from barley bran potentiate retinoic acid-induced granulocytic and sodium butyrate-induced monocytic differentiation of HL60 cells. Biosci Biotechnol Biochem. 1998 Aug;62(8):1483-7. [Content Brief]
[3]. Spreng S, et al. Quantitation of Key Antioxidants and Their Contribution to the Oxidative Stability of Beer. J Agric Food Chem. 2024 Jul 24;72(29):16423-16437. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)