78362-05-7
Chemical Structure
Prodelphinidin B3
Synonym(s): (4,8)-(+)-Gallocatechin-(+)-catechin
- CAS No.: 78362-05-7
- Formula:C30H26O13
- Molecular Weight:594.52
IUPAC Name: (2R,2'R,3S,3'S,4S)-2,2'-bis(3,4,5-trihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol
InChIKey: ZYDDITZPGFXQSD-SMSOEIQDSA-N
SMILES: O[C@H]([C@@H](C1=CC(O)=C(C=C1)O)O2)CC(C2=C3[C@@H]4C5=C(C=C(C=C5O[C@@H]([C@H]4O)C6=CC(O)=C(O)C(O)=C6)O)O)=C(C=C3O)O
Biological Activity: 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[1][2][3].
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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. | |||||||||||||||||||||
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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]
