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PROCYANIDIN C1

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PROCYANIDIN C1 Basic information

Product Name:
PROCYANIDIN C1
Synonyms:
  • PROCYANIDIN C1
  • (4,8’:4’,8’’-ter-2h-1-benzopyran)-3,3’,3’’,5,5’,5’’,7,7’,7’’-nonol,2,2’,2’’-tr
  • 4-dihydroxyphenyl)-3,3’,3’’,4,4’,4’’-hexahydro-is(stereoisomer
  • procyanidolc1
  • (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
  • (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol
  • PROCYANIDIN B2(P)
  • 4,8:4,8-Ter-2H-1-benzopyran-3,3,3,5,5,5,7,7,7-nonol, 2,2,2-tris(3,4-dihydroxyphenyl)-3,3,3,4,4,4-hexahydro-, (2R,2R,2R,3R,3R,3R,4R,4S)-
CAS:
37064-30-5
MF:
C45H38O18
MW:
866.77
Product Categories:
  • Catechins & Tannins
Mol File:
37064-30-5.mol
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PROCYANIDIN C1 Chemical Properties

Density 
1.747±0.06 g/cm3( 20 ºC : 760 Torr)
storage temp. 
-20°C
solubility 
Soluble in methan
pka
9.19±0.70(Predicted)
form 
Solid
color 
Beige-brown
InChIKey
MOJZMWJRUKIQGL-XILRTYJMSA-N
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Safety Information

WGK Germany 
3
HS Code 
29329990
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PROCYANIDIN C1 Usage And Synthesis

Description

Procyanidin C1 is a polyphenol flavonoid trimer of (–)-epicatechin that has HIV-related and antioxidant activities. It activates latent HIV-1 provirus in JLR2 cells when used at concentrations ranging from 12.5 to 50 μM and increases NF-κB-dependent transcriptional activity in Jurkat T cells. Procyanidin C1 also scavenges 2,2’-diphenyl-1-picrylhydrazyl (DPPH) radicals (IC50 = 3.2 μg/ml) and inhibits the activity of α-glucosidase (IC50 = 3.8 μg/ml) and 15-lipoxygenase (15-LO; IC50 = 57.6 μg/ml). Procyanidin C1 (10 μg/ml) prevents phosphorylation of ERK1/2 and the production of reactive oxygen species (ROS) in THP-1 cells.

Uses

Procyanidin C1 (PCC1), a natural polyphenol with oral activity, causes DNA damage, cell cycle arrest and induces apoptosis. Procyanidin C1 decreases the level of Bcl-2, but enhances BAX, caspase 3 and 9 expression in cancer cells. Procyanidin C1 shows senotherapeutic activity and increases lifespan in mice[1][2].

Definition

ChEBI: Procyanidin C1 is a proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages. It has a role as a metabolite, an anti-inflammatory agent, an antioxidant, a lipoxygenase inhibitor, an EC 1.17.3.2 (xanthine oxidase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a hydroxyflavan, a proanthocyanidin and a polyphenol. It is functionally related to a (-)-epicatechin.

in vivo

Procyanidin C1 (20 mg/kg; i.p.; 2 weeks after the first MIT dose and then delivered biweekly) increases tumour regression[2]. Procyanidin C1 (20 mg/kg; i.p.; for 7 d) shows senolytic efficacy in mice with senescent mouse embryonic fibroblasts injection[2]. Procyanidin C1 (20 mg/kg; p.o.; for 3 d) increases the lifespan of old mice[2].

Animal Model:Non-obese diabetes and severe combined immunodficiency mice with PSC27 and PC3 cancer cells injection, and pre-treated with mitoxantrone (MIT)[2]
Dosage:20 mg/kg
Administration:Intraperitoneal injection; 20 mg/kg; 2 weeks after the first MIT dose and then delivered biweekly
Result:Remarkably enhanced tumour regression (55.2% reduction in tumour size compared with MIT alone; 74.9% reduction in tumour volume compared with the placebo treatment) and depleted the majority of senescent cells in chemotherapy treated animals.
Animal Model:24-27 months of age mice (both sexes)[2]
Dosage:20 mg/kg
Administration:Oral gavage; 20 mg/kg; for three consecutive days
Result:Enhanced the median post-treatment lifespan with 64.2% and decreased the mortality hazard than the vehicle-treated group.

References

[1] Koteswari LL, et al. A comparative anticancer study on procyanidin C1 against receptor positive and receptor negative breast cancer. Nat Prod Res. 2019 Jan 8:1-8. DOI:10.1080/14786419.2018.1557173
[2] Xu Q, et al. The flavonoid procyanidin C1 has senotherapeutic activity and increases lifespan in mice. Nat Metab. 2021 Dec;3(12):1706-1726. DOI:10.1038/s42255-021-00491-8

PROCYANIDIN C1Supplier

Hubei CuiRan Biotechnology Co., Ltd. Gold
Tel
00-1816279-5156 18162795156
Email
3391961471@qq.com
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Email
y.liu@mail.biobiopha.com
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Email
shyysw007@163.com
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Email
cwb1@biopurify.cn
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Email
tauto@tautobiotech.com
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