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Chemical Structure| 65995-63-3 Chemical Structure| 65995-63-3

Structure of Punicalagin
CAS No.: 65995-63-3

Chemical Structure| 65995-63-3

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Punicalagin, a natural product isolated and purified from the peel of Punica granatum L., is a potential alternative or supplemental agent for prevention of Salmonella infection, has a greater antifungal activity against T.

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Product Details of Punicalagin

CAS No. :65995-63-3
Formula : C48H28O30
M.W : 1084.72
SMILES Code : OC(O1)[C@H](OC(C2=CC(O)=C(O)C(O)=C2C3=C(O)C(O)=C(O)C=C3C(O4)=O)=O)[C@@H]4[C@H](OC(C5=CC(O)=C(O)C(O)=C5C6=C(O)C(O)=C7C8=C6C(OC9=C(O)C(O)=C(C(C(O7)=O)=C89)C%10=C(O)C(O)=C(O)C=C%10%11)=O)=O)[C@H]1COC%11=O
MDL No. :MFCD09838017

Safety of Punicalagin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
THP-1 cells 50 μM 12 h PUN upregulated AhR expression in THP-1 cells. PMC11448010
Mouse peritoneal macrophages 50 μM 12 h PUN alone or in combination with LPS upregulated AhR expression, with the combination being more potent. PMC11448010
Bovine endometrial epithelial cells (bEECs) 5, 10, 20 µg/ml 2 h pretreatment followed by LPS stimulation for 12 h To evaluate the inhibitory effect of punicalagin on LPS-induced pro-inflammatory cytokine expression. Results showed that punicalagin significantly reduced mRNA expression of IL-1β, IL-6, IL-8, and TNF-α. PMC5482043
ARPE-19 cells 10 µM 24 hours To evaluate the protective effect of PUN against UV-A radiation-induced oxidative damage. PUN pre-treatment significantly increased cell viability, reduced ROS levels, and activated the Nrf2/HO-1 signaling pathway. PMC7346122
Lactic Acid Bacteria (LAB) 30 μg/mL 24 hours To assess the ability of LAB to transform punicalagin into bioactive molecules such as ellagic acid. Results showed all tested LAB strains could convert punicalagin into ellagic acid, but no biosynthesis of urolithins was observed. PMC9801417
RAW264.7 macrophages 12.5, 25, 50 μM 24 hours To evaluate the anti-inflammatory effects of punicalagin on LPS-induced RAW264.7 macrophages. Results showed that punicalagin significantly inhibited LPS-induced release of NO and decreased pro-inflammatory cytokines TNF-α and IL-6 release at the highest concentration, and inhibited NF-κB and MAPK signaling pathways. PMC6893462
Mouse chondrocytes 50 μg/mL 24 hours To evaluate the effect of Punicalagin on chondrocyte viability, results showed that Punicalagin at 50 μg/mL had no significant cytotoxicity within 24 hours and reversed TBHP-induced decrease in cell viability PMC7751323
Human U87MG glioma cells 1-30 µg/mL 24 or 48 hours Punicalagin dose-dependently inhibited cell viability, associated with increased cyclin E levels and decreased cyclin B and A levels. PMC4006469
CCD 841 (normal colon epithelial cells) 0–100 µg/mL 24, 48, 72 hours To assess the toxicity of PU on normal cells. Results showed PU did not induce significant cytotoxicity on CCD 841 cells. PMC7468705
VeroE6 cells 0, 50, 100 μM 30 minutes Evaluate the inhibitory ability of Punicalagin on the binding of SARS-CoV-2 Spike protein to ACE2. Results showed Punicalagin exhibited the highest activity in inhibiting Spike-ACE2 interaction. PMC10465125
NCI-H460 cells 0, 50, 100 μM 30 minutes Evaluate the inhibitory ability of Punicalagin on the binding of SARS-CoV-2 Spike protein to ACE2. Results showed Punicalagin exhibited the highest activity in inhibiting Spike-ACE2 interaction. PMC10465125
293T-ACE2 cells 0, 50, 100 μM 30 minutes Evaluate the inhibitory ability of Punicalagin on the binding of SARS-CoV-2 Spike protein to ACE2. Results showed Punicalagin exhibited the highest activity in inhibiting Spike-ACE2 interaction. PMC10465125
Human podocyte cell line 1.5 μM 30 minutes Inhibited PAR2-mediated activation of ERK1/2 and NF-κB signaling pathways, reduced ICAM-1 and VCAM-1 expression PMC7404282

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice LPS-induced inflammation model Intraperitoneal injection 12.5 mg/kg Single dose, lasting 12 hours PUN increased the percentage of AhR-positive peritoneal macrophages in LPS-induced mice. PMC11448010
Kunming mice Hyperuricemia mice model Oral gavage 100, 200, 300 mg/kg Once daily for two weeks To evaluate the effect of PU on hyperuricemia and its mechanisms. PU significantly decreased serum uric acid levels in hyperuricemia mice and effectively alleviated kidney and intestinal damage caused by hyperuricemia. PMC11954802
NZB/W F1 mice Lupus nephritis model Intraperitoneal injection 0.3, 1, 3 mg/kg 3 times per week for 7 weeks PCG significantly improved kidney injury and splenomegaly, reduced proteinuria and renal ICAM-1 and VCAM-1 expression PMC7404282
Sprague-Dawley rats Parkinson's disease model (induced by MnCl2) and social isolation model Oral 30 mg/kg Once daily for 5 weeks To evaluate the neuroprotective effects of Punicalagin against Parkinson's disease and social isolation. Punicalagin significantly improved behavioral, biochemical, and histopathological changes by modulating multiple pathways (e.g., HMGB1/RAGE/TLR4/NF-κB/NLRP3/Caspase-1, JAK-2/STAT-3, PI3K/AKT/GSK-3β/CREB, AMPK/SIRT-1, Nrf2/HO-1, and PERK/CHOP/Bcl-2) to mitigate oxidative stress, neuroinflammation, and neuronal apoptosis. PMC10610313
Wistar albino rats DENA-induced hepatocarcinogenesis model Oral 18.5 mg/kg bw Daily administration for 11 weeks To investigate the chemoprevention effects of Punicalagin against DENA-induced hepatocarcinogenesis. Results showed that Punicalagin induced some modulation in DENA-treated rats but did not show potent chemoprevention activity and induced some side effects. PMC9628031
Swiss albino mice Methotrexate-induced hepatotoxicity model Oral 25 and 50 mg/kg Once daily for 10 days Punicalagin protects against the development of methotrexate-induced hepatotoxicity in mice via activating Nrf2 signaling and decreasing oxidative stress, inflammation, and cell death. PMC9604463
C57BL/6J mice High-fat diet/streptozotocin-induced diabetic mice model Intragastric administration 20 mg/kg Once a day for 8 weeks Punicalagin ameliorates diabetic nephropathy by inhibiting pyroptosis via the TXNIP/NLRP3 pathway. Results showed that punicalagin significantly decreased blood urea nitrogen, serum creatinine, and urine albumin to creatinine ratio in diabetic mice, and alleviated symptoms of glomerular interstitial hyperplasia and glomerular hypertrophy. PMC7284711
C57BL/6 mice Destabilization of the medial meniscus (DMM) model Oral gavage 20 mg/kg Once daily for 8 weeks To evaluate the therapeutic effect of Punicalagin on osteoarthritis in DMM model mice, results showed that Punicalagin treatment significantly alleviated cartilage degeneration and synovitis PMC7751323

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

0.92mL

0.18mL

0.09mL

4.61mL

0.92mL

0.46mL

9.22mL

1.84mL

0.92mL

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