Page last updated: 2024-11-13

punicalagin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

punicalagin: hepatoprotective agent isolated from Terminalia catappa; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
TerminaliagenusA plant genus of the family COMBRETACEAE. Members contain arjunin, an ellagitannin (TANNINS).[MeSH]CombretaceaeA plant family of the order Myrtales, subclass Rosidae, class Magnoliopsida. They are mostly trees and shrubs growing in warm areas.[MeSH]

Cross-References

ID SourceID
PubMed CID44584733
CHEBI ID167695
MeSH IDM0297665

Synonyms (13)

Synonym
punicalagin, technical grade
6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,
CHEBI:167695
65995-63-3
punicalagin
Q-100754
mfcd09838017
punicalagin, analytical standard
punicalagin, >=98% (hplc), from pomegranate
AKOS037514808
(63r,64r,64as,616ar)-14,15,16,22,23,27,28,34,35,36,61,68,69,610,611,612,613-heptadecahydroxy-25,210,63,64,64a,66,615,616a-octahydro-61h-5,8-dioxa-6(4,3)-dibenzo[f,h]pyrano[3,4-b][1,4]dioxecina-2(1,6)-chromeno[5,4,3-cde]chromena-1,3(1,2)-dibenzenacyclonona
a pomegranate ellagitannin
GLXC-14665

Research Excerpts

Overview

Punicalagin (PA) is a key ellagitannin abundant in pomegranate with wide-ranging biological activities. Punicalagin is recorded to be a potent anti-inflammatory drug. Its effect on inflammation existing in ventilator-induced lung injury (VILI) requires further verification.

ExcerptReferenceRelevance
"Punicalagin is recorded to be a potent anti-inflammatory drug, while its effect on inflammation existing in ventilator-induced lung injury (VILI) requires further verification. "( Punicalagin suppresses inflammation in ventilator-induced lung injury through protease-activated receptor-2 inhibition-induced inhibition of NLR family pyrin domain containing-3 inflammasome activation.
Zhang, W; Zhu, Q, 2022
)
3.61
"Punicalagin (PA) is a key ellagitannin abundant in pomegranate with wide-ranging biological activities. "( Ellagitannin Punicalagin Disrupts the Pathways Related to Bacterial Growth and Affects Multiple Pattern Recognition Receptor Signaling by Acting as a Selective Histone Deacetylase Inhibitor.
Li, RW; Liu, F; Pham, Q; Smith, AD; Wang, TTY; Yang, H, 2023
)
2.72
"Punicalagin (PU) is an active antioxidant polyphenol found in pomegranates, raspberries, blueberries, and chestnuts that has attracted considerable attention owing to its strong antioxidant and anti-inflammatory properties."( Pomegranate polyphenol punicalagin improves learning memory deficits, redox homeostasis, and neuroinflammation in aging mice.
Chen, F; Chen, P; Lei, J; Zhou, B, 2023
)
1.94
"Punicalagin (PN), which is a type of polyphenol, has been reported to act as a tumor suppressor."( Punicalagin inhibits the viability, migration, invasion, and EMT by regulating GOLPH3 in breast cancer cells.
Duan, Y; Lou, L; Ma, F; Pan, L, 2020
)
2.72
"Punicalagin is an antioxidant ellagitannin found in pomegranate juice with known antiproliferation and anti‑angiogenesis properties."( Punicalagin inhibited proliferation, invasion and angiogenesis of osteosarcoma through suppression of NF‑κB signaling.
Huang, T; Wang, H; Zhang, X, 2020
)
2.72
"Punicalagin is a phenolic compound extracted from Lafoensia pacari A. "( Punicalagin triggers ergosterol biosynthesis disruption and cell cycle arrest in Cryptococcus gattii and Candida albicans : Action mechanisms of punicalagin against yeasts.
Ataídes, F; Costa, CR; de Ávila, RI; Freitas, VAQ; Santos, AS; Silva, MDRR; Silva, TC; Valadares, MC; Zara, ALSA, 2020
)
3.44
"Punicalagin is an ellagitannin mostly found in pomegranate husk and shows very strong antitumoral activity."( Punicalagin induces apoptosis in A549 cell line through mitochondria-mediated pathway.
Berköz, M; Krośniak, M, 2020
)
2.72
"Punicalagin (PUG) is a polyphenol which has shown multiple pharmacological effects on various diseases."( Punicalagin Inhibits Tert-Butyl Hydroperoxide-Induced Apoptosis and Extracellular Matrix Degradation in Chondrocytes by Activating Autophagy and Ameliorates Murine Osteoarthritis.
Chen, T; Gong, X; Kong, J; Wang, J; Zheng, X, 2020
)
2.72
"Punicalagin (PUN) is an active substance extracted from pomegranate peel."( Punicalagin ameliorates collagen-induced arthritis by downregulating M1 macrophage and pyroptosis via NF-κB signaling pathway.
Bai, J; Chen, H; Ge, G; Geng, D; Hao, Y; Liang, X; Niu, J; Tao, H; Wang, Q; Wei, M; Xu, Y; Xue, Y; Yang, H, 2022
)
2.89
"Punicalagin (PUN) is a common anti-inflammatory polyphenol. "( Punicalagin attenuates osteoarthritis progression via regulating Foxo1/Prg4/HIF3α axis.
Han, Q; Li, D; Liu, F; Wu, X; Yang, H, 2021
)
3.51
"Punicalagin (PUN) is an ellagitannin found in the peel of pomegranate ("( Physiological and Immune Functions of Punicalagin.
Horky, P; Kolesarova, A; Slama, P; Venusova, E, 2021
)
1.61
"Punicalagin is a phenolic compound with antioxidant properties. "( Dual hypopigmentary effects of punicalagin via the ERK and Akt pathways.
Cho, JH; Jeong, HS; Kim, DS; Kim, MK; Kwon, NS; Lee, H; Shin, JS; Yun, HY, 2017
)
2.18
"Punicalagin is an ellagitannin and a potent antioxidant in pomegranate juice."( Punicalagin, a polyphenol in pomegranate juice, downregulates p53 and attenuates hypoxia-induced apoptosis in cultured human placental syncytiotrophoblasts.
Chen, B; Longtine, MS; Nelson, DM, 2013
)
2.55
"Punicalagin (PC) is an ellagitannin found in the fruit peel of Punica granatum. "( Punicalagin and ellagic acid demonstrate antimutagenic activity and inhibition of benzo[a]pyrene induced DNA adducts.
Ahmad, I; Aqil, F; Gupta, RC; Zahin, M, 2014
)
3.29
"Punicalagin (PG) is a hydrolyzable polyphenol in Punica granatum. "( Neuroprotective effect of punicalagin against cerebral ischemia reperfusion-induced oxidative brain injury in rats.
Byna, B; Thakur, SR; Yaidikar, L,
)
1.87
"Punicalagin (PG) is a hydrolysable tannin compound found in Punica granatum L. "( Punicalagin attenuated cerebral ischemia-reperfusion insult via inhibition of proinflammatory cytokines, up-regulation of Bcl-2, down-regulation of Bax, and caspase-3.
Thakur, S; Yaidikar, L, 2015
)
3.3
"Punicalagin is a bioactive polyphenol that is classified as an ellagitannin. "( Punicalagin attenuates osteoclast differentiation by impairing NFATc1 expression and blocking Akt- and JNK-dependent pathways.
Iwatake, M; Okamoto, K; Tanaka, T; Tsukuba, T, 2015
)
3.3
"Punicalagin is a primary polyphenol found in pomegranate juice, which possesses antioxidant, anti-inflammatory and anti-tumorigenic properties, suggesting a protective effect of punicalagin on diabetic embryopathy."( Punicalagin exerts protective effect against high glucose-induced cellular stress and neural tube defects.
Reece, EA; Yang, P; Zhong, J, 2015
)
2.58
"Punicalagin is a prominent polyphenol in pomegranate juice that protects cultured syncytiotrophoblasts from stress-induced apoptosis. "( Punicalagin promotes autophagy to protect primary human syncytiotrophoblasts from apoptosis.
Chen, B; Longtine, MS; Nelson, DM; Wang, Y, 2016
)
3.32
"Punicalagin (PU) is a known antioxidant. "( Punicalagin Mollifies Lead Acetate-Induced Oxidative Imbalance in Male Reproductive System.
Rao, F; Sun, F; Zhai, Y, 2016
)
3.32
"Punicalagin (PC) is a hydrolysable polyphenol derived from Punica granatum and a potent antioxidant."( Metabolic Alterations and the Protective Effect of Punicalagin Against Glutamate-Induced Oxidative Toxicity in HT22 Cells.
Goodla, L; Manubolu, M; Pathakoti, K; Tencomnao, T, 2017
)
1.43
"Punicalagin is an antioxidant ellagitannin of pomegranate juice. "( Evaluation of the bioavailability and metabolism in the rat of punicalagin, an antioxidant polyphenol from pomegranate juice.
Cerdá, B; Cerón, JJ; Espín, JC; Llorach, R; Tomás-Barberán, FA, 2003
)
2

Effects

ExcerptReferenceRelevance
"Punicalagin has been documented as a potential phytomedicine to selectively inhibit the progression and expansion of numerous cancers."( Punicalagin induces ROS-mediated apoptotic cell death through inhibiting STAT3 translocation in lung cancer A549 cells.
Fang, L; Fang, X; Wang, H; Zhang, J, 2021
)
2.79

Treatment

Punicalagin treatment significantly decreased osteosarcoma cell proliferation and increased apoptosis. Treatment with punicalagin induced an increase in the extracellular concentrations of potassium. Punicalagin pretreatment attenuated palmitate-induced mitochondrial membrane potential lost, ATP depletion, and reactive oxygen species production.

ExcerptReferenceRelevance
"Punicalagin treatment attenuated VILI-induced lung histopathological changes and counteracted VILI-induced increases in the lung injury score, W/D weight ratio and total protein level in BALF."( Punicalagin suppresses inflammation in ventilator-induced lung injury through protease-activated receptor-2 inhibition-induced inhibition of NLR family pyrin domain containing-3 inflammasome activation.
Zhang, W; Zhu, Q, 2022
)
2.89
"Punicalagin treatment significantly decreased osteosarcoma cell proliferation and increased apoptosis."( Punicalagin inhibited proliferation, invasion and angiogenesis of osteosarcoma through suppression of NF‑κB signaling.
Huang, T; Wang, H; Zhang, X, 2020
)
2.72
"Punicalagin treatment altered the accumulation of proteins and enzymes needed for iron acquisition, and it altered amounts of enzymes for glycolysis, citric acid cycling, protein biosynthesis, and purine and pyrimidine biosynthesis."( Quantitative Proteomic Analysis of Staphylococcus aureus Treated With Punicalagin, a Natural Antibiotic From Pomegranate That Disrupts Iron Homeostasis and Induces SOS.
Beard, HS; Cooper, B; Garrett, WM; Gu, G; Islam, N; Nou, X; Xu, Y, 2018
)
1.44
"Punicalagin pretreatment attenuated palmitate-induced mitochondrial membrane potential lost, ATP depletion, and reactive oxygen species production."( Punicalagin attenuates palmitate-induced lipotoxicity in HepG2 cells by activating the Keap1-Nrf2 antioxidant defense system.
Feng, Z; Liu, J; Liu, X; Long, J; Sun, W; Wang, X; Yan, C, 2016
)
2.6
"Treatment with punicalagin induced an increase in the extracellular concentrations of potassium and a release of cell constituents."( Punicalagin Damages the Membrane of Salmonella Typhimurium.
Li, G; Pan, L; Xia, X; Xu, Y, 2020
)
2.34
"The treatment with punicalagin significantly decreased oxidative stress as indicated by decreased malondialdehyde and protein carbonyl formation in the brain."( Punicalagin ameliorates the elevation of plasma homocysteine, amyloid-β, TNF-α and apoptosis by advocating antioxidants and modulating apoptotic mediator proteins in brain.
AbouEl-Ezz, AM; El-Missiry, MA; ElKomy, MA; Othman, AI, 2018
)
2.24
"Treatment with punicalagin significantly inhibited OCL formation from RAW-D cells and BMMs and prevented bone resorption of BMM-derived OCLs."( Punicalagin attenuates osteoclast differentiation by impairing NFATc1 expression and blocking Akt- and JNK-dependent pathways.
Iwatake, M; Okamoto, K; Tanaka, T; Tsukuba, T, 2015
)
2.2

Bioavailability

Punicalagin is a compound found in pomegranate juice. Bioavailability of ellagitannins, including punicalagin, has not been previously described in humans.

ExcerptReferenceRelevance
" Nothing is known about the bioavailability and metabolism of punicalagin or other food ellagitannins."( Evaluation of the bioavailability and metabolism in the rat of punicalagin, an antioxidant polyphenol from pomegranate juice.
Cerdá, B; Cerón, JJ; Espín, JC; Llorach, R; Tomás-Barberán, FA, 2003
)
0.8
" However, the bioavailability of ellagitannins, including punicalagin, has not been previously described in humans."( The potent in vitro antioxidant ellagitannins from pomegranate juice are metabolised into bioavailable but poor antioxidant hydroxy-6H-dibenzopyran-6-one derivatives by the colonic microflora of healthy humans.
Cerdá, B; Espín, JC; Martínez, P; Parra, S; Tomás-Barberán, FA, 2004
)
0.57
"The present work aims to evaluate, in healthy humans, the bioavailability and metabolism of pomegranate juice ellagitannins, to assess their effect on several blood parameters (including cardiovascular risk disease markers) and to compare the antioxidant activity of punicalagin with that of the in vivo generated metabolites."( The potent in vitro antioxidant ellagitannins from pomegranate juice are metabolised into bioavailable but poor antioxidant hydroxy-6H-dibenzopyran-6-one derivatives by the colonic microflora of healthy humans.
Cerdá, B; Espín, JC; Martínez, P; Parra, S; Tomás-Barberán, FA, 2004
)
0.5
" Our data also suggest that constituents of pomegranate juice, most probably punicalagin, impair the enteric functions of sulfoconjugation and that this might have effects upon the bioavailability of drugs and other compounds present in food and in the environment."( Pomegranate juice inhibits sulfoconjugation in Caco-2 human colon carcinoma cells.
Nakajima, Y; Narukawa, Y; Okamura, S; Saruwatari, A; Takeda, T; Tamura, H, 2008
)
0.57

Dosage Studied

ExcerptRelevanceReference
" Both treatments also decreased the amounts of the 3 proteins with dose-response effects, but only in the apical compartment."( Anti-inflammatory effects of pomegranate (Punica granatum L.) husk ellagitannins in Caco-2 cells, an in vitro model of human intestine.
During, A; Hérent, MF; Hollebeeck, S; Larondelle, Y; Leclercq, J; Schneider, YJ; Winand, J, 2012
)
0.38
"PE administration at a dosage of 150 mg/kg/day significantly inhibited HFD-induced hyperlipidemia and hepatic lipid deposition."( Mitochondrial dysfunction in obesity-associated nonalcoholic fatty liver disease: the protective effects of pomegranate with its active component punicalagin.
Cao, K; Chen, C; Dong, Z; Feng, Z; Gao, J; Li, H; Li, Y; Liu, J; Long, J; Lu, W; Luo, C; Pang, W; Shi, Y; Sun, W; Szeto, IM; Wang, J; Wang, X; Xu, J; Yan, C; Zhang, P; Zhang, Y; Zhao, F; Zhao, J; Zhao, Y; Zheng, A; Zou, X, 2014
)
0.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tanninAny of a group of astringent polyphenolic vegetable principles or compounds, chiefly complex glucosides of catechol and pyrogallol.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (238)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (0.84)18.2507
2000's24 (10.08)29.6817
2010's129 (54.20)24.3611
2020's83 (34.87)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.73

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.73 (24.57)
Research Supply Index5.51 (2.92)
Research Growth Index5.79 (4.65)
Search Engine Demand Index76.54 (26.88)
Search Engine Supply Index3.97 (0.95)

This Compound (30.73)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (1.23%)5.53%
Reviews7 (2.87%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other234 (95.90%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]