Urolithin A (BioDeep_00000020887)
Secondary id: BioDeep_00000412821
human metabolite Endogenous blood metabolite PANOMIX_OTCML-2023
代谢物信息卡片
3,8-Dihydroxy-6H-dibenzo(b,D)pyran-6-one
化学式: C13H8O4 (228.0422568)
中文名称: 尿石素A
谱图信息:
最多检出来源 Homo sapiens(blood) 0.07%
分子结构信息
SMILES: C1=CC2=C(C=C1O)C(=O)OC3=C2C=CC(=C3)O
InChI: InChI=1S/C13H8O4/c14-7-1-3-9-10-4-2-8(15)6-12(10)17-13(16)11(9)5-7/h1-6,14-15H
描述信息
Urolithin A is a secondary metabolite of ellagic acid which may be glucuronidated by liver enzymes during phase II metabolism.
A polyphenol metabolite detected in biological fluids [PhenolExplorer]
Urolithin A, a gut-microbial metabolite of ellagic acid, exerts anti-inflammatory, antiproliferative, and antioxidant properties. Urolithin A induces autophagy and apoptosis, suppresses cell cycle progression, and inhibits DNA synthesis[1][2].
Urolithin A, a gut-microbial metabolite of ellagic acid, exerts anti-inflammatory, antiproliferative, and antioxidant properties. Urolithin A induces autophagy and apoptosis, suppresses cell cycle progression, and inhibits DNA synthesis[1][2].
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:168442
- PubChem: 5488186
- HMDB: HMDB0013695
- DrugBank: DB15464
- ChEMBL: CHEMBL1836264
- Wikipedia: Urolithin A
- KNApSAcK: C00053884
- foodb: FDB029999
- chemspider: 4589709
- CAS: 1143-70-0
- PMhub: MS000052281
- KEGG: C22595
- RefMet: Urolithin A
- medchemexpress: HY-100599
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
5 个相关的物种来源信息
- 22663 Punica granatum:
- 226819 Trogopterus xanthipes: 10.1055/S-0029-1243114
- 22663 Punica granatum:
- 226819 Trogopterus xanthipes: 10.1055/S-0029-1243114
- 9606 Homo sapiens: -
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Hongxin Kang, Qian Hu, Yue Yang, Gaigai Huang, Juan Li, Xianlin Zhao, Lv Zhu, Hang Su, Wenfu Tang, Meihua Wan. Urolithin A's Role in Alleviating Severe Acute Pancreatitis via Endoplasmic Reticulum-Mitochondrial Calcium Channel Modulation.
ACS nano.
2024 May; 18(21):13885-13898. doi:
10.1021/acsnano.4c03044. [PMID: 38757565] - Ilham Naeem Abd Ali Al-Fatlawi, Vahid Pouresmaeil, Fatemeh Davoodi-Dehaghani, Aida Pouresmaeil, Ali Akhtari, Masoud Homayouni Tabrizi. Effects of solid lipid nanocarrier containing methyl urolithin A by coating folate-bound chitosan and evaluation of its anti-cancer activity.
BMC biotechnology.
2024 Apr; 24(1):18. doi:
10.1186/s12896-024-00845-6. [PMID: 38600497] - Adrián Cortés-Martín, Carlos E Iglesias-Aguirre, Alicia Marín, María Romo-Vaquero, Fernando Vallejo, Juan Carlos Espín, María Victoria Selma. Urolithin A production drives the effects of pomegranate on the gut microbial metabolism of bile acids and cholesterol in mild dyslipidaemic overweight and obese individuals.
Food & function.
2024 Mar; 15(5):2422-2432. doi:
10.1039/d3fo05014a. [PMID: 38329279] - Jiahao Li, Xinxin Huang, Linjiao He, Chao Li, Hongxin Jing, Jianwei Lin, Chaoyu Ma, Xiaobin Li. Effect of ellagic acid on body weight, nutrient digestibility, fecal microbiota, and urolithin A metabolism in Thoroughbred horses.
Journal of animal science.
2023 Jul; ?(?):. doi:
10.1093/jas/skad232. [PMID: 37422771] - M Tolmie, M J Bester, J C Serem, M Nell, Z Apostolides. The potential antidiabetic properties of green and purple tea [Camellia sinensis (L.) O Kuntze], purple tea ellagitannins, and urolithins.
Journal of ethnopharmacology.
2023 Jun; 309(?):116377. doi:
10.1016/j.jep.2023.116377. [PMID: 36907477] - Cong Zhang, Yingying Song, Ming Yuan, Liang Chen, Qianyu Zhang, Junjie Hu, Yan Meng, Shan Li, Guohua Zheng, Zhenpeng Qiu. Ellagitannins-Derived Intestinal Microbial Metabolite Urolithin A Ameliorates Fructose-Driven Hepatosteatosis by Suppressing Hepatic Lipid Metabolic Reprogramming and Inducing Lipophagy.
Journal of agricultural and food chemistry.
2023 Mar; 71(9):3967-3980. doi:
10.1021/acs.jafc.2c05776. [PMID: 36825491] - Jian-Rong Huang, Ming-Hua Zhang, Ying-Jie Chen, Yu-Ling Sun, Zhi-Min Gao, Zhuo-Jia Li, Gui-Ping Zhang, Yuan Qin, Xiao-Yan Dai, Xi-Yong Yu, Xiao-Qian Wu. Urolithin A ameliorates obesity-induced metabolic cardiomyopathy in mice via mitophagy activation.
Acta pharmacologica Sinica.
2023 Feb; 44(2):321-331. doi:
10.1038/s41401-022-00919-1. [PMID: 35655094] - Zepeng Xu, Songtao Li, Kunmeng Li, Xiaoyu Wang, Xiaojie Li, Meixia An, Xiaoyi Yu, Xinguang Long, Ruiying Zhong, Qiuhong Liu, Xiaochuan Wang, Yan Yang, Ni Tian. Urolithin A ameliorates diabetic retinopathy via activation of the Nrf2/HO-1 pathway.
Endocrine journal.
2022 Aug; 69(8):971-982. doi:
10.1507/endocrj.ej21-0490. [PMID: 35321989] - Maciej Korczak, Piotr Roszkowski, Sebastian Granica, Jakub P Piwowarski. Conjugates of urolithin A with NSAIDs, their stability, cytotoxicity, and anti-inflammatory potential.
Scientific reports.
2022 07; 12(1):11676. doi:
10.1038/s41598-022-15870-8. [PMID: 35804000] - Kailin Li, Yao Xiao, Ji Bian, Lin Han, Caian He, Emad El-Omar, Lan Gong, Min Wang. Ameliorative Effects of Gut Microbial Metabolite Urolithin A on Pancreatic Diseases.
Nutrients.
2022 Jun; 14(12):. doi:
10.3390/nu14122549. [PMID: 35745279] - Anurag Singh, Davide D'Amico, Pénélope A Andreux, Andréane M Fouassier, William Blanco-Bose, Mal Evans, Patrick Aebischer, Johan Auwerx, Chris Rinsch. Urolithin A improves muscle strength, exercise performance, and biomarkers of mitochondrial health in a randomized trial in middle-aged adults.
Cell reports. Medicine.
2022 05; 3(5):100633. doi:
10.1016/j.xcrm.2022.100633. [PMID: 35584623] - Yi Zhang, Mengmeng Liu, Yaoyuan Zhang, Mi Tian, Peng Chen, Yu Lan, Benhong Zhou. Urolithin A alleviates acute kidney injury induced by renal ischemia reperfusion through the p62-Keap1-Nrf2 signaling pathway.
Phytotherapy research : PTR.
2022 Feb; 36(2):984-995. doi:
10.1002/ptr.7370. [PMID: 35040204] - Anurag Singh, Davide D'Amico, Pénélope A Andreux, Gillian Dunngalvin, Timo Kern, William Blanco-Bose, Johan Auwerx, Patrick Aebischer, Chris Rinsch. Direct supplementation with Urolithin A overcomes limitations of dietary exposure and gut microbiome variability in healthy adults to achieve consistent levels across the population.
European journal of clinical nutrition.
2022 02; 76(2):297-308. doi:
10.1038/s41430-021-00950-1. [PMID: 34117375] - Sophia Liu, Davide D'Amico, Eric Shankland, Saakshi Bhayana, Jose M Garcia, Patrick Aebischer, Chris Rinsch, Anurag Singh, David J Marcinek. Effect of Urolithin A Supplementation on Muscle Endurance and Mitochondrial Health in Older Adults: A Randomized Clinical Trial.
JAMA network open.
2022 01; 5(1):e2144279. doi:
10.1001/jamanetworkopen.2021.44279. [PMID: 35050355] - YanZhi Zhang, Gulimila Aisker, Huaiyang Dong, Gulihaixia Halemahebai, Yan Zhang, Linai Tian. Urolithin A suppresses glucolipotoxicity-induced ER stress and TXNIP/NLRP3/IL-1β inflammation signal in pancreatic β cells by regulating AMPK and autophagy.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2021 Dec; 93(?):153741. doi:
10.1016/j.phymed.2021.153741. [PMID: 34656886] - Chun-Yan Peng, Hua-Dong Zhu, Lu Zhang, Xiao-Feng Li, Wen-Na Zhou, Zong-Cai Tu. Urolithin A alleviates advanced glycation end-product formation by altering protein structures, trapping methylglyoxal and forming complexes.
Food & function.
2021 Nov; 12(23):11849-11861. doi:
10.1039/d1fo02631c. [PMID: 34734623] - Abdulrasheed O Abdulrahman, Mohammed Yahya Alzubaidi, Muhammad Shahid Nadeem, Jalaluddin Awlia Khan, Irfan A Rather, Mohammad Imran Khan. Effects of urolithins on obesity-associated gut dysbiosis in rats fed on a high-fat diet.
International journal of food sciences and nutrition.
2021 Nov; 72(7):923-934. doi:
10.1080/09637486.2021.1886255. [PMID: 33618593] - Caocao Yin, Yue Wang, Yue Peng, Rongqiang Zhang, Na Sun, Chuandao Shi, Qiling Liu. [Urolithin A inhibits inflammation and oxidative stress induced by high lipid in hepatocytes via activating Nrf2 pathway and autophagy].
Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology.
2021 Nov; 37(11):973-980. doi:
". [PMID: 34809736] - Ali Khalaf Al Khalaf, Abdulrasheed O Abdulrahman, Mohammed Kaleem, Suza Mohammad Nur, Amer H Asseri, Hani Choudhry, Mohammad Imran Khan. Comparative Analysis of the Impact of Urolithins on the Composition of the Gut Microbiota in Normal-Diet Fed Rats.
Nutrients.
2021 Oct; 13(11):. doi:
10.3390/nu13113885. [PMID: 34836145] - YanZhi Zhang, Yan Zhang, Gulihaixia Halemahebai, Linai Tian, Huaiyang Dong, Gulimila Aisker. Urolithin A, a pomegranate metabolite, protects pancreatic β cells from apoptosis by activating autophagy.
Journal of ethnopharmacology.
2021 May; 272(?):113628. doi:
10.1016/j.jep.2020.113628. [PMID: 33246115] - Abdulaziz Musa Alzahrani, Mohammed Razeeth Shait Mohammed, Raed Ahmed Alghamdi, Abrar Ahmad, Mazin A Zamzami, Hani Choudhry, Mohammad Imran Khan. Urolithin A and B Alter Cellular Metabolism and Induce Metabolites Associated with Apoptosis in Leukemic Cells.
International journal of molecular sciences.
2021 May; 22(11):. doi:
10.3390/ijms22115465. [PMID: 34067305] - Barbara Mc Cormack, N Maenhoudt, V Fincke, A Stejskalova, B Greve, L Kiesel, G F Meresman, H Vankelecom, M Götte, R I Barañao. The ellagic acid metabolites urolithin A and B differentially affect growth, adhesion, motility, and invasion of endometriotic cells in vitro.
Human reproduction (Oxford, England).
2021 05; 36(6):1501-1519. doi:
10.1093/humrep/deab053. [PMID: 33748857] - Ewa Żary-Sikorska, Bartosz Fotschki, Adam Jurgoński, Monika Kosmala, Joanna Milala, Krzysztof Kołodziejczyk, Michał Majewski, Katarzyna Ognik, Jerzy Juśkiewicz. Protective Effects of a Strawberry Ellagitannin-Rich Extract against Pro-Oxidative and Pro-Inflammatory Dysfunctions Induced by a High-Fat Diet in a Rat Model.
Molecules (Basel, Switzerland).
2020 Dec; 25(24):. doi:
10.3390/molecules25245874. [PMID: 33322602] - Shin-Ichi Adachi, Kazunori Sasaki, Shinji Kondo, Wataru Komatsu, Fumiaki Yoshizawa, Hiroko Isoda, Kazumi Yagasaki. Antihyperuricemic Effect of Urolithin A in Cultured Hepatocytes and Model Mice.
Molecules (Basel, Switzerland).
2020 Nov; 25(21):. doi:
10.3390/molecules25215136. [PMID: 33158257] - Jieping Yang, Yuanqiang Guo, Susanne M Henning, Brenda Chan, Jianfeng Long, Jin Zhong, Rebeca Acin-Perez, Anton Petcherski, Orian Shirihai, David Heber, Zhaoping Li. Ellagic Acid and Its Microbial Metabolite Urolithin A Alleviate Diet-Induced Insulin Resistance in Mice.
Molecular nutrition & food research.
2020 10; 64(19):e2000091. doi:
10.1002/mnfr.202000091. [PMID: 32783299] - Małgorzata Kujawska, Jadwiga Jodynis-Liebert. Potential of the ellagic acid-derived gut microbiota metabolite - Urolithin A in gastrointestinal protection.
World journal of gastroenterology.
2020 Jun; 26(23):3170-3181. doi:
10.3748/wjg.v26.i23.3170. [PMID: 32684733] - Juan Antonio Giménez-Bastida, Antonio González-Sarrías, Juan Carlos Espín, Claus Schneider. Inhibition of 5-Lipoxygenase-Derived Leukotrienes and Hemiketals as a Novel Anti-Inflammatory Mechanism of Urolithins.
Molecular nutrition & food research.
2020 06; 64(11):e2000129. doi:
10.1002/mnfr.202000129. [PMID: 32306507] - Juan Antonio Giménez-Bastida, María Ángeles Ávila-Gálvez, Juan Carlos Espín, Antonio González-Sarrías. The gut microbiota metabolite urolithin A, but not other relevant urolithins, induces p53-dependent cellular senescence in human colon cancer cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 May; 139(?):111260. doi:
10.1016/j.fct.2020.111260. [PMID: 32179165] - Bahetibieke Tuohetaerbaike, Yan Zhang, Yali Tian, Nan Nan Zhang, Jinsen Kang, Xinmin Mao, Yanzhi Zhang, Xuejun Li. Pancreas protective effects of Urolithin A on type 2 diabetic mice induced by high fat and streptozotocin via regulating autophagy and AKT/mTOR signaling pathway.
Journal of ethnopharmacology.
2020 Mar; 250(?):112479. doi:
10.1016/j.jep.2019.112479. [PMID: 31846746] - Luis Cisneros-Zevallos, Woo Young Bang, Claudia Delgadillo-Puga. Ellagic Acid and Urolithins A and B Differentially Regulate Fat Accumulation and Inflammation in 3T3-L1 Adipocytes While Not Affecting Adipogenesis and Insulin Sensitivity.
International journal of molecular sciences.
2020 Mar; 21(6):. doi:
10.3390/ijms21062086. [PMID: 32197417] - Małgorzata Kujawska, Michael Jourdes, Monika Kurpik, Michał Szulc, Hanna Szaefer, Piotr Chmielarz, Grzegorz Kreiner, Violetta Krajka-Kuźniak, Przemyslaw Łukasz Mikołajczak, Pierre-Louis Teissedre, Jadwiga Jodynis-Liebert. Neuroprotective Effects of Pomegranate Juice against Parkinson's Disease and Presence of Ellagitannins-Derived Metabolite-Urolithin A-In the Brain.
International journal of molecular sciences.
2019 Dec; 21(1):. doi:
10.3390/ijms21010202. [PMID: 31892167] - Ruiqi Zhao, Xingyu Long, Junqi Yang, Lin Du, Xitong Zhang, Jianke Li, Chen Hou. Pomegranate peel polyphenols reduce chronic low-grade inflammatory responses by modulating gut microbiota and decreasing colonic tissue damage in rats fed a high-fat diet.
Food & function.
2019 Dec; 10(12):8273-8285. doi:
10.1039/c9fo02077b. [PMID: 31720661] - Dianxiong Zou, Raghu Ganugula, Meenakshi Arora, Mary B Nabity, David Sheikh-Hamad, M N V Ravi Kumar. Oral delivery of nanoparticle urolithin A normalizes cellular stress and improves survival in mouse model of cisplatin-induced AKI.
American journal of physiology. Renal physiology.
2019 11; 317(5):F1255-F1264. doi:
10.1152/ajprenal.00346.2019. [PMID: 31532243] - Izaskun García-Mantrana, Marta Calatayud, María Romo-Vaquero, Juan Carlos Espín, María V Selma, María Carmen Collado. Urolithin Metabotypes Can Determine the Modulation of Gut Microbiota in Healthy Individuals by Tracking Walnuts Consumption over Three Days.
Nutrients.
2019 Oct; 11(10):. doi:
10.3390/nu11102483. [PMID: 31623169] - Adrián Cortés-Martín, María Romo-Vaquero, Izaskun García-Mantrana, Ana Rodríguez-Varela, María Carmen Collado, Juan Carlos Espín, María Victoria Selma. Urolithin Metabotypes can Anticipate the Different Restoration of the Gut Microbiota and Anthropometric Profiles during the First Year Postpartum.
Nutrients.
2019 Sep; 11(9):. doi:
10.3390/nu11092079. [PMID: 31484413] - Ying Wang, Haipeng Huang, Yuewei Jin, Kezhen Shen, Xiaoyi Chen, Zhijie Xu, Baiye Jin, Hao Pan. Role of TFEB in autophagic modulation of ischemia reperfusion injury in mice kidney and protection by urolithin A.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2019 Sep; 131(?):110591. doi:
10.1016/j.fct.2019.110591. [PMID: 31212009] - Taile Jing, Jiezhi Liao, Kezhen Shen, Xiaoyi Chen, Zhijie Xu, Wenjun Tian, Yimin Wang, Baiye Jin, Hao Pan. Protective effect of urolithin a on cisplatin-induced nephrotoxicity in mice via modulation of inflammation and oxidative stress.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2019 Jul; 129(?):108-114. doi:
10.1016/j.fct.2019.04.031. [PMID: 31014901] - M A Ávila-Gálvez, J A Giménez-Bastida, A González-Sarrías, J C Espín. Tissue deconjugation of urolithin A glucuronide to free urolithin A in systemic inflammation.
Food & function.
2019 Jun; 10(6):3135-3141. doi:
10.1039/c9fo00298g. [PMID: 31041969] - Pénélope A Andreux, William Blanco-Bose, Dongryeol Ryu, Frédéric Burdet, Mark Ibberson, Patrick Aebischer, Johan Auwerx, Anurag Singh, Chris Rinsch. The mitophagy activator urolithin A is safe and induces a molecular signature of improved mitochondrial and cellular health in humans.
Nature metabolism.
2019 06; 1(6):595-603. doi:
10.1038/s42255-019-0073-4. [PMID: 32694802] - Chun-Feng Liu, Xiao-Lin Li, Zi-Long Zhang, Lu Qiu, Shi-Xuan Ding, Jun-Xin Xue, Guo-Ping Zhao, Jian Li. Antiaging Effects of Urolithin A on Replicative Senescent Human Skin Fibroblasts.
Rejuvenation research.
2019 Jun; 22(3):191-200. doi:
10.1089/rej.2018.2066. [PMID: 30215291] - Nicholas A DaSilva, Pragati P Nahar, Hang Ma, Aseel Eid, Zhengxi Wei, Susan Meschwitz, Nasser H Zawia, Angela L Slitt, Navindra P Seeram. Pomegranate ellagitannin-gut microbial-derived metabolites, urolithins, inhibit neuroinflammation in vitro.
Nutritional neuroscience.
2019 Mar; 22(3):185-195. doi:
10.1080/1028415x.2017.1360558. [PMID: 28784051] - María Romo-Vaquero, Adrián Cortés-Martín, Viviana Loria-Kohen, Ana Ramírez-de-Molina, Izaskun García-Mantrana, María Carmen Collado, Juan Carlos Espín, María Victoria Selma. Deciphering the Human Gut Microbiome of Urolithin Metabotypes: Association with Enterotypes and Potential Cardiometabolic Health Implications.
Molecular nutrition & food research.
2019 02; 63(4):e1800958. doi:
10.1002/mnfr.201800958. [PMID: 30471188] - Shaqiu Zhang, Tamer Al-Maghout, Hang Cao, Lisann Pelzl, Madhuri S Salker, Marc Veldhoen, Anchun Cheng, Florian Lang, Yogesh Singh. Gut Bacterial Metabolite Urolithin A (UA) Mitigates Ca2+ Entry in T Cells by Regulating miR-10a-5p.
Frontiers in immunology.
2019; 10(?):1737. doi:
10.3389/fimmu.2019.01737. [PMID: 31417547] - Rebeca Busto, Jorge Serna, Aránzazu Perianes-Cachero, Rocío Quintana-Portillo, David García-Seisdedos, Alberto Canfrán-Duque, Carlos L Paino, Milagros Lerma, María E Casado, Antonia Martín-Hidalgo, Eduardo Arilla-Ferreiro, Miguel A Lasunción, Óscar Pastor. Ellagic acid protects from myelin-associated sphingolipid loss in experimental autoimmune encephalomyelitis.
Biochimica et biophysica acta. Molecular and cell biology of lipids.
2018 09; 1863(9):958-967. doi:
10.1016/j.bbalip.2018.05.009. [PMID: 29793057] - María Ángeles Ávila-Gálvez, Juan Carlos Espín, Antonio González-Sarrías. Physiological Relevance of the Antiproliferative and Estrogenic Effects of Dietary Polyphenol Aglycones versus Their Phase-II Metabolites on Breast Cancer Cells: A Call of Caution.
Journal of agricultural and food chemistry.
2018 Aug; 66(32):8547-8555. doi:
10.1021/acs.jafc.8b03100. [PMID: 30025453] - Geoffrey Istas, Rodrigo P Feliciano, Timon Weber, Rocio Garcia-Villalba, Francisco Tomas-Barberan, Christian Heiss, Ana Rodriguez-Mateos. Plasma urolithin metabolites correlate with improvements in endothelial function after red raspberry consumption: A double-blind randomized controlled trial.
Archives of biochemistry and biophysics.
2018 08; 651(?):43-51. doi:
10.1016/j.abb.2018.05.016. [PMID: 29802820] - Guang-Hao Cui, Wei-Qian Chen, Zhen-Ya Shen. Urolithin A shows anti-atherosclerotic activity via activation of class B scavenger receptor and activation of Nef2 signaling pathway.
Pharmacological reports : PR.
2018 Jun; 70(3):519-524. doi:
10.1016/j.pharep.2017.04.020. [PMID: 29660655] - María V Selma, Antonio González-Sarrías, Jordi Salas-Salvadó, Cristina Andrés-Lacueva, Cesarettin Alasalvar, Asım Örem, Francisco A Tomás-Barberán, Juan C Espín. The gut microbiota metabolism of pomegranate or walnut ellagitannins yields two urolithin-metabotypes that correlate with cardiometabolic risk biomarkers: Comparison between normoweight, overweight-obesity and metabolic syndrome.
Clinical nutrition (Edinburgh, Scotland).
2018 06; 37(3):897-905. doi:
10.1016/j.clnu.2017.03.012. [PMID: 28347564] - Joanna Milala, Monika Kosmala, Elżbieta Karlińska, Jerzy Juśkiewicz, Zenon Zduńczyk, Bartosz Fotschki. Ellagitannins from Strawberries with Different Degrees of Polymerization Showed Different Metabolism through Gastrointestinal Tract of Rats.
Journal of agricultural and food chemistry.
2017 Dec; 65(49):10738-10748. doi:
10.1021/acs.jafc.7b04120. [PMID: 29143528] - Melissa Guada, Raghu Ganugula, Manicka Vadhanam, Majeti N V Ravi Kumar. Urolithin A Mitigates Cisplatin-Induced Nephrotoxicity by Inhibiting Renal Inflammation and Apoptosis in an Experimental Rat Model.
The Journal of pharmacology and experimental therapeutics.
2017 10; 363(1):58-65. doi:
10.1124/jpet.117.242420. [PMID: 28784820] - Jacqueline Heilman, Pénélope Andreux, Nga Tran, Chris Rinsch, William Blanco-Bose. Safety assessment of Urolithin A, a metabolite produced by the human gut microbiota upon dietary intake of plant derived ellagitannins and ellagic acid.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2017 Oct; 108(Pt A):289-297. doi:
10.1016/j.fct.2017.07.050. [PMID: 28757461] - Rocío García-Villalba, Hanne Vissenaekens, Judit Pitart, María Romo-Vaquero, Juan C Espín, Charlotte Grootaert, María V Selma, Katleen Raes, Guy Smagghe, Sam Possemiers, John Van Camp, Francisco A Tomas-Barberan. Gastrointestinal Simulation Model TWIN-SHIME Shows Differences between Human Urolithin-Metabotypes in Gut Microbiota Composition, Pomegranate Polyphenol Metabolism, and Transport along the Intestinal Tract.
Journal of agricultural and food chemistry.
2017 Jul; 65(27):5480-5493. doi:
10.1021/acs.jafc.7b02049. [PMID: 28616977] - Monia Savi, Leonardo Bocchi, Pedro Mena, Margherita Dall'Asta, Alan Crozier, Furio Brighenti, Donatella Stilli, Daniele Del Rio. In vivo administration of urolithin A and B prevents the occurrence of cardiac dysfunction in streptozotocin-induced diabetic rats.
Cardiovascular diabetology.
2017 07; 16(1):80. doi:
10.1186/s12933-017-0561-3. [PMID: 28683791] - Jakub P Piwowarski, Iwona Stanisławska, Sebastian Granica, Joanna Stefańska, Anna K Kiss. Phase II Conjugates of Urolithins Isolated from Human Urine and Potential Role of β-Glucuronidases in Their Disposition.
Drug metabolism and disposition: the biological fate of chemicals.
2017 06; 45(6):657-665. doi:
10.1124/dmd.117.075200. [PMID: 28283501] - Julie Rodriguez, Olivier Caille, Daneel Ferreira, Marc Francaux. Pomegranate extract prevents skeletal muscle of mice against wasting induced by acute TNF-α injection.
Molecular nutrition & food research.
2017 04; 61(4):. doi:
10.1002/mnfr.201600169. [PMID: 27804206] - Antonio González-Sarrías, María Ángeles Núñez-Sánchez, Rocío García-Villalba, Francisco A Tomás-Barberán, Juan Carlos Espín. Antiproliferative activity of the ellagic acid-derived gut microbiota isourolithin A and comparison with its urolithin A isomer: the role of cell metabolism.
European journal of nutrition.
2017 Mar; 56(2):831-841. doi:
10.1007/s00394-015-1131-7. [PMID: 26680596] - Pedro Mena, Margherita Dall'Asta, Luca Calani, Furio Brighenti, Daniele Del Rio. Gastrointestinal stability of urolithins: an in vitro approach.
European journal of nutrition.
2017 Feb; 56(1):99-106. doi:
10.1007/s00394-015-1061-4. [PMID: 26439723] - Francisco A Tomás-Barberán, Antonio González-Sarrías, Rocío García-Villalba, María A Núñez-Sánchez, María V Selma, María T García-Conesa, Juan Carlos Espín. Urolithins, the rescue of 'old' metabolites to understand a 'new' concept: Metabotypes as a nexus among phenolic metabolism, microbiota dysbiosis, and host health status.
Molecular nutrition & food research.
2017 01; 61(1):. doi:
10.1002/mnfr.201500901. [PMID: 27158799] - Laura Mele, Pedro Mena, Antonio Piemontese, Valentina Marino, Noelia López-Gutiérrez, Franco Bernini, Furio Brighenti, Ilaria Zanotti, Daniele Del Rio. Antiatherogenic effects of ellagic acid and urolithins in vitro.
Archives of biochemistry and biophysics.
2016 06; 599(?):42-50. doi:
10.1016/j.abb.2016.02.017. [PMID: 26891591] - María Ángeles Núñez-Sánchez, Ankur Karmokar, Antonio González-Sarrías, Rocío García-Villalba, Francisco A Tomás-Barberán, María Teresa García-Conesa, Karen Brown, Juan Carlos Espín. In vivo relevant mixed urolithins and ellagic acid inhibit phenotypic and molecular colon cancer stem cell features: A new potentiality for ellagitannin metabolites against cancer.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2016 Jun; 92(?):8-16. doi:
10.1016/j.fct.2016.03.011. [PMID: 26995228] - Inhae Kang, YongEun Kim, Francisco A Tomás-Barberán, Juan Carlos Espín, Soonkyu Chung. Urolithin A, C, and D, but not iso-urolithin A and urolithin B, attenuate triglyceride accumulation in human cultures of adipocytes and hepatocytes.
Molecular nutrition & food research.
2016 05; 60(5):1129-38. doi:
10.1002/mnfr.201500796. [PMID: 26872561] - Antonio González-Sarrías, María Ángeles Núñez-Sánchez, Joao Tomé-Carneiro, Francisco A Tomás-Barberán, María Teresa García-Conesa, Juan Carlos Espín. Comprehensive characterization of the effects of ellagic acid and urolithins on colorectal cancer and key-associated molecular hallmarks: MicroRNA cell specific induction of CDKN1A (p21) as a common mechanism involved.
Molecular nutrition & food research.
2016 Apr; 60(4):701-16. doi:
10.1002/mnfr.201500780. [PMID: 26634414] - Jieping Yang, Rupo Lee, Susanne M Henning, Gail Thames, Mark Hsu, Hei ManLam, David Heber, Zhaoping Li. Soy protein isolate does not affect ellagitannin bioavailability and urolithin formation when mixed with pomegranate juice in humans.
Food chemistry.
2016 Mar; 194(?):1300-3. doi:
10.1016/j.foodchem.2015.08.099. [PMID: 26471685] - Jakub P Piwowarski, Anna K Kiss, Sebastian Granica, Thomas Moeslinger. Urolithins, gut microbiota-derived metabolites of ellagitannins, inhibit LPS-induced inflammation in RAW 264.7 murine macrophages.
Molecular nutrition & food research.
2015 Nov; 59(11):2168-77. doi:
10.1002/mnfr.201500264. [PMID: 26202092] - Daniil N Olennikov, Nina I Kashchenko, Nadezhda K Chirikova. In Vitro Bioaccessibility, Human Gut Microbiota Metabolites and Hepatoprotective Potential of Chebulic Ellagitannins: A Case of Padma Hepaten® Formulation.
Nutrients.
2015 Oct; 7(10):8456-77. doi:
10.3390/nu7105406. [PMID: 26473917] - Zhaoping Li, Susanne M Henning, Ru-Po Lee, Qing-Yi Lu, Paula H Summanen, Gail Thames, Karen Corbett, Julia Downes, Chi-Hong Tseng, Sydney M Finegold, David Heber. Pomegranate extract induces ellagitannin metabolite formation and changes stool microbiota in healthy volunteers.
Food & function.
2015 Aug; 6(8):2487-95. doi:
10.1039/c5fo00669d. [PMID: 26189645] - Wenhua Zhao, Yuji Wang, Weijia Hao, Hua Yang, Xueying Song, Ming Zhao, Shiqi Peng. Preparative isolation and purification of urolithins from the intestinal metabolites of pomegranate ellagitannins by high-speed counter-current chromatography.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2015 May; 990(?):111-7. doi:
10.1016/j.jchromb.2015.03.024. [PMID: 25864012] - Antonio González-Sarrías, Joao Tomé-Carneiro, Andrea Bellesia, Francisco A Tomás-Barberán, Juan Carlos Espín. The ellagic acid-derived gut microbiota metabolite, urolithin A, potentiates the anticancer effects of 5-fluorouracil chemotherapy on human colon cancer cells.
Food & function.
2015 May; 6(5):1460-9. doi:
10.1039/c5fo00120j. [PMID: 25857357] - Claudia Sánchez-González, Carlos J Ciudad, Véronique Noé, Maria Izquierdo-Pulido. Walnut polyphenol metabolites, urolithins A and B, inhibit the expression of the prostate-specific antigen and the androgen receptor in prostate cancer cells.
Food & function.
2014 Nov; 5(11):2922-30. doi:
10.1039/c4fo00542b. [PMID: 25214070] - Beate Pfundstein, Roswitha Haubner, Gerd Würtele, Nicole Gehres, Cornelia M Ulrich, Robert W Owen. Pilot walnut intervention study of urolithin bioavailability in human volunteers.
Journal of agricultural and food chemistry.
2014 Oct; 62(42):10264-73. doi:
10.1021/jf5040652. [PMID: 25275327] - Jakub P Piwowarski, Sebastian Granica, Marta Zwierzyńska, Joanna Stefańska, Patrick Schopohl, Matthias F Melzig, Anna K Kiss. Role of human gut microbiota metabolism in the anti-inflammatory effect of traditionally used ellagitannin-rich plant materials.
Journal of ethnopharmacology.
2014 Aug; 155(1):801-9. doi:
10.1016/j.jep.2014.06.032. [PMID: 24969824] - Francisco A Tomás-Barberán, Rocío García-Villalba, Antonio González-Sarrías, María V Selma, Juan C Espín. Ellagic acid metabolism by human gut microbiota: consistent observation of three urolithin phenotypes in intervention trials, independent of food source, age, and health status.
Journal of agricultural and food chemistry.
2014 Jul; 62(28):6535-8. doi:
10.1021/jf5024615. [PMID: 24976365] - María V Selma, Francisco A Tomás-Barberán, David Beltrán, Rocio García-Villalba, Juan C Espín. Gordonibacter urolithinfaciens sp. nov., a urolithin-producing bacterium isolated from the human gut.
International journal of systematic and evolutionary microbiology.
2014 Jul; 64(Pt 7):2346-2352. doi:
10.1099/ijs.0.055095-0. [PMID: 24744017] - Jakub P Piwowarski, Sebastian Granica, Anna K Kiss. Influence of gut microbiota-derived ellagitannins' metabolites urolithins on pro-inflammatory activities of human neutrophils.
Planta medica.
2014 Jul; 80(11):887-95. doi:
10.1055/s-0034-1368615. [PMID: 24995502] - María A Nuñez-Sánchez, Rocío García-Villalba, Tamara Monedero-Saiz, Noelia V García-Talavera, María B Gómez-Sánchez, Carmen Sánchez-Álvarez, Ana M García-Albert, Francisco J Rodríguez-Gil, Miguel Ruiz-Marín, Francisco A Pastor-Quirante, Francisco Martínez-Díaz, María J Yáñez-Gascón, Antonio González-Sarrías, Francisco A Tomás-Barberán, Juan C Espín. Targeted metabolic profiling of pomegranate polyphenols and urolithins in plasma, urine and colon tissues from colorectal cancer patients.
Molecular nutrition & food research.
2014 Jun; 58(6):1199-211. doi:
10.1002/mnfr.201300931. [PMID: 24532260] - Ella H Haddad, Natasha Gaban-Chong, Keiji Oda, Joan Sabaté. Effect of a walnut meal on postprandial oxidative stress and antioxidants in healthy individuals.
Nutrition journal.
2014 Jan; 13(?):4. doi:
10.1186/1475-2891-13-4. [PMID: 24410903] - Piotr Bialasiewicz, Anna Prymont-Przyminska, Anna Zwolinska, Agata Sarniak, Anna Wlodarczyk, Maciej Krol, Jovana Glusac, Piotr Nowak, Jaroslaw Markowski, Krzysztof P Rutkowski, Dariusz Nowak. Addition of strawberries to the usual diet decreases resting chemiluminescence of fasting blood in healthy subjects-possible health-promoting effect of these fruits consumption.
Journal of the American College of Nutrition.
2014; 33(4):274-87. doi:
10.1080/07315724.2013.870502. [PMID: 24912053] - Riitta Puupponen-Pimiä, Tuulikki Seppänen-Laakso, Matti Kankainen, Johanna Maukonen, Riitta Törrönen, Marjukka Kolehmainen, Tiina Leppänen, Eeva Moilanen, Liisa Nohynek, Anna-Marja Aura, Kaisa Poutanen, Francisco A Tómas-Barberán, Juan C Espín, Kirsi-Marja Oksman-Caldentey. Effects of ellagitannin-rich berries on blood lipids, gut microbiota, and urolithin production in human subjects with symptoms of metabolic syndrome.
Molecular nutrition & food research.
2013 Dec; 57(12):2258-63. doi:
10.1002/mnfr.201300280. [PMID: 23934737] - Stephen J Freedland, Michael Carducci, Nils Kroeger, Alan Partin, Jian-Yu Rao, Yusheng Jin, Susan Kerkoutian, Hong Wu, Yunfeng Li, Patricia Creel, Kelly Mundy, Robin Gurganus, Helen Fedor, Serina A King, Yanjun Zhang, David Heber, Allan J Pantuck. A double-blind, randomized, neoadjuvant study of the tissue effects of POMx pills in men with prostate cancer before radical prostatectomy.
Cancer prevention research (Philadelphia, Pa.).
2013 Oct; 6(10):1120-7. doi:
10.1158/1940-6207.capr-12-0423. [PMID: 23985577] - Rocío García-Villalba, David Beltrán, Juan Carlos Espín, María Victoria Selma, Francisco A Tomás-Barberán. Time course production of urolithins from ellagic acid by human gut microbiota.
Journal of agricultural and food chemistry.
2013 Sep; 61(37):8797-806. doi:
10.1021/jf402498b. [PMID: 23984796] - Zhenpeng Qiu, Benhong Zhou, Long Jin, Honglian Yu, Lijuan Liu, Youyi Liu, Chengchen Qin, Shuixiang Xie, Fan Zhu. In vitro antioxidant and antiproliferative effects of ellagic acid and its colonic metabolite, urolithins, on human bladder cancer T24 cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2013 Sep; 59(?):428-37. doi:
10.1016/j.fct.2013.06.025. [PMID: 23811531] - Antonio González-Sarrías, Verónica Miguel, Gracia Merino, Ricardo Lucas, Juan C Morales, Francisco Tomás-Barberán, Ana I Alvarez, Juan C Espín. The gut microbiota ellagic acid-derived metabolite urolithin A and its sulfate conjugate are substrates for the drug efflux transporter breast cancer resistance protein (ABCG2/BCRP).
Journal of agricultural and food chemistry.
2013 May; 61(18):4352-9. doi:
10.1021/jf4007505. [PMID: 23586460] - Juan Carlos Espín, Mar Larrosa, María Teresa García-Conesa, Francisco Tomás-Barberán. Biological significance of urolithins, the gut microbial ellagic Acid-derived metabolites: the evidence so far.
Evidence-based complementary and alternative medicine : eCAM.
2013; 2013(?):270418. doi:
10.1155/2013/270418. [PMID: 23781257] - Sara Tulipani, Mireia Urpi-Sarda, Rocío García-Villalba, Montserrat Rabassa, Patricia López-Uriarte, Mònica Bulló, Olga Jáuregui, Francisco Tomás-Barberán, Jordi Salas-Salvadó, Juan Carlos Espín, Cristina Andrés-Lacueva. Urolithins are the main urinary microbial-derived phenolic metabolites discriminating a moderate consumption of nuts in free-living subjects with diagnosed metabolic syndrome.
Journal of agricultural and food chemistry.
2012 Sep; 60(36):8930-40. doi:
10.1021/jf301509w. [PMID: 22631214] - Juan A Giménez-Bastida, Mar Larrosa, Antonio González-Sarrías, Francisco Tomás-Barberán, Juan C Espín, María-Teresa García-Conesa. Intestinal ellagitannin metabolites ameliorate cytokine-induced inflammation and associated molecular markers in human colon fibroblasts.
Journal of agricultural and food chemistry.
2012 Sep; 60(36):8866-76. doi:
10.1021/jf300290f. [PMID: 22463485] - Pilar Truchado, Mar Larrosa, María Teresa García-Conesa, Begoña Cerdá, María Luisa Vidal-Guevara, Francisco A Tomás-Barberán, Juan Carlos Espín. Strawberry processing does not affect the production and urinary excretion of urolithins, ellagic acid metabolites, in humans.
Journal of agricultural and food chemistry.
2012 Jun; 60(23):5749-54. doi:
10.1021/jf203641r. [PMID: 22126674] - Juan A Giménez-Bastida, Antonio González-Sarrías, Mar Larrosa, Francisco Tomás-Barberán, Juan C Espín, María-Teresa García-Conesa. Ellagitannin metabolites, urolithin A glucuronide and its aglycone urolithin A, ameliorate TNF-α-induced inflammation and associated molecular markers in human aortic endothelial cells.
Molecular nutrition & food research.
2012 May; 56(5):784-96. doi:
10.1002/mnfr.201100677. [PMID: 22648625] - Rocío González-Barrio, Pilar Truchado, Rocío García-Villalba, Gonzalo Hervás, Pilar Frutos, Juan Carlos Espín, Francisco A Tomás-Barberán. Metabolism of oak leaf ellagitannins and urolithin production in beef cattle.
Journal of agricultural and food chemistry.
2012 Mar; 60(12):3068-77. doi:
10.1021/jf300718k. [PMID: 22375726] - Hidekazu Ishimoto, Mari Shibata, Yuki Myojin, Hideyuki Ito, Yukio Sugimoto, Akihiro Tai, Tsutomu Hatano. In vivo anti-inflammatory and antioxidant properties of ellagitannin metabolite urolithin A.
Bioorganic & medicinal chemistry letters.
2011 Oct; 21(19):5901-4. doi:
10.1016/j.bmcl.2011.07.086. [PMID: 21843938] - Hideyuki Ito. Metabolites of the ellagitannin geraniin and their antioxidant activities.
Planta medica.
2011 Jul; 77(11):1110-5. doi:
10.1055/s-0030-1270749. [PMID: 21294073] - Mar Larrosa, Antonio González-Sarrías, María J Yáñez-Gascón, María V Selma, María Azorín-Ortuño, Simona Toti, Francisco Tomás-Barberán, Piero Dolara, Juan Carlos Espín. Anti-inflammatory properties of a pomegranate extract and its metabolite urolithin-A in a colitis rat model and the effect of colon inflammation on phenolic metabolism.
The Journal of nutritional biochemistry.
2010 Aug; 21(8):717-25. doi:
10.1016/j.jnutbio.2009.04.012. [PMID: 19616930] - Meenakshi Sharma, Liya Li, Jeremy Celver, Caroline Killian, Abraham Kovoor, Navindra P Seeram. Effects of fruit ellagitannin extracts, ellagic acid, and their colonic metabolite, urolithin A, on Wnt signaling.
Journal of agricultural and food chemistry.
2010 Apr; 58(7):3965-9. doi:
10.1021/jf902857v. [PMID: 20014760] - Antonio González-Sarrías, Juan A Giménez-Bastida, María T García-Conesa, María B Gómez-Sánchez, Noelia V García-Talavera, Angel Gil-Izquierdo, Carmen Sánchez-Alvarez, Luis O Fontana-Compiano, Juan P Morga-Egea, Francisco A Pastor-Quirante, Francisco Martínez-Díaz, Francisco A Tomás-Barberán, Juan Carlos Espín. Occurrence of urolithins, gut microbiota ellagic acid metabolites and proliferation markers expression response in the human prostate gland upon consumption of walnuts and pomegranate juice.
Molecular nutrition & food research.
2010 Mar; 54(3):311-22. doi:
10.1002/mnfr.200900152. [PMID: 19885850] - Lynn S Adams, Yanjun Zhang, Navindra P Seeram, David Heber, Shiuan Chen. Pomegranate ellagitannin-derived compounds exhibit antiproliferative and antiaromatase activity in breast cancer cells in vitro.
Cancer prevention research (Philadelphia, Pa.).
2010 Jan; 3(1):108-13. doi:
10.1158/1940-6207.capr-08-0225. [PMID: 20051378] - Dobroslawa Bialonska, Sashi G Kasimsetty, Shabana I Khan, Daneel Ferreira. Urolithins, intestinal microbial metabolites of Pomegranate ellagitannins, exhibit potent antioxidant activity in a cell-based assay.
Journal of agricultural and food chemistry.
2009 Nov; 57(21):10181-6. doi:
10.1021/jf9025794. [PMID: 19824638] - Akiko Nozaki, Toshikiro Kimura, Hideyuki Ito, Tsutomu Hatano. Interaction of polyphenolic metabolites with human serum albumin: a circular dichroism study.
Chemical & pharmaceutical bulletin.
2009 Sep; 57(9):1019-23. doi:
10.1248/cpb.57.1019. [PMID: 19721270] - Antonio González-Sarrías, Juan-Carlos Espín, Francisco A Tomás-Barberán, María-Teresa García-Conesa. Gene expression, cell cycle arrest and MAPK signalling regulation in Caco-2 cells exposed to ellagic acid and its metabolites, urolithins.
Molecular nutrition & food research.
2009 Jun; 53(6):686-98. doi:
10.1002/mnfr.200800150. [PMID: 19437480] - Navindra P Seeram, Yanjun Zhang, Rodney McKeever, Susanne M Henning, Ru-po Lee, Marc A Suchard, Zhaoping Li, Steve Chen, Gail Thames, Alona Zerlin, Martha Nguyen, David Wang, Mark Dreher, David Heber. Pomegranate juice and extracts provide similar levels of plasma and urinary ellagitannin metabolites in human subjects.
Journal of medicinal food.
2008 Jun; 11(2):390-4. doi:
10.1089/jmf.2007.650. [PMID: 18598186] - Navindra P Seeram, William J Aronson, Yanjun Zhang, Susanne M Henning, Aune Moro, Ru-Po Lee, Maryam Sartippour, Diane M Harris, Matthew Rettig, Marc A Suchard, Allan J Pantuck, Arie Belldegrun, David Heber. Pomegranate ellagitannin-derived metabolites inhibit prostate cancer growth and localize to the mouse prostate gland.
Journal of agricultural and food chemistry.
2007 Sep; 55(19):7732-7. doi:
10.1021/jf071303g. [PMID: 17722872]