Procyanidin (BioDeep_00000230470)

   

PANOMIX_OTCML-2023


代谢物信息卡片


2H-1-benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-3,4-dihydro-

化学式: C30H26O13 (594.1373346)
中文名称: 原花青素
谱图信息: 最多检出来源 Astragalus membranaceus(otcml) 44.44%

分子结构信息

SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C=C6)O)O
InChI: InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2

描述信息

Procyanidin is oligomeric compounds, formed from catechin and epicatechin molecules. They yield cyanidin when depolymerized under oxidative conditions.
Procyanidin is a natural product found in Vitis amurensis, Syzygium grande, and other organisms with data available.
D020011 - Protective Agents > D000975 - Antioxidants

同义名列表

21 个代谢物同义名

2H-1-benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-3,4-dihydro-; 2H-1-Benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl]oxy]-3,4-dihydro-; 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol; 2-(3,4-Dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl)oxy)-3,4-dihydro-2H-1-benzopyran-3,4,5,7-tetrol; 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol; 2-(3,4-dihydroxyphenyl)-2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-chromen-3-yl]oxy}-3,4,5,7-chromanetetrol; 2-(3,4-dihydroxyphenyl)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl]oxy-chromane-3,4,5,7-tetrol; 2-(3,4-Dihydroxyphenyl)-2-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl)oxy)chroman-3,4,5,7-tetraol; 3,3,4,4,5,7-Flavanhexol, 2-((2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-chromanyl)oxy)-; procyanidin, (2R-(2alpha,3alpha,4alpha(2R*,3S*)))-isomer; procyanidin, (2R-(2alpha,3beta,4beta(2R*,3R*)))-isomer; epicatechin-4alpha,8-epicatechin; Procyanidin, Technical grade; A-type procyanidin; procyanidin type A; type A procyanidin; Proanthocyanidins; Proanthocyanidin; procyanidine; Procyanidins; Procyanidin



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

21 个相关的物种来源信息

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

  • Jiayan Zeng, Yanmin Weng, Tianli Lai, Lan Chen, Ying Li, Qiqi Huang, Saiyi Zhong, Shibiao Wan, Lianxiang Luo. Procyanidin alleviates ferroptosis and inflammation of LPS-induced RAW264.7 cell via the Nrf2/HO-1 pathway. Naunyn-Schmiedeberg's archives of pharmacology. 2024 Jun; 397(6):4055-4067. doi: 10.1007/s00210-023-02854-2. [PMID: 38010399]
  • Karolina Jafernik, Paweł Kubica, Marta Sharafan, Aleksandra Kruk, Magdalena Anna Malinowska, Sebastian Granica, Agnieszka Szopa. Phenolic compound profiling and antioxidant potential of different types of Schisandra henryi in vitro cultures. Applied microbiology and biotechnology. 2024 May; 108(1):322. doi: 10.1007/s00253-024-13159-6. [PMID: 38713216]
  • Han Wang, Yonghao Xiao, Zhiping Fang, Yuanguo Zhang, Liu Yang, Chenyu Zhao, Zhu Meng, Yu Liu, Chongchong Li, Qianqian Han, Zengguo Feng. Fabrication and performance evaluation of PLCL-hCOLIII small-diameter vascular grafts crosslinked with procyanidins. International journal of biological macromolecules. 2023 Aug; 251(?):126293. doi: 10.1016/j.ijbiomac.2023.126293. [PMID: 37591423]
  • Wei Zhu, Patricia I Oteiza. NADPH oxidase 1: A target in the capacity of dimeric ECG and EGCG procyanidins to inhibit colorectal cancer cell invasion. Redox biology. 2023 Jul; 65(?):102827. doi: 10.1016/j.redox.2023.102827. [PMID: 37516013]
  • Keren Bindon, Song Qi, Stella Kassara, Luca Nicolotti, Alicia Jouin, Maggie Beer. Apple Pomace Compositional Data Highlighting the Proportional Contribution of Polymeric Procyanidins. Molecules (Basel, Switzerland). 2023 Jul; 28(14):. doi: 10.3390/molecules28145494. [PMID: 37513366]
  • Chong Xie, Kai Wang, Xuwei Liu, Guang Liu, Zhuoyan Hu, Lei Zhao. Characterization and bioactivity of A-type procyanidins from litchi fruitlets at different degrees of development. Food chemistry. 2023 Mar; 405(Pt A):134855. doi: 10.1016/j.foodchem.2022.134855. [PMID: 36368102]
  • Shuang Wang, Zhihui Liu, Yao Wang, Bendong Shi, Yinzhu Jin, Yu Wang, Xiaowen Jiang, Mingxin Song, Wenhui Yu. Grape seed extract proanthocyanidin antagonizes aristolochic acid I-induced liver injury in rats by activating PI3K-AKT pathway. Toxicology mechanisms and methods. 2023 Feb; 33(2):131-140. doi: 10.1080/15376516.2022.2103479. [PMID: 35850572]
  • Jie Xiang, Rifat Nowshin Raka, Luocheng Zhang, Junsong Xiao, Hua Wu, Zhiqian Ding. Inhibition of Three Diabetes-Related Enzymes by Procyanidins from Lotus (Nelumbo nucifera Gaertn.) Seedpods. Plant foods for human nutrition (Dordrecht, Netherlands). 2022 Sep; 77(3):390-398. doi: 10.1007/s11130-022-00987-y. [PMID: 35781857]
  • Qi Xu, Ziyu Chen, Borong Zhu, Yiming Li, Manju B Reddy, Huilin Liu, Guodong Dang, Qi Jia, Xiaojun Wu. Neuroprotective Effects of B-Type Cinnamon Procyanidin Oligomers on MPP+-Induced Apoptosis in a Cell Culture Model of Parkinson's Disease. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216422. [PMID: 34770830]
  • Reedmond Y Fong, Gunter G C Kuhnle, Alan Crozier, Hagen Schroeter, Javier I Ottaviani. Validation of a high-throughput method for the quantification of flavanol and procyanidin biomarkers and methylxanthines in plasma by UPLC-MS. Food & function. 2021 Sep; 12(17):7762-7772. doi: 10.1039/d1fo01228b. [PMID: 34231610]
  • Kouadio Ibrahime Sinan, Abdurrahman Aktumsek, María de la Luz Cádiz-Gurrea, Francisco Javier Leyva-Jiménez, Álvaro Fernández-Ochoa, Antonio Segura-Carretero, Jasmina Glamocilja, Marina Sokovic, Marija Nenadić, Gokhan Zengin. A Prospective of Multiple Biopharmaceutical Activities of Procyanidins-Rich Uapaca togoensis Pax Extracts: HPLC-ESI-TOF-MS Coupled with Bioinformatics Analysis. Chemistry & biodiversity. 2021 Aug; 18(8):e2100299. doi: 10.1002/cbdv.202100299. [PMID: 34086421]
  • Fatma M Elessawy, Albert Vandenberg, Anas El-Aneed, Randy W Purves. An Untargeted Metabolomics Approach for Correlating Pulse Crop Seed Coat Polyphenol Profiles with Antioxidant Capacity and Iron Chelation Ability. Molecules (Basel, Switzerland). 2021 Jun; 26(13):. doi: 10.3390/molecules26133833. [PMID: 34201792]
  • Xiaopeng Li, Yong Sui, Bijun Xie, Zhida Sun, Shuyi Li. Diabetes diminishes a typical metabolite of litchi pericarp oligomeric procyanidins (LPOPC) in urine mediated by imbalanced gut microbiota. Food & function. 2021 Jun; 12(12):5375-5386. doi: 10.1039/d1fo00587a. [PMID: 33982735]
  • Carla Monteiro Leal, Rosineide Costa Simas, Milene Miranda, Mariana Freire Campos, Brendo Araujo Gomes, Marilda M Siqueira, Gabrielle do Vale, Carlos Vitor Gomes de Almeida, Suzana Guimarães Leitão, Gilda Guimarães Leitão. Amazonian Siparuna extracts as potential anti-influenza agents: Metabolic fingerprinting. Journal of ethnopharmacology. 2021 Apr; 270(?):113788. doi: 10.1016/j.jep.2021.113788. [PMID: 33429033]
  • Gabriella Pinto, Sabrina De Pascale, Maria Aponte, Andrea Scaloni, Francesco Addeo, Simonetta Caira. Polyphenol Profiling of Chestnut Pericarp, Integument and Curing Water Extracts to Qualify These Food By-Products as a Source of Antioxidants. Molecules (Basel, Switzerland). 2021 Apr; 26(8):. doi: 10.3390/molecules26082335. [PMID: 33920529]
  • Kadry M Sadek, Sahar F E Mahmoud, Mohamed F Zeweil, Tarek K Abouzed. Proanthocyanidin alleviates doxorubicin-induced cardiac injury by inhibiting NF-kB pathway and modulating oxidative stress, cell cycle, and fibrogenesis. Journal of biochemical and molecular toxicology. 2021 Apr; 35(4):e22716. doi: 10.1002/jbt.22716. [PMID: 33484087]
  • Peiyu Wei, Kexue Zhu, Jun Cao, Yue Dong, Mengzhe Li, Xuanri Shen, Zhenhua Duan, Chuan Li. The inhibition mechanism of the texture deterioration of tilapia fillets during partial freezing after treatment with polyphenols. Food chemistry. 2021 Jan; 335(?):127647. doi: 10.1016/j.foodchem.2020.127647. [PMID: 32739816]
  • Piotr Michel, Sebastian Granica, Karolina Rosińska, Jarosław Rojek, Łukasz Poraj, Monika Anna Olszewska. Biological and chemical insight into Gaultheria procumbens fruits: a rich source of anti-inflammatory and antioxidant salicylate glycosides and procyanidins for food and functional application. Food & function. 2020 Sep; 11(9):7532-7544. doi: 10.1039/d0fo01750g. [PMID: 32812975]
  • Qi Xu, Ziyu Chen, Borong Zhu, Gaorui Wang, Qi Jia, Yiming Li, Xiaojun Wu. A-Type Cinnamon Procyanidin Oligomers Protect Against 1-Methyl-4-Phenyl-1,2,3,6-Tetrahydropyridine-Induced Neurotoxicity in Mice Through Inhibiting the P38 Mitogen-Activated Protein Kinase/P53/BCL-2 Associated X Protein Signaling Pathway. The Journal of nutrition. 2020 07; 150(7):1731-1737. doi: 10.1093/jn/nxaa128. [PMID: 32386222]
  • Er Hui Wang, Zeng Li Yu, Guan Fang Ping, De Sheng Zhai. Grape Seed Procyanidin Extract Attenuate Sodium Fluoride-induced Oxidative Damage and Apoptosis in Rat Kidneys. Biomedical and environmental sciences : BES. 2020 Jun; 33(6):454-457. doi: 10.3967/bes2020.061. [PMID: 32641209]
  • Said Toro-Uribe, Miguel Herrero, Eric A Decker, Luis Javier López-Giraldo, Elena Ibáñez. Preparative Separation of Procyanidins from Cocoa Polyphenolic Extract: Comparative Study of Different Fractionation Techniques. Molecules (Basel, Switzerland). 2020 Jun; 25(12):. doi: 10.3390/molecules25122842. [PMID: 32575615]
  • Verena Spiegler. Anthelmintic A-Type Procyanidins and Further Characterization of the Phenolic Composition of a Root Extract from Paullinia pinnata. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102287. [PMID: 32414042]
  • Yang Zeng, Yu-Xia Sun, Xiu-Hua Meng, Tao Yu, Hong-Tao Zhu, Ying-Jun Zhang. A new methylene bisflavan-3-ol from the branches and leaves of Potentilla fruticosa. Natural product research. 2020 May; 34(9):1238-1245. doi: 10.1080/14786419.2018.1557169. [PMID: 30663382]
  • Zhen Zhang, Changping Tian, Ya Zhang, Chenzhiyu Li, Xi Li, Qiang Yu, Shuo Wang, Xinyu Wang, Xuesen Chen, Shouqian Feng. Transcriptomic and metabolomic analysis provides insights into anthocyanin and procyanidin accumulation in pear. BMC plant biology. 2020 Mar; 20(1):129. doi: 10.1186/s12870-020-02344-0. [PMID: 32220242]
  • Vakarė Merkytė, Edoardo Longo, Michaël Jourdes, Alicia Jouin, Pierre-Louis Teissedre, Emanuele Boselli. High-Performance Liquid Chromatography-Hydrogen/Deuterium Exchange-High-Resolution Mass Spectrometry Partial Identification of a Series of Tetra- and Pentameric Cyclic Procyanidins and Prodelphinidins in Wine Extracts. Journal of agricultural and food chemistry. 2020 Mar; 68(11):3312-3321. doi: 10.1021/acs.jafc.9b06195. [PMID: 31930914]
  • Umar M Badeggi, Enas Ismail, Adewale O Adeloye, Subelia Botha, Jelili A Badmus, Jeanine L Marnewick, Christopher N Cupido, Ahmed A Hussein. Green Synthesis of Gold Nanoparticles Capped with Procyanidins from Leucosidea sericea as Potential Antidiabetic and Antioxidant Agents. Biomolecules. 2020 03; 10(3):. doi: 10.3390/biom10030452. [PMID: 32183213]
  • John H Grabber, Wayne E Zeller. Direct versus Sequential Analysis of Procyanidin- and Prodelphinidin-Based Condensed Tannins by the HCl-Butanol-Acetone-Iron Assay. Journal of agricultural and food chemistry. 2020 Mar; 68(10):2906-2916. doi: 10.1021/acs.jafc.9b01307. [PMID: 31267749]
  • Shanshan Tie, Xuedi Zhang, Haitao Wang, Yukun Song, Mingqian Tan. Procyanidins-Loaded Complex Coacervates for Improved Stability by Self-Crosslinking and Calcium Ions Chelation. Journal of agricultural and food chemistry. 2020 Mar; 68(10):3163-3170. doi: 10.1021/acs.jafc.0c00242. [PMID: 32069043]
  • Priscila Mayara de Lima Oliveira, Aline Macedo Dantas, Alany Raquel Dos Santos Morais, Luciana Gibbert, Claudia Carneiro Hecke Krüger, Marcos Dos Santos Lima, Marciane Magnani, Graciele da Silva Campelo Borges. Juá fruit (Ziziphus joazeiro) from Caatinga: A source of dietary fiber and bioaccessible flavanols. Food research international (Ottawa, Ont.). 2020 03; 129(?):108745. doi: 10.1016/j.foodres.2019.108745. [PMID: 32036923]
  • Wayne E Zeller, Laurie A Reinhardt, Jamison T Robe, Michael L Sullivan, Kevin Panke-Buisse. Comparison of Protein Precipitation Ability of Structurally Diverse Procyanidin-Rich Condensed Tannins in Two Buffer Systems. Journal of agricultural and food chemistry. 2020 Feb; 68(7):2016-2023. doi: 10.1021/acs.jafc.9b06173. [PMID: 31986021]
  • Umeo Takahama, Sachiko Hirota, Filis Morina. Procyanidins in rice cooked with adzuki bean and their contribution to the reduction of nitrite to nitric oxide (•NO) in artificial gastric juice. International journal of food sciences and nutrition. 2020 Feb; 71(1):63-73. doi: 10.1080/09637486.2019.1605338. [PMID: 31055987]
  • Mohammad Qadi, Nidal Jaradat, Saad Al-Lahham, Iyad Ali, Murad N Abualhasan, Naser Shraim, Fatima Hussein, Linda Issa, Ahmed Mousa, Abdalraziq Zarour, Amani Badrasawi, Aseel M Baarah, Reem Al-Omari. Antibacterial, Anticandidal, Phytochemical, and Biological Evaluations of Pellitory Plant. BioMed research international. 2020; 2020(?):6965306. doi: 10.1155/2020/6965306. [PMID: 33415153]
  • Hervé Lobbes, Cécile Gladine, Andrzej Mazur, Bruno Pereira, Christian Dualé, Jean-Michel Cardot, Marc Ruivard. Effect of procyanidin on dietary iron absorption in hereditary hemochromatosis and in dysmetabolic iron overload syndrome: A crossover double-blind randomized controlled trial. Clinical nutrition (Edinburgh, Scotland). 2020 01; 39(1):97-103. doi: 10.1016/j.clnu.2019.02.012. [PMID: 30792142]
  • Zhili Ma, Yi Huang, Wen Huang, Xi Feng, Fang Yang, Deyuan Li. Separation, Identification, and Antioxidant Activity of Polyphenols from Lotus Seed Epicarp. Molecules (Basel, Switzerland). 2019 Nov; 24(21):. doi: 10.3390/molecules24214007. [PMID: 31694314]
  • Salem Elkahoui, Carol E Levin, Glenn E Bartley, Wallace Yokoyama, Mendel Friedman. Levels of Fecal Procyanidins and Changes in Microbiota and Metabolism in Mice Fed a High-Fat Diet Supplemented with Apple Peel. Journal of agricultural and food chemistry. 2019 Sep; 67(37):10352-10360. doi: 10.1021/acs.jafc.9b04870. [PMID: 31503479]
  • Zhenzhou Zhu, Yuqi Huang, Xiao Luo, Qian Wu, Jingren He, Shuyi Li, Francisco J Barba. Modulation of lipid metabolism and colonic microbial diversity of high-fat-diet C57BL/6 mice by inulin with different chain lengths. Food research international (Ottawa, Ont.). 2019 09; 123(?):355-363. doi: 10.1016/j.foodres.2019.05.003. [PMID: 31284986]
  • Peng Cao, Yu Zhang, Zi Huang, Mitchell A Sullivan, Zihao He, Jinglin Wang, Zehong Chen, Huiping Hu, Kaiping Wang. The Preventative Effects of Procyanidin on Binge Ethanol-Induced Lipid Accumulation and ROS Overproduction via the Promotion of Hepatic Autophagy. Molecular nutrition & food research. 2019 09; 63(18):e1801255. doi: 10.1002/mnfr.201801255. [PMID: 31336037]
  • Albert Ribas-Agustí, Olga Martín-Belloso, Robert Soliva-Fortuny, Pedro Elez-Martínez. Enhancing hydroxycinnamic acids and flavan-3-ol contents by pulsed electric fields without affecting quality attributes of apple. Food research international (Ottawa, Ont.). 2019 07; 121(?):433-440. doi: 10.1016/j.foodres.2018.11.057. [PMID: 31108767]
  • Yuefei Wang, Dedong Kong, Yuanyuan Gao, Le Ying, Qianfei Huang, Ping Xu. Chemical characterization and bioactivity of phenolics from Tieguanyin oolong tea. Journal of food biochemistry. 2019 07; 43(7):e12894. doi: 10.1111/jfbc.12894. [PMID: 31353716]
  • Jiaqi You, Yaning Chang, Di Zhao, Jiafeng Zhuang, Wei Zhuang. A Mixture of Functional Complex Extracts from Lycium barbarum and Grape Seed Enhances Immunity Synergistically In Vitro and In Vivo. Journal of food science. 2019 Jun; 84(6):1577-1585. doi: 10.1111/1750-3841.14611. [PMID: 31120637]
  • Kun Lin, Jia-Hao Chen, Ze-Hao Fang, Cheng-Long Ye, Chao-Jie Han, Ming Yan, Jian Fang, Yun Zhang. [The effect of procyanidin on periprosthetic osteolysis caused by TCP wear particles in the mouse calvaria and its mechanism]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology. 2019 May; 35(3):250-255. doi: 10.12047/j.cjap.5765.2019.053. [PMID: 31257808]
  • Younghyun Lee, Hee Yang, Gihyun Hur, Jiwoo Yu, Sumin Park, Jong Hun Kim, Jung Han Yoon Park, Han-Seung Shin, Jong-Eun Kim, Ki Won Lee. 5-(3',4'-Dihydroxyphenyl)-γ-valerolactone, a metabolite of procyanidins in cacao, suppresses MDI-induced adipogenesis by regulating cell cycle progression through direct inhibition of CDK2/cyclin O. Food & function. 2019 May; 10(5):2958-2969. doi: 10.1039/c9fo00334g. [PMID: 31073569]
  • Liming Zeng, Pere Pons-Mercadé, Tristan Richard, Stéphanie Krisa, Pierre-Louis Teissèdre, Michael Jourdes. Crown Procyanidin Tetramer: A Procyanidin with an Unusual Cyclic Skeleton with a Potent Protective Effect against Amyloid-β-Induced Toxicity. Molecules (Basel, Switzerland). 2019 May; 24(10):. doi: 10.3390/molecules24101915. [PMID: 31109031]
  • Ruifang Bai, Yan Cui, Lanxin Luo, Danbing Yuan, Zongmin Wei, Weichao Yu, Baoshan Sun. A semisynthetic approach for the simultaneous reaction of grape seed polymeric procyanidins with catechin and epicatechin to obtain oligomeric procyanidins in large scale. Food chemistry. 2019 Apr; 278(?):609-616. doi: 10.1016/j.foodchem.2018.11.091. [PMID: 30583419]
  • Xiaopeng Li, Ya Chen, Shuyi Li, Mo Chen, Juan Xiao, Bijun Xie, Zhida Sun. Oligomer Procyanidins from Lotus Seedpod Regulate Lipid Homeostasis Partially by Modifying Fat Emulsification and Digestion. Journal of agricultural and food chemistry. 2019 Apr; 67(16):4524-4534. doi: 10.1021/acs.jafc.9b01469. [PMID: 30945544]
  • Piotr Michel, Sebastian Granica, Anna Magiera, Karolina Rosińska, Małgorzata Jurek, Łukasz Poraj, Monika Anna Olszewska. Salicylate and Procyanidin-Rich Stem Extracts of Gaultheria procumbens L. Inhibit Pro-Inflammatory Enzymes and Suppress Pro-Inflammatory and Pro-Oxidant Functions of Human Neutrophils Ex Vivo. International journal of molecular sciences. 2019 Apr; 20(7):. doi: 10.3390/ijms20071753. [PMID: 30970662]
  • Shuyi Li, Junsheng Li, Yiwei Sun, Yuqi Huang, Jingren He, Zhenzhou Zhu. Transport of Flavanolic Monomers and Procyanidin Dimer A2 across Human Adenocarcinoma Stomach Cells (MKN-28). Journal of agricultural and food chemistry. 2019 Mar; 67(12):3354-3362. doi: 10.1021/acs.jafc.9b00378. [PMID: 30848127]
  • Taotao Dai, Jun Chen, David Julian McClements, Peng Hu, Xiaoqin Ye, Chengmei Liu, Ti Li. Protein-polyphenol interactions enhance the antioxidant capacity of phenolics: analysis of rice glutelin-procyanidin dimer interactions. Food & function. 2019 Feb; 10(2):765-774. doi: 10.1039/c8fo02246a. [PMID: 30667437]
  • Fangzhou Du, Lin Zhou, Yan Jiao, Shuju Bai, Lu Wang, Junfeng Ma, Xueqi Fu. Ingredients in Zijuan Pu'er Tea Extract Alleviate β-Amyloid Peptide Toxicity in a Caenorhabditis elegans Model of Alzheimer's Disease Likely through DAF-16. Molecules (Basel, Switzerland). 2019 Feb; 24(4):. doi: 10.3390/molecules24040729. [PMID: 30781621]
  • Isabela Machado Barbosa David, Flávia de Souza Fernandes, Juliana Barreto Dos Santos Silva Ferreira, Daniela Dero Lüdtke, Daniel Fernandes Martins, Franciane Bobinski, Thiago Bezerra Gaspar Carvalho da Silva, Luiza Daux Buffon, Maria Biatriz Rodrigues Kopper, Gustavo Silveira da Silva, Rodrigo Costa Zeferino, Rozangela Curi Pedrosa, Maicon Roberto Kviecinski. Dietary supplementation with procyanidin-rich Pinus pinaster extract is associated with attenuated Ehrlich tumor development in mice. Nutrition research (New York, N.Y.). 2019 02; 62(?):41-50. doi: 10.1016/j.nutres.2018.11.005. [PMID: 30803506]
  • Eduardo Sommella, Nadia Badolati, Gennaro Riccio, Emanuela Salviati, Sara Bottone, Monica Dentice, Pietro Campiglia, Gian Carlo Tenore, Mariano Stornaiuolo, Ettore Novellino. A Boost in Mitochondrial Activity Underpins the Cholesterol-Lowering Effect of Annurca Apple Polyphenols on Hepatic Cells. Nutrients. 2019 Jan; 11(1):. doi: 10.3390/nu11010163. [PMID: 30646510]
  • Rossi Indiarto, Yudi Pranoto, Umar Santoso, Supriyanto. In vitro Antioxidant Activity and Profile of Polyphenol Compounds Extracts and their Fractions on Cacao Beans. Pakistan journal of biological sciences : PJBS. 2019 Jan; 22(1):34-44. doi: 10.3923/pjbs.2019.34.44. [PMID: 30796767]
  • Ana Muñoz-Labrador, Marin Prodanov, Mar Villamiel. Effects of high intensity ultrasound on disaggregation of a macromolecular procyanidin-rich fraction from Vitis vinifera L. seed extract and evaluation of its antioxidant activity. Ultrasonics sonochemistry. 2019 Jan; 50(?):74-81. doi: 10.1016/j.ultsonch.2018.08.030. [PMID: 30219355]
  • Milla M Leppä, Maarit Karonen, Petri Tähtinen, Marica T Engström, Juha-Pekka Salminen. Isolation of chemically well-defined semipreparative liquid chromatography fractions from complex mixtures of proanthocyanidin oligomers and polymers. Journal of chromatography. A. 2018 Nov; 1576(?):67-79. doi: 10.1016/j.chroma.2018.09.034. [PMID: 30314685]
  • Wendy J Hollands, Henri Tapp, Marianne Defernez, Natalia Perez Moral, Mark S Winterbone, Mark Philo, Alice J Lucey, Mairead E Kiely, Paul A Kroon. Lack of acute or chronic effects of epicatechin-rich and procyanidin-rich apple extracts on blood pressure and cardiometabolic biomarkers in adults with moderately elevated blood pressure: a randomized, placebo-controlled crossover trial. The American journal of clinical nutrition. 2018 11; 108(5):1006-1014. doi: 10.1093/ajcn/nqy139. [PMID: 30475960]
  • Liuqing Wang, Yoko Yamashita, Shingo Komeda, Akiko Saito, Hitoshi Ashida. Absorption, metabolism, distribution and faecal excretion of B-type procyanidin oligomers in mice after a single oral administration of black soybean seed coat extract. Food & function. 2018 Oct; 9(10):5362-5370. doi: 10.1039/c8fo00852c. [PMID: 30264089]
  • Lanxin Luo, Ruifang Bai, Yuqing Zhao, Jing Li, Zongmin Wei, Fang Wang, Baoshan Sun. Protective Effect of Grape Seed Procyanidins against H2 O2 -Induced Oxidative Stress in PC-12 Neuroblastoma Cells: Structure-Activity Relationships. Journal of food science. 2018 Oct; 83(10):2622-2628. doi: 10.1111/1750-3841.14349. [PMID: 30221772]
  • Saeko Masumoto, Shiori Aoki, Tomisato Miura, Toshihiko Shoji. Flavan-3-ol/Procyanidin Metabolomics in Rat Urine Using HPLC-Quadrupole TOF/MS. Molecular nutrition & food research. 2018 10; 62(19):e1700867. doi: 10.1002/mnfr.201700867. [PMID: 29577618]
  • Wen Jiang, Xiaohua Zhou, Yang Yang, Zhiming Zhou. Integrated Utilization of Red Radish for the Efficient Production of High-Purity Procyanidin Dimers. Journal of agricultural and food chemistry. 2018 Sep; 66(35):9291-9300. doi: 10.1021/acs.jafc.8b02478. [PMID: 29969257]
  • Shengjuan Wei, Yueying Zheng, Mengmeng Zhang, Hao Zheng, Peishi Yan. Grape seed procyanidin extract inhibits adipogenesis and stimulates lipolysis of porcine adipocytes in vitro. Journal of animal science. 2018 Jun; 96(7):2753-2762. doi: 10.1093/jas/sky158. [PMID: 29701782]
  • H Wu, T Luo, Y M Li, Z P Gao, K Q Zhang, J Y Song, J S Xiao, Y P Cao. Granny Smith apple procyanidin extract upregulates tight junction protein expression and modulates oxidative stress and inflammation in lipopolysaccharide-induced Caco-2 cells. Food & function. 2018 Jun; 9(6):3321-3329. doi: 10.1039/c8fo00525g. [PMID: 29808220]
  • Nadini Oliveira Martins, Isabella Modelli de Brito, Sandra Syomara O Araújo, Giuseppina Negri, Elisaldo de Araújo Carlini, Fúlvio Rieli Mendes. Antioxidant, anticholinesterase and antifatigue effects of Trichilia catigua (catuaba). BMC complementary and alternative medicine. 2018 Jun; 18(1):172. doi: 10.1186/s12906-018-2222-9. [PMID: 29866157]
  • Monika E Czerwińska, Marta K Dudek, Karolina A Pawłowska, Anna Pruś, Maria Ziaja, Sebastian Granica. The influence of procyanidins isolated from small-leaved lime flowers (Tilia cordata Mill.) on human neutrophils. Fitoterapia. 2018 Jun; 127(?):115-122. doi: 10.1016/j.fitote.2018.02.018. [PMID: 29447978]
  • François Chassagne, Mohamed Haddad, Aurélien Amiel, Chiobouaphong Phakeovilay, Chanthanom Manithip, Geneviève Bourdy, Eric Deharo, Guillaume Marti. A metabolomic approach to identify anti-hepatocarcinogenic compounds from plants used traditionally in the treatment of liver diseases. Fitoterapia. 2018 Jun; 127(?):226-236. doi: 10.1016/j.fitote.2018.02.021. [PMID: 29477305]
  • Helene L E Midttun, Aina Ramsay, Irene Mueller-Harvey, Andrew R Williams. Cocoa procyanidins modulate transcriptional pathways linked to inflammation and metabolism in human dendritic cells. Food & function. 2018 May; 9(5):2883-2890. doi: 10.1039/c8fo00387d. [PMID: 29714395]
  • Veronica Sanda Chedea, Laurentiu Mihai Palade, Daniela Eliza Marin, Rodica Stefania Pelmus, Mihaela Habeanu, Mircea Catalin Rotar, Mihail Alexandru Gras, Gina Cecilia Pistol, Ionelia Taranu. Intestinal Absorption and Antioxidant Activity of Grape Pomace Polyphenols. Nutrients. 2018 May; 10(5):. doi: 10.3390/nu10050588. [PMID: 29747456]
  • Said Toro-Uribe, Luis J López-Giraldo, Eric A Decker. Relationship between the Physiochemical Properties of Cocoa Procyanidins and Their Ability to Inhibit Lipid Oxidation in Liposomes. Journal of agricultural and food chemistry. 2018 May; 66(17):4490-4502. doi: 10.1021/acs.jafc.8b01074. [PMID: 29649362]
  • Zaizhi Liu, Lei Yang. Antisolvent precipitation for the preparation of high polymeric procyanidin nanoparticles under ultrasonication and evaluation of their antioxidant activity in vitro. Ultrasonics sonochemistry. 2018 May; 43(?):208-218. doi: 10.1016/j.ultsonch.2018.01.019. [PMID: 29555277]
  • Chi Gao, Shaomin Zhao, Yavuz Yagiz, Liwei Gu. Static, Kinetic, and Isotherm Adsorption Performances of Macroporous Adsorbent Resins for Recovery and Enrichment of Bioactive Procyanidins from Cranberry Pomace. Journal of food science. 2018 May; 83(5):1249-1257. doi: 10.1111/1750-3841.14142. [PMID: 29663390]
  • Christos Fryganas, Christopher Drake, Honorata M Ropiak, Marina Mora-Ortiz, Lydia M J Smith, Irene Mueller-Harvey, Radoslaw M Kowalczyk. Carbon-13 Cross-Polarization Magic-Angle Spinning Nuclear Magnetic Resonance for Measuring Proanthocyanidin Content and Procyanidin to Prodelphinidin Ratio in Sainfoin ( Onobrychis viciifolia) Tissues. Journal of agricultural and food chemistry. 2018 Apr; 66(16):4073-4081. doi: 10.1021/acs.jafc.8b01215. [PMID: 29631396]
  • Chi Gao, David G Cunningham, Haiyan Liu, Christina Khoo, Liwei Gu. Development of a Thiolysis HPLC Method for the Analysis of Procyanidins in Cranberry Products. Journal of agricultural and food chemistry. 2018 Mar; 66(9):2159-2167. doi: 10.1021/acs.jafc.7b04625. [PMID: 29430926]
  • Dan Liu. Effects of procyanidin on cardiomyocyte apoptosis after myocardial ischemia reperfusion in rats. BMC cardiovascular disorders. 2018 02; 18(1):35. doi: 10.1186/s12872-018-0772-x. [PMID: 29439657]
  • Wei-Ming Chai, Qian Huang, Mei-Zhen Lin, Chong Ou-Yang, Wen-Yang Huang, Ying-Xia Wang, Kai-Li Xu, Hui-Ling Feng. Condensed Tannins from Longan Bark as Inhibitor of Tyrosinase: Structure, Activity, and Mechanism. Journal of agricultural and food chemistry. 2018 Jan; 66(4):908-917. doi: 10.1021/acs.jafc.7b05481. [PMID: 29313327]
  • Shuang Rong, Siqi Zhao, Xu Kai, Li Zhang, Yanting Zhao, Xiao Xiao, Wei Bao, Liegang Liu. Procyanidins extracted from the litchi pericarp attenuate atherosclerosis and hyperlipidemia associated with consumption of a high fat diet in apolipoprotein-E knockout mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Jan; 97(?):1639-1644. doi: 10.1016/j.biopha.2017.10.139. [PMID: 29793326]
  • Tomokazu Ohnuma, Kazuya Sakamoto, Asumi Shinoda, Chiaki Takagi, Shoko Ohno, Takahito Nishiyama, Kenichiro Ogura, Akira Hiratsuka. Procyanidins from Cinnamomi Cortex promote proteasome-independent degradation of nuclear Nrf2 through phosphorylation of insulin-like growth factor-1 receptor in A549 cells. Archives of biochemistry and biophysics. 2017 12; 635(?):66-73. doi: 10.1016/j.abb.2017.10.007. [PMID: 29051069]
  • Bojiang Li, Qiannan Weng, Zequn Liu, Ming Shen, Jiaqing Zhang, Wangjun Wu, Honglin Liu. Selection of antioxidants against ovarian oxidative stress in mouse model. Journal of biochemical and molecular toxicology. 2017 Dec; 31(12):. doi: 10.1002/jbt.21997. [PMID: 29205955]
  • Shuang Rong, Xueting Hu, Siqi Zhao, Yanting Zhao, Xiao Xiao, Wei Bao, Liegang Liu. Procyanidins extracted from the litchi pericarp ameliorate atherosclerosis in ApoE knockout mice: their effects on nitric oxide bioavailability and oxidative stress. Food & function. 2017 Nov; 8(11):4210-4216. doi: 10.1039/c7fo00747g. [PMID: 29043330]
  • Linpeng Niu, Mengjiao Shao, Yuan Liu, Jinfeng Hu, Ruofan Li, Heran Xie, Lixiao Zhou, Lei Shi, Rong Zhang, Yujie Niu. Reduction of oxidative damages induced by titanium dioxide nanoparticles correlates with induction of the Nrf2 pathway by GSPE supplementation in mice. Chemico-biological interactions. 2017 Sep; 275(?):133-144. doi: 10.1016/j.cbi.2017.07.025. [PMID: 28780322]
  • Felipe Jiménez-Aspee, Cristina Theoduloz, Maria Del Pilar C Soriano, Maider Ugalde-Arbizu, Maria Rosa Alberto, Iris Catiana Zampini, Maria Inés Isla, Mario J Simirigiotis, Guillermo Schmeda-Hirschmann. The Native Fruit Geoffroea decorticans from Arid Northern Chile: Phenolic Composition, Antioxidant Activities and In Vitro Inhibition of Pro-Inflammatory and Metabolic Syndrome-Associated Enzymes. Molecules (Basel, Switzerland). 2017 Sep; 22(9):. doi: 10.3390/molecules22091565. [PMID: 28926992]
  • Linghong Linda Zhou, Akerke Baibergenova. Melasma: systematic review of the systemic treatments. International journal of dermatology. 2017 Sep; 56(9):902-908. doi: 10.1111/ijd.13578. [PMID: 28239840]
  • Shuyi Li, Xiaopeng Li, Avi Shpigelman, Jose M Lorenzo, Domenico Montesano, Francisco J Barba. Direct and indirect measurements of enhanced phenolic bioavailability from litchi pericarp procyanidins by Lactobacillus casei-01. Food & function. 2017 Aug; 8(8):2760-2770. doi: 10.1039/c7fo00749c. [PMID: 28702654]
  • Nana Kato, Satoko Kawabe, Natsuki Ganeko, Morio Yoshimura, Yoshiaki Amakura, Hideyuki Ito. Polyphenols from flowers of Magnolia coco and their anti-glycation effects. Bioscience, biotechnology, and biochemistry. 2017 Jul; 81(7):1285-1288. doi: 10.1080/09168451.2017.1292837. [PMID: 28585905]
  • Biying Liu, Haili Zhang, Xiao Tan, Daqian Yang, Zhanjun Lv, Huijie Jiang, Jingjing Lu, Ruiqi Baiyun, Zhigang Zhang. GSPE reduces lead-induced oxidative stress by activating the Nrf2 pathway and suppressing miR153 and GSK-3β in rat kidney. Oncotarget. 2017 Jun; 8(26):42226-42237. doi: 10.18632/oncotarget.15033. [PMID: 28178683]
  • Xiaopeng Li, Yong Sui, Qian Wu, Bijun Xie, Zhida Sun. Attenuated mTOR Signaling and Enhanced Glucose Homeostasis by Dietary Supplementation with Lotus Seedpod Oligomeric Procyanidins in Streptozotocin (STZ)-Induced Diabetic Mice. Journal of agricultural and food chemistry. 2017 May; 65(19):3801-3810. doi: 10.1021/acs.jafc.7b00233. [PMID: 28314100]
  • Wendy J Hollands, Stefan Voorspoels, Griet Jacobs, Kjersti Aaby, Ane Meisland, Rocio Garcia-Villalba, Francisco Tomas-Barberan, Mariusz K Piskula, Deborah Mawson, Irena Vovk, Paul W Needs, Paul A Kroon. Development, validation and evaluation of an analytical method for the determination of monomeric and oligomeric procyanidins in apple extracts. Journal of chromatography. A. 2017 Apr; 1495(?):46-56. doi: 10.1016/j.chroma.2017.03.030. [PMID: 28341432]
  • Liang Zhang, Yuling Tai, Yijun Wang, Qilu Meng, Yunqiu Yang, Shihua Zhang, Hua Yang, Zhengzhu Zhang, Daxiang Li, Xiaochun Wan. The proposed biosynthesis of procyanidins by the comparative chemical analysis of five Camellia species using LC-MS. Scientific reports. 2017 04; 7(?):46131. doi: 10.1038/srep46131. [PMID: 28383067]
  • Giang Thanh Thi Ho, Eili Tranheim Kase, Helle Wangensteen, Hilde Barsett. Phenolic Elderberry Extracts, Anthocyanins, Procyanidins, and Metabolites Influence Glucose and Fatty Acid Uptake in Human Skeletal Muscle Cells. Journal of agricultural and food chemistry. 2017 Apr; 65(13):2677-2685. doi: 10.1021/acs.jafc.6b05582. [PMID: 28303711]
  • Shuyi Li, Yang Liu, Gang Liu, Jingren He, Xinguang Qin, Haochen Yang, Zhongze Hu, Olusola Lamikanra. Effect of the A-Type Linkage on the Pharmacokinetics and Intestinal Metabolism of Litchi Pericarp Oligomeric Procyanidins. Journal of agricultural and food chemistry. 2017 Mar; 65(9):1893-1899. doi: 10.1021/acs.jafc.7b00017. [PMID: 28195469]
  • Liang Wang, Toshio Fumoto, Saeko Masumoto, Toshihiko Shoji, Tomisato Miura, Masato Naraoka, Naoya Matsuda, Tadaatsu Imaizumi, Hiroki Ohkuma. Regression of atherosclerosis with apple procyanidins by activating the ATP-binding cassette subfamily A member 1 in a rabbit model. Atherosclerosis. 2017 03; 258(?):56-64. doi: 10.1016/j.atherosclerosis.2017.01.032. [PMID: 28196336]
  • Maja Mikulic-Petkovsek, Boris Krska, Biljana Kiprovski, Robert Veberic. Bioactive Components and Antioxidant Capacity of Fruits from Nine Sorbus Genotypes. Journal of food science. 2017 Mar; 82(3):647-658. doi: 10.1111/1750-3841.13643. [PMID: 28182841]
  • Jun Zhang, Yazeng Huang, Haiyu Shao, Qing Bi, Jinping Chen, Zhaoming Ye. Grape seed procyanidin B2 inhibits adipogenesis of 3T3-L1 cells by targeting peroxisome proliferator-activated receptor γ with miR-483-5p involved mechanism. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Feb; 86(?):292-296. doi: 10.1016/j.biopha.2016.12.019. [PMID: 28011376]
  • Laura E Downing, Bradley S Ferguson, Kelvin Rodriguez, Marie-Louise Ricketts. A grape seed procyanidin extract inhibits HDAC activity leading to increased Pparα phosphorylation and target-gene expression. Molecular nutrition & food research. 2017 02; 61(2):. doi: 10.1002/mnfr.201600347. [PMID: 27624175]
  • Laura E Downing, Daniel Edgar, Patricia A Ellison, Marie-Louise Ricketts. Mechanistic insight into nuclear receptor-mediated regulation of bile acid metabolism and lipid homeostasis by grape seed procyanidin extract (GSPE). Cell biochemistry and function. 2017 Jan; 35(1):12-32. doi: 10.1002/cbf.3247. [PMID: 28083965]
  • Honorata M Ropiak, Peter Lachmann, Aina Ramsay, Rebecca J Green, Irene Mueller-Harvey. Identification of Structural Features of Condensed Tannins That Affect Protein Aggregation. PloS one. 2017; 12(1):e0170768. doi: 10.1371/journal.pone.0170768. [PMID: 28125657]
  • Angela Wang, Daniel J Leong, Zhiyong He, Lin Xu, Lidi Liu, Sun Jin Kim, David M Hirsh, John A Hardin, Neil J Cobelli, Hui B Sun. Procyanidins Mitigate Osteoarthritis Pathogenesis by, at Least in Part, Suppressing Vascular Endothelial Growth Factor Signaling. International journal of molecular sciences. 2016 Dec; 17(12):. doi: 10.3390/ijms17122065. [PMID: 27941690]
  • Kasane Ogura, Masahito Ogura, Toshihiko Shoji, Yuichi Sato, Yumiko Tahara, Gen Yamano, Hiroki Sato, Kazu Sugizaki, Naotaka Fujita, Hisato Tatsuoka, Ryota Usui, Eri Mukai, Shimpei Fujimoto, Nobuya Inagaki, Kazuaki Nagashima. Oral Administration of Apple Procyanidins Ameliorates Insulin Resistance via Suppression of Pro-Inflammatory Cytokine Expression in Liver of Diabetic ob/ob Mice. Journal of agricultural and food chemistry. 2016 Nov; 64(46):8857-8865. doi: 10.1021/acs.jafc.6b03424. [PMID: 27792335]
  • Lingxi Li, Shuting Zhang, Yan Cui, Yuanyuan Li, Lanxin Luo, Peiyu Zhou, Baoshan Sun. Preparative separation of cacao bean procyanidins by high-speed counter-current chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Nov; 1036-1037(?):10-19. doi: 10.1016/j.jchromb.2016.09.030. [PMID: 27700988]
  • Shruti Sanjay Taparia, Aparna Khanna. Procyanidin-rich extract of natural cocoa powder causes ROS-mediated caspase-3 dependent apoptosis and reduction of pro-MMP-2 in epithelial ovarian carcinoma cell lines. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2016 Oct; 83(?):130-140. doi: 10.1016/j.biopha.2016.06.019. [PMID: 27470560]
  • Xiao-Bo Zhang, Lan-Ping Guo, Man-Xi Zhao, Hui Wang, Guang Yang, Zhi-Xian Jing, You-Yuan Lu, Liang Ye, Xiao Ke, Lu-Qi Huang. [Production suitability regionalization study of Pinus massoniana]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Sep; 41(17):3115-3121. doi: 10.4268/cjcmm20161701. [PMID: 28920358]