Proanthocyanidins (BioDeep_00000227395)
Secondary id: BioDeep_00000236276
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
(2R,3R,4R)-4-[(3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
化学式: C31H28O12 (592.1580688)
中文名称:
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 17.5%
分子结构信息
SMILES: COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O
InChI: InChI=1S/C31H28O12/c1-41-31-20(37)6-13(7-21(31)38)28-22(39)10-16-17(34)11-19(36)25(30(16)43-28)26-24-18(35)8-15(33)9-23(24)42-29(27(26)40)12-2-4-14(32)5-3-12/h2-9,11,22,26-29,32-40H,10H2,1H3/t22-,26-,27-,28?,29-/m1/s1
描述信息
Proanthocyanidins, also known as zangrado or polyhydroxyflavan-3-ol, is a member of the class of compounds known as biflavonoids and polyflavonoids. Biflavonoids and polyflavonoids are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3-C3, and C6-C8. Proanthocyanidins is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Proanthocyanidins can be found in a number of food items such as roselle, allspice, cocoa bean, and sweet bay, which makes proanthocyanidins a potential biomarker for the consumption of these food products. Proanthocyanidins were discovered in 1947 by Jacques Masquelier, who developed and patented techniques for the extraction of oligomeric proanthocyanidins from pine bark and grape seeds. Often associated with consumer products made from cranberries, grape seeds or red wine, proanthocyanidins were once proposed as factors inhibiting urinary tract infections in women, but this research has been refuted by expert scientific committees .
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
D020011 - Protective Agents > D000975 - Antioxidants
同义名列表
12 个代谢物同义名
(2R,3R,4R)-4-[(3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; Polymers, anthocyanidin; Polyhydroxyflavan-3-ol; Anthocyanidin polymers; Tannins, condensed; Tannin, condensed; Condensed tannins; Proanthocyanidins; Condensed tannin; Proanthocyanidin; Procyanidins; Zangrado
数据库引用编号
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)
8 个相关的物种来源信息
- 883772 - Aiouea montana: 10.1007/978-1-4899-1783-6_3
- 128608 - Cinnamomum verum:
- 196665 - Dichrostachys cinerea: 10.1007/978-1-4615-4139-4_31
- 4397 - Hamamelis virginiana: 10.1016/S0031-9422(03)00104-3
- 9606 - Homo sapiens: -
- 3486 - Humulus lupulus:
- 40716 - Paeonia obovata: 10.1248/CPB.48.201
- 13750 - Vaccinium macrocarpon: 10.1207/S15327914NC5601_12
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
- Run-Yang Zhang, Wan-Qing Kong, Zhao Qin, Hua-Min Liu, Xue-De Wang. Modified Chinese quince oligomeric proanthocyanidin protects deep-frying oil quality by inhibiting oxidation.
Food chemistry.
2024 Jun; 444(?):138642. doi:
10.1016/j.foodchem.2024.138642. [PMID: 38325088] - Muneeba Zubair Alam, Clinton Emeka Okonkwo, João P Cachaneski-Lopes, Carlos F O Graeff, Augusto Batagin-Neto, Saeed Tariq, Sabu Varghese, Matthew J O'Connor, Abuzar E Albadri, J Beau W Webber, Mohammed Tarique, Mutamed Ayyash, Afaf Kamal-Eldin. Date fruit melanin is primarily based on (-)-epicatechin proanthocyanidin oligomers.
Scientific reports.
2024 02; 14(1):4863. doi:
10.1038/s41598-024-55467-x. [PMID: 38418836] - Iqbal Bin Imran, Marica T Engström, Maarit Karonen, Andrew R Williams, Juha-Pekka Salminen. Alkaline oxidization can increase the in vitro antiparasitic activity of proanthocyanidin-rich plant extracts against Ascarissuum.
Experimental parasitology.
2023 May; 248(?):108493. doi:
10.1016/j.exppara.2023.108493. [PMID: 36889503] - Bingbing Duan, Yuan Mei, Guoqiao Chen, Chenxing Su-Zhou, Yashan Li, Hasmik Merkeryan, Ping Cui, Wei Liu, Xu Liu. Deficit irrigation and leaf removal modulate anthocyanin and proanthocyanidin repartitioning of Cabernet Sauvignon (Vitis vinifera L.) grape and resulting wine profile.
Journal of the science of food and agriculture.
2022 May; 102(7):2937-2949. doi:
10.1002/jsfa.11634. [PMID: 34766349] - Zoe Lofft, Amel Taibi, Paraskevi Massara, Tomas Tokar, Inke Paetau-Robinson, Christina Khoo, Elena M Comelli. Cranberry Proanthocyanidin and Its Microbial Metabolite 3,4-Dihydroxyphenylacetic Acid, but Not 3-(4-Hydroxyphenyl)-Propionic Acid, Partially Reverse Pro-Inflammatory microRNA Responses in Human Intestinal Epithelial Cells.
Molecular nutrition & food research.
2022 04; 66(8):e2100853. doi:
10.1002/mnfr.202100853. [PMID: 35112478] - Declan J Lafferty, Richard V Espley, Cecilia H Deng, Catrin S Günther, Blue Plunkett, Janice L Turner, Laura Jaakola, Katja Karppinen, Andrew C Allan, Nick W Albert. Hierarchical regulation of MYBPA1 by anthocyanin- and proanthocyanidin-related MYB proteins is conserved in Vaccinium species.
Journal of experimental botany.
2022 03; 73(5):1344-1356. doi:
10.1093/jxb/erab460. [PMID: 34664645] - Jishan Lin, Wenping Zhang, Xingtan Zhang, Xiaokai Ma, Shengcheng Zhang, Shuai Chen, Yibin Wang, Haifeng Jia, Zhenyang Liao, Jing Lin, Mengting Zhu, Xiuming Xu, Mingxing Cai, Hui Zeng, Jifeng Wan, Weihai Yang, Tracie Matsumoto, Craig Hardner, Catherine J Nock, Ray Ming. Signatures of selection in recently domesticated macadamia.
Nature communications.
2022 01; 13(1):242. doi:
10.1038/s41467-021-27937-7. [PMID: 35017544] - 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] - Wenxing Chen, Qingyou Zheng, Jinwang Li, Ying Liu, Liqing Xu, Qinglin Zhang, Zhengrong Luo. DkMYB14 is a bifunctional transcription factor that regulates the accumulation of proanthocyanidin in persimmon fruit.
The Plant journal : for cell and molecular biology.
2021 06; 106(6):1708-1727. doi:
10.1111/tpj.15266. [PMID: 33835602] - Ana Margarida Silva, Diana Pinto, Iva Fernandes, Victor de Freitas, María de la Luz Cádiz-Gurrea, Paulo Costa, Cristina Delerue-Matos, Francisca Rodrigues. An Insight into Kiwiberry Leaf Valorization: Phenolic Composition, Bioactivity and Health Benefits.
Molecules (Basel, Switzerland).
2021 Apr; 26(8):. doi:
10.3390/molecules26082314. [PMID: 33923470] - 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] - Asma Babar, Lynne Moore, Vicky Leblanc, Stéphanie Dudonné, Yves Desjardins, Simone Lemieux, Valérie Bochard, Denis Guyonnet, Sylvie Dodin. High dose versus low dose standardized cranberry proanthocyanidin extract for the prevention of recurrent urinary tract infection in healthy women: a double-blind randomized controlled trial.
BMC urology.
2021 Mar; 21(1):44. doi:
10.1186/s12894-021-00811-w. [PMID: 33757474] - Andrew D Birmingham, Daniel Esquivel-Alvarado, Michael Maranan, Christian G Krueger, Jess D Reed. Inter-Laboratory Validation of 4-(Dimethylamino) Cinnamaldehyde (DMAC) Assay Using Cranberry Proanthocyanidin Standard for Quantification of Soluble Proanthocyanidins in Cranberry Foods and Dietary Supplements, First Action Official MethodSM: 2019.06.
Journal of AOAC International.
2021 Mar; 104(1):216-222. doi:
10.1093/jaoacint/qsaa084. [PMID: 33251544] - Augusto Tasch Holkem, Carmen Sílvia Favaro-Trindade. Potential of solid lipid microparticles covered by the protein-polysaccharide complex for protection of probiotics and proanthocyanidin-rich cinnamon extract.
Food research international (Ottawa, Ont.).
2020 10; 136(?):109520. doi:
10.1016/j.foodres.2020.109520. [PMID: 32846591] - Qixin Dong, Haixia Zhao, Yunji Huang, Ying Chen, Min Wan, Zixian Zeng, Panfeng Yao, Chenglei Li, Xiaoli Wang, Hui Chen, Qi Wu. FtMYB18 acts as a negative regulator of anthocyanin/proanthocyanidin biosynthesis in Tartary buckwheat.
Plant molecular biology.
2020 Oct; 104(3):309-325. doi:
10.1007/s11103-020-01044-5. [PMID: 32833148] - Xiangquan Zeng, Zhenjiao Du, Xiaomeng Ding, Yunshu Zhao, Weibo Jiang. Preparation, characterization and in vitro hypoglycemic activity of banana condensed tannin-inulin conjugate.
Food & function.
2020 Sep; 11(9):7973-7986. doi:
10.1039/d0fo01652g. [PMID: 32839802] - Kangliang Sheng, Guanghui Zhang, Ming Sun, Shiman He, Xiaowei Kong, Jingmin Wang, Fenfang Zhu, Xiangdong Zha, Yongzhong Wang. Grape seed proanthocyanidin extract ameliorates dextran sulfate sodium-induced colitis through intestinal barrier improvement, oxidative stress reduction, and inflammatory cytokines and gut microbiota modulation.
Food & function.
2020 Sep; 11(9):7817-7829. doi:
10.1039/d0fo01418d. [PMID: 32808642] - Matthew Saive, Manon Genva, Thibaut Istasse, Michel Frederich, Chloé Maes, Marie-Laure Fauconnier. Identification of a Proanthocyanidin from Litchi Chinensis Sonn. Root with Anti-Tyrosinase and Antioxidant Activity.
Biomolecules.
2020 09; 10(9):. doi:
10.3390/biom10091347. [PMID: 32967274] - Douglas Costa Gontijo, Líria Granato Nunes, Letícia Monteiro Farias, Maria Gorette Resende Duarte, André Furtado Carvalho, Luciano Gomes Fietto, João Paulo Viana Leite. Assessment of the phenolic content, mutagenicity and genotoxicity of ethanolic extracts of stem bark and leaves from Strychnos pseudoquina A. St.-hil.
Drug and chemical toxicology.
2020 Sep; 43(5):539-545. doi:
10.1080/01480545.2018.1515218. [PMID: 30212238] - Ahsan Hameed, Mauro Galli, Edyta Adamska-Patruno, Adam Krętowski, Michal Ciborowski. Select Polyphenol-Rich Berry Consumption to Defer or Deter Diabetes and Diabetes-Related Complications.
Nutrients.
2020 Aug; 12(9):. doi:
10.3390/nu12092538. [PMID: 32825710] - Keisuke Toda, Izumi Tsukayama, Yuki Nagasaki, Yuka Konoike, Asako Tamenobu, Natsuki Ganeko, Hideyuki Ito, Yuki Kawakami, Yoshitaka Takahashi, Yoshimi Miki, Kei Yamamoto, Makoto Murakami, Toshiko Suzuki-Yamamoto. Red-kerneled rice proanthocyanidin inhibits arachidonate 5-lipoxygenase and decreases psoriasis-like skin inflammation.
Archives of biochemistry and biophysics.
2020 08; 689(?):108307. doi:
10.1016/j.abb.2020.108307. [PMID: 32112739] - Zhouping Fu, Xiaolan Jiang, Wei-Wei Li, Yufeng Shi, Sanyan Lai, Juhua Zhuang, Shengbo Yao, Yajun Liu, Jingwei Hu, Liping Gao, Tao Xia. Proanthocyanidin-Aluminum Complexes Improve Aluminum Resistance and Detoxification of Camellia sinensis.
Journal of agricultural and food chemistry.
2020 Jul; 68(30):7861-7869. doi:
10.1021/acs.jafc.0c01689. [PMID: 32680420] - Raul Cauduro Girardello, Monica L Cooper, Larry A Lerno, Charles Brenneman, Sean Eridon, Martina Sokolowsky, Hildegarde Heymann, Anita Oberholster. Impact of Grapevine Red Blotch Disease on Cabernet Sauvignon and Merlot Wine Composition and Sensory Attributes.
Molecules (Basel, Switzerland).
2020 Jul; 25(14):. doi:
10.3390/molecules25143299. [PMID: 32708105] - Jussi Suvanto, Katja Karppinen, Kaisu Riihinen, Laura Jaakola, Juha-Pekka Salminen. Changes in the Proanthocyanidin Composition and Related Gene Expression in Bilberry (Vaccinium myrtillus L.) Tissues.
Journal of agricultural and food chemistry.
2020 Jul; 68(28):7378-7386. doi:
10.1021/acs.jafc.0c02158. [PMID: 32543188] - Kamal Tyagi, Itay Maoz, Efraim Lewinsohn, Larry Lerno, Susan E Ebeler, Amnon Lichter. Girdling of table grapes at fruit set can divert the phenylpropanoid pathway towards accumulation of proanthocyanidins and change the volatile composition.
Plant science : an international journal of experimental plant biology.
2020 Jul; 296(?):110495. doi:
10.1016/j.plantsci.2020.110495. [PMID: 32540014] - Rameshprabu Nallathambi, Alexander Poulev, Joshua B Zuk, Ilya Raskin. Proanthocyanidin-Rich Grape Seed Extract Reduces Inflammation and Oxidative Stress and Restores Tight Junction Barrier Function in Caco-2 Colon Cells.
Nutrients.
2020 Jun; 12(6):. doi:
10.3390/nu12061623. [PMID: 32492806] - Carme Grau-Bové, Carlos González-Quilen, Ximena Terra, M Teresa Blay, Raul Beltrán-Debón, Rosa Jorba-Martín, Beatriz Espina, Montserrat Pinent, Anna Ardévol. Effects of Flavanols on Enteroendocrine Secretion.
Biomolecules.
2020 06; 10(6):. doi:
10.3390/biom10060844. [PMID: 32492958] - M Erfatpour, K P Pauls. A R2R3-MYB gene-based marker for the non-darkening seed coat trait in pinto and cranberry beans (Phaseolus vulgaris L.) derived from 'Wit-rood boontje'.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik.
2020 Jun; 133(6):1977-1994. doi:
10.1007/s00122-020-03571-7. [PMID: 32112124] - Haibo Pan, Xuemin Shen, Wenyang Tao, Shiguo Chen, Xingqian Ye. Assembly of Oil-Based Microcapsules Coated with Proanthocyanidins as a Novel Carrier for Hydrophobic Active Compounds.
Journal of agricultural and food chemistry.
2020 May; 68(20):5715-5722. doi:
10.1021/acs.jafc.9b07282. [PMID: 32243753] - Garima Dixit, Alka Srivastava, Krishan Mohan Rai, Rama Shanker Dubey, Rakesh Srivastava, Praveen Chandra Verma. Distinct defensive activity of phenolics and phenylpropanoid pathway genes in different cotton varieties toward chewing pests.
Plant signaling & behavior.
2020 05; 15(5):1747689. doi:
10.1080/15592324.2020.1747689. [PMID: 32290756] - Puspa Raj Poudel, Kazuya Koyama, Nami Goto-Yamamoto. Evaluating the influence of temperature on proanthocyanidin biosynthesis in developing grape berries (Vitis vinifera L.).
Molecular biology reports.
2020 May; 47(5):3501-3510. doi:
10.1007/s11033-020-05440-4. [PMID: 32306142] - D Gruffat, D Durand, D Rivaroli, I N do Prado, S Prache. Comparison of muscle fatty acid composition and lipid stability in lambs stall-fed or pasture-fed alfalfa with or without sainfoin pellet supplementation.
Animal : an international journal of animal bioscience.
2020 May; 14(5):1093-1101. doi:
10.1017/s1751731119002507. [PMID: 31658927] - Giuseppe Mannino, Vita Di Stefano, Antonino Lauria, Rosa Pitonzo, Carla Gentile. Vaccinium macrocarpon (Cranberry)-Based Dietary Supplements: Variation in Mass Uniformity, Proanthocyanidin Dosage and Anthocyanin Profile Demonstrates Quality Control Standard Needed.
Nutrients.
2020 Apr; 12(4):. doi:
10.3390/nu12040992. [PMID: 32260055] - Daniel Esquivel-Alvarado, Rodrigo Muñoz-Arrieta, Emilia Alfaro-Viquez, Sergio Madrigal-Carballo, Christian G Krueger, Jess D Reed. Composition of Anthocyanins and Proanthocyanidins in Three Tropical Vaccinium Species from Costa Rica.
Journal of agricultural and food chemistry.
2020 Mar; 68(10):2872-2879. doi:
10.1021/acs.jafc.9b01451. [PMID: 31244206] - Joan M Burke, James E Miller. Sustainable Approaches to Parasite Control in Ruminant Livestock.
The Veterinary clinics of North America. Food animal practice.
2020 Mar; 36(1):89-107. doi:
10.1016/j.cvfa.2019.11.007. [PMID: 32029191] - Francisco Gil-Muñoz, Jesús A Sánchez-Navarro, Cristina Besada, Alejandra Salvador, María Luisa Badenes, María Del Mar Naval, Gabino Ríos. MBW complexes impinge on anthocyanidin reductase gene regulation for proanthocyanidin biosynthesis in persimmon fruit.
Scientific reports.
2020 02; 10(1):3543. doi:
10.1038/s41598-020-60635-w. [PMID: 32103143] - Jing Chen, W P D Wass Thilakarathna, Tessema Astatkie, H P Vasantha Rupasinghe. Optimization of Catechin and Proanthocyanidin Recovery from Grape Seeds Using Microwave-Assisted Extraction.
Biomolecules.
2020 02; 10(2):. doi:
10.3390/biom10020243. [PMID: 32033405] - Joan Renard, Irene Martínez-Almonacid, Annika Sonntag, Isabel Molina, José Moya-Cuevas, Gaetano Bissoli, Jesús Muñoz-Bertomeu, Isabel Faus, Regina Niñoles, Jun Shigeto, Yuji Tsutsumi, José Gadea, Ramón Serrano, Eduardo Bueso. PRX2 and PRX25, peroxidases regulated by COG1, are involved in seed longevity in Arabidopsis.
Plant, cell & environment.
2020 02; 43(2):315-326. doi:
10.1111/pce.13656. [PMID: 31600827] - Jiebing Wei, Junfeng Yang, Wenbo Jiang, Yongzhen Pang. Stacking triple genes increased proanthocyanidins level in Arabidopsis thaliana.
PloS one.
2020; 15(6):e0234799. doi:
10.1371/journal.pone.0234799. [PMID: 32584850] - Barnabas Oluwatomide Oyeyinka, Anthony Jide Afolayan. Comparative and Correlational Evaluation of the Phytochemical Constituents and Antioxidant Activity of Musa sinensis L. and Musa paradisiaca L. Fruit Compartments (Musaceae).
TheScientificWorldJournal.
2020; 2020(?):4503824. doi:
10.1155/2020/4503824. [PMID: 32831803] - Yashu Chen, Ruojie Zhang, Bijun Xie, Zhida Sun, David Julian McClements. Lotus seedpod proanthocyanidin-whey protein complexes: Impact on physical and chemical stability of β-carotene-nanoemulsions.
Food research international (Ottawa, Ont.).
2020 01; 127(?):108738. doi:
10.1016/j.foodres.2019.108738. [PMID: 31882082] - Tao Huang, Yurong Zhang, Wenjuan Zhang, Tingting Lin, Luoting Chen, Bei Yang, Lei Wu, Jianhua Yang, Dalei Zhang. Attenuation of Perfluorooctane Sulfonate-Induced Steatohepatitis by Grape Seed Proanthocyanidin Extract in Mice.
BioMed research international.
2020; 2020(?):8818160. doi:
10.1155/2020/8818160. [PMID: 33457418] - Miao Liu, Peng Yun, Ying Hu, Jiao Yang, Rim Bahadur Khadka, Xiaochun Peng. Effects of Grape Seed Proanthocyanidin Extract on Obesity.
Obesity facts.
2020; 13(2):279-291. doi:
10.1159/000502235. [PMID: 32114568] - Lisard Iglesias-Carres, Anna Mas-Capdevila, Francisca Isabel Bravo, Gerard Aragonès, Anna Arola-Arnal, Begoña Muguerza. A comparative study on the bioavailability of phenolic compounds from organic and nonorganic red grapes.
Food chemistry.
2019 Nov; 299(?):125092. doi:
10.1016/j.foodchem.2019.125092. [PMID: 31280001] - María José Cires, Paola Navarrete, Edgar Pastene, Catalina Carrasco-Pozo, Rodrigo Valenzuela, Daniel A Medina, Mireille Andriamihaja, Martin Beaumont, François Blachier, Martin Gotteland. Protective Effect of an Avocado Peel Polyphenolic Extract Rich in Proanthocyanidins on the Alterations of Colonic Homeostasis Induced by a High-Protein Diet.
Journal of agricultural and food chemistry.
2019 Oct; 67(42):11616-11626. doi:
10.1021/acs.jafc.9b03905. [PMID: 31542929] - Chayaporn Subkamkaew, Pornngarm Limtrakul Dejkriengkraikul, Supachai Yodkeeree. Proanthocyanidin-Rich Fractions from Red Rice Extract Enhance TNF-α-Induced Cell Death and Suppress Invasion of Human Lung Adenocarcinoma Cell A549.
Molecules (Basel, Switzerland).
2019 Sep; 24(18):. doi:
10.3390/molecules24183393. [PMID: 31540489] - Noor Ariefandie Febrianto, Fan Zhu. Diversity in Composition of Bioactive Compounds Among 26 Cocoa Genotypes.
Journal of agricultural and food chemistry.
2019 Aug; 67(34):9501-9509. doi:
10.1021/acs.jafc.9b03448. [PMID: 31334642] - Kawahara Sei-Ichi, Kazuya Toda, Kiriko Matsumoto, Chisato Ishihara, Shuhei Nonobe, Chisato Matsunaga, Yoshika K Gomi, Shogo Senga, Koichiro Kawaguchi, Ayaka Yamamoto, Jutalak Suwannachot, Reiko Noda, Shuhei Kobayashi, Yasunori Hamauzu, Hidefumi Makabe, Hiroshi Fujii. Isolation and characterization of a novel oligomeric proanthocyanidin with significant anti-cancer activities from grape stems (Vitis vinifera).
Scientific reports.
2019 08; 9(1):12046. doi:
10.1038/s41598-019-48603-5. [PMID: 31427660] - Shuting Yu, Jing Li, Liang Guo, Caixia Di, Xuemei Qin, Zhenyu Li. Integrated liquid chromatography-mass spectrometry and nuclear magnetic resonance spectra for the comprehensive characterization of various components in the Shuxuening injection.
Journal of chromatography. A.
2019 Aug; 1599(?):125-135. doi:
10.1016/j.chroma.2019.04.008. [PMID: 31036363] - Han Wu, Zhi Chai, Ruth Paulina Hutabarat, Qilong Zeng, Liying Niu, Dajing Li, Hong Yu, Wuyang Huang. Blueberry leaves from 73 different cultivars in southeastern China as nutraceutical supplements rich in antioxidants.
Food research international (Ottawa, Ont.).
2019 08; 122(?):548-560. doi:
10.1016/j.foodres.2019.05.015. [PMID: 31229110] - Philipp L Fuhrmann, Guido Sala, Markus Stieger, Elke Scholten. Clustering of oil droplets in o/w emulsions: Controlling cluster size and interaction strength.
Food research international (Ottawa, Ont.).
2019 08; 122(?):537-547. doi:
10.1016/j.foodres.2019.04.027. [PMID: 31229109] - Nami Goto-Yamamoto. Japan Wine, its characteristics and research.
Bioscience, biotechnology, and biochemistry.
2019 Aug; 83(8):1422-1427. doi:
10.1080/09168451.2018.1559032. [PMID: 30582414] - Ariane Coelho Ferraz, Thaís de Fátima Silva Moraes, Waleska Stephanie da Cruz Nizer, Michelli Dos Santos, Antônio Helvécio Tótola, Jaqueline Maria Siqueira Ferreira, Sidney Augusto Vieira-Filho, Vanessa Gonçalves Rodrigues, Lucienir Pains Duarte, Cintia Lopes de Brito Magalhães, José Carlos de Magalhães. Virucidal activity of proanthocyanidin against Mayaro virus.
Antiviral research.
2019 08; 168(?):76-81. doi:
10.1016/j.antiviral.2019.05.008. [PMID: 31125633] - Franco Van de Velde, Debora Esposito, Mary H Grace, María E Pirovani, Mary A Lila. Anti-inflammatory and wound healing properties of polyphenolic extracts from strawberry and blackberry fruits.
Food research international (Ottawa, Ont.).
2019 07; 121(?):453-462. doi:
10.1016/j.foodres.2018.11.059. [PMID: 31108769] - Hua Li, Ji Tian, Yu-Yan Yao, Jie Zhang, Ting-Ting Song, Ke-Ting Li, Yun-Cong Yao. Identification of leucoanthocyanidin reductase and anthocyanidin reductase genes involved in proanthocyanidin biosynthesis in Malus crabapple plants.
Plant physiology and biochemistry : PPB.
2019 Jun; 139(?):141-151. doi:
10.1016/j.plaphy.2019.03.003. [PMID: 30889479] - Qing Wang, Jing Wang, Zhichao Yang, Ruoxuan Sui, Qiang Miao, Yanhua Li, Jiezhong Yu, Chunyun Liu, Guangxian Zhang, Baoguo Xiao, Cungen Ma. Therapeutic effect of oligomeric proanthocyanidin in cuprizone-induced demyelination.
Experimental physiology.
2019 06; 104(6):876-886. doi:
10.1113/ep087480. [PMID: 30811744] - Raul C Girardello, Monica L Cooper, Rhonda J Smith, Larry A Lerno, Robert C Bruce, Sean Eridon, Anita Oberholster. Impact of Grapevine Red Blotch Disease on Grape Composition of Vitis vinifera Cabernet Sauvignon, Merlot, and Chardonnay.
Journal of agricultural and food chemistry.
2019 May; 67(19):5496-5511. doi:
10.1021/acs.jafc.9b01125. [PMID: 31013081] - R G Heendeniya, M Y Gruber, Y Lei, Peiqiang Yu. Biodegradation Profiles of Proanthocyanidin-Accumulating Alfalfa Plants Coexpressing Lc- bHLH and C1-MYB Transcriptive Flavanoid Regulatory Genes.
Journal of agricultural and food chemistry.
2019 May; 67(17):4793-4799. doi:
10.1021/acs.jafc.9b00495. [PMID: 31002246] - Kento Fujii, Yuma Ota, Kazuo Nishiyama, Hisato Kunitake, Yumi Yamasaki, Hiroyuki Tari, Kaori Araki, Teruaki Arakawa, Masao Yamasaki. Blueberry Leaf Polyphenols Prevent Body Fat Accumulation in Mice Fed High-fat, High-sucrose Diet.
Journal of oleo science.
2019 May; 68(5):471-479. doi:
10.5650/jos.ess18226. [PMID: 30971641] - Noor Ariefandie Febrianto, Fan Zhu. Intravariety Diversity of Bioactive Compounds in Trinitario Cocoa Beans with Different Degrees of Fermentation.
Journal of agricultural and food chemistry.
2019 Mar; 67(11):3150-3158. doi:
10.1021/acs.jafc.8b06418. [PMID: 30794392] - Cláudia Maria Furlan, Fernanda Anselmo-Moreira, Luíza Teixeira-Costa, Gregório Ceccantini, Juha-Pekka Salminen. Does Phoradendron perrottetii (mistletoe) alter polyphenols levels of Tapirira guianensis (host plant)?.
Plant physiology and biochemistry : PPB.
2019 Mar; 136(?):222-229. doi:
10.1016/j.plaphy.2019.01.025. [PMID: 30703634] - Arshad Mehmood, Muhammad Ishaq, Lei Zhao, Sanabil Yaqoob, Bushra Safdar, Muhammad Nadeem, Masooma Munir, Chengtao Wang. Impact of ultrasound and conventional extraction techniques on bioactive compounds and biological activities of blue butterfly pea flower (Clitoria ternatea L.).
Ultrasonics sonochemistry.
2019 Mar; 51(?):12-19. doi:
10.1016/j.ultsonch.2018.10.013. [PMID: 30514481] - Hui Zhou, Kui Lin-Wang, Furong Wang, Richard V Espley, Fei Ren, Jianbo Zhao, Collins Ogutu, Huaping He, Quan Jiang, Andrew C Allan, Yuepeng Han. Activator-type R2R3-MYB genes induce a repressor-type R2R3-MYB gene to balance anthocyanin and proanthocyanidin accumulation.
The New phytologist.
2019 03; 221(4):1919-1934. doi:
10.1111/nph.15486. [PMID: 30222199] - Yen K T Dang, Ha V H Nguyen. Effects of Maturity at Harvest and Fermentation Conditions on Bioactive Compounds of Cocoa Beans.
Plant foods for human nutrition (Dordrecht, Netherlands).
2019 Mar; 74(1):54-60. doi:
10.1007/s11130-018-0700-3. [PMID: 30368643] - Peiqiang Wang, Guoliang Ma, Lingjie Zhang, Yan Li, Zhouping Fu, Xinyi Kan, Yahui Han, Haiyan Wang, Xiaolan Jiang, Yajun Liu, Liping Gao, Tao Xia. A Sucrose-Induced MYB (SIMYB) Transcription Factor Promoting Proanthocyanidin Accumulation in the Tea Plant ( Camellia sinensis).
Journal of agricultural and food chemistry.
2019 Feb; 67(5):1418-1428. doi:
10.1021/acs.jafc.8b06207. [PMID: 30688075] - Alan D Snow, Gerardo M Castillo, Beth P Nguyen, Paula Y Choi, Joel A Cummings, Judy Cam, Qubai Hu, Thomas Lake, Weihong Pan, Abba J Kastin, Daniel A Kirschner, Steven G Wood, Edward Rockenstein, Eliezer Masliah, Stephen Lorimer, Rudolph E Tanzi, Lesley Larsen. The Amazon rain forest plant Uncaria tomentosa (cat's claw) and its specific proanthocyanidin constituents are potent inhibitors and reducers of both brain plaques and tangles.
Scientific reports.
2019 02; 9(1):561. doi:
10.1038/s41598-019-38645-0. [PMID: 30728442] - Carla de Moura Martins, Sérgio A L de Morais, Mário M Martins, Luís C S Cunha, Cláudio V da Silva, Carlos H G Martins, Luís F Leandro, Alberto de Oliveira, Francisco J T de Aquino, Evandro A do Nascimento, Roberto Chang. Chemical Composition, Antifungal, and Cytotoxicity Activities of Inga laurina (Sw.) Willd Leaves.
TheScientificWorldJournal.
2019; 2019(?):9423658. doi:
10.1155/2019/9423658. [PMID: 30853865] - Christian Drapeau, Kathleen F Benson, Gitte S Jensen. Rapid and selective mobilization of specific stem cell types after consumption of a polyphenol-rich extract from sea buckthorn berries (Hippophae) in healthy human subjects.
Clinical interventions in aging.
2019; 14(?):253-263. doi:
10.2147/cia.s186893. [PMID: 30787601] - Guangshun Zheng, Cunying Fan, Shaokang Di, Xuemin Wang, Liping Gao, Nikolay Dzyubenko, Vladimir Chapurin, Yongzhen Pang. Ectopic expression of tea MYB genes alter spatial flavonoid accumulation in alfalfa (Medicago sativa).
PloS one.
2019; 14(7):e0218336. doi:
10.1371/journal.pone.0218336. [PMID: 31265465] - Tao Li, Qili Li, Weiguo Wu, Yong Li, De-Xing Hou, Hua Xu, Baodong Zheng, Shaoxiao Zeng, Yang Shan, Xiangyang Lu, Fangming Deng, Si Qin. Lotus seed skin proanthocyanidin extract exhibits potent antioxidant property via activation of the Nrf2-ARE pathway.
Acta biochimica et biophysica Sinica.
2019 Jan; 51(1):31-40. doi:
10.1093/abbs/gmy148. [PMID: 30544155] - Tomoyuki Miyauchi, Yoichiro Uchida, Kentaro Kadono, Hirofumi Hirao, Junya Kawasoe, Takeshi Watanabe, Shugo Ueda, Kanta Jobara, Toshimi Kaido, Hideaki Okajima, Hiroaki Terajima, Shinji Uemoto. Preventive Effect of Antioxidative Nutrient-Rich Enteral Diet Against Liver Ischemia and Reperfusion Injury.
JPEN. Journal of parenteral and enteral nutrition.
2019 01; 43(1):133-144. doi:
10.1002/jpen.1308. [PMID: 29870084] - Mohamed Mendili, Marwa Bannour, Maria Eduarda M Araújo, Samira Aschi-Smiti, Mark R D Seaward, Ayda Khadhria. Secondary Metabolites and Antioxidant Capacity of the Tunisian Lichen Diploschistes ocellatus (Ascomycota).
International journal of medicinal mushrooms.
2019; 21(8):817-823. doi:
10.1615/intjmedmushrooms.2019031423. [PMID: 31679288] - H P Vasantha Rupasinghe, Indu Parmar, Sandhya V Neir. Biotransformation of Cranberry Proanthocyanidins to Probiotic Metabolites by Lactobacillus rhamnosus Enhances Their Anticancer Activity in HepG2 Cells In Vitro.
Oxidative medicine and cellular longevity.
2019; 2019(?):4750795. doi:
10.1155/2019/4750795. [PMID: 31316718] - Andrea Nemes, Erzsébet Szőllősi, László Stündl, Attila Biró, Judit Rita Homoki, Mária Magdolna Szarvas, Péter Balogh, Zoltán Cziáky, Judit Remenyik. Determination of Flavonoid and Proanthocyanidin Profile of Hungarian Sour Cherry.
Molecules (Basel, Switzerland).
2018 Dec; 23(12):. doi:
10.3390/molecules23123278. [PMID: 30544942] - Ji Hyung Jun, Xirong Xiao, Xiaolan Rao, Richard A Dixon. Proanthocyanidin subunit composition determined by functionally diverged dioxygenases.
Nature plants.
2018 12; 4(12):1034-1043. doi:
10.1038/s41477-018-0292-9. [PMID: 30478357] - Dawei Ma, Michael Reichelt, Kazuko Yoshida, Jonathan Gershenzon, C Peter Constabel. Two R2R3-MYB proteins are broad repressors of flavonoid and phenylpropanoid metabolism in poplar.
The Plant journal : for cell and molecular biology.
2018 12; 96(5):949-965. doi:
10.1111/tpj.14081. [PMID: 30176084] - Jian-Ping An, Rui Li, Feng-Jia Qu, Chun-Xiang You, Xiao-Fei Wang, Yu-Jin Hao. R2R3-MYB transcription factor MdMYB23 is involved in the cold tolerance and proanthocyanidin accumulation in apple.
The Plant journal : for cell and molecular biology.
2018 11; 96(3):562-577. doi:
10.1111/tpj.14050. [PMID: 30054966] - Nan Wang, Changzhi Qu, Shenghui Jiang, Zijing Chen, Haifeng Xu, Hongcheng Fang, Mengyu Su, Jing Zhang, Yicheng Wang, Wenjun Liu, Zongying Zhang, Ninglin Lu, Xuesen Chen. The proanthocyanidin-specific transcription factor MdMYBPA1 initiates anthocyanin synthesis under low-temperature conditions in red-fleshed apples.
The Plant journal : for cell and molecular biology.
2018 10; 96(1):39-55. doi:
10.1111/tpj.14013. [PMID: 29978604] - Qian Yan, Yi Wang, Qian Li, Zhengsheng Zhang, Hui Ding, Yue Zhang, Housheng Liu, Ming Luo, Dexin Liu, Wu Song, Haifeng Liu, Dan Yao, Xufen Ouyang, Yaohua Li, Xin Li, Yan Pei, Yuehua Xiao. Up-regulation of GhTT2-3A in cotton fibres during secondary wall thickening results in brown fibres with improved quality.
Plant biotechnology journal.
2018 10; 16(10):1735-1747. doi:
10.1111/pbi.12910. [PMID: 29509985] - Jing Zhang, Haifeng Xu, Nan Wang, Shenghui Jiang, Hongcheng Fang, Zongying Zhang, Guanxian Yang, Yicheng Wang, Mengyu Su, Lin Xu, Xuesen Chen. The ethylene response factor MdERF1B regulates anthocyanin and proanthocyanidin biosynthesis in apple.
Plant molecular biology.
2018 Oct; 98(3):205-218. doi:
10.1007/s11103-018-0770-5. [PMID: 30182194] - Yunting Zhang, Wenjie Hu, Xiaorui Peng, Bo Sun, Xiaorong Wang, Haoru Tang. Characterization of anthocyanin and proanthocyanidin biosynthesis in two strawberry genotypes during fruit development in response to different light qualities.
Journal of photochemistry and photobiology. B, Biology.
2018 Sep; 186(?):225-231. doi:
10.1016/j.jphotobiol.2018.07.024. [PMID: 30092558] - Katsuhiro Matsui, Yoshimi Oshima, Nobutaka Mitsuda, Shingo Sakamoto, Yoichi Nishiba, Amanda R Walker, Masaru Ohme-Takagi, Simon P Robinson, Yasuo Yasui, Masashi Mori, Hiromi Takami. Buckwheat R2R3 MYB transcription factor FeMYBF1 regulates flavonol biosynthesis.
Plant science : an international journal of experimental plant biology.
2018 Sep; 274(?):466-475. doi:
10.1016/j.plantsci.2018.06.025. [PMID: 30080636] - Chia-Yun Hsu, Gong-Min Lin, Huan-You Lin, Shang-Tzen Chang. Characteristics of proanthocyanidins in leaves of Chamaecyparis obtusa var. formosana as strong α-glucosidase inhibitors.
Journal of the science of food and agriculture.
2018 Aug; 98(10):3806-3814. doi:
10.1002/jsfa.8894. [PMID: 29352475] - Enrico Sangiovanni, Stefano Piazza, Urska Vrhovsek, Marco Fumagalli, Saba Khalilpour, Domenico Masuero, Chiara Di Lorenzo, Luca Colombo, Fulvio Mattivi, Emma De Fabiani, Mario Dell'Agli. A bio-guided approach for the development of a chestnut-based proanthocyanidin-enriched nutraceutical with potential anti-gastritis properties.
Pharmacological research.
2018 08; 134(?):145-155. doi:
10.1016/j.phrs.2018.06.016. [PMID: 29928974] - Meng-Chun Lu, Mei-Due Yang, Ping-Chun Li, Hsin-Yuan Fang, Hui-Ying Huang, Yin-Ching Chan, DA-Tian Bau. Effect of Oligomeric Proanthocyanidin on the Antioxidant Status and Lung Function of Patients with Chronic Obstructive Pulmonary Disease.
In vivo (Athens, Greece).
2018 Jul; 32(4):753-758. doi:
10.21873/invivo.11304. [PMID: 29936455] - Gema Pereira-Caro, José Luis Ordóñez, Iziar Ludwig, Sylvie Gaillet, Pedro Mena, Daniele Del Rio, Jean-Max Rouanet, Keren A Bindon, José Manuel Moreno-Rojas, Alan Crozier. Development and validation of an UHPLC-HRMS protocol for the analysis of flavan-3-ol metabolites and catabolites in urine, plasma and feces of rats fed a red wine proanthocyanidin extract.
Food chemistry.
2018 Jun; 252(?):49-60. doi:
10.1016/j.foodchem.2018.01.083. [PMID: 29478563] - Cristina Cebrián-Tarancón, Rosario Sánchez-Gómez, Sergio Gómez-Alonso, Isidro Hermosín-Gutierrez, Adela Mena-Morales, Esteban García-Romero, M Rosario Salinas, Amaya Zalacain. Vine-Shoot Tannins: Effect of Post-pruning Storage and Toasting Treatment.
Journal of agricultural and food chemistry.
2018 Jun; 66(22):5556-5562. doi:
10.1021/acs.jafc.8b01540. [PMID: 29770693] - Li Zhang, Rachel N Carmody, Hetal M Kalariya, Rocio M Duran, Kristin Moskal, Alexander Poulev, Peter Kuhn, Kevin M Tveter, Peter J Turnbaugh, Ilya Raskin, Diana E Roopchand. Grape proanthocyanidin-induced intestinal bloom of Akkermansia muciniphila is dependent on its baseline abundance and precedes activation of host genes related to metabolic health.
The Journal of nutritional biochemistry.
2018 06; 56(?):142-151. doi:
10.1016/j.jnutbio.2018.02.009. [PMID: 29571008] - Anu Tuominen, Maarit Karonen. Variability between organs of proanthocyanidins in Geranium sylvaticum analyzed by off-line 2-dimensional HPLC-MS.
Phytochemistry.
2018 Jun; 150(?):106-117. doi:
10.1016/j.phytochem.2018.03.004. [PMID: 29579735] - Tomoe Ishihara, Sachiko Kaidzu, Hideto Kimura, Yasurou Koyama, Yotaro Matsuoka, Akihiro Ohira. Protective Effect of Highly Polymeric A-Type Proanthocyanidins from Seed Shells of Japanese Horse Chestnut (Aesculus turbinata BLUME) against Light-Induced Oxidative Damage in Rat Retina.
Nutrients.
2018 May; 10(5):. doi:
10.3390/nu10050593. [PMID: 29748512] - Babar Asma, Leblanc Vicky, Dudonne Stephanie, Desjardins Yves, Howell Amy, Dodin Sylvie. Standardised high dose versus low dose cranberry Proanthocyanidin extracts for the prevention of recurrent urinary tract infection in healthy women [PACCANN]: a double blind randomised controlled trial protocol.
BMC urology.
2018 May; 18(1):29. doi:
10.1186/s12894-018-0342-7. [PMID: 29716563] - 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] - Kishor Duwadi, Ryan S Austin, Hemanta R Mainali, Kirstin Bett, Frédéric Marsolais, Sangeeta Dhaubhadel. Slow darkening of pinto bean seed coat is associated with significant metabolite and transcript differences related to proanthocyanidin biosynthesis.
BMC genomics.
2018 Apr; 19(1):260. doi:
10.1186/s12864-018-4550-z. [PMID: 29661146] - Jungmin Ha, Myoyeon Kim, Moon Young Kim, Taeyoung Lee, Min Young Yoon, Jayern Lee, Yeong-Ho Lee, Young-Gyu Kang, Jun Seong Park, John Hwan Lee, Suk-Ha Lee. Transcriptomic variation in proanthocyanidin biosynthesis pathway genes in soybean (Glycine spp.).
Journal of the science of food and agriculture.
2018 Apr; 98(6):2138-2146. doi:
10.1002/jsfa.8698. [PMID: 28960323] - Soichiro Nishiyama, Noriyuki Onoue, Atsushi Kono, Akihiko Sato, Keizo Yonemori, Ryutaro Tao. Characterization of a gene regulatory network underlying astringency loss in persimmon fruit.
Planta.
2018 Mar; 247(3):733-743. doi:
10.1007/s00425-017-2819-0. [PMID: 29188374] - Jesus Salinas-Casado, Santiago Méndez-Rubio, Manuel Esteban-Fuertes, Antonio Gómez-Rodríguez, Miguel Vírseda-Chamorro, Marcos Luján-Galán, Grupo Rituman. [Efficacy and safety of D-mannose (2 g), 24h prolonged release, associated with Proanthocyanidin (PAC), versus isolate PAC, in the management of a series of women with recurrent urinary infections.].
Archivos espanoles de urologia.
2018 Mar; 71(2):169-177. doi:
NULL. [PMID: 29521263] - Yun Ho Choi, Chang Ho Song, Sung Phil Mun. Proanthocyanidin-rich Pinus radiata bark extract inhibits mast cell-mediated anaphylaxis-like reactions.
Phytotherapy research : PTR.
2018 Feb; 32(2):290-297. doi:
10.1002/ptr.5973. [PMID: 29210121] - 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] - S M Lipson, G Karalis, L Karthikeyan, F S Ozen, R E Gordon, S Ponnala, J Bao, W Samarrai, E Wolfe. Mechanism of Anti-rotavirus Synergistic Activity by Epigallocatechin Gallate and a Proanthocyanidin-Containing Nutraceutical.
Food and environmental virology.
2017 12; 9(4):434-443. doi:
10.1007/s12560-017-9299-z. [PMID: 28466464]