Delphinidin (BioDeep_00000396445)

   

PANOMIX_OTCML-2023 PANOMIX-Anthocyanidin


代谢物信息卡片


3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium chloride (1:1)

化学式: C15H11ClO7 (338.0193286)
中文名称: 飞燕草素DP, 氯化飞燕草素, 氯化翠雀啶, 氯化花翠素, 液体石蜡
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 17.24%

分子结构信息

SMILES: C1=C(C=C(C(=C1O)O)O)C2=[O+]C3=CC(=CC(=C3C=C2O)O)O.[Cl-]
InChI: 1H



数据库引用编号

10 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)

1 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

  • Sergio R Zúñiga-Hernández, Trinidad García-Iglesias, Monserrat Macías-Carballo, Alejandro Pérez-Larios, Yanet Karina Gutiérrez-Mercado, Gabriela Camargo-Hernández, Christian Martin Rodríguez-Razón. Targets and Effects of Common Biocompounds of Hibiscus sabdariffa (Delphinidin-3-Sambubiosid, Quercetin, and Hibiscus Acid) in Different Pathways of Human Cells According to a Bioinformatic Assay. Nutrients. 2024 Feb; 16(4):. doi: 10.3390/nu16040566. [PMID: 38398890]
  • Juliana Gimenez Casagrande, Marcelo Macedo Rogero, Dalila Cunha de Oliveira, Bruna J Quintanilha, Vinícius Cooper Capetini, Edson Naoto Makiyama, Bruna Roberta Oliveira Neves, Carlos Eduardo da Silva Gonçalves, Sumara de Freitas, Neuza Mariko Aymoto Hassimotto, Ricardo Ambrósio Fock. Effects of grape juice intake on the cell migration properties in overweight women: Modulation mechanisms of cell migration in vitro by delphinidin-3-O-glucoside. Food research international (Ottawa, Ont.). 2024 Feb; 178(?):113873. doi: 10.1016/j.foodres.2023.113873. [PMID: 38309895]
  • Naymul Karim, Shiyu Liu, Ahmed K Rashwan, Jiahong Xie, Jianling Mo, Ahmed I Osman, David W Rooney, Wei Chen. Green synthesis of nanolipo-fibersomes using Nutriose® FB 06 for delphinidin-3-O-sambubioside delivery: Characterization, physicochemical properties, and application. International journal of biological macromolecules. 2023 Aug; 247(?):125839. doi: 10.1016/j.ijbiomac.2023.125839. [PMID: 37454997]
  • Dario E Iglesias, Eleonora Cremonini, Shelly N Hester, Steven M Wood, Mark Bartlett, Cesar G Fraga, Patricia I Oteiza. Cyanidin and delphinidin restore colon physiology in high fat diet-fed mice: Involvement of TLR-4 and redox-regulated signaling. Free radical biology & medicine. 2022 08; 188(?):71-82. doi: 10.1016/j.freeradbiomed.2022.06.006. [PMID: 35691508]
  • Edward Valera-Vera, Chantal Reigada, Melisa Sayé, Fabio A Digirolamo, Facundo Galceran, Mariana R Miranda, Claudio A Pereira. Trypanocidal activity of the anthocyanidin delphinidin, a non-competitive inhibitor of arginine kinase. Natural product research. 2022 Jun; 36(12):3153-3157. doi: 10.1080/14786419.2021.1947270. [PMID: 34219561]
  • John Bradley Morris, Brandon D Tonnis, Ming Li Wang, Uttam Bhattarai. Genetic Diversity for Quercetin, Myricetin, Cyanidin, and Delphinidin Concentrations in 38 Blackeye Pea (Vigna unguiculata L. Walp.) Genotypes for Potential Use as a Functional Health Vegetable. Journal of dietary supplements. 2022 May; ?(?):1-16. doi: 10.1080/19390211.2022.2077881. [PMID: 35615864]
  • Eleonora Cremonini, Dario E Iglesias, Karen E Matsukuma, Shelly N Hester, Steven M Wood, Mark Bartlett, Cesar G Fraga, Patricia I Oteiza. Supplementation with cyanidin and delphinidin mitigates high fat diet-induced endotoxemia and associated liver inflammation in mice. Food & function. 2022 Jan; 13(2):781-794. doi: 10.1039/d1fo03108b. [PMID: 34981106]
  • Zhiyong Zhang, Yan Pan, Yan Zhao, Mudan Ren, Yarui Li, Guifang Lu, Kaichun Wu, Shuixiang He. Delphinidin modulates JAK/STAT3 and MAPKinase signaling to induce apoptosis in HCT116 cells. Environmental toxicology. 2021 Aug; 36(8):1557-1566. doi: 10.1002/tox.23152. [PMID: 33955636]
  • Nguyen Minh Thuy, Vo Quang Minh, Tran Chi Ben, My Tuyen Thi Nguyen, Ho Thi Ngan Ha, Ngo Van Tai. Identification of Anthocyanin Compounds in Butterfly Pea Flowers (Clitoria ternatea L.) by Ultra Performance Liquid Chromatography/Ultraviolet Coupled to Mass Spectrometry. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154539. [PMID: 34361692]
  • Reine-Solange Sauer, Ivo Krummenacher, Ezgi Eylül Bankoglu, Shaobing Yang, Beatrice Oehler, Friedrich Schöppler, Milad Mohammadi, Paul Güntzel, Adel Ben-Kraiem, Ulrike Holzgrabe, Helga Stopper, Jens A Broscheit, Holger Braunschweig, Norbert Roewer, Alexander Brack, Heike L Rittner. Stabilization of Delphinidin in Complex with Sulfobutylether-β-Cyclodextrin Allows for Antinociception in Inflammatory Pain. Antioxidants & redox signaling. 2021 06; 34(16):1260-1279. doi: 10.1089/ars.2019.7957. [PMID: 32977733]
  • Qunfeng Zhang, Jianhui Hu, Meiya Liu, Yuanzhi Shi, Ric C H De Vos, Jianyun Ruan. Stimulated biosynthesis of delphinidin-related anthocyanins in tea shoots reducing the quality of green tea in summer. Journal of the science of food and agriculture. 2020 Mar; 100(4):1505-1514. doi: 10.1002/jsfa.10158. [PMID: 31756273]
  • Abu Hazafa, Khalil-Ur- Rehman, Nazish Jahan, Zara Jabeen. The Role of Polyphenol (Flavonoids) Compounds in the Treatment of Cancer Cells. Nutrition and cancer. 2020; 72(3):386-397. doi: 10.1080/01635581.2019.1637006. [PMID: 31287738]
  • Candice Mazewski, Morgan Sanha Kim, Elvira Gonzalez de Mejia. Anthocyanins, delphinidin-3-O-glucoside and cyanidin-3-O-glucoside, inhibit immune checkpoints in human colorectal cancer cells in vitro and in silico. Scientific reports. 2019 08; 9(1):11560. doi: 10.1038/s41598-019-47903-0. [PMID: 31399602]
  • Ana Solopova, Amanda Y van Tilburg, Alexandre Foito, J William Allwood, Derek Stewart, Saulius Kulakauskas, Oscar P Kuipers. Engineering Lactococcus lactis for the production of unusual anthocyanins using tea as substrate. Metabolic engineering. 2019 07; 54(?):160-169. doi: 10.1016/j.ymben.2019.04.002. [PMID: 30978503]
  • Hadzic Maida, Haveric Sanin, Haveric Anja, Lojo-Kadric Naida, Galic Borivoj, Jasmin Ramic, Pojskic Lejla. Bioflavonoids protect cells against halogenated boroxine-induced genotoxic damage by upregulation of hTERT expression. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2019 May; 74(5-6):125-129. doi: 10.1515/znc-2018-0132. [PMID: 30864408]
  • Ye Tian, Oskar Laaksonen, Heta Haikonen, Anita Vanag, Huma Ejaz, Kaisa Linderborg, Saila Karhu, Baoru Yang. Compositional Diversity among Blackcurrant ( Ribes nigrum) Cultivars Originating from European Countries. Journal of agricultural and food chemistry. 2019 May; 67(19):5621-5633. doi: 10.1021/acs.jafc.9b00033. [PMID: 31013088]
  • Yanfang Liu, Jianhua Zhang, Xiaohong Yang, Jiangmin Wang, Yangang Li, Peng Zhang, Jin Mao, Qingmei Huang, Hao Tang. Diversity in flower colorations of Ranunculus asiaticus L. revealed by anthocyanin biosynthesis pathway in view of gene composition, gene expression patterns, and color phenotype. Environmental science and pollution research international. 2019 May; 26(14):13785-13794. doi: 10.1007/s11356-018-2779-3. [PMID: 30145754]
  • Liga Saulite, Kaspars Jekabsons, Maris Klavins, Ruta Muceniece, Una Riekstina. Effects of malvidin, cyanidin and delphinidin on human adipose mesenchymal stem cell differentiation into adipocytes, chondrocytes and osteocytes. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Feb; 53(?):86-95. doi: 10.1016/j.phymed.2018.09.029. [PMID: 30668416]
  • Megan Stevens, Christopher R Neal, Elena C Craciun, Maria Dronca, Steven J Harper, Sebastian Oltean. The natural drug DIAVIT is protective in a type II mouse model of diabetic nephropathy. PloS one. 2019; 14(3):e0212910. doi: 10.1371/journal.pone.0212910. [PMID: 30865689]
  • Christiane Schön, Roland Wacker, Antje Micka, Jasmin Steudle, Stefanie Lang, Bernd Bonnländer. Bioavailability Study of Maqui Berry Extract in Healthy Subjects. Nutrients. 2018 Nov; 10(11):. doi: 10.3390/nu10111720. [PMID: 30423989]
  • Ezgi Eyluel Bankoglu, Jens Broscheit, Theresa Arnaudov, Norbert Roewer, Helga Stopper. Protective effects of tricetinidin against oxidative stress inducers in rat kidney cells: A comparison with delphinidin and standard antioxidants. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Nov; 121(?):549-557. doi: 10.1016/j.fct.2018.09.058. [PMID: 30266311]
  • Eliza Łata, Agnieszka Fulczyk, Teresa Kowalska, Mieczysław Sajewicz. Vulnerability of anthocyanins to the components of a thin-layer chromatographic system and comprehensive screening of anthocyanes in alimentary products. Journal of chromatography. A. 2018 Oct; 1572(?):137-144. doi: 10.1016/j.chroma.2018.08.040. [PMID: 30150119]
  • Elena Daveri, Eleonora Cremonini, Angela Mastaloudis, Shelly N Hester, Steven M Wood, Andrew L Waterhouse, Mauri Anderson, Cesar G Fraga, Patricia I Oteiza. Cyanidin and delphinidin modulate inflammation and altered redox signaling improving insulin resistance in high fat-fed mice. Redox biology. 2018 09; 18(?):16-24. doi: 10.1016/j.redox.2018.05.012. [PMID: 29890336]
  • Marcela Parra-Vargas, Ana Sandoval-Rodriguez, Roberto Rodriguez-Echevarria, Jose Alfredo Dominguez-Rosales, Arturo Santos-Garcia, Juan Armendariz-Borunda. Delphinidin Ameliorates Hepatic Triglyceride Accumulation in Human HepG2 Cells, but Not in Diet-Induced Obese Mice. Nutrients. 2018 Aug; 10(8):. doi: 10.3390/nu10081060. [PMID: 30103390]
  • Qianyu Yue, Lili Xu, Guangqing Xiang, Xin Yu, Yuxin Yao. Characterization of Gene Expression Profile, Phenolic Composition, and Antioxidant Capacity in Red-Fleshed Grape Berries and Their Wines. Journal of agricultural and food chemistry. 2018 Jul; 66(27):7190-7199. doi: 10.1021/acs.jafc.8b01323. [PMID: 29920074]
  • Rocio González-Barrio, María Jesús Periago, Cristina Luna-Recio, Francisco Javier Garcia-Alonso, Inmaculada Navarro-González. Chemical composition of the edible flowers, pansy (Viola wittrockiana) and snapdragon (Antirrhinum majus) as new sources of bioactive compounds. Food chemistry. 2018 Jun; 252(?):373-380. doi: 10.1016/j.foodchem.2018.01.102. [PMID: 29478556]
  • Wenji Xu, Gangjun Luo, Fengyang Yu, Qingxiang Jia, Yang Zheng, Xiaoying Bi, Jiajun Lei. Characterization of anthocyanins in the hybrid progenies derived from Iris dichotoma and I. domestica by HPLC-DAD-ESI/MS analysis. Phytochemistry. 2018 Jun; 150(?):60-74. doi: 10.1016/j.phytochem.2018.03.003. [PMID: 29550699]
  • Pavel A Zykin, Elena A Andreeva, Anna N Lykholay, Natalia V Tsvetkova, Anatoly V Voylokov. Anthocyanin Composition and Content in Rye Plants with Different Grain Color. Molecules (Basel, Switzerland). 2018 Apr; 23(4):. doi: 10.3390/molecules23040948. [PMID: 29671758]
  • Hee Duk Oh, Duk Jun Yu, Sun Woo Chung, Sinath Chea, Hee Jae Lee. Abscisic acid stimulates anthocyanin accumulation in 'Jersey' highbush blueberry fruits during ripening. Food chemistry. 2018 Apr; 244(?):403-407. doi: 10.1016/j.foodchem.2017.10.051. [PMID: 29120800]
  • 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]
  • Swathi Putta, Nagendra Sastry Yarla, Eswar Kumar K, Dhananjaya Bhadrapura Lakkappa, Mohammad A Kamal, Luciana Scotti, Marcus T Scotti, Ghulam Md Ashraf, B Sasi Bhusana Rao, Sarala Kumari D, Gorla V Reddy, Vadim V Tarasov, Sarat Babu Imandi, Gjumrakch Aliev. Preventive and Therapeutic Potentials of Anthocyanins in Diabetes and Associated Complications. Current medicinal chemistry. 2018; 25(39):5347-5371. doi: 10.2174/0929867325666171206101945. [PMID: 29210634]
  • H Du, L Lai, F Wang, W Sun, L Zhang, X Li, L Wang, L Jiang, Y Zheng. Characterisation of flower colouration in 30 Rhododendron species via anthocyanin and flavonol identification and quantitative traits. Plant biology (Stuttgart, Germany). 2018 Jan; 20(1):121-129. doi: 10.1111/plb.12649. [PMID: 29054107]
  • Stefano Catola, Antonella Castagna, Marco Santin, Valentina Calvenzani, Katia Petroni, Andrea Mazzucato, Annamaria Ranieri. The dominant allele Aft induces a shift from flavonol to anthocyanin production in response to UV-B radiation in tomato fruit. Planta. 2017 Aug; 246(2):263-275. doi: 10.1007/s00425-017-2710-z. [PMID: 28516293]
  • Boris Pejin, Ana Ciric, Jasmina Dimitric Markovic, Jasmina Glamoclija, Milos Nikolic, Marina Sokovic. An insight into anti-biofilm and anti-quorum sensing activities of the selected anthocyanidins: the case study of Pseudomonas aeruginosa PAO1. Natural product research. 2017 May; 31(10):1177-1180. doi: 10.1080/14786419.2016.1222386. [PMID: 27539815]
  • Yongbin Zhuang, Erin A Tripp. Genome-scale transcriptional study of hybrid effects and regulatory divergence in an F1 hybrid Ruellia (Wild Petunias: Acanthaceae) and its parents. BMC plant biology. 2017 01; 17(1):15. doi: 10.1186/s12870-016-0962-6. [PMID: 28095782]
  • Jean Christopher Chamcheu, Vaqar M Adhami, Stephane Esnault, Mario Sechi, Imtiaz A Siddiqui, Kenneth A Satyshur, Deeba N Syed, Shah-Jahan M Dodwad, Maria-Ines Chaves-Rodriquez, B Jack Longley, Gary S Wood, Hasan Mukhtar. Dual Inhibition of PI3K/Akt and mTOR by the Dietary Antioxidant, Delphinidin, Ameliorates Psoriatic Features In Vitro and in an Imiquimod-Induced Psoriasis-Like Disease in Mice. Antioxidants & redox signaling. 2017 01; 26(2):49-69. doi: 10.1089/ars.2016.6769. [PMID: 27393705]
  • Milica M Pantelić, Dragana Č Dabić Zagorac, Sonja M Davidović, Slavica R Todić, Zoran S Bešlić, Uroš M Gašić, Živoslav Lj Tešić, Maja M Natić. Identification and quantification of phenolic compounds in berry skin, pulp, and seeds in 13 grapevine varieties grown in Serbia. Food chemistry. 2016 Nov; 211(?):243-52. doi: 10.1016/j.foodchem.2016.05.051. [PMID: 27283628]
  • Mi-Hyeon Jeong, Hyeonseok Ko, Hyelin Jeon, Gi-Jun Sung, Soo-Yeon Park, Woo Jin Jun, Yoo-Hyun Lee, Jeongmin Lee, Sang-Wook Lee, Ho-Geun Yoon, Kyung-Chul Choi. Delphinidin induces apoptosis via cleaved HDAC3-mediated p53 acetylation and oligomerization in prostate cancer cells. Oncotarget. 2016 Aug; 7(35):56767-56780. doi: 10.18632/oncotarget.10790. [PMID: 27462923]
  • G Aichinger, G Pahlke, L J Nagel, W Berger, D Marko. Bilberry extract, its major polyphenolic compounds, and the soy isoflavone genistein antagonize the cytostatic drug erlotinib in human epithelial cells. Food & function. 2016 Aug; 7(8):3628-36. doi: 10.1039/c6fo00570e. [PMID: 27485636]
  • Motoki Murata, Reia Kosaka, Kana Kurihara, Shuya Yamashita, Hirofumi Tachibana. Delphinidin prevents disuse muscle atrophy and reduces stress-related gene expression. Bioscience, biotechnology, and biochemistry. 2016 Aug; 80(8):1636-40. doi: 10.1080/09168451.2016.1184560. [PMID: 27180787]
  • Baolu Cui, Zongli Hu, Yanjie Zhang, Jingtao Hu, Wencheng Yin, Ye Feng, Qiaoli Xie, Guoping Chen. Anthocyanins and flavonols are responsible for purple color of Lablab purpureus (L.) sweet pods. Plant physiology and biochemistry : PPB. 2016 Jun; 103(?):183-90. doi: 10.1016/j.plaphy.2016.03.011. [PMID: 26995313]
  • Yun-Song Lai, Sha Li, Qian Tang, Huan-Xiu Li, Shen-Xiang Chen, Pin-Wu Li, Jin-Yi Xu, Yan Xu, Xiang Guo. The Dark-Purple Tea Cultivar 'Ziyan' Accumulates a Large Amount of Delphinidin-Related Anthocyanins. Journal of agricultural and food chemistry. 2016 Apr; 64(13):2719-26. doi: 10.1021/acs.jafc.5b04036. [PMID: 26996195]
  • Cristian Del Bo', Yi Cao, Martin Roursgaard, Patrizia Riso, Marisa Porrini, Steffen Loft, Peter Møller. Anthocyanins and phenolic acids from a wild blueberry (Vaccinium angustifolium) powder counteract lipid accumulation in THP-1-derived macrophages. European journal of nutrition. 2016 Feb; 55(1):171-82. doi: 10.1007/s00394-015-0835-z. [PMID: 25595100]
  • Lu Wang, Xiaoyu Li, Zhenyu Wang. Whole body radioprotective effect of phenolic extracts from the fruits of Malus baccata (Linn.) Borkh. Food & function. 2016 Feb; 7(2):975-81. doi: 10.1039/c5fo01377a. [PMID: 26741951]
  • Naimur Rahman, Miso Jeon, Yong-Sik Kim. Delphinidin, a major anthocyanin, inhibits 3T3-L1 pre-adipocyte differentiation through activation of Wnt/β-catenin signaling. BioFactors (Oxford, England). 2016 Jan; 42(1):49-59. doi: 10.1002/biof.1251. [PMID: 26816335]
  • Jorge L Alvarado, Andrés Leschot, Álvaro Olivera-Nappa, Ana-María Salgado, Hernán Rioseco, Carolina Lyon, Pilar Vigil. Delphinidin-Rich Maqui Berry Extract (Delphinol®) Lowers Fasting and Postprandial Glycemia and Insulinemia in Prediabetic Individuals during Oral Glucose Tolerance Tests. BioMed research international. 2016; 2016(?):9070537. doi: 10.1155/2016/9070537. [PMID: 28025651]
  • Emi Ooe, Kenjirou Ogawa, Tadashi Horiuchi, Hiroyuki Tada, Hiromi Murase, Kazuhiro Tsuruma, Masamitsu Shimazawa, Hideaki Hara. Analysis and characterization of anthocyanins and carotenoids in Japanese blue tomato. Bioscience, biotechnology, and biochemistry. 2016; 80(2):341-9. doi: 10.1080/09168451.2015.1091715. [PMID: 26443075]
  • Sang Gil Lee, Terrence M Vance, Tae-Gyu Nam, Dae-Ok Kim, Sung I Koo, Ock K Chun. Contribution of Anthocyanin Composition to Total Antioxidant Capacity of Berries. Plant foods for human nutrition (Dordrecht, Netherlands). 2015 Dec; 70(4):427-32. doi: 10.1007/s11130-015-0514-5. [PMID: 26515081]
  • Noémie Calland, Marie-Emmanuelle Sahuc, Sandrine Belouzard, Véronique Pène, Pierre Bonnafous, Ahmed Atef Mesalam, Gaspard Deloison, Véronique Descamps, Sevser Sahpaz, Czeslaw Wychowski, Olivier Lambert, Priscille Brodin, Gilles Duverlie, Philip Meuleman, Arielle R Rosenberg, Jean Dubuisson, Yves Rouillé, Karin Séron. Polyphenols Inhibit Hepatitis C Virus Entry by a New Mechanism of Action. Journal of virology. 2015 Oct; 89(19):10053-63. doi: 10.1128/jvi.01473-15. [PMID: 26202241]
  • R R Watson, F Schönlau. Nutraceutical and antioxidant effects of a delphinidin-rich maqui berry extract Delphinol®: a review. Minerva cardioangiologica. 2015 Apr; 63(2 Suppl 1):1-12. doi: . [PMID: 25892567]
  • Takayuki Sogo, Takuma Kumamoto, Hisako Ishida, Ayami Hisanaga, Kozue Sakao, Norihiko Terahara, Koji Wada, De-Xing Hou. Comparison of the inhibitory effects of delphinidin and its glycosides on cell transformation. Planta medica. 2015 Jan; 81(1):26-31. doi: 10.1055/s-0034-1383311. [PMID: 25469858]
  • Sergio Davinelli, Juan Carlos Bertoglio, Armando Zarrelli, Riccardo Pina, Giovanni Scapagnini. A Randomized Clinical Trial Evaluating the Efficacy of an Anthocyanin-Maqui Berry Extract (Delphinol®) on Oxidative Stress Biomarkers. Journal of the American College of Nutrition. 2015; 34 Suppl 1(?):28-33. doi: 10.1080/07315724.2015.1080108. [PMID: 26400431]
  • Yue Zhu, Qing-Zhong Peng, Ke-Gang Li, De-Yu Xie. Molecular cloning and functional characterization of the anthocyanidin reductase gene from Vitis bellula. Planta. 2014 Aug; 240(2):381-98. doi: 10.1007/s00425-014-2094-2. [PMID: 24880552]
  • You-Shin Shim, Seunghee Kim, Dongwon Seo, Hyun-Jin Park, Jaeho Ha. Rapid method for determination of anthocyanin glucosides and free delphinidin in grapes using u-HPLC. Journal of chromatographic science. 2014 Aug; 52(7):629-35. doi: 10.1093/chromsci/bmt091. [PMID: 23839806]
  • Eric Soubeyrand, Cyril Basteau, Ghislaine Hilbert, Cornelis van Leeuwen, Serge Delrot, Eric Gomès. Nitrogen supply affects anthocyanin biosynthetic and regulatory genes in grapevine cv. Cabernet-Sauvignon berries. Phytochemistry. 2014 Jul; 103(?):38-49. doi: 10.1016/j.phytochem.2014.03.024. [PMID: 24735825]
  • Qian Lou, Yali Liu, Yinyan Qi, Shuzhen Jiao, Feifei Tian, Ling Jiang, Yuejin Wang. Transcriptome sequencing and metabolite analysis reveals the role of delphinidin metabolism in flower colour in grape hyacinth. Journal of experimental botany. 2014 Jul; 65(12):3157-64. doi: 10.1093/jxb/eru168. [PMID: 24790110]
  • J Hidalgo, C Flores, M A Hidalgo, M Perez, A Yañez, L Quiñones, D D Caceres, R A Burgos. Delphinol® standardized maqui berry extract reduces postprandial blood glucose increase in individuals with impaired glucose regulation by novel mechanism of sodium glucose cotransporter inhibition. Panminerva medica. 2014 Jun; 56(2 Suppl 3):1-7. doi: . [PMID: 24861886]
  • Kenjirou Ogawa, Yoshiki Kuse, Kazuhiro Tsuruma, Saori Kobayashi, Masamitsu Shimazawa, Hideaki Hara. Protective effects of bilberry and lingonberry extracts against blue light-emitting diode light-induced retinal photoreceptor cell damage in vitro. BMC complementary and alternative medicine. 2014 Apr; 14(?):120. doi: 10.1186/1472-6882-14-120. [PMID: 24690313]
  • Bojana Miladinović, Milica Kostić, Katarina Šavikin, Boban Đorđević, Tatjana Mihajilov-Krstev, Slavoljub Živanović, Dušanka Kitić. Chemical profile and antioxidative and antimicrobial activity of juices and extracts of 4 black currants varieties (Ribes nigrum L.). Journal of food science. 2014 Mar; 79(3):C301-9. doi: 10.1111/1750-3841.12364. [PMID: 24506271]
  • Elika Hoss, Heather R Austin, Shane F Batie, Peter W Jurutka, Mark R Haussler, G Kerr Whitfield. Control of late cornified envelope genes relevant to psoriasis risk: upregulation by 1,25-dihydroxyvitamin D3 and plant-derived delphinidin. Archives of dermatological research. 2013 Dec; 305(10):867-78. doi: 10.1007/s00403-013-1390-1. [PMID: 23839497]
  • Amir Gharib, Zohreh Faezizadeh, Masoud Godarzee. Treatment of diabetes in the mouse model by delphinidin and cyanidin hydrochloride in free and liposomal forms. Planta medica. 2013 Nov; 79(17):1599-604. doi: 10.1055/s-0033-1350908. [PMID: 24108435]
  • Keisuke Sakaguchi, Junichi Kitajima, Tsukasa Iwashina. Acylated delphinidin glycosides from violet and violet-blue flowers of Clematis cultivars and their coloration. Natural product communications. 2013 Nov; 8(11):1563-6. doi: . [PMID: 24427942]
  • Naonobu Noda, Ryutaro Aida, Sanae Kishimoto, Kanako Ishiguro, Masako Fukuchi-Mizutani, Yoshikazu Tanaka, Akemi Ohmiya. Genetic engineering of novel bluer-colored chrysanthemums produced by accumulation of delphinidin-based anthocyanins. Plant & cell physiology. 2013 Oct; 54(10):1684-95. doi: 10.1093/pcp/pct111. [PMID: 23926063]
  • Filippa Brugliera, Guo-Qing Tao, Ursula Tems, Gianna Kalc, Ekaterina Mouradova, Kym Price, Kim Stevenson, Noriko Nakamura, Iolanda Stacey, Yukihisa Katsumoto, Yoshikazu Tanaka, John G Mason. Violet/blue chrysanthemums--metabolic engineering of the anthocyanin biosynthetic pathway results in novel petal colors. Plant & cell physiology. 2013 Oct; 54(10):1696-710. doi: 10.1093/pcp/pct110. [PMID: 23926066]
  • Hui Wang, Lucie Conchou, Jean-Marie Bessière, Guillaume Cazals, Bertrand Schatz, Eric Imbert. Flower color polymorphism in Iris lutescens (Iridaceae): biochemical analyses in light of plant-insect interactions. Phytochemistry. 2013 Oct; 94(?):123-34. doi: 10.1016/j.phytochem.2013.05.007. [PMID: 23790644]
  • Junji Tanaka, Takashi Kadekaru, Kenjirou Ogawa, Shoketsu Hitoe, Hiroshi Shimoda, Hideaki Hara. Maqui berry (Aristotelia chilensis) and the constituent delphinidin glycoside inhibit photoreceptor cell death induced by visible light. Food chemistry. 2013 Aug; 139(1-4):129-37. doi: 10.1016/j.foodchem.2013.01.036. [PMID: 23561088]
  • Barizza Elisabetta, Guzzo Flavia, Fanton Paolo, Lucchini Giorgio, Sacchi G Attilio, Lo Schiavo Fiorella, Nascimbene Juri. Nutritional profile and productivity of bilberry (Vaccinium myrtillus L.) in different habitats of a protected area of the eastern Italian Alps. Journal of food science. 2013 May; 78(5):C673-8. doi: 10.1111/1750-3841.12120. [PMID: 23573813]
  • Branka Mozetič Vodopivec, Jing Wang, Anne L Møller, Jacob Krake, Torben Lund, Poul Erik Hansen, Søren Laurentius Nielsen. Differences in the structure of anthocyanins from the two amphibious plants, Lobelia cardinalis and Nesaea crassicaulis. Natural product research. 2013 Apr; 27(7):654-64. doi: 10.1080/14786419.2012.688046. [PMID: 22694738]
  • Silvia Vignolini, Matthew P Davey, Richard M Bateman, Paula J Rudall, Edwige Moyroud, Julia Tratt, Svante Malmgren, Ullrich Steiner, Beverley J Glover. The mirror crack'd: both pigment and structure contribute to the glossy blue appearance of the mirror orchid, Ophrys speculum. The New phytologist. 2012 Dec; 196(4):1038-1047. doi: 10.1111/j.1469-8137.2012.04356.x. [PMID: 23043621]
  • Siddheshwar K Chauthe, Ram Jee Sharma, Farrukh Aqil, Ramesh C Gupta, Inder Pal Singh. Quantitative NMR: an applicable method for quantitative analysis of medicinal plant extracts and herbal products. Phytochemical analysis : PCA. 2012 Nov; 23(6):689-96. doi: 10.1002/pca.2375. [PMID: 22707000]
  • Satoshi Tsuyuki, Sayuri Fukui, Akari Watanabe, Satoshi Akune, Mizuki Tanabe, Kenichi Yoshida. Delphinidin induces autolysosome as well as autophagosome formation and delphinidin-induced autophagy exerts a cell protective role. Journal of biochemical and molecular toxicology. 2012 Nov; 26(11):445-53. doi: 10.1002/jbt.21443. [PMID: 23129091]
  • Adilson Pereira Domingues Júnior, Milton Massao Shimizu, Jullyana Cristina Magalhães Silva Moura, Rodrigo Ramos Catharino, Rômulo Augusto Ramos, Rafael Vasconcelos Ribeiro, Paulo Mazzafera. Looking for the physiological role of anthocyanins in the leaves of Coffea arabica. Photochemistry and photobiology. 2012 Jul; 88(4):928-37. doi: 10.1111/j.1751-1097.2012.01125.x. [PMID: 22372995]
  • Ana Rodriguez-Mateos, Tania Cifuentes-Gomez, Setareh Tabatabaee, Caroline Lecras, Jeremy P E Spencer. Procyanidin, anthocyanin, and chlorogenic acid contents of highbush and lowbush blueberries. Journal of agricultural and food chemistry. 2012 Jun; 60(23):5772-8. doi: 10.1021/jf203812w. [PMID: 22175691]
  • Carol Moreau, Mike J Ambrose, Lynda Turner, Lionel Hill, T H Noel Ellis, Julie M I Hofer. The B gene of pea encodes a defective flavonoid 3',5'-hydroxylase, and confers pink flower color. Plant physiology. 2012 Jun; 159(2):759-68. doi: 10.1104/pp.112.197517. [PMID: 22492867]
  • Hirofumi Inoue, Mari Maeda-Yamamoto, Atsushi Nesumi, Akira Murakami. Delphinidin-3-O-galactoside protects mouse hepatocytes from (-)-epigallocatechin-3-gallate-induced cytotoxicity via up-regulation of heme oxygenase-1 and heat shock protein 70. Nutrition research (New York, N.Y.). 2012 May; 32(5):357-64. doi: 10.1016/j.nutres.2012.04.001. [PMID: 22652375]
  • XianLin Zhang, YaJun Liu, KeJun Gao, Lei Zhao, Li Liu, YunSheng Wang, MeiLian Sun, LiPing Gao, Tao Xia. Characterisation of anthocyanidin reductase from Shuchazao green tea. Journal of the science of food and agriculture. 2012 May; 92(7):1533-9. doi: 10.1002/jsfa.4739. [PMID: 22173936]
  • Tsung-Yen Wu, Cheng-Chih Tsai, Yi-Ting Hwang, Tsai-Hsin Chiu. Effect of antioxidant activity and functional properties of Chingshey purple sweet potato fermented milk by Lactobacillus acidophilus, L. delbrueckii subsp. lactis, and L. gasseri strains. Journal of food science. 2012 Jan; 77(1):M2-8. doi: 10.1111/j.1750-3841.2011.02507.x. [PMID: 22182227]
  • Masaomi Nakamura, Tsuyoshi Hachiya, Yutaka Saito, Kengo Sato, Yasubumi Sakakibara. An efficient algorithm for de novo predictions of biochemical pathways between chemical compounds. BMC bioinformatics. 2012; 13 Suppl 17(?):S8. doi: 10.1186/1471-2105-13-s17-s8. [PMID: 23282285]
  • Yusuke Akita, Satoshi Kitamura, Yoshihiro Hase, Issay Narumi, Hiroshi Ishizaka, Emiko Kondo, Naoko Kameari, Masayoshi Nakayama, Natsu Tanikawa, Yasumasa Morita, Atsushi Tanaka. Isolation and characterization of the fragrant cyclamen O-methyltransferase involved in flower coloration. Planta. 2011 Dec; 234(6):1127-36. doi: 10.1007/s00425-011-1466-0. [PMID: 21735197]
  • Zhenchang Liang, Min Sang, Peige Fan, Benhong Wu, Lijun Wang, Shuhua Yang, Shaohua Li. CIELAB coordinates in response to berry skin anthocyanins and their composition in Vitis. Journal of food science. 2011 Apr; 76(3):C490-7. doi: 10.1111/j.1750-3841.2011.02095.x. [PMID: 21535819]
  • Yoosoo Yang, Jae Yoon Shin, Jung-Mi Oh, Chang Hwa Jung, Yunha Hwang, Sehyun Kim, Jun-Seob Kim, Kee-Jung Yoon, Ji-Young Ryu, Jaeil Shin, Jae Sung Hwang, Tae-Young Yoon, Yeon-Kyun Shin, Dae-Hyuk Kweon. Dissection of SNARE-driven membrane fusion and neuroexocytosis by wedging small hydrophobic molecules into the SNARE zipper. Proceedings of the National Academy of Sciences of the United States of America. 2010 Dec; 107(51):22145-50. doi: 10.1073/pnas.1006899108. [PMID: 21135223]
  • Alberto Jiménez, Patricia Lisa-Santamaría, Matilde García-Marino, María Teresa Escribano-Bailón, Julián C Rivas-Gonzalo, José L Revuelta. The biological activity of the wine anthocyanins delphinidin and petunidin is mediated through Msn2 and Msn4 in Saccharomyces cerevisiae. FEMS yeast research. 2010 Nov; 10(7):858-69. doi: 10.1111/j.1567-1364.2010.00679.x. [PMID: 20846146]
  • Henry D Schreiber, Amy M Swink, Taylor D Godsey. The chemical mechanism for Al3+ complexing with delphinidin: a model for the bluing of hydrangea sepals. Journal of inorganic biochemistry. 2010 Jul; 104(7):732-9. doi: 10.1016/j.jinorgbio.2010.03.006. [PMID: 20394986]
  • Robert Domitrović, Hrvoje Jakovac. Antifibrotic activity of anthocyanidin delphinidin in carbon tetrachloride-induced hepatotoxicity in mice. Toxicology. 2010 Jun; 272(1-3):1-10. doi: 10.1016/j.tox.2010.03.016. [PMID: 20371262]
  • Liangliang Zhang, Jiahong Chen, Yongmei Wang, Dongmei Wu, Man Xu. Phenolic extracts from Acacia mangium bark and their antioxidant activities. Molecules (Basel, Switzerland). 2010 May; 15(5):3567-77. doi: 10.3390/molecules15053567. [PMID: 20657499]
  • Chun-Ye Chen, Long Yi, Xin Jin, Man-Tian Mi, Ting Zhang, Wen-Hua Ling, Bin Yu. Delphinidin attenuates stress injury induced by oxidized low-density lipoprotein in human umbilical vein endothelial cells. Chemico-biological interactions. 2010 Jan; 183(1):105-12. doi: 10.1016/j.cbi.2009.09.024. [PMID: 19818742]
  • Sarmad Hanif, Uzma Shamim, M F Ullah, Asfar S Azmi, Showket H Bhat, S M Hadi. The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Toxicology. 2008 Jul; 249(1):19-25. doi: 10.1016/j.tox.2008.03.024. [PMID: 18486296]
  • Sylvie Lamy, Edith Beaulieu, David Labbé, Valérie Bédard, Albert Moghrabi, Stéphane Barrette, Denis Gingras, Richard Béliveau. Delphinidin, a dietary anthocyanidin, inhibits platelet-derived growth factor ligand/receptor (PDGF/PDGFR) signaling. Carcinogenesis. 2008 May; 29(5):1033-41. doi: 10.1093/carcin/bgn070. [PMID: 18339683]
  • Yukihisa Katsumoto, Masako Fukuchi-Mizutani, Yuko Fukui, Filippa Brugliera, Timothy A Holton, Mirko Karan, Noriko Nakamura, Keiko Yonekura-Sakakibara, Junichi Togami, Alix Pigeaire, Guo-Qing Tao, Narender S Nehra, Chin-Yi Lu, Barry K Dyson, Shinzo Tsuda, Toshihiko Ashikari, Takaaki Kusumi, John G Mason, Yoshikazu Tanaka. Engineering of the rose flavonoid biosynthetic pathway successfully generated blue-hued flowers accumulating delphinidin. Plant & cell physiology. 2007 Nov; 48(11):1589-600. doi: 10.1093/pcp/pcm131. [PMID: 17925311]
  • Keith W Singletary, Kwan-Jae Jung, Monica Giusti. Anthocyanin-rich grape extract blocks breast cell DNA damage. Journal of medicinal food. 2007 Jun; 10(2):244-51. doi: 10.1089/jmf.2006.258. [PMID: 17651059]
  • Luciana Azevedo, Patrícia L Alves de Lima, José C Gomes, Paulo C Stringheta, Daniel A Ribeiro, Daisy M F Salvadori. Differential response related to genotoxicity between eggplant (Solanum melanogena) skin aqueous extract and its main purified anthocyanin (delphinidin) in vivo. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 May; 45(5):852-8. doi: 10.1016/j.fct.2006.11.004. [PMID: 17194516]
  • Christian Seitz, Matthias Vitten, Peter Steinbach, Sabrina Hartl, Jörg Hirsche, Wiebke Rathje, Dieter Treutter, Gert Forkmann. Redirection of anthocyanin synthesis in Osteospermum hybrida by a two-enzyme manipulation strategy. Phytochemistry. 2007 Mar; 68(6):824-33. doi: 10.1016/j.phytochem.2006.12.012. [PMID: 17286993]
  • Orjan Bjorøy, Torgils Fossen, Oyvind M Andersen. Anthocyanin 3-galactosides from Cornus alba 'Sibirica' with glucosidation of the B-ring. Phytochemistry. 2007 Mar; 68(5):640-5. doi: 10.1016/j.phytochem.2006.11.028. [PMID: 17207823]
  • Takashi Fujihara, Akiko Nakagawa-Izumi, Tetsuo Ozawa, Osamu Numata. High-molecular-weight polyphenols from oolong tea and black tea: purification, some properties, and role in increasing mitochondrial membrane potential. Bioscience, biotechnology, and biochemistry. 2007 Mar; 71(3):711-9. doi: 10.1271/bbb.60562. [PMID: 17341825]
  • Farrukh Afaq, Deeba N Syed, Arshi Malik, Naghma Hadi, Sami Sarfaraz, Mee-Hyang Kweon, Naghma Khan, Mohammad Abu Zaid, Hasan Mukhtar. Delphinidin, an anthocyanidin in pigmented fruits and vegetables, protects human HaCaT keratinocytes and mouse skin against UVB-mediated oxidative stress and apoptosis. The Journal of investigative dermatology. 2007 Jan; 127(1):222-32. doi: 10.1038/sj.jid.5700510. [PMID: 16902416]
  • Xianli Wu, Gary R Beecher, Joanne M Holden, David B Haytowitz, Susan E Gebhardt, Ronald L Prior. Concentrations of anthocyanins in common foods in the United States and estimation of normal consumption. Journal of agricultural and food chemistry. 2006 May; 54(11):4069-75. doi: 10.1021/jf060300l. [PMID: 16719536]
  • Simone D Castellarin, Gabriele Di Gaspero, Raffaella Marconi, Alberto Nonis, Enrico Peterlunger, Sophie Paillard, Anne-Francoise Adam-Blondon, Raffaele Testolin. Colour variation in red grapevines (Vitis vinifera L.): genomic organisation, expression of flavonoid 3'-hydroxylase, flavonoid 3',5'-hydroxylase genes and related metabolite profiling of red cyanidin-/blue delphinidin-based anthocyanins in berry skin. BMC genomics. 2006 Jan; 7(?):12. doi: 10.1186/1471-2164-7-12. [PMID: 16433923]
  • P A Nimal Punyasiri, Sarath B Abeysinghe, Vijaya Kumar. Preformed and induced chemical resistance of tea leaf against Exobasidium vexans infection. Journal of chemical ecology. 2005 Jun; 31(6):1315-24. doi: 10.1007/s10886-005-5288-z. [PMID: 16222773]
  • Young P Jang, Jilin Zhou, Koji Nakanishi, Janet R Sparrow. Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells. Photochemistry and photobiology. 2005 May; 81(3):529-36. doi: 10.1562/2004-12-14-ra-402. [PMID: 15745429]