Flavanone (BioDeep_00000000121)

 

Secondary id: BioDeep_00000015419, BioDeep_00000017239

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

化学式: C15H12O2 (224.0837252)
中文名称: 黄烷酮
谱图信息: 最多检出来源 Viridiplantae(plant) 52.94%

分子结构信息

SMILES: c(c3)ccc(c3)C(C1)Oc(c2)c(ccc2)C(=O)1
InChI: InChI=1/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2

描述信息

Flavonoids (or bioflavonoids) (from the Latin word flavus meaning yellow), also collectively known as Vitamin P and citrin, are a class of plant secondary metabolites or yellow pigments having a structure similar to that of flavones. Flavonoids is found in many foods, some of which are blackcurrant, wild celery, rose hip, and turmeric.
Flavanone is a naturally occurring flavone. Flavanone has inhibitory activity for human estrogen synthetase (aromatase)[1].
Flavanone is a naturally occurring flavone. Flavanone has inhibitory activity for human estrogen synthetase (aromatase)[1].

同义名列表

12 个代谢物同义名

2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one; 2,3-Dihydro-2-phenyl-4H-1-benzopyran-4-one; flavanone, 2-(14)C-labeled; flavanone, (+-)-isomer; flavanone, (R)-isomer; flavanone, (S)-isomer; 2 3-dihydroflavone; 2,3-Dihydroflavone; flavanone, (+-)-; (+-)-flavanone; Flavonoids; Flavanone



数据库引用编号

22 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)

18 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

  • Huixin Tan, Fenghe Wang, Jiahuan Hu, Xiaoyan Duan, Wanting Bai, Xinbo Wang, Baolian Wang, Yan Su, Jinping Hu. Inhibitory interaction of flavonoids with organic cation transporter 2 and their structure-activity relationships for predicting nephroprotective effects. Journal of applied toxicology : JAT. 2023 Apr; ?(?):. doi: 10.1002/jat.4474. [PMID: 37057715]
  • Lu Liu, Xiao-Hong Li, Xiao-Xia Ma, Wen-Hong Tan, Wen-Zhe Ma, Yun-Fu Shen, Afsar Khan, Zhi-Hong Zhou, Zhu-Ya Yang. (±)-Involucrasins A and B, two pairs of flavanone enantiomers from Shuteria involucrata and their inhibitory effects on the proliferation of various cancer cell lines. Journal of Asian natural products research. 2022 Jul; 24(7):641-647. doi: 10.1080/10286020.2021.1952187. [PMID: 34304657]
  • Bing Zhao, Xinyu Bian, Xiaoyu Zhuang, Shu Liu, Zhiqiang Liu, Fengrui Song. Screening apo-SOD1 conformation stabilizers from natural flavanones using native ion mobility mass spectrometry and fluorescence spectroscopy methods. Rapid communications in mass spectrometry : RCM. 2022 Mar; 36(6):e9251. doi: 10.1002/rcm.9251. [PMID: 34978114]
  • Rongxue Tang, Haifei Yu, Zheng Ruan, Li Zhang, Yanwen Xue, Xiaofeng Yuan, Mingge Qi, Yanbin Yao. Effects of food matrix elements (dietary fibres) on grapefruit peel flavanone profile and on faecal microbiota during in vitro fermentation. Food chemistry. 2022 Mar; 371(?):131065. doi: 10.1016/j.foodchem.2021.131065. [PMID: 34560336]
  • Layanne Nascimento Fraga, Camille Perella Coutinho, Adriana Campos Rozenbaum, Eric de Castro Tobaruela, Franco Maria Lajolo, Neuza Mariko Aymoto Hassimotto. Blood pressure and body fat \% reduction is mainly related to flavanone phase II conjugates and minor extension by phenolic acid after long-term intake of orange juice. Food & function. 2021 Nov; 12(22):11278-11289. doi: 10.1039/d1fo02664j. [PMID: 34713884]
  • Ping Song, Xuecui Li, Tongxi Zhou, Yu Peng, Ho-Young Choi, Yuanren Ma, Xinzhou Yang. Davidones F and G, Two Novel Flavonoids from Sophora davidii (Franch.) Skeels. Molecules (Basel, Switzerland). 2021 Jul; 26(14):. doi: 10.3390/molecules26144182. [PMID: 34299455]
  • Ling Chen, Changliang Yao, Jiayuan Li, Jing Wang, Shuai Yao, Shijie Shen, Lin Yang, Jianqing Zhang, Wenlong Wei, Qirui Bi, De-An Guo. Systematic characterization of chemical constituents in Mahuang decoction by UHPLC tandem linear ion trap-Orbitrap mass spectrometry coupled with feature-based molecular networking. Journal of separation science. 2021 Jul; 44(14):2717-2727. doi: 10.1002/jssc.202100121. [PMID: 33963673]
  • Carlotta Ciaramelli, Alessandro Palmioli, Ada De Luigi, Laura Colombo, Gessica Sala, Mario Salmona, Cristina Airoldi. NMR-based Lavado cocoa chemical characterization and comparison with fermented cocoa varieties: Insights on cocoa's anti-amyloidogenic activity. Food chemistry. 2021 Mar; 341(Pt 2):128249. doi: 10.1016/j.foodchem.2020.128249. [PMID: 33038804]
  • Qi Tang, Ruiying Zhang, Jiali Zhou, Kanghong Zhao, Ying Lu, Yajie Zheng, Changqiao Wu, Feng Chen, Detian Mu, Zixuan Ding, Hongqi Xie, Yingjie He. The levels of bioactive ingredients in Citrus aurantium L. at different harvest periods and antioxidant effects on H2 O2 -induced RIN-m5F cells. Journal of the science of food and agriculture. 2021 Mar; 101(4):1479-1490. doi: 10.1002/jsfa.10761. [PMID: 32844448]
  • Sameh S Elhady, Reda F A Abdelhameed, Mayada M El-Ayouty, Amany K Ibrahim, Eman S Habib, Mohamed S Elgawish, Hashim A Hassanean, Martin K Safo, Mohamed S Nafie, Safwat A Ahmed. New Antiproliferative Triflavanone from Thymelaea hirsuta-Isolation, Structure Elucidation and Molecular Docking Studies. Molecules (Basel, Switzerland). 2021 Jan; 26(3):. doi: 10.3390/molecules26030739. [PMID: 33572651]
  • Monika Dymarska, Tomasz Janeczko, Edyta Kostrzewa-Susłow. The Callus of Phaseolus coccineus and Glycine max Biotransform Flavanones into the Corresponding Flavones. Molecules (Basel, Switzerland). 2020 Dec; 25(23):. doi: 10.3390/molecules25235767. [PMID: 33297500]
  • Dong-Shin Kim, Sang-Bin Lim. Extraction of flavanones from immature Citrus unshiu pomace: process optimization and antioxidant evaluation. Scientific reports. 2020 11; 10(1):19950. doi: 10.1038/s41598-020-76965-8. [PMID: 33203922]
  • Wen-Jun Xu, Xin Xie, Lin Wu, Xiao-Meng Tian, Cheng-Cheng Wang, Ling-Yi Kong, Jun Luo. Cajuputones A-C, β-Triketone Flavanone Hybrids from the Branches and Leaves of Melaleuca cajuputi. Chemistry & biodiversity. 2020 Nov; 17(11):e2000706. doi: 10.1002/cbdv.202000706. [PMID: 33026163]
  • Xiao-Feng He, Ji-Jun Chen, Tian-Ze Li, Xu-Ke Zhang, Yuan-Qiang Guo, Xue-Mei Zhang, Jing Hu, Chang-An Geng. Nineteen New Flavanol-Fatty Alcohol Hybrids with α-Glucosidase and PTP1B Dual Inhibition: One Unusual Type of Antidiabetic Constituent from Amomum tsao-ko. Journal of agricultural and food chemistry. 2020 Oct; 68(41):11434-11448. doi: 10.1021/acs.jafc.0c04615. [PMID: 32965110]
  • Javad Mottaghipisheh, Marcello Iriti. Sephadex® LH-20, Isolation, and Purification of Flavonoids from Plant Species: A Comprehensive Review. Molecules (Basel, Switzerland). 2020 Sep; 25(18):. doi: 10.3390/molecules25184146. [PMID: 32927822]
  • Julian Hofmann, Shaimaa Fayez, Matthias Scheiner, Matthias Hoffmann, Sabrina Oerter, Antje Appelt-Menzel, Pamela Maher, Tangui Maurice, Gerhard Bringmann, Michael Decker. Sterubin: Enantioresolution and Configurational Stability, Enantiomeric Purity in Nature, and Neuroprotective Activity in Vitro and in Vivo. Chemistry (Weinheim an der Bergstrasse, Germany). 2020 Jun; 26(32):7299-7308. doi: 10.1002/chem.202001264. [PMID: 32358806]
  • Anna Mas-Capdevila, Joan Teichenne, Cristina Domenech-Coca, Antoni Caimari, Josep M Del Bas, Xavier Escoté, Anna Crescenti. Effect of Hesperidin on Cardiovascular Disease Risk Factors: The Role of Intestinal Microbiota on Hesperidin Bioavailability. Nutrients. 2020 May; 12(5):. doi: 10.3390/nu12051488. [PMID: 32443766]
  • Iasim Tahiri, Yaiza Garro-Aguilar, Valerie Cayssials, David Achaintre, Francesca Romana Mancini, Yahya Mahamat-Saleh, Marie-Christine Boutron-Ruault, Tilman Kühn, Verena Katzke, Heiner Boeing, Antonia Trichopoulou, Anna Karakatsani, Elisavet Valanou, Domenico Palli, Sabina Sieri, Maria Santucci de Magistris, Rosario Tumino, Alessandra Macciotta, Inge Huybrechts, Antonio Agudo, Augustin Scalbert, Raul Zamora-Ros. Urinary flavanone concentrations as biomarkers of dietary flavanone intakes in the European Prospective Investigation into Cancer and Nutrition (EPIC) study. The British journal of nutrition. 2020 03; 123(6):691-698. doi: 10.1017/s0007114519003131. [PMID: 31791423]
  • Michael Gröne, Roberto Sansone, Philip Höffken, Patrick Horn, Ana Rodriguez-Mateos, Hagen Schroeter, Malte Kelm, Christian Heiss. Cocoa Flavanols Improve Endothelial Functional Integrity in Healthy Young and Elderly Subjects. Journal of agricultural and food chemistry. 2020 Feb; 68(7):1871-1876. doi: 10.1021/acs.jafc.9b02251. [PMID: 31294557]
  • Ninh The Son, Midori Suenaga, Yoiichi Matsunaga, Luu Van Chinh, Miwa Kubo, Kenichi Harada, Nguyen Manh Cuong, Yoshiyasu Fukuyama. Serine protease inhibitors and activators from Dalbergia tonkinensis species. Journal of natural medicines. 2020 Jan; 74(1):257-263. doi: 10.1007/s11418-019-01347-y. [PMID: 31352545]
  • Ermes Lo Piccolo, Marco Landi, Rossano Massai, Damiano Remorini, Giuseppe Conte, Lucia Guidi. Ancient apple cultivars from Garfagnana (Tuscany, Italy): A potential source for 'nutrafruit' production. Food chemistry. 2019 Oct; 294(?):518-525. doi: 10.1016/j.foodchem.2019.05.027. [PMID: 31126494]
  • Zhiping Zhang, Shuhang Fan, Zhiqiang Chen, Yanzhi He, Mengfei Huang, Li Ding, Yanyan Zhang, Lin Chen, Xinyue Zhang. Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade. Journal of visualized experiments : JoVE. 2019 08; ?(150):. doi: 10.3791/59336. [PMID: 31475963]
  • Sihui Ma, Cathlean Kim, Andrew P Neilson, Laura E Griffin, Gregory M Peck, Sean F O'Keefe, Amanda C Stewart. Comparison of Common Analytical Methods for the Quantification of Total Polyphenols and Flavanols in Fruit Juices and Ciders. Journal of food science. 2019 Aug; 84(8):2147-2158. doi: 10.1111/1750-3841.14713. [PMID: 31313833]
  • 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]
  • Motahare Boozari, Saba Soltani, Mehrdad Iranshahi. Biologically active prenylated flavonoids from the genus Sophora and their structure-activity relationship-A review. Phytotherapy research : PTR. 2019 Mar; 33(3):546-560. doi: 10.1002/ptr.6265. [PMID: 30652369]
  • Pauline Rousserie, Amélie Rabot, Laurence Geny-Denis. From Flavanols Biosynthesis to Wine Tannins: What Place for Grape Seeds?. Journal of agricultural and food chemistry. 2019 Feb; 67(5):1325-1343. doi: 10.1021/acs.jafc.8b05768. [PMID: 30632368]
  • Yanli Hong, Yanyun Yin, Yong Tan, Ke Hong, Huifang Zhou. The Flavanone, Naringenin, Modifies Antioxidant and Steroidogenic Enzyme Activity in a Rat Model of Letrozole-Induced Polycystic Ovary Syndrome. Medical science monitor : international medical journal of experimental and clinical research. 2019 Jan; 25(?):395-401. doi: 10.12659/msm.912341. [PMID: 30636259]
  • Giorgio Grillo, Luisa Boffa, Arianna Binello, Stefano Mantegna, Giancarlo Cravotto, Farid Chemat, Tatiana Dizhbite, Liga Lauberte, Galina Telysheva. Cocoa bean shell waste valorisation; extraction from lab to pilot-scale cavitational reactors. Food research international (Ottawa, Ont.). 2019 01; 115(?):200-208. doi: 10.1016/j.foodres.2018.08.057. [PMID: 30599932]
  • David Álvarez-Cilleros, Sonia Ramos, Luis Goya, María Ángeles Martín. Colonic metabolites from flavanols stimulate nitric oxide production in human endothelial cells and protect against oxidative stress-induced toxicity and endothelial dysfunction. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 May; 115(?):88-97. doi: 10.1016/j.fct.2018.03.006. [PMID: 29530637]
  • Claudia Vetrani, Marilena Vitale, Lutgarda Bozzetto, Giuseppe Della Pepa, Sara Cocozza, Giuseppina Costabile, Anna Mangione, Paola Cipriano, Giovanni Annuzzi, Angela A Rivellese. Association between different dietary polyphenol subclasses and the improvement in cardiometabolic risk factors: evidence from a randomized controlled clinical trial. Acta diabetologica. 2018 Feb; 55(2):149-153. doi: 10.1007/s00592-017-1075-x. [PMID: 29151225]
  • Sukumar Babukumar, Veerasamy Vinothkumar, Periyannan Velu, Duraisamy Ramachandhiran, Madhavan Ramados Nirmal. Molecular effects of hesperetin, a citrus flavanone on7,12-dimethylbenz(a)anthracene induced buccal pouch squamous cell carcinoma in golden Syrian hamsters. Archives of physiology and biochemistry. 2017 Oct; 123(4):265-278. doi: 10.1080/13813455.2017.1317815. [PMID: 28457144]
  • Caroline M Ryan, Weslie Khoo, Amanda C Stewart, Sean F O'Keefe, Joshua D Lambert, Andrew P Neilson. Flavanol concentrations do not predict dipeptidyl peptidase-IV inhibitory activities of four cocoas with different processing histories. Food & function. 2017 Feb; 8(2):746-756. doi: 10.1039/c6fo01730d. [PMID: 28106217]
  • Xiong-Wei Xie. Liquiritigenin attenuates cardiac injury induced by high fructose-feeding through fibrosis and inflammation suppression. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Feb; 86(?):694-704. doi: 10.1016/j.biopha.2016.12.066. [PMID: 28039849]
  • Nonthalert Lertnitikul, Punyada Jittham, Ladapa Khankhampoch, Chutichot Pattamadilok, Suchada Sukrong, Rutt Suttisri. Cytotoxic stilbenes from the roots of Paphiopedilum godefroyae. Journal of Asian natural products research. 2016 Dec; 18(12):1143-1150. doi: 10.1080/10286020.2016.1183651. [PMID: 27311018]
  • Julian K Aschoff, Ken M Riedl, Jessica L Cooperstone, Josef Högel, Anja Bosy-Westphal, Steven J Schwartz, Reinhold Carle, Ralf M Schweiggert. Urinary excretion of Citrus flavanones and their major catabolites after consumption of fresh oranges and pasteurized orange juice: A randomized cross-over study. Molecular nutrition & food research. 2016 12; 60(12):2602-2610. doi: 10.1002/mnfr.201600315. [PMID: 27488098]
  • Nicolai Kallscheuer, Michael Vogt, Anton Stenzel, Jochem Gätgens, Michael Bott, Jan Marienhagen. Construction of a Corynebacterium glutamicum platform strain for the production of stilbenes and (2S)-flavanones. Metabolic engineering. 2016 11; 38(?):47-55. doi: 10.1016/j.ymben.2016.06.003. [PMID: 27288926]
  • Fangming Song, Lin Zhou, Jinmin Zhao, Qian Liu, Mingli Yang, Renxiang Tan, Jun Xu, Ge Zhang, Julian M W Quinn, Jennifer Tickner, Yuanjiao Huang, Jiake Xu. Eriodictyol Inhibits RANKL-Induced Osteoclast Formation and Function Via Inhibition of NFATc1 Activity. Journal of cellular physiology. 2016 09; 231(9):1983-93. doi: 10.1002/jcp.25304. [PMID: 26754483]
  • Jessica Walker, Katharina V Reichelt, Katja Obst, Sabine Widder, Joachim Hans, Gerhard E Krammer, Jakob P Ley, Veronika Somoza. Identification of an anti-inflammatory potential of Eriodictyon angustifolium compounds in human gingival fibroblasts. Food & function. 2016 Jul; 7(7):3046-55. doi: 10.1039/c6fo00482b. [PMID: 27248833]
  • Christian Büchter, Susannah Havermann, Karoline Koch, Wim Wätjen. Isoxanthohumol, a constituent of hop (Humulus lupulus L.), increases stress resistance in Caenorhabditis elegans dependent on the transcription factor DAF-16. European journal of nutrition. 2016 Feb; 55(1):257-65. doi: 10.1007/s00394-015-0843-z. [PMID: 25644181]
  • Bintou Abderamane, Anastasie E Tih, Raphael T Ghogomu, Alain Blond, Bernard Bodo. New flavonoid C-O-C dimers and other chemical constituents from Garcinia brevipedicellata stem heartwood. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 ; 71(7-8):233-41. doi: 10.1515/znc-2015-0125. [PMID: 27343472]
  • Roel A van der Heijden, Martine C Morrison, Fareeba Sheedfar, Petra Mulder, Marijke Schreurs, Pascal P H Hommelberg, Marten H Hofker, Casper Schalkwijk, Robert Kleemann, Uwe J F Tietge, Debby P Y Koonen, Peter Heeringa. Effects of Anthocyanin and Flavanol Compounds on Lipid Metabolism and Adipose Tissue Associated Systemic Inflammation in Diet-Induced Obesity. Mediators of inflammation. 2016; 2016(?):2042107. doi: 10.1155/2016/2042107. [PMID: 27365896]
  • Pei-le Wang, Zhi-hong Yao, Feng-xiang Zhang, Xiu-yu Shen, Yi Dai, Ling Qin, Xin-sheng Yao. Identification of metabolites of PSORALEAE FRUCTUS in rats by ultra performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry analysis. Journal of pharmaceutical and biomedical analysis. 2015 Aug; 112(?):23-35. doi: 10.1016/j.jpba.2015.03.026. [PMID: 25951619]
  • Laura Taguchi, Nathalia M Pinheiro, Clarice R Olivo, Alessandra Choqueta-Toledo, Simone S Grecco, Fernanda D T Q S Lopes, Luciana C Caperuto, Mílton A Martins, Iolanda F L C Tiberio, Niels O Câmara, João Henrique G Lago, Carla M Prado. A flavanone from Baccharis retusa (Asteraceae) prevents elastase-induced emphysema in mice by regulating NF-κB, oxidative stress and metalloproteinases. Respiratory research. 2015 Jun; 16(?):79. doi: 10.1186/s12931-015-0233-3. [PMID: 26122092]
  • Qi Sun, Nicole M Wedick, Shelley S Tworoger, An Pan, Mary K Townsend, Aedin Cassidy, Adrian A Franke, Eric B Rimm, Frank B Hu, Rob M van Dam. Urinary Excretion of Select Dietary Polyphenol Metabolites Is Associated with a Lower Risk of Type 2 Diabetes in Proximate but Not Remote Follow-Up in a Prospective Investigation in 2 Cohorts of US Women. The Journal of nutrition. 2015 Jun; 145(6):1280-8. doi: 10.3945/jn.114.208736. [PMID: 25904735]
  • Huixiao Hong, William S Branham, Hui Wen Ng, Carrie L Moland, Stacey L Dial, Hong Fang, Roger Perkins, Daniel Sheehan, Weida Tong. Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein. Toxicological sciences : an official journal of the Society of Toxicology. 2015 Feb; 143(2):333-48. doi: 10.1093/toxsci/kfu231. [PMID: 25349334]
  • Ling-Jun Zeng, Dan Chen, Qing-De Huang, Qun Huang, Yun-Fang Lian, Wei-Wei Cai, Hua-Ping Zeng, Yi-Li Lin. Isolation of a new flavanone from Daidai fruit and hypolipidemic activity of total flavonoids extracts. Natural product research. 2015; 29(16):1521-8. doi: 10.1080/14786419.2014.992344. [PMID: 25553866]
  • Jacqueline Q Silveira, Thais B Cesar, John A Manthey, Elizabeth A Baldwin, Jinhe Bai, Smita Raithore. Pharmacokinetics of flavanone glycosides after ingestion of single doses of fresh-squeezed orange juice versus commercially processed orange juice in healthy humans. Journal of agricultural and food chemistry. 2014 Dec; 62(52):12576-84. doi: 10.1021/jf5038163. [PMID: 25495754]
  • Gema Pereira-Caro, Gina Borges, Justin van der Hooft, Michael N Clifford, Daniele Del Rio, Michael E J Lean, Susan A Roberts, Michele B Kellerhals, Alan Crozier. Orange juice (poly)phenols are highly bioavailable in humans. The American journal of clinical nutrition. 2014 Nov; 100(5):1378-84. doi: 10.3945/ajcn.114.090282. [PMID: 25332336]
  • Zhu-can Lin, Lin Qiu, Ying-juan Fang, An-yu Huang, Su-hua Guo. [Chemical constituents from ethyl acetate extract of Sedum aizoon]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Oct; 37(10):1792-5. doi: . [PMID: 25895385]
  • Gil Belofsky, Mario Aronica, Eric Foss, Jane Diamond, Felipe Santana, Jacob Darley, Patrick F Dowd, Christina M Coleman, Daneel Ferreira. Antimicrobial and antiinsectan phenolic metabolites of Dalea searlsiae. Journal of natural products. 2014 May; 77(5):1140-9. doi: 10.1021/np401083g. [PMID: 24761805]
  • María Tomás-Navarro, Fernando Vallejo, Enrique Sentandreu, Jose L Navarro, Francisco A Tomás-Barberán. Volunteer stratification is more relevant than technological treatment in orange juice flavanone bioavailability. Journal of agricultural and food chemistry. 2014 Jan; 62(1):24-7. doi: 10.1021/jf4048989. [PMID: 24344926]
  • Erica Amato, Tony Bankemper, Rebecca Kidney, Thuy Do, Alma Onate, Fathima Shazna Thowfeik, Edward J Merino, Stefan Paula, Lili Ma. Investigation of fluorinated and bifunctionalized 3-phenylchroman-4-one (isoflavanone) aromatase inhibitors. Bioorganic & medicinal chemistry. 2014 Jan; 22(1):126-34. doi: 10.1016/j.bmc.2013.11.045. [PMID: 24345481]
  • Timo D Stark, Daniel Germann, Onesmo B Balemba, Junichiro Wakamatsu, Thomas Hofmann. New highly in vitro antioxidative 3,8″-linked Biflav(an)ones and Flavanone-C-glycosides from Garcinia buchananii stem bark. Journal of agricultural and food chemistry. 2013 Dec; 61(51):12572-81. doi: 10.1021/jf404783y. [PMID: 24295222]
  • Denise Brentan Silva, Laura Tiemi Okano, Norberto P Lopes, Dionéia C R de Oliveira. Flavanone glycosides from Bidens gardneri Bak. (Asteraceae). Phytochemistry. 2013 Dec; 96(?):418-22. doi: 10.1016/j.phytochem.2013.09.024. [PMID: 24210092]
  • Kyung-Chul Shin, Hyun-Koo Nam, Deok-Kun Oh. Hydrolysis of flavanone glycosides by β-glucosidase from Pyrococcus furiosus and its application to the production of flavanone aglycones from citrus extracts. Journal of agricultural and food chemistry. 2013 Nov; 61(47):11532-40. doi: 10.1021/jf403332e. [PMID: 24188428]
  • Qianqian Yu, Nengneng Cheng, Xiaojun Ni. Identifying 2 prenylflavanones as potential hepatotoxic compounds in the ethanol extract of Sophora flavescens. Journal of food science. 2013 Nov; 78(11):T1830-4. doi: 10.1111/1750-3841.12275. [PMID: 24245902]
  • Francesca Esposito, Cinzia Sanna, Claudia Del Vecchio, Valeria Cannas, Alessandro Venditti, Angela Corona, Armandodoriano Bianco, Anna M Serrilli, Laura Guarcini, Cristina Parolin, Mauro Ballero, Enzo Tramontano. Hypericum hircinum L. components as new single-molecule inhibitors of both HIV-1 reverse transcriptase-associated DNA polymerase and ribonuclease H activities. Pathogens and disease. 2013 Aug; 68(3):116-24. doi: 10.1111/2049-632x.12051. [PMID: 23821410]
  • Yoshihisa Asada, Aya Sukemori, Takashi Watanabe, Kuber J Malla, Takafumi Yoshikawa, Wei Li, Xinzhu Kuang, Kazuo Koike, Chin-Ho Chen, Toshiyuki Akiyama, Keduo Qian, Kyoko Nakagawa-Goto, Susan L Morris-Natschke, Yan Lu, Kuo-Hsiung Lee. Isolation, structure determination, and anti-HIV evaluation of tigliane-type diterpenes and biflavonoid from Stellera chamaejasme. Journal of natural products. 2013 May; 76(5):852-7. doi: 10.1021/np300815t. [PMID: 23611151]
  • Estelle Pujos-Guillot, Jane Hubert, Jean-François Martin, Bernard Lyan, Mercedes Quintana, Sylvain Claude, Bruno Chabanas, Joseph A Rothwell, Catherine Bennetau-Pelissero, Augustin Scalbert, Blandine Comte, Serge Hercberg, Christine Morand, Pilar Galan, Claudine Manach. Mass spectrometry-based metabolomics for the discovery of biomarkers of fruit and vegetable intake: citrus fruit as a case study. Journal of proteome research. 2013 Apr; 12(4):1645-59. doi: 10.1021/pr300997c. [PMID: 23425595]
  • Kouki Ukida, Takashi Doi, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Yoshio Takeda. Schoepfiajasmins A-H: C-glycosyl dihydrochalcones, dihydrochalcone glycoside, C-glucosyl flavanones, flavanone glycoside and flavone glycoside from the branches of Schoepfia jasminodora. Chemical & pharmaceutical bulletin. 2013; 61(11):1136-42. doi: 10.1248/cpb.c13-00466. [PMID: 24189301]
  • Daqiu Zhao, Jun Tao, Chenxia Han, Jintao Ge. Flower color diversity revealed by differential expression of flavonoid biosynthetic genes and flavonoid accumulation in herbaceous peony (Paeonia lactiflora Pall.). Molecular biology reports. 2012 Dec; 39(12):11263-75. doi: 10.1007/s11033-012-2036-7. [PMID: 23054003]
  • Huixiao Hong, William S Branham, Stacey L Dial, Carrie L Moland, Hong Fang, Jie Shen, Roger Perkins, Daniel Sheehan, Weida Tong. Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities. Chemical research in toxicology. 2012 Nov; 25(11):2553-66. doi: 10.1021/tx3003406. [PMID: 23013281]
  • Clara Di Vito, Alessandra Bertoni, Michela Nalin, Sara Sampietro, Manuela Zanfa, Fabiola Sinigaglia. The phytoestrogen 8-prenylnaringenin inhibits agonist-dependent activation of human platelets. Biochimica et biophysica acta. 2012 Nov; 1820(11):1724-33. doi: 10.1016/j.bbagen.2012.06.018. [PMID: 22766195]
  • Cristiano S Funari, Philippe J Eugster, Sophie Martel, Pierre-Alain Carrupt, Jean-Luc Wolfender, Dulce Helena S Silva. High resolution ultra high pressure liquid chromatography-time-of-flight mass spectrometry dereplication strategy for the metabolite profiling of Brazilian Lippia species. Journal of chromatography. A. 2012 Oct; 1259(?):167-78. doi: 10.1016/j.chroma.2012.03.069. [PMID: 22520638]
  • Xue Qiao, Min Ye, Cheng Xiang, Qing Wang, Chun-Fang Liu, Wen-Juan Miao, De-An Guo. Analytical strategy to reveal the in vivo process of multi-component herbal medicine: a pharmacokinetic study of licorice using liquid chromatography coupled with triple quadrupole mass spectrometry. Journal of chromatography. A. 2012 Oct; 1258(?):84-93. doi: 10.1016/j.chroma.2012.08.041. [PMID: 22939378]
  • Chiung-Chi Peng, Chiu-Lan Hsieh, Yaw-Bee Ker, Hsi-Yi Wang, Kuan-Chou Chen, Robert Y Peng. Selected nutraceutic screening by therapeutic effects on doxorubicin-induced chronic kidney disease. Molecular nutrition & food research. 2012 Oct; 56(10):1541-58. doi: 10.1002/mnfr.201200178. [PMID: 22945467]
  • Esther T Menze, Mariane G Tadros, Ahmed M Abdel-Tawab, Amani E Khalifa. Potential neuroprotective effects of hesperidin on 3-nitropropionic acid-induced neurotoxicity in rats. Neurotoxicology. 2012 Oct; 33(5):1265-75. doi: 10.1016/j.neuro.2012.07.007. [PMID: 22850463]
  • Audrey Chanet, Dragan Milenkovic, Claudine Manach, Andrzej Mazur, Christine Morand. Citrus flavanones: what is their role in cardiovascular protection?. Journal of agricultural and food chemistry. 2012 Sep; 60(36):8809-22. doi: 10.1021/jf300669s. [PMID: 22574825]
  • T Annadurai, A R Muralidharan, T Joseph, M J Hsu, P A Thomas, P Geraldine. Antihyperglycemic and antioxidant effects of a flavanone, naringenin, in streptozotocin-nicotinamide-induced experimental diabetic rats. Journal of physiology and biochemistry. 2012 Sep; 68(3):307-18. doi: 10.1007/s13105-011-0142-y. [PMID: 22234849]
  • Lanan Wassy Soromou, Xiao Chu, Lanxiang Jiang, Miaomiao Wei, Meixia Huo, Na Chen, Shuang Guan, Xiaofeng Yang, Chengzhen Chen, Haihua Feng, Xuming Deng. In vitro and in vivo protection provided by pinocembrin against lipopolysaccharide-induced inflammatory responses. International immunopharmacology. 2012 Sep; 14(1):66-74. doi: 10.1016/j.intimp.2012.06.009. [PMID: 22713932]
  • Ailsa Welch, Alex MacGregor, Amy Jennings, Sue Fairweather-Tait, Tim Spector, Aedín Cassidy. Habitual flavonoid intakes are positively associated with bone mineral density in women. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research. 2012 Sep; 27(9):1872-8. doi: 10.1002/jbmr.1649. [PMID: 22549983]
  • Jean-Patrick Toussaint, Thi Thanh My Pham, Diane Barriault, Michel Sylvestre. Plant exudates promote PCB degradation by a rhodococcal rhizobacteria. Applied microbiology and biotechnology. 2012 Sep; 95(6):1589-603. doi: 10.1007/s00253-011-3824-z. [PMID: 22202970]
  • Yonathan Asikin, Ikuko Taira, Sayuri Inafuku-Teramoto, Hidekazu Sumi, Hideaki Ohta, Kensaku Takara, Koji Wada. The composition of volatile aroma components, flavanones, and polymethoxylated flavones in Shiikuwasha (Citrus depressa Hayata) peels of different cultivation lines. Journal of agricultural and food chemistry. 2012 Aug; 60(32):7973-80. doi: 10.1021/jf301848s. [PMID: 22804782]
  • Maria A Henriquez, Lorne R Adam, Fouad Daayf. Alteration of secondary metabolites' profiles in potato leaves in response to weakly and highly aggressive isolates of Phytophthora infestans. Plant physiology and biochemistry : PPB. 2012 Aug; 57(?):8-14. doi: 10.1016/j.plaphy.2012.04.013. [PMID: 22634366]
  • Fei Ding, Jian-Xiong Diao, Ye Sun, Ying Sun. Bioevaluation of human serum albumin-hesperidin bioconjugate: insight into protein vector function and conformation. Journal of agricultural and food chemistry. 2012 Jul; 60(29):7218-28. doi: 10.1021/jf300424w. [PMID: 22702966]
  • Yu-Long Luo, Chen-Chen Zhang, Pei-Bo Li, Yi-Chu Nie, Hao Wu, Jian-Gang Shen, Wei-Wei Su. Naringin attenuates enhanced cough, airway hyperresponsiveness and airway inflammation in a guinea pig model of chronic bronchitis induced by cigarette smoke. International immunopharmacology. 2012 Jul; 13(3):301-7. doi: 10.1016/j.intimp.2012.04.019. [PMID: 22575871]
  • Leelavinothan Pari, Kalist Shagirtha. Hesperetin protects against oxidative stress related hepatic dysfunction by cadmium in rats. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2012 Jul; 64(5):513-20. doi: 10.1016/j.etp.2010.11.007. [PMID: 21134734]
  • Ishak Zakaria, Norizan Ahmat, Faridahanim M Jaafar, Aty Widyawaruyanti. Flavonoids with antiplasmodial and cytotoxic activities of Macaranga triloba. Fitoterapia. 2012 Jul; 83(5):968-72. doi: 10.1016/j.fitote.2012.04.020. [PMID: 22561914]
  • Kiyoshi Matsubara, Satoko Kei, Mayuko Koizumi, Hiroaki Kodama, Toshio Ando. RNA silencing in white petunia flowers creates pigmentation patterns invisible to the human eye. Journal of plant physiology. 2012 Jun; 169(9):920-3. doi: 10.1016/j.jplph.2012.03.004. [PMID: 22498238]
  • Yasumasa Morita, Ryoko Saito, Yusuke Ban, Natsu Tanikawa, Kazuyuki Kuchitsu, Toshio Ando, Manabu Yoshikawa, Yoshiki Habu, Yoshihiro Ozeki, Masayoshi Nakayama. Tandemly arranged chalcone synthase A genes contribute to the spatially regulated expression of siRNA and the natural bicolor floral phenotype in Petunia hybrida. The Plant journal : for cell and molecular biology. 2012 Jun; 70(5):739-49. doi: 10.1111/j.1365-313x.2012.04908.x. [PMID: 22288551]
  • Gina Davis, Anthony Ananga, Stoyanka Krastanova, Safira Sutton, Joel W Ochieng, Stephen Leong, Violetka Tsolova. Elevated gene expression in chalcone synthase enzyme suggests an increased production of flavonoids in skin and synchronized red cell cultures of North American native grape berries. DNA and cell biology. 2012 Jun; 31(6):939-45. doi: 10.1089/dna.2011.1589. [PMID: 22364203]
  • Adam Jurgoński, Jerzy Juśkiewicz, Karolina Kowalska, Zenon Zduńczyk. Does dietary inulin affect biological activity of a grapefruit flavonoid-rich extract?. Nutrition & metabolism. 2012 Apr; 9(1):31. doi: 10.1186/1743-7075-9-31. [PMID: 22495063]
  • Ruohe Yin, Burkhard Messner, Theresa Faus-Kessler, Thomas Hoffmann, Wilfried Schwab, Mohammad-Reza Hajirezaei, Veronica von Saint Paul, Werner Heller, Anton R Schäffner. Feedback inhibition of the general phenylpropanoid and flavonol biosynthetic pathways upon a compromised flavonol-3-O-glycosylation. Journal of experimental botany. 2012 Apr; 63(7):2465-78. doi: 10.1093/jxb/err416. [PMID: 22249996]
  • W Zou, C Yang, M Liu, W Su. Tissue distribution study of naringin in rats by liquid chromatography-tandem mass spectrometry. Arzneimittel-Forschung. 2012 Apr; 62(4):181-6. doi: 10.1055/s-0031-1299746. [PMID: 22270844]
  • Liyi Yang, Kimberly F Allred, Bhimalingeswarappa Geera, Clinton D Allred, Joseph M Awika. Sorghum phenolics demonstrate estrogenic action and induce apoptosis in nonmalignant colonocytes. Nutrition and cancer. 2012 Apr; 64(3):419-27. doi: 10.1080/01635581.2012.657333. [PMID: 22369068]
  • Amjad Iqbal, Stephen C Fry. Potent endogenous allelopathic compounds in Lepidium sativum seed exudate: effects on epidermal cell growth in Amaranthus caudatus seedlings. Journal of experimental botany. 2012 Apr; 63(7):2595-604. doi: 10.1093/jxb/err436. [PMID: 22268144]
  • Raja S Payyavula, Duroy A Navarre, Joseph C Kuhl, Alberto Pantoja, Syamkumar S Pillai. Differential effects of environment on potato phenylpropanoid and carotenoid expression. BMC plant biology. 2012 Mar; 12(?):39. doi: 10.1186/1471-2229-12-39. [PMID: 22429339]
  • Yu-Chi Ho, Hui-Tzu Yu, Nan-Wei Su. Re-examination of chromogenic quantitative assays for determining flavonoid content. Journal of agricultural and food chemistry. 2012 Mar; 60(10):2674-81. doi: 10.1021/jf2045153. [PMID: 22352692]
  • Nilangani N Harris, John Javellana, Kevin M Davies, David H Lewis, Paula E Jameson, Simon C Deroles, Kate E Calcott, Kevin S Gould, Kathy E Schwinn. Betalain production is possible in anthocyanin-producing plant species given the presence of DOPA-dioxygenase and L-DOPA. BMC plant biology. 2012 Mar; 12(?):34. doi: 10.1186/1471-2229-12-34. [PMID: 22409631]
  • Arti Rani, Kashmir Singh, Paramvir S Ahuja, Sanjay Kumar. Molecular regulation of catechins biosynthesis in tea [Camellia sinensis (L.) O. Kuntze]. Gene. 2012 Mar; 495(2):205-10. doi: 10.1016/j.gene.2011.12.029. [PMID: 22226811]
  • Allison M Barbaglia, Katarina M Klusman, John Higgins, Janine R Shaw, L Curtis Hannah, Shailesh K Lal. Gene capture by Helitron transposons reshuffles the transcriptome of maize. Genetics. 2012 Mar; 190(3):965-75. doi: 10.1534/genetics.111.136176. [PMID: 22174072]
  • Houhua Li, Jian Qiu, Fudong Chen, Xiaofen Lv, Chunxiang Fu, Dexiu Zhao, Xuejun Hua, Qiao Zhao. Molecular characterization and expression analysis of dihydroflavonol 4-reductase (DFR) gene in Saussurea medusa. Molecular biology reports. 2012 Mar; 39(3):2991-9. doi: 10.1007/s11033-011-1061-2. [PMID: 21701830]
  • Yung-Fen Huang, Agnès Doligez, Alexandre Fournier-Level, Loïc Le Cunff, Yves Bertrand, Aurélie Canaguier, Cécile Morel, Valérie Miralles, Frédéric Veran, Jean-Marc Souquet, Véronique Cheynier, Nancy Terrier, Patrice This. Dissecting genetic architecture of grape proanthocyanidin composition through quantitative trait locus mapping. BMC plant biology. 2012 Feb; 12(?):30. doi: 10.1186/1471-2229-12-30. [PMID: 22369244]
  • Jaroslav Matoušek, Tomáš Kocábek, Josef Patzak, Zoltán Füssy, Jitka Procházková, Arne Heyerick. Combinatorial analysis of lupulin gland transcription factors from R2R3Myb, bHLH and WDR families indicates a complex regulation of chs_H1 genes essential for prenylflavonoid biosynthesis in hop (Humulus Lupulus L.). BMC plant biology. 2012 Feb; 12(?):27. doi: 10.1186/1471-2229-12-27. [PMID: 22340661]
  • Henryk Flachowsky, Heidi Halbwirth, Dieter Treutter, Klaus Richter, Magda-Viola Hanke, Iris Szankowski, Christian Gosch, Karl Stich, Thilo C Fischer. Silencing of flavanone-3-hydroxylase in apple (Malus × domestica Borkh.) leads to accumulation of flavanones, but not to reduced fire blight susceptibility. Plant physiology and biochemistry : PPB. 2012 Feb; 51(?):18-25. doi: 10.1016/j.plaphy.2011.10.004. [PMID: 22153235]
  • Megumi Kasai, Maiko Koseki, Kazunori Goto, Chikara Masuta, Shiho Ishii, Roger P Hellens, Akito Taneda, Akira Kanazawa. Coincident sequence-specific RNA degradation of linked transgenes in the plant genome. Plant molecular biology. 2012 Feb; 78(3):259-73. doi: 10.1007/s11103-011-9863-0. [PMID: 22146813]
  • Anu Lavola, Reijo Karjalainen, Riitta Julkunen-Tiitto. Bioactive polyphenols in leaves, stems, and berries of Saskatoon (Amelanchier alnifolia Nutt.) cultivars. Journal of agricultural and food chemistry. 2012 Feb; 60(4):1020-7. doi: 10.1021/jf204056s. [PMID: 22220589]
  • Rumdeep K Grewal, Sumanti Gupta, Sampa Das. Xanthomonas oryzae pv oryzae triggers immediate transcriptomic modulations in rice. BMC genomics. 2012 Jan; 13(?):49. doi: 10.1186/1471-2164-13-49. [PMID: 22289642]
  • Cheng Jiang, Shengzi Liu, Weihong He, Xiongming Luo, Si Zhang, Zhihui Xiao, Ximin Qiu, Hao Yin. A new prenylated flavanone from Derris trifoliata Lour. Molecules (Basel, Switzerland). 2012 Jan; 17(1):657-63. doi: 10.3390/molecules17010657. [PMID: 22237680]