Tangeritin (BioDeep_00000230075)

 

Secondary id: BioDeep_00000002581, BioDeep_00000270753

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI

化学式: C20H20O7 (372.120897)
中文名称: 橘皮素, 桔皮素, 桔皮素, 蜜桔黄酮, 橙皮黄素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 11.9%

分子结构信息

SMILES: c1(c(c(c2c(c1OC)oc(cc2=O)c1ccc(cc1)OC)OC)OC)OC
InChI: InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3

描述信息

Tangeretin is a pentamethoxyflavone flavone with methoxy groups at positions 4, 5, 6 , 7 and 8. It has a role as an antineoplastic agent and a plant metabolite.
Tangeretin is a natural product found in Citrus tankan, Citrus keraji, and other organisms with data available.
See also: Tangerine peel (part of); Citrus aurantium fruit rind (part of).
Isolated from tangerine peel and Fortunella japonica (round kumquat). Potential nutriceutical. Tangeritin is found in many foods, some of which are apple, broccoli, sweet bay, and tea.
Tangeritin is found in apple. Tangeritin is isolated from tangerine peel and Fortunella japonica (round kumquat). Potential nutriceutica
A pentamethoxyflavone flavone with methoxy groups at positions 4, 5, 6 , 7 and 8.
Tangeretin (Tangeritin), a flavonoid from citrus fruit peels, has been proven to play an important role in anti-inflammatory responses and neuroprotective effects in several disease models, and is a Notch-1 inhibitor.
Tangeretin (Tangeritin), a flavonoid from citrus fruit peels, has been proven to play an important role in anti-inflammatory responses and neuroprotective effects in several disease models, and is a Notch-1 inhibitor.

同义名列表

45 个代谢物同义名

5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI; 4H-1-Benzopyran-4-one, 5,6,7,8-tetra-methoxy-2-(4-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(p-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-; 4H-1-Benzopyran-4-one, 2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy-; 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 2-(4-Methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one,6,7,8-tetramethoxy-2-(p-methoxyphenyl)-; 4H-1-Benzopyran-4-one,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-; 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one; 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyrone; 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one; 5-18-05-00491 (Beilstein Handbook Reference); Flavone, 4,5,6,7,8-pentamethoxy- (7CI,8CI); Flavone, 4,5,6,7,8-pentamethoxy-(7CI,8CI); Flavone, 4,5,6,7,8-pentamethoxy-; Flavone, 5,6,7,8,4-pentamethoxy; Tangeretin, analytical standard; 4,5,6,7,8-pentamethoxy-flavone; 4,5,6,7,8-pentamethoxyflavone; 5,6,7,8,4-pentamethoxyflavone; 5,6,7,8,4-Pentamethoxyflavone; Flavone,5,6,7,8-pentamethoxy-; Tangeretin, >=95\\% (HPLC); Tangeretin (Tangeritin); Tangeretin;Tangeratin; TANGERETIN [WHO-DD]; Pentamethoxyflavone; TANGERITIN [INCI]; Tangeretin (6CI); Spectrum2_001698; Spectrum4_001019; Spectrum3_000920; UNII-I4TLA1DLX6; MEGxp0_001011; KBio3_001900; ACon1_001263; NCI60_004330; I4TLA1DLX6; Tangeretin; Ponkanetin; tangeritin; AI3-23869; NSC618905; NSC53909



数据库引用编号

19 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)

105 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

  • Yuntao Liu, Yuting Zhang, Guoxing You, Danwen Zheng, Zhipeng He, Wenjie Guo, Kim Antonina, Ziyadullaev Shukhrat, Banghan Ding, Jie Zan, Zhongde Zhang. Tangeretin attenuates acute lung injury in septic mice by inhibiting ROS-mediated NLRP3 inflammasome activation via regulating PLK1/AMPK/DRP1 signaling axis. Inflammation research : official journal of the European Histamine Research Society ... [et al.]. 2024 Jan; 73(1):47-63. doi: 10.1007/s00011-023-01819-8. [PMID: 38147126]
  • Guoxing You, Linbo Zheng, Yuanyuan Zhang, Yuting Zhang, Yupeng Wang, Wenjie Guo, Hao Liu, Philipovich Tatiana, Kulchitsky Vladimir, Jie Zan. Tangeretin Attenuates Cerebral Ischemia-Reperfusion-Induced Neuronal Pyroptosis by Inhibiting AIM2 Inflammasome Activation via Regulating NRF2. Inflammation. 2023 Sep; ?(?):. doi: 10.1007/s10753-023-01900-8. [PMID: 37725272]
  • Zunli Ke, Si Tan, Haiyang Li, Shanshan Jiang, Yuping Li, Rui Chen, Mingxia Li. Tangeretin improves hepatic steatosis and oxidative stress through the Nrf2 pathway in high fat diet-induced nonalcoholic fatty liver disease mice. Food & function. 2022 Mar; 13(5):2782-2790. doi: 10.1039/d1fo02989d. [PMID: 35171164]
  • Qiyang Chen, Dan Wang, Yue Gu, Zixiao Jiang, Zhiqin Zhou. Tangeretin prevents obesity by modulating systemic inflammation, fat browning, and gut microbiota in high-fat diet-induced obese C57BL/6 mice. The Journal of nutritional biochemistry. 2022 03; 101(?):108943. doi: 10.1016/j.jnutbio.2022.108943. [PMID: 35017003]
  • Yalei Liu, Zhenyu Zhou, Liufang Yin, Mengnan Zhu, Fei Wang, Lijun Zhang, Hongqing Wang, Zhiqin Zhou, Huanhu Zhu, Cheng Huang, Shengjie Fan. Tangeretin promotes lifespan associated with insulin/insulin-like growth factor-1 signaling pathway and heat resistance in Caenorhabditis elegans. BioFactors (Oxford, England). 2022 Mar; 48(2):442-453. doi: 10.1002/biof.1788. [PMID: 34580918]
  • Yue Wang, Rong Jin, Jiebiao Chen, Jinping Cao, Jianbo Xiao, Xian Li, Chongde Sun. Tangeretin maintains antioxidant activity by reducing CUL3 mediated NRF2 ubiquitination. Food chemistry. 2021 Dec; 365(?):130470. doi: 10.1016/j.foodchem.2021.130470. [PMID: 34237577]
  • Meiling Liang, Huijuan Ye, Qing Shen, Xianya Jiang, Guobing Cui, Wenxiang Gu, Lian-Hui Zhang, Naweed I Naqvi, Yi Zhen Deng. Tangeretin inhibits fungal ferroptosis to suppress rice blast. Journal of integrative plant biology. 2021 Dec; 63(12):2136-2149. doi: 10.1111/jipb.13175. [PMID: 34570416]
  • Meng Liu, Shi-Wei Mo, Chun-Li Qin, Bing-Qiang Lyu, Zhi-Qin Zhou, Bing-Hong Gao. [Effects of the combination of tangeretin and whey protein on testosterone and cortisol in sprinters at winter training season]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology. 2021 Nov; 37(6):678-682. doi: 10.12047/j.cjap.6100.2021.062. [PMID: 34821105]
  • Ahmed A Al-Karmalawy, Mai M Farid, Ahmed Mostafa, Alia Y Ragheb, Sara H Mahmoud, Mahmoud Shehata, Noura M Abo Shama, Mohamed GabAllah, Gomaa Mostafa-Hedeab, Mona M Marzouk. Naturally Available Flavonoid Aglycones as Potential Antiviral Drug Candidates against SARS-CoV-2. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216559. [PMID: 34770969]
  • Pei-Yi Chen, Tzu-Ya Chao, Hao-Jen Hsu, Chih-Yang Wang, Ching-Yen Lin, Wan-Yun Gao, Ming-Jiuan Wu, Jui-Hung Yen. The Lipid-Modulating Effect of Tangeretin on the Inhibition of Angiopoietin-like 3 (ANGPTL3) Gene Expression through Regulation of LXRα Activation in Hepatic Cells. International journal of molecular sciences. 2021 Sep; 22(18):. doi: 10.3390/ijms22189853. [PMID: 34576019]
  • Shuo Lv, Qiyang Chen, Zhenqing Li, Zhiqin Zhou. An evidence update on the protective mechanism of tangeretin against neuroinflammation based on network pharmacology prediction and transcriptomic analysis. European journal of pharmacology. 2021 Sep; 906(?):174094. doi: 10.1016/j.ejphar.2021.174094. [PMID: 34087222]
  • Meng Liu, Shi-Wei Mo, Zhi-Qin Zhou, Bing-Hong Gao. [Effects of Tangeretin on cortisol stress response induced by high-intensity resistance exercise]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology. 2021 Sep; 37(5):523-528. doi: 10.12047/j.cjap.6166.2021.055. [PMID: 34816666]
  • Huseyin Fatih Gul, Necip Ilhan, Nevin Ilhan, Ibrahim Hanifi Ozercan, Tuncay Kuloglu. The combined effect of pomegranate extract and tangeretin on the DMBA-induced breast cancer model. The Journal of nutritional biochemistry. 2021 03; 89(?):108566. doi: 10.1016/j.jnutbio.2020.108566. [PMID: 33326843]
  • Yan Hu, Fei Liu, Junxiao Pang, David Julian McClements, Zhiqin Zhou, Bin Li, Yan Li. Biopolymer Additives Enhance Tangeretin Bioavailability in Emulsion-Based Delivery Systems: An In Vitro and In Vivo Study. Journal of agricultural and food chemistry. 2021 Jan; 69(2):730-740. doi: 10.1021/acs.jafc.0c03635. [PMID: 33356230]
  • Sukkum Ngullie Chang, Debasish Kumar Dey, Seong Taek Oh, Won Ho Kong, Kiu Hyung Cho, Ebtesam M Al-Olayan, Buyng Su Hwang, Sun Chul Kang, Jae Gyu Park. Phorbol 12-Myristate 13-Acetate Induced Toxicity Study and the Role of Tangeretin in Abrogating HIF-1α-NF-κB Crosstalk In Vitro and In Vivo. International journal of molecular sciences. 2020 Dec; 21(23):. doi: 10.3390/ijms21239261. [PMID: 33291656]
  • Yue Wang, Yunyi Chen, He Zhang, Jiebiao Chen, Jinping Cao, Qingjun Chen, Xian Li, Chongde Sun. Polymethoxyflavones from citrus inhibited gastric cancer cell proliferation through inducing apoptosis by upregulating RARβ, both in vitro and in vivo. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Dec; 146(?):111811. doi: 10.1016/j.fct.2020.111811. [PMID: 33058988]
  • Xin Huang, Junxiang Zhu, Li Wang, Huijuan Jing, Chaoyang Ma, Xingran Kou, Hongxin Wang. Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation. International journal of biological macromolecules. 2020 Dec; 164(?):1927-1938. doi: 10.1016/j.ijbiomac.2020.07.305. [PMID: 32795575]
  • Predeepkumar Narayanappa Shiroorkar, Obaid Afzal, Imran Kazmi, Fahad A Al-Abbasi, Abdulmalik Saleh Alfawaz Altamimi, Kumar Shiva Gubbiyappa, Nagaraja Sreeharsha. Cardioprotective Effect of Tangeretin by Inhibiting PTEN/AKT/mTOR Axis in Experimental Sepsis-Induced Myocardial Dysfunction. Molecules (Basel, Switzerland). 2020 Nov; 25(23):. doi: 10.3390/molecules25235622. [PMID: 33260422]
  • Min-Kyung Kang, Soo-Il Kim, Su Yeon Oh, Woojin Na, Young-Hee Kang. Tangeretin Ameliorates Glucose-Induced Podocyte Injury through Blocking Epithelial to Mesenchymal Transition Caused by Oxidative Stress and Hypoxia. International journal of molecular sciences. 2020 Nov; 21(22):. doi: 10.3390/ijms21228577. [PMID: 33202982]
  • Gopalsamy Rajiv Gandhi, Alan Bruno Silva Vasconcelos, Ding-Tao Wu, Hua-Bin Li, Poovathumkal James Antony, Hang Li, Fang Geng, Ricardo Queiroz Gurgel, Narendra Narain, Ren-You Gan. Citrus Flavonoids as Promising Phytochemicals Targeting Diabetes and Related Complications: A Systematic Review of In Vitro and In Vivo Studies. Nutrients. 2020 Sep; 12(10):. doi: 10.3390/nu12102907. [PMID: 32977511]
  • Petcharat Chiangsaen, Putcharawipa Maneesai, Upa Kukongviriyapan, Terdthai Tong-Un, Wannapa Ishida, Parichat Prachaney, Poungrat Pakdeechote. Tangeretin ameliorates erectile and testicular dysfunction in a rat model of hypertension. Reproductive toxicology (Elmsford, N.Y.). 2020 09; 96(?):1-10. doi: 10.1016/j.reprotox.2020.05.012. [PMID: 32479886]
  • Jianjin Guo, Jinfeng Chen, Wei Ren, Yikun Zhu, Qian Zhao, Kaini Zhang, Dongming Su, Chen Qiu, Wei Zhang, Kai Li. Citrus flavone tangeretin is a potential insulin sensitizer targeting hepatocytes through suppressing MEK-ERK1/2 pathway. Biochemical and biophysical research communications. 2020 08; 529(2):277-282. doi: 10.1016/j.bbrc.2020.05.212. [PMID: 32703423]
  • Akira Nakajima, Kiyomitsu Nemoto, Yasushi Ohizumi. An evaluation of the genotoxicity and subchronic toxicity of the peel extract of Ponkan cultivar 'Ohta ponkan' (Citrus reticulata Blanco) that is rich in nobiletin and tangeretin with anti-dementia activity. Regulatory toxicology and pharmacology : RTP. 2020 Jul; 114(?):104670. doi: 10.1016/j.yrtph.2020.104670. [PMID: 32371103]
  • Konglong Feng, Yaqi Lan, Xiaoai Zhu, Jun Li, Tong Chen, Qingrong Huang, Chi-Tang Ho, Yunjiao Chen, Yong Cao. Hepatic Lipidomics Analysis Reveals the Antiobesity and Cholesterol-Lowering Effects of Tangeretin in High-Fat Diet-Fed Rats. Journal of agricultural and food chemistry. 2020 Jun; 68(22):6142-6153. doi: 10.1021/acs.jafc.0c01778. [PMID: 32394707]
  • Balwinder Singh, Jatinder Pal Singh, Amritpal Kaur, Narpinder Singh. Phenolic composition, antioxidant potential and health benefits of citrus peel. Food research international (Ottawa, Ont.). 2020 06; 132(?):109114. doi: 10.1016/j.foodres.2020.109114. [PMID: 32331689]
  • Milad Ashrafizadeh, Zahra Ahmadi, Reza Mohammadinejad, Elham Ghasemipour Afshar. Tangeretin: a mechanistic review of its pharmacological and therapeutic effects. Journal of basic and clinical physiology and pharmacology. 2020 Apr; 31(4):. doi: 10.1515/jbcpp-2019-0191. [PMID: 32329752]
  • Chutamas Wunpathe, Putcharawipa Maneesai, Siwayu Rattanakanokchai, Sarawoot Bunbupha, Upa Kukongviriyapan, Terdthai Tong-Un, Poungrat Pakdeechote. Tangeretin mitigates l-NAME-induced ventricular dysfunction and remodeling through the AT1R/pERK1/2/pJNK signaling pathway in rats. Food & function. 2020 Feb; 11(2):1322-1333. doi: 10.1039/c9fo02365h. [PMID: 32031202]
  • Rinkiko Suguro, Xiao-Cong Pang, Zhong-Wen Yuan, Si-Yao Chen, Yi-Zhun Zhu, Ying Xie. Combinational applicaton of silybin and tangeretin attenuates the progression of non-alcoholic steatohepatitis (NASH) in mice via modulating lipid metabolism. Pharmacological research. 2020 01; 151(?):104519. doi: 10.1016/j.phrs.2019.104519. [PMID: 31706011]
  • He Bao, Nanbo Zheng, Zhuanting Li, Yuan Zhi. Synergistic Effect of Tangeretin and Atorvastatin for Colon Cancer Combination Therapy: Targeted Delivery of These Dual Drugs Using RGD Peptide Decorated Nanocarriers. Drug design, development and therapy. 2020; 14(?):3057-3068. doi: 10.2147/dddt.s256636. [PMID: 32801644]
  • Mengqin Li, Yan Zhao, Di Qi, Jing He, Daoxin Wang. Tangeretin attenuates lipopolysaccharide-induced acute lung injury through Notch signaling pathway via suppressing Th17 cell response in mice. Microbial pathogenesis. 2020 Jan; 138(?):103826. doi: 10.1016/j.micpath.2019.103826. [PMID: 31676364]
  • Yin Xu, Xiaojian Lv, Guliang Yang, Jianfeng Zhan, Ming Li, Tao Long, Chi-Tang Ho, Shiming Li. Simultaneous separation of six pure polymethoxyflavones from sweet orange peel extract by high performance counter current chromatography. Food chemistry. 2019 Sep; 292(?):160-165. doi: 10.1016/j.foodchem.2019.04.031. [PMID: 31054661]
  • Huijuan Zhang, Guifang Tian, Chengying Zhao, Yanhui Han, Christina DiMarco-Crook, Chang Lu, Yuming Bao, Chengxiu Li, Hang Xiao, Jinkai Zheng. Characterization of polymethoxyflavone demethylation during drying processes of citrus peels. Food & function. 2019 Sep; 10(9):5707-5717. doi: 10.1039/c9fo01053j. [PMID: 31436765]
  • Jie Bai, Shengyu Zhao, Xiaoqing Fan, Yonghui Chen, Xiaowen Zou, Minwan Hu, Baolian Wang, Jing Jin, Xiaojian Wang, Jinping Hu, Dan Zhang, Yan Li. Inhibitory effects of flavonoids on P-glycoprotein in vitro and in vivo: Food/herb-drug interactions and structure-activity relationships. Toxicology and applied pharmacology. 2019 04; 369(?):49-59. doi: 10.1016/j.taap.2019.02.010. [PMID: 30790579]
  • Yue Wang, Wenjing Zang, Shiyu Ji, Jinping Cao, Chongde Sun. Three Polymethoxyflavones Purified from Ougan (Citrus reticulata Cv. Suavissima) Inhibited LPS-Induced NO Elevation in the Neuroglia BV-2 Cell Line via the JAK2/STAT3 Pathway. Nutrients. 2019 Apr; 11(4):. doi: 10.3390/nu11040791. [PMID: 30959824]
  • Yang Liu, Jiakai Han, Zhenyu Zhou, Dandan Li. Tangeretin inhibits streptozotocin-induced cell apoptosis via regulating NF-κB pathway in INS-1 cells. Journal of cellular biochemistry. 2019 03; 120(3):3286-3293. doi: 10.1002/jcb.27596. [PMID: 30216514]
  • Ambreen Fatima, Yasir Hasan Siddique. Role of Flavonoids in Neurodegenerative Disorders with Special Emphasis on Tangeritin. CNS & neurological disorders drug targets. 2019; 18(8):581-597. doi: 10.2174/1871527318666190916141934. [PMID: 31526355]
  • Xing Li, Peigen Xie, Yu Hou, Shudong Chen, Peiheng He, Zhifeng Xiao, Jiheng Zhan, Dan Luo, Minghui Gu, Dingkun Lin. Tangeretin Inhibits Oxidative Stress and Inflammation via Upregulating Nrf-2 Signaling Pathway in Collagen-Induced Arthritic Rats. Pharmacology. 2019; 104(3-4):187-195. doi: 10.1159/000501163. [PMID: 31344704]
  • Guangning Kou, Zhenqing Li, Chao Wu, Yang Liu, Yan Hu, Liya Guo, Xiaoyu Xu, Zhiqin Zhou. Citrus Tangeretin Improves Skeletal Muscle Mitochondrial Biogenesis via Activating the AMPK-PGC1-α Pathway In Vitro and In Vivo: A Possible Mechanism for Its Beneficial Effect on Physical Performance. Journal of agricultural and food chemistry. 2018 Nov; 66(45):11917-11925. doi: 10.1021/acs.jafc.8b04124. [PMID: 30369237]
  • Rui Guo, Xiaoxiao Zhang, Jin Su, Haiyu Xu, Yanqiong Zhang, Fangbo Zhang, Defeng Li, Yi Zhang, Xuefeng Xiao, Shuangcheng Ma, Hongjun Yang. Identifying potential quality markers of Xin-Su-Ning capsules acting on arrhythmia by integrating UHPLC-LTQ-Orbitrap, ADME prediction and network target analysis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 May; 44(?):117-128. doi: 10.1016/j.phymed.2018.01.019. [PMID: 29526583]
  • Wei-Lun Hung, Wei-Shan Chang, Wen-Chien Lu, Guor-Jien Wei, Yu Wang, Chi-Tang Ho, Lucy Sun Hwang. Pharmacokinetics, bioavailability, tissue distribution and excretion of tangeretin in rat. Journal of food and drug analysis. 2018 04; 26(2):849-857. doi: 10.1016/j.jfda.2017.08.003. [PMID: 29567257]
  • Meiyan Wang, Dan Meng, Peng Zhang, Xiangxing Wang, Gang Du, Charles Brennan, Shiming Li, Chi-Tang Ho, Hui Zhao. Antioxidant Protection of Nobiletin, 5-Demethylnobiletin, Tangeretin, and 5-Demethyltangeretin from Citrus Peel in Saccharomyces cerevisiae. Journal of agricultural and food chemistry. 2018 Mar; 66(12):3155-3160. doi: 10.1021/acs.jafc.8b00509. [PMID: 29526093]
  • Zhong-Wen Yuan, Ya-Zhuo Li, Zhong-Qiu Liu, Sen-Ling Feng, Hua Zhou, Chang-Xiao Liu, Liang Liu, Ying Xie. Role of tangeretin as a potential bioavailability enhancer for silybin: Pharmacokinetic and pharmacological studies. Pharmacological research. 2018 02; 128(?):153-166. doi: 10.1016/j.phrs.2017.09.019. [PMID: 28958806]
  • Jing Wu, Yu-Mei Zhao, Zhi-Kuan Deng. Tangeretin ameliorates renal failure via regulating oxidative stress, NF-κB-TNF-α/iNOS signalling and improves memory and cognitive deficits in 5/6 nephrectomized rats. Inflammopharmacology. 2018 Feb; 26(1):119-132. doi: 10.1007/s10787-017-0394-4. [PMID: 28871498]
  • Inês Silva, Marta F Estrada, Carolina V Pereira, Andreia Bento da Silva, Maria R Bronze, Paula M Alves, Catarina M M Duarte, Catarina Brito, Ana Teresa Serra. Polymethoxylated Flavones from Orange Peels Inhibit Cell Proliferation in a 3D Cell Model of Human Colorectal Cancer. Nutrition and cancer. 2018 Feb; 70(2):257-266. doi: 10.1080/01635581.2018.1412473. [PMID: 29313727]
  • Manami Yamaguchi, Keita Shigeyama, Masato Yoshikawa, Takuya Matsumoto, Yasushi Yonezawa, Hironori Shiota, Taketeru Ueyama, Ikuyo Sakaguchi. Effects of Cultivation Month and Genetic Background on Phenolic Content of Citrus tachibana Peel. Biological & pharmaceutical bulletin. 2018; 41(8):1277-1281. doi: 10.1248/bpb.b17-00970. [PMID: 30068877]
  • Norihiro Yoshizaki, Ron Hashizume, Hitoshi Masaki. A polymethoxyflavone mixture extracted from orange peels, mainly containing nobiletin, 3,3',4',5,6,7,8-heptamethoxyflavone and tangeretin, suppresses melanogenesis through the acidification of cell organelles, including melanosomes. Journal of dermatological science. 2017 Oct; 88(1):78-84. doi: 10.1016/j.jdermsci.2017.06.008. [PMID: 28629701]
  • Jin-Song Yang, Xiao-Hong Wu, Hao-Gang Yu, Li-Song Teng. Tangeretin inhibits neurodegeneration and attenuates inflammatory responses and behavioural deficits in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced Parkinson's disease dementia in rats. Inflammopharmacology. 2017 Aug; 25(4):471-484. doi: 10.1007/s10787-017-0348-x. [PMID: 28577132]
  • Su-Ling Zeng, Li Duan, Bai-Zhong Chen, Ping Li, E-Hu Liu. Chemicalome and metabolome profiling of polymethoxylated flavonoids in Citri Reticulatae Pericarpium based on an integrated strategy combining background subtraction and modified mass defect filter in a Microsoft Excel Platform. Journal of chromatography. A. 2017 Jul; 1508(?):106-120. doi: 10.1016/j.chroma.2017.06.015. [PMID: 28619587]
  • L-L Liu, F-H Li, Y Zhang, X-F Zhang, J Yang. Tangeretin has anti-asthmatic effects via regulating PI3K and Notch signaling and modulating Th1/Th2/Th17 cytokine balance in neonatal asthmatic mice. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2017 Jul; 50(8):e5991. doi: 10.1590/1414-431x20175991. [PMID: 28746467]
  • Yvonne Hagenlocher, Katharina Feilhauer, Michael Schäffer, Stephan C Bischoff, Axel Lorentz. Citrus peel polymethoxyflavones nobiletin and tangeretin suppress LPS- and IgE-mediated activation of human intestinal mast cells. European journal of nutrition. 2017 Jun; 56(4):1609-1620. doi: 10.1007/s00394-016-1207-z. [PMID: 27021766]
  • Emily J Johnson, Christina S Won, Kathleen Köck, Mary F Paine. Prioritizing pharmacokinetic drug interaction precipitants in natural products: application to OATP inhibitors in grapefruit juice. Biopharmaceutics & drug disposition. 2017 Apr; 38(3):251-259. doi: 10.1002/bdd.2061. [PMID: 28032362]
  • Ambreen Fatima, Saba Khanam, Rahul Rahul, Smita Jyoti, Falaq Naz, Fahad Ali, Yasir Hasan Siddique. Protective effect of tangeritin in transgenic Drosophila model of Parkinson's disease. Frontiers in bioscience (Elite edition). 2017 01; 9(1):44-53. doi: 10.2741/e784. [PMID: 27814588]
  • Hany H Arab, Wafaa R Mohamed, Bassant M Barakat, El-Shaimaa A Arafa. Tangeretin attenuates cisplatin-induced renal injury in rats: Impact on the inflammatory cascade and oxidative perturbations. Chemico-biological interactions. 2016 Oct; 258(?):205-13. doi: 10.1016/j.cbi.2016.09.008. [PMID: 27616468]
  • Sen-Ling Feng, Zhong-Wen Yuan, Xiao-Jun Yao, Wen-Zhe Ma, Liang Liu, Zhong-Qiu Liu, Ying Xie. Tangeretin, a citrus pentamethoxyflavone, antagonizes ABCB1-mediated multidrug resistance by inhibiting its transport function. Pharmacological research. 2016 08; 110(?):193-204. doi: 10.1016/j.phrs.2016.04.003. [PMID: 27058921]
  • Yu Young Lee, Eun-Jung Lee, Jin-Sun Park, Se-Eun Jang, Dong-Hyun Kim, Hee-Sun Kim. Anti-Inflammatory and Antioxidant Mechanism of Tangeretin in Activated Microglia. Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology. 2016 06; 11(2):294-305. doi: 10.1007/s11481-016-9657-x. [PMID: 26899309]
  • Antonietta Funaro, Xian Wu, Mingyue Song, Jinkai Zheng, Shanshan Guo, Kanyasiri Rakariyatham, Maria Teresa Rodriguez-Estrada, Hang Xiao. Enhanced Anti-Inflammatory Activities by the Combination of Luteolin and Tangeretin. Journal of food science. 2016 May; 81(5):H1320-7. doi: 10.1111/1750-3841.13300. [PMID: 27095513]
  • Hany A Omar, Wafaa R Mohamed, Hany H Arab, El-Shaimaa A Arafa. Tangeretin Alleviates Cisplatin-Induced Acute Hepatic Injury in Rats: Targeting MAPKs and Apoptosis. PloS one. 2016; 11(3):e0151649. doi: 10.1371/journal.pone.0151649. [PMID: 27031695]
  • Wamtinga Richard Sawadogo, Claudia Cerella, Ali Al-Mourabit, Céline Moriou, Marie-Hélène Teiten, Innocent Pierre Guissou, Mario Dicato, Marc Diederich. Cytotoxic, Antiproliferative and Pro-Apoptotic Effects of 5-Hydroxyl-6,7,3',4',5'-Pentamethoxyflavone Isolated from Lantana ukambensis. Nutrients. 2015 Dec; 7(12):10388-97. doi: 10.3390/nu7125537. [PMID: 26690473]
  • Jiao-Jiao Xu, Zhong Liu, Wei Tang, Guo-Cai Wang, Hau Yin Chung, Qiu-Ying Liu, Ling Zhuang, Man-Mei Li, Yao-Lan Li. Tangeretin from Citrus reticulate Inhibits Respiratory Syncytial Virus Replication and Associated Inflammation in Vivo. Journal of agricultural and food chemistry. 2015 Nov; 63(43):9520-7. doi: 10.1021/acs.jafc.5b03482. [PMID: 26468759]
  • Bong-Keun Choi, Tae-Won Kim, Dong-Ryung Lee, Woon-Ha Jung, Jong-Hwan Lim, Ju-Young Jung, Seung Hwan Yang, Joo-Won Suh. A polymethoxy flavonoids-rich Citrus aurantium extract ameliorates ethanol-induced liver injury through modulation of AMPK and Nrf2-related signals in a binge drinking mouse model. Phytotherapy research : PTR. 2015 Oct; 29(10):1577-84. doi: 10.1002/ptr.5415. [PMID: 26178909]
  • Arabinda Das, Rickey Miller, Philip Lee, Chrysanthe Alyssa Holden, Scott M Lindhorst, Jerry Jaboin, William A Vandergrift, Naren L Banik, Pierre Giglio, Abhay K Varma, Jeffery J Raizer, Sunil J Patel. A novel component from citrus, ginger, and mushroom family exhibits antitumor activity on human meningioma cells through suppressing the Wnt/β-catenin signaling pathway. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 2015 Sep; 36(9):7027-34. doi: 10.1007/s13277-015-3388-0. [PMID: 25864108]
  • Guang-ming Xu, Zhe-ming Wang, Nian-zhen Liu, Wei-jun He, Shuai Peng, Xiao-jiang Zhou. [Study on Chemical Constituents from Ethyl Acetate Extraction of Sanicula lamelligera]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Aug; 38(8):1661-4. doi: ". [PMID: 26983240]
  • Lakshmi Arivazhagan, Subramanian Sorimuthu Pillai. Tangeretin, a citrus pentamethoxyflavone, exerts cytostatic effect via p53/p21 up-regulation and suppresses metastasis in 7,12-dimethylbenz(α)anthracene-induced rat mammary carcinoma. The Journal of nutritional biochemistry. 2014 Nov; 25(11):1140-1153. doi: 10.1016/j.jnutbio.2014.06.007. [PMID: 25151216]
  • Arivazhagan Lakshmi, Sorimuthu Pillai Subramanian. Tangeretin ameliorates oxidative stress in the renal tissues of rats with experimental breast cancer induced by 7,12-dimethylbenz[a]anthracene. Toxicology letters. 2014 Sep; 229(2):333-48. doi: 10.1016/j.toxlet.2014.06.845. [PMID: 24995432]
  • Su-Chen Ho, Chun-Ting Kuo. Hesperidin, nobiletin, and tangeretin are collectively responsible for the anti-neuroinflammatory capacity of tangerine peel (Citri reticulatae pericarpium). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Sep; 71(?):176-82. doi: 10.1016/j.fct.2014.06.014. [PMID: 24955543]
  • Ramalingam Sundaram, Palanivelu Shanthi, Panchanatham Sachdanandam. Effect of tangeretin, a polymethoxylated flavone on glucose metabolism in streptozotocin-induced diabetic rats. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 May; 21(6):793-9. doi: 10.1016/j.phymed.2014.01.007. [PMID: 24629597]
  • A Lakshmi, S Subramanian. Chemotherapeutic effect of tangeretin, a polymethoxylated flavone studied in 7, 12-dimethylbenz(a)anthracene induced mammary carcinoma in experimental rats. Biochimie. 2014 Apr; 99(?):96-109. doi: 10.1016/j.biochi.2013.11.017. [PMID: 24299963]
  • Yang Dong, Aili Cao, Jianrong Shi, Peihao Yin, Li Wang, Guang Ji, Jianqun Xie, Dazheng Wu. Tangeretin, a citrus polymethoxyflavonoid, induces apoptosis of human gastric cancer AGS cells through extrinsic and intrinsic signaling pathways. Oncology reports. 2014 Apr; 31(4):1788-94. doi: 10.3892/or.2014.3034. [PMID: 24573532]
  • Jiao-Jiao Xu, Xia Wu, Man-Mei Li, Guo-Qiang Li, Yi-Ting Yang, Hu-Jie Luo, Wei-Huang Huang, Hau Yin Chung, Wen-Cai Ye, Guo-Cai Wang, Yao-Lan Li. Antiviral activity of polymethoxylated flavones from 'Guangchenpi', the edible and medicinal pericarps of citrus reticulata 'Chachi'. Journal of agricultural and food chemistry. 2014 Mar; 62(10):2182-9. doi: 10.1021/jf404310y. [PMID: 24377463]
  • Xiaowei Su, Doris H D'Souza. Naturally occurring flavonoids against human norovirus surrogates. Food and environmental virology. 2013 Jun; 5(2):97-102. doi: 10.1007/s12560-013-9106-4. [PMID: 23412728]
  • Eun-Ju Yang, Sun Ha Lim, Kyung-Sik Song, Hyung Soo Han, Jongwon Lee. Identification of active compounds from Aurantii Immatri Pericarpium attenuating brain injury in a rat model of ischemia-reperfusion. Food chemistry. 2013 May; 138(1):663-70. doi: 10.1016/j.foodchem.2012.09.137. [PMID: 23265538]
  • Jin-Ji Wu, Yanji Cui, Yoon-Sil Yang, Sung-Cherl Jung, Jin Won Hyun, Young-Hee Maeng, Deok-Bae Park, Sun-Ryung Lee, Se-Jae Kim, Su-Yong Eun. Mild mitochondrial depolarization is involved in a neuroprotective mechanism of Citrus sunki peel extract. Phytotherapy research : PTR. 2013 Apr; 27(4):564-71. doi: 10.1002/ptr.4745. [PMID: 22678994]
  • Yujing Sun, Liping Qiao, Yan Shen, Ping Jiang, Jianchu Chen, Xingqian Ye. Phytochemical profile and antioxidant activity of physiological drop of citrus fruits. Journal of food science. 2013 Jan; 78(1):C37-42. doi: 10.1111/j.1750-3841.2012.03002.x. [PMID: 23301602]
  • Zong-Tsi Chen, Heuy-Ling Chu, Charng-Cherng Chyau, Chin-Chen Chu, Pin-Der Duh. Protective effects of sweet orange (Citrus sinensis) peel and their bioactive compounds on oxidative stress. Food chemistry. 2012 Dec; 135(4):2119-27. doi: 10.1016/j.foodchem.2012.07.041. [PMID: 22980779]
  • Saem Han, Hye Min Kim, Sanghyun Lee. Simultaneous determination of polymethoxyflavones in Citrus species, Kiyomi tangor and Satsuma mandarin, by high performance liquid chromatography. Food chemistry. 2012 Sep; 134(2):1220-4. doi: 10.1016/j.foodchem.2012.02.187. [PMID: 23107751]
  • 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]
  • Myung Sunny Kim, Haeng Jeon Hur, Dae Young Kwon, Jin-Taek Hwang. Tangeretin stimulates glucose uptake via regulation of AMPK signaling pathways in C2C12 myotubes and improves glucose tolerance in high-fat diet-induced obese mice. Molecular and cellular endocrinology. 2012 Jul; 358(1):127-34. doi: 10.1016/j.mce.2012.03.013. [PMID: 22476082]
  • Robert L Walsky, Jonathan N Bauman, Karine Bourcier, Georgina Giddens, Kimberly Lapham, Andre Negahban, Tim F Ryder, R Scott Obach, Ruth Hyland, Theunis C Goosen. Optimized assays for human UDP-glucuronosyltransferase (UGT) activities: altered alamethicin concentration and utility to screen for UGT inhibitors. Drug metabolism and disposition: the biological fate of chemicals. 2012 May; 40(5):1051-65. doi: 10.1124/dmd.111.043117. [PMID: 22357286]
  • Gon-Sup Kim, Hyoung Joon Park, Jong-Hwa Woo, Mi-Kyeong Kim, Phil-Ok Koh, Wongi Min, Yeoung-Gyu Ko, Chung-Hei Kim, Chung-Kil Won, Jae-Hyeon Cho. Citrus aurantium flavonoids inhibit adipogenesis through the Akt signaling pathway in 3T3-L1 cells. BMC complementary and alternative medicine. 2012 Apr; 12(?):31. doi: 10.1186/1472-6882-12-31. [PMID: 22471389]
  • Hai-Fang Chen, Wu-Gang Zhang, Jin-Bin Yuan, Yan-Gang Li, Shi-Lin Yang, Wu-Liang Yang. Simultaneous quantification of polymethoxylated flavones and coumarins in Fructus aurantii and Fructus aurantii immaturus using HPLC-ESI-MS/MS. Journal of pharmaceutical and biomedical analysis. 2012 Feb; 59(?):90-5. doi: 10.1016/j.jpba.2011.10.013. [PMID: 22071443]
  • Edy Meiyanto, Adam Hermawan, Anindyajati. Natural products for cancer-targeted therapy: citrus flavonoids as potent chemopreventive agents. Asian Pacific journal of cancer prevention : APJCP. 2012; 13(2):427-36. doi: 10.7314/apjcp.2012.13.2.427. [PMID: 22524801]
  • Erin E Mulvihill, Murray W Huff. Protection from Metabolic Dysregulation, Obesity, and Atherosclerosis by Citrus Flavonoids: Activation of Hepatic PGC1α-Mediated Fatty Acid Oxidation. PPAR research. 2012; 2012(?):857142. doi: 10.1155/2012/857142. [PMID: 22701469]
  • Yoshiko Furukawa, Satoshi Okuyama, Yoshiaki Amakura, Sono Watanabe, Takahiro Fukata, Mitsunari Nakajima, Morio Yoshimura, Takashi Yoshida. Isolation and characterization of activators of ERK/MAPK from citrus plants. International journal of molecular sciences. 2012; 13(2):1832-1845. doi: 10.3390/ijms13021832. [PMID: 22408427]
  • Zuzana Kyselova. Toxicological aspects of the use of phenolic compounds in disease prevention. Interdisciplinary toxicology. 2011 Dec; 4(4):173-83. doi: 10.2478/v10102-011-0027-5. [PMID: 22319251]
  • Christophe Tistaert, Line Thierry, Andrzej Szandrach, B Dejaegher, Guorong Fan, Michel Frédérich, Yvan Vander Heyden. Quality control of Citri reticulatae pericarpium: exploratory analysis and discrimination. Analytica chimica acta. 2011 Oct; 705(1-2):111-22. doi: 10.1016/j.aca.2011.04.024. [PMID: 21962354]
  • Noriyuki Nakayama, Katsunori Yamaura, Maki Shimada, Koichi Ueno. Extract from peel of Citrus natsudaidai alleviates experimental chronic allergic dermatitis in mice. Pharmacognosy research. 2011 Jul; 3(3):155-9. doi: 10.4103/0974-8490.84999. [PMID: 22022162]
  • Xiaoqing Yang, Huaixiang Tian, Chi-Tang Ho, Qingrong Huang. Inhibition of citral degradation by oil-in-water nanoemulsions combined with antioxidants. Journal of agricultural and food chemistry. 2011 Jun; 59(11):6113-9. doi: 10.1021/jf2012375. [PMID: 21517071]
  • Yuguang Lin, Mario A Vermeer, Wil Bos, Leo van Buren, Eric Schuurbiers, Silvia Miret-Catalan, Elke A Trautwein. Molecular structures of citrus flavonoids determine their effects on lipid metabolism in HepG2 cells by primarily suppressing apoB secretion. Journal of agricultural and food chemistry. 2011 May; 59(9):4496-503. doi: 10.1021/jf1044475. [PMID: 21425871]
  • Erin E Mulvihill, Julia M Assini, Justin K Lee, Emma M Allister, Brian G Sutherland, Julie B Koppes, Cynthia G Sawyez, Jane Y Edwards, Dawn E Telford, Alexandre Charbonneau, Philippe St-Pierre, André Marette, Murray W Huff. Nobiletin attenuates VLDL overproduction, dyslipidemia, and atherosclerosis in mice with diet-induced insulin resistance. Diabetes. 2011 May; 60(5):1446-57. doi: 10.2337/db10-0589. [PMID: 21471511]
  • Hui Cao, Longsheng Chen, Jianbo Xiao. Binding Citrus flavanones to human serum albumin: effect of structure on affinity. Molecular biology reports. 2011 Apr; 38(4):2257-62. doi: 10.1007/s11033-010-0356-z. [PMID: 20878474]
  • Yoshiki Miyata, Haruyuki Tanaka, Arata Shimada, Takashi Sato, Akira Ito, Toshikazu Yamanouchi, Hiroshi Kosano. Regulation of adipocytokine secretion and adipocyte hypertrophy by polymethoxyflavonoids, nobiletin and tangeretin. Life sciences. 2011 Mar; 88(13-14):613-8. doi: 10.1016/j.lfs.2011.01.024. [PMID: 21295043]
  • Lanita A Nichols, Daniel E Jackson, John A Manthey, Shivendra D Shukla, Lené J Holland. Citrus flavonoids repress the mRNA for stearoyl-CoA desaturase, a key enzyme in lipid synthesis and obesity control, in rat primary hepatocytes. Lipids in health and disease. 2011 Feb; 10(?):36. doi: 10.1186/1476-511x-10-36. [PMID: 21345233]
  • Elizabeth A Mazzio, Fran Close, Karam F A Soliman. The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease. International journal of molecular sciences. 2011 Jan; 12(1):506-69. doi: 10.3390/ijms12010506. [PMID: 21340000]
  • Ji Hye Yoon, Tae-Gyu Lim, Kyung Mi Lee, Ae Ji Jeon, Su Yeon Kim, Ki Won Lee. Tangeretin reduces ultraviolet B (UVB)-induced cyclooxygenase-2 expression in mouse epidermal cells by blocking mitogen-activated protein kinase (MAPK) activation and reactive oxygen species (ROS) generation. Journal of agricultural and food chemistry. 2011 Jan; 59(1):222-8. doi: 10.1021/jf103204x. [PMID: 21126077]
  • John A Manthey, Thais B Cesar, Erin Jackson, Susanne Mertens-Talcott. Pharmacokinetic study of nobiletin and tangeretin in rat serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry. Journal of agricultural and food chemistry. 2011 Jan; 59(1):145-51. doi: 10.1021/jf1033224. [PMID: 21133365]
  • Banasri Hazra, Subhalakshmi Ghosh, Amit Kumar, B N Pandey. The prospective role of plant products in radiotherapy of cancer: a current overview. Frontiers in pharmacology. 2011; 2(?):94. doi: 10.3389/fphar.2011.00094. [PMID: 22291649]
  • J F Ayala-Zavala, C Rosas-Domínguez, V Vega-Vega, G A González-Aguilar. Antioxidant enrichment and antimicrobial protection of fresh-cut fruits using their own byproducts: looking for integral exploitation. Journal of food science. 2010 Oct; 75(8):R175-81. doi: 10.1111/j.1750-3841.2010.01792.x. [PMID: 21535513]
  • Saem Han, Hye Min Kim, Jeong Min Lee, So-Youn Mok, Sanghyun Lee. Isolation and identification of polymethoxyflavones from the hybrid Citrus, hallabong. Journal of agricultural and food chemistry. 2010 Sep; 58(17):9488-91. doi: 10.1021/jf102730b. [PMID: 20698540]
  • Yinshi Sun, Jianhua Wang, Shubo Gu, Zhengbo Liu, Yujie Zhang, Xiaoxia Zhang. Simultaneous determination of flavonoids in different parts of Citrus reticulata 'Chachi' fruit by high performance liquid chromatography-photodiode array detection. Molecules (Basel, Switzerland). 2010 Aug; 15(8):5378-88. doi: 10.3390/molecules15085378. [PMID: 20714303]