Diosmetin (BioDeep_00000270197)

Main id: BioDeep_00000000095

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-

化学式: C16H12O6 (300.06338519999997)
中文名称: 香叶木素
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 6.67%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(cc2=O)c1cc(c(cc1)OC)O)O)O
InChI: InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3

描述信息

Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell.
Diosmetin is a natural flavonoid which inhibits human CYP1A enzyme activity with an IC50 of 40 μM in HepG2 cell.

同义名列表

37 个代谢物同义名

4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chromen-4-one; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromenone; 5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chromone; 3,5,7-trihydroxy-4-methoxyflavone; Luteolin 4-methyl ether; SDCCGMLS-0066783.P001; Spectrum2_001638; Spectrum4_001113; Spectrum3_000987; EINECS 208-291-8; Spectrum5_001707; SpecPlus_000435; NCGC00163540-01; Spectrum_001505; KBioSS_001985; DivK1c_006531; BSPBio_002653; KBioGR_001586; KBio2_001985; KBio2_007121; SPBio_001735; KBio2_004553; KBio1_001475; KBio3_001873; AIDS-214630; AIDS214630; CHEBI:4630; Diosmetin; ST5331610; 520-34-3; C10038; 5,7,3-Trihydroxy-4-methoxyflavone; 4-Methylluteolin



数据库引用编号

37 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)

100 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

  • Aihong Yang, Xiaoyue Yi, Hongwei Zhang, Rui Shen, Xiaodi Kou. Diosmetin derivatives as multifunctional anti-AD ligands: Design, synthesis, and biological evaluation. Chemical biology & drug design. 2024 Apr; 103(4):e14529. doi: 10.1111/cbdd.14529. [PMID: 38670598]
  • Lin Zhao, Xueshu Tao, Qian Wang, Xue Yu, Daosong Dong. Diosmetin alleviates neuropathic pain by regulating the Keap1/Nrf2/NF-κB signaling pathway. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2024 Jan; 170(?):116067. doi: 10.1016/j.biopha.2023.116067. [PMID: 38150877]
  • Huahua Wang, Xiaoyu Zhang, Yangyang Liu, Yunyun Zhang, Yingyu Wang, Yunru Peng, Yongfang Ding. Diosmetin-7-O-β-D-glucopyranoside suppresses endothelial-mesenchymal transformation through endoplasmic reticulum stress in cardiac fibrosis. Clinical and experimental pharmacology & physiology. 2023 Jul; ?(?):. doi: 10.1111/1440-1681.13802. [PMID: 37430476]
  • Moneerah J Alqahtani, Walaa A Negm, Hebatallah M Saad, Esraa A Salem, Ismail A Hussein, Hanaa A Ibrahim. Fenofibrate and Diosmetin in a rat model of testicular toxicity: New insight on their protective mechanism through PPAR-α/NRF-2/HO-1 signaling pathway. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Jul; 165(?):115095. doi: 10.1016/j.biopha.2023.115095. [PMID: 37413905]
  • Faqiang Zhang, Huan Luo. Diosmetin inhibits the growth and invasion of gastric cancer by interfering with M2 phenotype macrophage polarization. Journal of biochemical and molecular toxicology. 2023 Jun; ?(?):e23431. doi: 10.1002/jbt.23431. [PMID: 37377034]
  • Marcin Feldo, Magdalena Wójciak, Aleksandra Ziemlewska, Sławomir Dresler, Ireneusz Sowa. Modulatory Effect of Diosmin and Diosmetin on Metalloproteinase Activity and Inflammatory Mediators in Human Skin Fibroblasts Treated with Lipopolysaccharide. Molecules (Basel, Switzerland). 2022 Jul; 27(13):. doi: 10.3390/molecules27134264. [PMID: 35807509]
  • Hai-Long Li, Yi-Ying Wei, Xiao-He Li, Shan-Shan Zhang, Ruo-Tong Zhang, Jin-He Li, Bo-Wei Ma, Shuai-Bo Shao, Zi-Wei Lv, Hao Ruan, Hong-Gang Zhou, Cheng Yang. Diosmetin has therapeutic efficacy in colitis regulating gut microbiota, inflammation, and oxidative stress via the circ-Sirt1/Sirt1 axis. Acta pharmacologica Sinica. 2022 Apr; 43(4):919-932. doi: 10.1038/s41401-021-00726-0. [PMID: 34262136]
  • Zhigang Mei, Lipeng Du, Xiaolu Liu, Xiangyu Chen, Huan Tian, Yihui Deng, Wenli Zhang. Diosmetin alleviated cerebral ischemia/reperfusion injury in vivo and in vitro by inhibiting oxidative stress via the SIRT1/Nrf2 signaling pathway. Food & function. 2022 Jan; 13(1):198-212. doi: 10.1039/d1fo02579a. [PMID: 34881386]
  • Lianhong Pan, Fan Feng, Jiaqin Wu, Lanqing Li, Haiying Xu, Li Yang, Kang Xu, Chunli Wang. Diosmetin inhibits cell growth and proliferation by regulating the cell cycle and lipid metabolism pathway in hepatocellular carcinoma. Food & function. 2021 Nov; 12(23):12036-12046. doi: 10.1039/d1fo02111g. [PMID: 34755740]
  • Zhen Wang, Xu Huang, Juan Liu, Feiyao Xiao, Miaomiao Tian, Shenghua Ding, Yang Shan. Screening and heterologous expression of flavone synthase and flavonol synthase to catalyze hesperetin to diosmetin. Biotechnology letters. 2021 Nov; 43(11):2161-2183. doi: 10.1007/s10529-021-03184-0. [PMID: 34514540]
  • Xiaobao Gong, Li Xiong, Caihong Bi, Baoshun Zhang. Diosmetin ameliorate type 2 diabetic mellitus by up-regulating Corynebacterium glutamicum to regulate IRS/PI3K/AKT-mediated glucose metabolism disorder in KK-Ay mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Jul; 87(?):153582. doi: 10.1016/j.phymed.2021.153582. [PMID: 34091150]
  • Jun Gu Kim, Jin Woo Lee, Thi Phuong Linh Le, Jae Sang Han, Yong Beom Cho, Haeun Kwon, Dongho Lee, Mi Kyeong Lee, Bang Yeon Hwang. Sesquiterpenoids from Chrysanthemum indicum with Inhibitory Effects on NO Production. Journal of natural products. 2021 03; 84(3):562-569. doi: 10.1021/acs.jnatprod.0c01121. [PMID: 33667099]
  • Sariya Meephat, Patoomporn Prasatthong, Siwayu Rattanakanokchai, Sarawoot Bunbupha, Putcharawipa Maneesai, Poungrat Pakdeechote. Diosmetin attenuates metabolic syndrome and left ventricular alterations via the suppression of angiotensin II/AT1 receptor/gp91phox/p-NF-κB protein expression in high-fat diet fed rats. Food & function. 2021 Mar; 12(4):1469-1481. doi: 10.1039/d0fo02744h. [PMID: 33449987]
  • Nanxuan Luo, Changqing Yang, Yurong Zhu, Qianfeng Chen, Baoshun Zhang. Diosmetin Ameliorates Nonalcoholic Steatohepatitis through Modulating Lipogenesis and Inflammatory Response in a STAT1/CXCL10-Dependent Manner. Journal of agricultural and food chemistry. 2021 Jan; 69(2):655-667. doi: 10.1021/acs.jafc.0c06652. [PMID: 33404223]
  • Yin-Sheng Quan, Xiao-Yong Zhang, Xiu-Mei Yin, Si-Hong Wang, Li-Li Jin. Potential α-glucosidase inhibitor from Hylotelephium erythrostictum. Bioorganic & medicinal chemistry letters. 2020 12; 30(24):127665. doi: 10.1016/j.bmcl.2020.127665. [PMID: 33152378]
  • Weiyang Wang, Shimin Zhang, Fan Yang, Jie Xie, Jiajun Chen, Zhanfei Li. Diosmetin alleviates acute kidney injury by promoting the TUG1/Nrf2/HO-1 pathway in sepsis rats. International immunopharmacology. 2020 Nov; 88(?):106965. doi: 10.1016/j.intimp.2020.106965. [PMID: 33182044]
  • Young Hye Seo, Tuy An Trinh, Seung Mok Ryu, Hyo Seon Kim, Goya Choi, Byeong Cheol Moon, Sang Hee Shim, Dae Sik Jang, Dongho Lee, Ki Sung Kang, Jun Lee. Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death. Journal of natural products. 2020 10; 83(10):3149-3155. doi: 10.1021/acs.jnatprod.0c00756. [PMID: 32991171]
  • Dezső Csupor, Tibor Kurtán, Martin Vollár, Norbert Kúsz, Katalin E Kövér, Attila Mándi, Péter Szűcs, Marianna Marschall, Seyyed A Senobar Tahaei, István Zupkó, Judit Hohmann. Pigments of the Moss Paraleucobryum longifolium: Isolation and Structure Elucidation of Prenyl-Substituted 8,8'-Linked 9,10-Phenanthrenequinone Dimers. Journal of natural products. 2020 02; 83(2):268-276. doi: 10.1021/acs.jnatprod.9b00655. [PMID: 32077277]
  • Yuli Yan, Xingyu Liu, Jie Gao, Yin Wu, Yuxin Li. Inhibition of TGF-β Signaling in Gliomas by the Flavonoid Diosmetin Isolated from Dracocephalum peregrinum L. Molecules (Basel, Switzerland). 2020 Jan; 25(1):. doi: 10.3390/molecules25010192. [PMID: 31906574]
  • Mingning Qiu, Jie Liu, Yongxia Su, Rong Guo, Baoyu Zhao, Jianjun Liu. Diosmetin Induces Apoptosis by Downregulating AKT Phosphorylation via P53 Activation in Human Renal Carcinoma ACHN Cells. Protein and peptide letters. 2020; 27(10):1022-1028. doi: 10.2174/0929866527666200330172646. [PMID: 32223728]
  • Yunfang Zhou, Ailian Hua, Quan Zhou, Peiwu Geng, Feifei Chen, Lianhe Yan, Shuanghu Wang, Congcong Wen. Inhibitory Effect of Lygodium Root on the Cytochrome P450 3A Enzyme in vitro and in vivo. Drug design, development and therapy. 2020; 14(?):1909-1919. doi: 10.2147/dddt.s249308. [PMID: 32546958]
  • Young H Seo, Shin-Young Kang, Ji-Sun Shin, Seung M Ryu, A Y Lee, Goya Choi, Byeong C Moon, Dae-Sik Jang, Sang H Shim, Dongho Lee, Kyung-Tae Lee, Jun Lee. Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages. Journal of natural products. 2019 12; 82(12):3379-3385. doi: 10.1021/acs.jnatprod.9b00697. [PMID: 31747281]
  • Xiangyang Chen, Lulu Xu, Shuzhen Guo, Zijian Wang, Lijuan Jiang, Fei Wang, Jiayu Zhang, Bin Liu. Profiling and comparison of the metabolites of diosmetin and diosmin in rat urine, plasma and feces using UHPLC-LTQ-Orbitrap MSn. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Aug; 1124(?):58-71. doi: 10.1016/j.jchromb.2019.05.030. [PMID: 31177049]
  • Pallab Mandal, Shubhasis Dan, Soumya Chakraborty, Balaram Ghosh, Chiranjit Saha, Jasmina Khanam, Tapan Kumar Pal. Simultaneous Determination and Quantitation of Diosmetin and Hesperetin in Human Plasma by Liquid Chromatographic Mass Spectrometry With an Application to Pharmacokinetic Studies. Journal of chromatographic science. 2019 May; 57(5):451-461. doi: 10.1093/chromsci/bmz015. [PMID: 30809630]
  • Gabriela Adamante, Amanda Spring de Almeida, Flávia Karine Rigo, Edinara da Silva Silveira, Yanka Oliveira Coelho, Samira Dal-Toé De Prá, Alessandra Marcone Milioli, Camila Camponogara, Rosana Casoti, Fernando Bellinaso, Alexandre Vinhal Desideri, Mario Ferreira Conceição Santos, Juliano Ferreira, Sara Marchesan Oliveira, Gabriela Trevisan. Diosmetin as a novel transient receptor potential vanilloid 1 antagonist with antinociceptive activity in mice. Life sciences. 2019 Jan; 216(?):215-226. doi: 10.1016/j.lfs.2018.11.029. [PMID: 30447303]
  • Erika Gomez-Chang, Guadalupe Vanessa Uribe-Estanislao, Maricruz Martinez-Martinez, Amanda Gálvez-Mariscal, Irma Romero. Anti-Helicobacter pylori Potential of Three Edible Plants Known as Quelites in Mexico. Journal of medicinal food. 2018 Nov; 21(11):1150-1157. doi: 10.1089/jmf.2017.0137. [PMID: 30036109]
  • Yingsong Jiang, Jiguo Liu, Zemei Zhou, Ke Liu, Chun Liu. Diosmetin Attenuates Akt Signaling Pathway by Modulating Nuclear Factor Kappa-Light-Chain-Enhancer of Activated B Cells (NF-κB)/Inducible Nitric Oxide Synthase (iNOS) in Streptozotocin (STZ)-Induced Diabetic Nephropathy Mice. Medical science monitor : international medical journal of experimental and clinical research. 2018 Oct; 24(?):7007-7014. doi: 10.12659/msm.910764. [PMID: 30278036]
  • Fuguo Shi, Hong Pan, Yuanfu Lu, Li Ding. An HPLC-MS/MS method for the simultaneous determination of luteolin and its major metabolites in rat plasma and its application to a pharmacokinetic study. Journal of separation science. 2018 Oct; 41(20):3830-3839. doi: 10.1002/jssc.201800585. [PMID: 30101558]
  • Christine Oak, Ahmad O Khalifa, Ilaha Isali, Natarajan Bhaskaran, Ethan Walker, Sanjeev Shukla. Diosmetin suppresses human prostate cancer cell proliferation through the induction of apoptosis and cell cycle arrest. International journal of oncology. 2018 Aug; 53(2):835-843. doi: 10.3892/ijo.2018.4407. [PMID: 29767250]
  • Miklós Poór, Gabriella Boda, Violetta Mohos, Mónika Kuzma, Mónika Bálint, Csaba Hetényi, Tímea Bencsik. Pharmacokinetic interaction of diosmetin and silibinin with other drugs: Inhibition of CYP2C9-mediated biotransformation and displacement from serum albumin. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Jun; 102(?):912-921. doi: 10.1016/j.biopha.2018.03.146. [PMID: 29710546]
  • Kang Yang, Wei-Fang Li, Jun-Feng Yu, Cheng Yi, Wei-Feng Huang. Diosmetin protects against ischemia/reperfusion-induced acute kidney injury in mice. The Journal of surgical research. 2017 06; 214(?):69-78. doi: 10.1016/j.jss.2017.02.067. [PMID: 28624062]
  • Liping Wang, Qingwei Chen, Lijun Zhu, Qiang Li, Xuejun Zeng, Linlin Lu, Ming Hu, Xinchun Wang, Zhongqiu Liu. Metabolic Disposition of Luteolin Is Mediated by the Interplay of UDP-Glucuronosyltransferases and Catechol-O-Methyltransferases in Rats. Drug metabolism and disposition: the biological fate of chemicals. 2017 03; 45(3):306-315. doi: 10.1124/dmd.116.073619. [PMID: 28031430]
  • Yelin Kang, Bong-Gyu Kim, Sunghoon Kim, Youngshim Lee, Youngdae Yoon. Inhibitory potential of flavonoids on PtdIns(3,4,5)P3 binding with the phosphoinositide-dependent kinase 1 pleckstrin homology domain. Bioorganic & medicinal chemistry letters. 2017 02; 27(3):420-426. doi: 10.1016/j.bmcl.2016.12.051. [PMID: 28049590]
  • Xiang Yuan, Huaixiu Wen, Yulei Cui, Minxia Fan, Zenggen Liu, Lijuan Mei, Yun Shao, Yiping Wang, Yanduo Tao. Phenolics from Lagotis brevituba Maxim. Natural product research. 2017 Feb; 31(3):362-366. doi: 10.1080/14786419.2016.1239090. [PMID: 27700190]
  • Jia-xin Fan, Shuai Wang, Xian-sheng Meng, Yong-rui Bao, Tian-jiao Li. [Study of cancer cell apoptosis induced by Schizonepeta tenuifolia with microfluidic chip technology]. Yao xue xue bao = Acta pharmaceutica Sinica. 2017 01; 52(1):126-31. doi: . [PMID: 29911809]
  • Ge Zhan, Leiqing Pan, Kang Tu, Shunshan Jiao. Antitumor, Antioxidant, and Nitrite Scavenging Effects of Chinese Water Chestnut (Eleocharis dulcis) Peel Flavonoids. Journal of food science. 2016 Oct; 81(10):H2578-H2586. doi: 10.1111/1750-3841.13434. [PMID: 27603811]
  • Wenzhen Liao, Luying Chen, Xiang Ma, Rui Jiao, Xiaofeng Li, Yong Wang. Protective effects of kaempferol against reactive oxygen species-induced hemolysis and its antiproliferative activity on human cancer cells. European journal of medicinal chemistry. 2016 May; 114(?):24-32. doi: 10.1016/j.ejmech.2016.02.045. [PMID: 26974372]
  • Rosario Russo, Angelo Mancinelli, Michele Ciccone, Fabio Terruzzi, Claudio Pisano, Lorella Severino. Pharmacokinetic Profile of µSMIN Plus™, a new Micronized Diosmin Formulation, after Oral Administration in Rats. Natural product communications. 2015 Sep; 10(9):1569-72. doi: NULL. [PMID: 26594761]
  • Klaokwan Srisook, Ekaruth Srisook, Wenuka Nachaiyo, Mingkwan Chan-In, Jitra Thongbai, Karnjanapa Wongyoo, Sasithorn Chawsuanthong, Kanita Wannasri, Sudarat Intasuwan, Kingkan Watcharanawee. Bioassay-guided isolation and mechanistic action of anti-inflammatory agents from Clerodendrum inerme leaves. Journal of ethnopharmacology. 2015 May; 165(?):94-102. doi: 10.1016/j.jep.2015.02.043. [PMID: 25725433]
  • Yearam Jung, Soon Young Shin, Yeonjoong Yong, Hyeryoung Jung, Seunghyun Ahn, Young Han Lee, Yoongho Lim. Plant-derived flavones as inhibitors of aurora B kinase and their quantitative structure-activity relationships. Chemical biology & drug design. 2015 May; 85(5):574-85. doi: 10.1111/cbdd.12445. [PMID: 25298094]
  • Krutzkaya Juárez-Reyes, Fernando Brindis, Omar N Medina-Campos, José Pedraza-Chaverri, Robert Bye, Edelmira Linares, Rachel Mata. Hypoglycemic, antihyperglycemic, and antioxidant effects of the edible plant Anoda cristata. Journal of ethnopharmacology. 2015 Feb; 161(?):36-45. doi: 10.1016/j.jep.2014.11.052. [PMID: 25490313]
  • Qiang Wei, Xiao-ying Ji, Xian-shun Long, Qian-rong Li, Hao Yin. [Chemical Constituents from Leaves of "Chuju" Chrysanthemum morifolium and Their Antioxidant Activities in vitro]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Feb; 38(2):305-10. doi: . [PMID: 26415406]
  • Atsuyoshi Nishina, Motohiko Ukiya, Makoto Fukatsu, Mamoru Koketsu, Masayuki Ninomiya, Daisuke Sato, Junpei Yamamoto, Kazuo Kobayashi-Hattori, Takeshi Okubo, Hideyo Tokuoka, Hirokazu Kimura. Effects of Various 5,7-Dihydroxyflavone Analogs on Adipogenesis in 3T3-L1 Cells. Biological & pharmaceutical bulletin. 2015; 38(11):1794-800. doi: 10.1248/bpb.b15-00489. [PMID: 26521830]
  • Wenzhen Liao, Zhengxiang Ning, Luying Chen, Qingyi Wei, Erdong Yuan, Jiguo Yang, Jiaoyan Ren. Intracellular antioxidant detoxifying effects of diosmetin on 2,2-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidative stress through inhibition of reactive oxygen species generation. Journal of agricultural and food chemistry. 2014 Aug; 62(34):8648-54. doi: 10.1021/jf502359x. [PMID: 25075433]
  • Shuang-Ying Wang, Zhong-Lin Sun, Tao Liu, Simon Gibbons, Wen-Ju Zhang, Mu Qing. Flavonoids from Sophora moorcroftiana and their synergistic antibacterial effects on MRSA. Phytotherapy research : PTR. 2014 Jul; 28(7):1071-6. doi: 10.1002/ptr.5098. [PMID: 24338874]
  • Miklós Poór, Balázs Veres, Péter B Jakus, Csenge Antus, Gergely Montskó, Zita Zrínyi, Sanda Vladimir-Knežević, József Petrik, Tamás Kőszegi. Flavonoid diosmetin increases ATP levels in kidney cells and relieves ATP depleting effect of ochratoxin A. Journal of photochemistry and photobiology. B, Biology. 2014 Mar; 132(?):1-9. doi: 10.1016/j.jphotobiol.2014.01.016. [PMID: 24556581]
  • Seong Jin Lee, Tae-Hoon Jung, Hojeong Kim, Daeyoung Jeong, Gildon Choi, Woo-Kyu Park, Jae Yang Kong, Mu-Hyun Jin, Heeyeong Cho. Inhibition of c-Kit signaling by diosmetin isolated from Chrysanthemum morifolium. Archives of pharmacal research. 2014 Feb; 37(2):175-85. doi: 10.1007/s12272-013-0158-7. [PMID: 23709168]
  • Daniela Ribeiro, Marisa Freitas, Sara M Tomé, Artur M S Silva, Graça Porto, Eurico J Cabrita, M Manuel B Marques, Eduarda Fernandes. Inhibition of LOX by flavonoids: a structure-activity relationship study. European journal of medicinal chemistry. 2014 Jan; 72(?):137-45. doi: 10.1016/j.ejmech.2013.11.030. [PMID: 24368208]
  • Luigi Silvestro, Isabela Tarcomnicu, Constanta Dulea, Nageswara Rao B N Attili, Valentin Ciuca, Dan Peru, Simona Rizea Savu. Confirmation of diosmetin 3-O-glucuronide as major metabolite of diosmin in humans, using micro-liquid-chromatography-mass spectrometry and ion mobility mass spectrometry. Analytical and bioanalytical chemistry. 2013 Oct; 405(25):8295-310. doi: 10.1007/s00216-013-7237-y. [PMID: 23949323]
  • Kanika Patel, Manoj Gadewar, Vijay Tahilyani, Dinesh Kumar Patel. A review on pharmacological and analytical aspects of diosmetin: a concise report. Chinese journal of integrative medicine. 2013 Oct; 19(10):792-800. doi: 10.1007/s11655-013-1595-3. [PMID: 24092244]
  • Tian-Min Wang, Ru-Feng Wang, Hu-Biao Chen, Ming-Ying Shang, Shao-Qing Cai. Alkyl and phenolic glycosides from Saussurea stella. Fitoterapia. 2013 Jul; 88(?):38-43. doi: 10.1016/j.fitote.2013.03.027. [PMID: 23567860]
  • Helana Naguib Michael, Josline Yehia Salib, Emad Fawzi Eskander. Bioactivity of diosmetin glycosides isolated from the epicarp of date fruits, Phoenix dactylifera, on the biochemical profile of alloxan diabetic male rats. Phytotherapy research : PTR. 2013 May; 27(5):699-704. doi: 10.1002/ptr.4777. [PMID: 22761049]
  • Sha Chen, Linchuan Fang, Huifen Xi, Le Guan, Jinbao Fang, Yanling Liu, Benhong Wu, Shaohua Li. Simultaneous qualitative assessment and quantitative analysis of flavonoids in various tissues of lotus (Nelumbo nucifera) using high performance liquid chromatography coupled with triple quad mass spectrometry. Analytica chimica acta. 2012 Apr; 724(?):127-35. doi: 10.1016/j.aca.2012.02.051. [PMID: 22483220]
  • Guowen Zhang, Lin Wang, Junhui Pan. Probing the binding of the flavonoid diosmetin to human serum albumin by multispectroscopic techniques. Journal of agricultural and food chemistry. 2012 Mar; 60(10):2721-9. doi: 10.1021/jf205260g. [PMID: 22353148]
  • Bor-Sen Wang, Guan-Jhong Huang, Huo-Mu Tai, Ming-Hsing Huang. Antioxidant and anti-inflammatory activities of aqueous extracts of Schizonepeta tenuifolia Briq. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Mar; 50(3-4):526-31. doi: 10.1016/j.fct.2011.12.010. [PMID: 22198607]
  • Seung Young Lee, Ki Hyun Kim, Il Kyun Lee, Kyu Ha Lee, Sang Un Choi, Kang Ro Lee. A new flavonol glycoside from Hylomecon vernalis. Archives of pharmacal research. 2012 Mar; 35(3):415-21. doi: 10.1007/s12272-012-0303-8. [PMID: 22477187]
  • Rahele Ghanbari, Farooq Anwar, Khalid M Alkharfy, Anwarul-Hassan Gilani, Nazamid Saari. Valuable nutrients and functional bioactives in different parts of olive (Olea europaea L.)-a review. International journal of molecular sciences. 2012; 13(3):3291-3340. doi: 10.3390/ijms13033291. [PMID: 22489153]
  • Pius S Fasinu, Patrick J Bouic, Bernd Rosenkranz. An overview of the evidence and mechanisms of herb-drug interactions. Frontiers in pharmacology. 2012; 3(?):69. doi: 10.3389/fphar.2012.00069. [PMID: 22557968]
  • Ahmad Reza Gohari, Seyed Nasser Ostad, Fahimeh Moradi-Afrapoli, Maryam Malmir, Shohreh Tavajohi, Hassan Akbari, Soodabeh Saeidnia. Evaluation of the cytotoxicity of Satureja spicigera and its main compounds. TheScientificWorldJournal. 2012; 2012(?):203861. doi: 10.1100/2012/203861. [PMID: 22623883]
  • 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]
  • Astrid Obmann, Ingrid Werner, Armin Presser, Martin Zehl, Zita Swoboda, Sodnomtseren Purevsuren, Samdan Narantuya, Christa Kletter, Sabine Glasl. Flavonoid C- and O-glycosides from the Mongolian medicinal plant Dianthus versicolor Fisch. Carbohydrate research. 2011 Sep; 346(13):1868-75. doi: 10.1016/j.carres.2011.04.031. [PMID: 21640336]
  • Gjoshe Stefkov, Svetlana Kulevanova, Biljana Miova, Suzana Dinevska-Kjovkarovska, Per Mølgaard, Anna K Jäger, Knud Josefsen. Effects of Teucrium polium spp. capitatum flavonoids on the lipid and carbohydrate metabolism in rats. Pharmaceutical biology. 2011 Sep; 49(9):885-92. doi: 10.3109/13880209.2011.552187. [PMID: 21619454]
  • Rui Zhao, Zhibao Chen, Guiyan Jia, Jian Li, Yaping Cai, Xingyue Shao. Protective effects of diosmetin extracted from Galium verum L. on the thymus of U14-bearing mice. Canadian journal of physiology and pharmacology. 2011 Sep; 89(9):665-73. doi: 10.1139/y11-058. [PMID: 21851214]
  • Carmen D Mellisho, Rocío González-Barrio, Federico Ferreres, María F Ortuño, Wenceslao Conejero, Arturo Torrecillas, José M García-Mina, Sonia Medina, Angel Gil-Izquierdo. Iron deficiency enhances bioactive phenolics in lemon juice. Journal of the science of food and agriculture. 2011 Sep; 91(12):2132-9. doi: 10.1002/jsfa.4428. [PMID: 21560131]
  • Amit Kumar Nema, Abhinav Agarwal, Varsha Kashaw. Hepatoprotective activity of Leptadenia reticulata stems against carbon tetrachloride-induced hepatotoxicity in rats. Indian journal of pharmacology. 2011 May; 43(3):254-7. doi: 10.4103/0253-7613.81507. [PMID: 21713086]
  • Zhongjian Chen, Meng Chen, Hao Pan, Siyuan Sun, Liping Li, Su Zeng, Huidi Jiang. Role of catechol-O-methyltransferase in the disposition of luteolin in rats. Drug metabolism and disposition: the biological fate of chemicals. 2011 Apr; 39(4):667-74. doi: 10.1124/dmd.110.037333. [PMID: 21209248]
  • Noura AlGamdi, William Mullen, Alan Crozier. Tea prepared from Anastatica hirerochuntica seeds contains a diversity of antioxidant flavonoids, chlorogenic acids and phenolic compounds. Phytochemistry. 2011 Feb; 72(2-3):248-54. doi: 10.1016/j.phytochem.2010.11.017. [PMID: 21176927]
  • Mariana Domínguez, Jose G Avila, Antonio Nieto, Carlos L Céspedes. Anti-inflammatory activity of Penstemon gentianoides and Penstemon campanulatus. Pharmaceutical biology. 2011 Feb; 49(2):118-24. doi: 10.3109/13880209.2010.503708. [PMID: 20979542]
  • Ayako Kumagai, Nanao Horike, Yudai Satoh, Tatsuya Uebi, Tsutomu Sasaki, Yumi Itoh, Yoshiyuki Hirata, Kozue Uchio-Yamada, Kazuo Kitagawa, Shinichi Uesato, Hidehisa Kawahara, Hiroshi Takemori, Yasuo Nagaoka. A potent inhibitor of SIK2, 3, 3', 7-trihydroxy-4'-methoxyflavon (4'-O-methylfisetin), promotes melanogenesis in B16F10 melanoma cells. PloS one. 2011; 6(10):e26148. doi: 10.1371/journal.pone.0026148. [PMID: 22022544]
  • Dave Chandler, Ameha Woldu, Anton Rahmadi, Kirubakaran Shanmugam, Nicole Steiner, Elise Wright, Obdulio Benavente-García, Oliver Schulz, Julián Castillo, Gerald Münch. Effects of plant-derived polyphenols on TNF-alpha and nitric oxide production induced by advanced glycation endproducts. Molecular nutrition & food research. 2010 Jul; 54 Suppl 2(?):S141-50. doi: 10.1002/mnfr.200900504. [PMID: 20540146]
  • Leyla Bitis, Sukran Kultur, Gulay Melikoglu, Nurten Ozsoy, Ayse Can. Flavonoids and antioxidant activity of Rosa agrestis leaves. Natural product research. 2010 Apr; 24(6):580-9. doi: 10.1080/14786410903075507. [PMID: 20397108]
  • Miguel Angel Campanero, Manuel Escolar, Guiomar Perez, Emilio Garcia-Quetglas, Belen Sadaba, Jose Ramon Azanza. Simultaneous determination of diosmin and diosmetin in human plasma by ion trap liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: Application to a clinical pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2010 Mar; 51(4):875-81. doi: 10.1016/j.jpba.2009.09.012. [PMID: 19800189]
  • Dieter Treutter. Managing phenol contents in crop plants by phytochemical farming and breeding-visions and constraints. International journal of molecular sciences. 2010 Mar; 11(3):807-57. doi: 10.3390/ijms11030807. [PMID: 20479987]
  • Xiaoyun Meng, Larissa A Munishkina, Anthony L Fink, Vladimir N Uversky. Effects of Various Flavonoids on the α-Synuclein Fibrillation Process. Parkinson's disease. 2010 Jan; 2010(?):650794. doi: 10.4061/2010/650794. [PMID: 20976092]
  • Yuan-Yuan Xie, Dan Yuan, Jing-Yu Yang, Li-Hui Wang, Chun-Fu Wu. Cytotoxic activity of flavonoids from the flowers of Chrysanthemum morifolium on human colon cancer Colon205 cells. Journal of Asian natural products research. 2009 Sep; 11(9):771-8. doi: 10.1080/10286020903128470. [PMID: 20183323]
  • Jinglan Han, Fengling Zhang, Zhihong Li, Guanhua Du, Hailin Qin. [Chemical constituents of Lobelia chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Sep; 34(17):2200-2. doi: . [PMID: 19943485]
  • M Brunskole, K Zorko, V Kerbler, S Martens, J Stojan, S Gobec, T Lanisnik Rizner. Trihydroxynaphthalene reductase of Curvularia lunata--a target for flavonoid action?. Chemico-biological interactions. 2009 Mar; 178(1-3):259-67. doi: 10.1016/j.cbi.2008.10.023. [PMID: 19010313]
  • Firas I Kanaze, Aikaterini Termentzi, Chrysi Gabrieli, Ioannis Niopas, Manolis Georgarakis, Eugene Kokkalou. The phytochemical analysis and antioxidant activity assessment of orange peel (Citrus sinensis) cultivated in Greece-Crete indicates a new commercial source of hesperidin. Biomedical chromatography : BMC. 2009 Mar; 23(3):239-49. doi: 10.1002/bmc.1090. [PMID: 18823075]
  • An-Shen Lin, Chia-Rong Lin, Ying-Chi Du, Tilo Lübken, Michael Y Chiang, I-Hsiao Chen, Chin-Chung Wu, Tsong-Long Hwang, Shu-Li Chen, Ming-Hong Yen, Fang-Rong Chang, Yang-Chang Wu. Acasiane A and B and farnesirane A and B, diterpene derivatives from the roots of Acacia farnesiana. Planta medica. 2009 Feb; 75(3):256-61. doi: 10.1055/s-0028-1112201. [PMID: 19101886]
  • Marios Spanakis, Stamatis Kasmas, Ioannis Niopas. Simultaneous determination of the flavonoid aglycones diosmetin and hesperetin in human plasma and urine by a validated GC/MS method: in vivo metabolic reduction of diosmetin to hesperetin. Biomedical chromatography : BMC. 2009 Feb; 23(2):124-31. doi: 10.1002/bmc.1092. [PMID: 18850579]
  • Yanyan Jiang, Renbing Shi, Bin Liu, Qiuying Wang, Ying Dai. [Studies on chemical components of Lobelia chinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Feb; 34(3):294-7. doi: . [PMID: 19445152]
  • Ping Wang, Shiyou Li, Stacy Ownby, Zhizhen Zhang, Wei Yuan, Wanli Zhang, R Scott Beasley. Ecdysteroids and a sucrose phenylpropanoid ester from Froelichia floridana. Phytochemistry. 2009 Feb; 70(3):430-6. doi: 10.1016/j.phytochem.2009.01.017. [PMID: 19254799]
  • Mi Kyeong Lee, Na Ry Ha, Hyekyung Yang, Sang Hyun Sung, Young Choong Kim. Stimulatory constituents of Eclipta prostrata on mouse osteoblast differentiation. Phytotherapy research : PTR. 2009 Jan; 23(1):129-31. doi: 10.1002/ptr.2560. [PMID: 18683850]
  • Monika Mueller, Brigitte Lukas, Johannes Novak, Tommaso Simoncini, Andrea Riccardo Genazzani, Alois Jungbauer. Oregano: a source for peroxisome proliferator-activated receptor gamma antagonists. Journal of agricultural and food chemistry. 2008 Dec; 56(24):11621-30. doi: 10.1021/jf802298w. [PMID: 19053389]
  • Li-Min Dai, Chun-Chao Zhao, Hui-zi Jin, Jian Tang, Yun-Heng Shen, Hui-Liang Li, Cai-Yun Peng, Wei-Dong Zhang. A new ferulic acid ester and other constituents from Dracocephalum peregrinum. Archives of pharmacal research. 2008 Oct; 31(10):1325-9. doi: 10.1007/s12272-001-2113-2. [PMID: 18958424]
  • Shou-Fang Wu, Pei-Wen Hsieh, Chin-Chung Wu, Chia-Lin Lee, Shu-Li Chen, Chi-Yu Lu, Tian-Shung Wu, Fang-Rong Chang, Yang-Chang Wu. Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida. Molecules (Basel, Switzerland). 2008 Jun; 13(6):1361-71. doi: 10.3390/molecules13061361. [PMID: 18596662]
  • Kirubakaran Shanmugam, Lina Holmquist, Megan Steele, Grant Stuchbury, Katrin Berbaum, Oliver Schulz, Obdulio Benavente García, Julián Castillo, Jim Burnell, Vernon Garcia Rivas, Geoff Dobson, Gerald Münch. Plant-derived polyphenols attenuate lipopolysaccharide-induced nitric oxide and tumour necrosis factor production in murine microglia and macrophages. Molecular nutrition & food research. 2008 Apr; 52(4):427-38. doi: 10.1002/mnfr.200700180. [PMID: 18186104]
  • Ya-Jun Wang, Xiu-Wwei Yang, Qiao-Sheng Guo. [Studies on chemical constituents in Huangjuhua (flowers of Chrysanthemum morifolium)]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Mar; 33(5):526-30. doi: ". [PMID: 18536375]
  • Usama W Hawas, S K El-Desoky, S A Kawashty, M Sharaf. Two new flavonoids from Origanum vulgare. Natural product research. 2008; 22(17):1540-3. doi: 10.1080/14786410600898987. [PMID: 19023817]
  • Chuan-Lian Xu, Yi-Nan Zheng, Xiu-Wei Yang, Xiang-Gao Li, Xiang Li, Quan-Cheng Chen. Raddeanalin, a new flavonoid glycoside from the leaves of Salix raddeana Laksh. Journal of Asian natural products research. 2007 Apr; 9(3-5):415-9. doi: 10.1080/10286020500034444. [PMID: 17701556]
  • Catherine Koukoulitsa, Anastasia Karioti, Maria Camilla Bergonzi, Gennaro Pescitelli, Lorenzo Di Bari, Helen Skaltsa. Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece. Journal of agricultural and food chemistry. 2006 Jul; 54(15):5388-92. doi: 10.1021/jf061477i. [PMID: 16848522]
  • Youyuan Peng, Jianjun Yuan, Fanghua Liu, Jiannong Ye. Determination of active components in rosemary by capillary electrophoresis with electrochemical detection. Journal of pharmaceutical and biomedical analysis. 2005 Sep; 39(3-4):431-7. doi: 10.1016/j.jpba.2005.03.033. [PMID: 15925471]
  • Tatjana Kadifkova Panovska, Svetlana Kulevanova, Marina Stefova. In vitro antioxidant activity of some Teucrium species (Lamiaceae). Acta pharmaceutica (Zagreb, Croatia). 2005 Jun; 55(2):207-14. doi: ". [PMID: 16179134]
  • Feras Imad Kanaze, Melpomeni I Bounartzi, Ioannis Niopas. A validated HPLC determination of the flavone aglycone diosmetin in human plasma. Biomedical chromatography : BMC. 2004 Dec; 18(10):800-4. doi: 10.1002/bmc.391. [PMID: 15386576]
  • Jian-Qiao Gu, Yuehong Wang, Scott G Franzblau, Gloria Montenegro, Danzhou Yang, Barbara N Timmermann. Antitubercular constituents of Valeriana laxiflora. Planta medica. 2004 Jun; 70(6):509-14. doi: 10.1055/s-2004-827149. [PMID: 15229801]
  • Angel Gil-Izquierdo, María T Riquelme, Ignacio Porras, Federico Ferreres. Effect of the rootstock and interstock grafted in lemon tree (Citrus limon (L.) Burm.) on the flavonoid content of lemon juice. Journal of agricultural and food chemistry. 2004 Jan; 52(2):324-31. doi: 10.1021/jf0304775. [PMID: 14733516]
  • Thomas Walle, U Kristina Walle. The beta-D-glucoside and sodium-dependent glucose transporter 1 (SGLT1)-inhibitor phloridzin is transported by both SGLT1 and multidrug resistance-associated proteins 1/2. Drug metabolism and disposition: the biological fate of chemicals. 2003 Nov; 31(11):1288-91. doi: 10.1124/dmd.31.11.1288. [PMID: 14570756]
  • Ya-Tze Lin, Su-Lan Hsiu, Yu-Chi Hou, Hung-Yi Chen, Pei-Dawn Lee Chao. Degradation of flavonoid aglycones by rabbit, rat and human fecal flora. Biological & pharmaceutical bulletin. 2003 May; 26(5):747-51. doi: 10.1248/bpb.26.747. [PMID: 12736527]
  • Hisashi Mastuda, Toshio Morikawa, Kazuho Ueda, Hiromi Managi, Masayuki Yoshikawa. Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells. Bioorganic & medicinal chemistry. 2002 Oct; 10(10):3123-8. doi: 10.1016/s0968-0896(02)00227-4. [PMID: 12150856]