Enterodiol (BioDeep_00000406297)
Main id: BioDeep_00000004003
代谢物信息卡片
Enterodiol
化学式: C18H22O4 (302.1518)
中文名称:
谱图信息:
最多检出来源 Mus musculus(feces) 22.9%
分子结构信息
SMILES: C1=CC(=CC(=C1)O)CC(CO)C(CC2=CC(=CC=C2)O)CO
InChI: InChI=1S/C18H22O4/c19-11-15(7-13-3-1-5-17(21)9-13)16(12-20)8-14-4-2-6-18(22)10-14/h1-6,9-10,15-16,19-22H,7-8,11-12H2
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens
Annotation level-1
同义名列表
2 个代谢物同义名
数据库引用编号
39 个数据库交叉引用编号
- ChEBI: CHEBI:81556
- KEGG: C18166
- PubChem: 115089
- ChEMBL: CHEMBL471076
- CAS: 77756-22-0
- CAS: 80226-00-2
- MoNA: PR310439
- MoNA: PR308735
- MoNA: RIKENPlaSMA007902
- MoNA: RIKENPlaSMA007901
- MoNA: RIKENPlaSMA007900
- MoNA: RIKENPlaSMA007899
- MoNA: RIKENPlaSMA007898
- MoNA: RIKENPlaSMA007897
- MoNA: RIKENPlaSMA007896
- MoNA: RIKENPlaSMA007895
- MoNA: RIKENPlaSMA007894
- MoNA: RIKENPlaSMA007893
- MoNA: RIKENPlaSMA007892
- MoNA: RIKENPlaSMA007891
- MoNA: RIKENPlaSMA003945
- MoNA: RIKENPlaSMA003944
- MoNA: RIKENPlaSMA003943
- MoNA: RIKENPlaSMA003942
- MoNA: RIKENPlaSMA003941
- MoNA: RIKENPlaSMA003940
- MoNA: RIKENPlaSMA003939
- MoNA: RIKENPlaSMA003938
- MoNA: RIKENPlaSMA003937
- MoNA: RIKENPlaSMA003936
- MoNA: RIKENPlaSMA003935
- MoNA: MoNA001274
- MoNA: MoNA001270
- MoNA: MoNA001269
- PubChem: 96024382
- KNApSAcK: C00000702
- NIKKAJI: J609.347G
- RefMet: Enterodiol
- KNApSAcK: 81556
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)
4 个相关的物种来源信息
- 1351 - Enterococcus faecalis: 10.1248/CPB.51.508
- 4006 - Linum usitatissimum: 10.1080/01635589709514628
- 4182 - Sesamum indicum: 10.1021/JF102006W
- 3501 - Urtica dioica: 10.1055/S-2006-957756
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
- Matthew E Poynter, Madeleine M Mank, Jennifer L Ather. Obesity-associated inflammatory macrophage polarization is inhibited by capsaicin and phytolignans.
American journal of physiology. Regulatory, integrative and comparative physiology.
2024 May; 326(5):R370-R382. doi:
10.1152/ajpregu.00161.2023. [PMID: 38436058] - Inés Domínguez-López, Polina Galkina, Isabella Parilli-Moser, Camila Arancibia-Riveros, Miguel Ángel Martínez-González, Jordi Salas-Salvadó, Dolores Corella, Mireia Malcampo, J Alfredo Martínez, Lucas Tojal-Sierra, Julia Wärnberg, Jesús Vioque, Dora Romaguera, José López-Miranda, Ramon Estruch, Francisco J Tinahones, José Manuel Santos-Lozano, Lluís Serra-Majem, Aurora Bueno-Cavanillas, Josep A Tur, María Rubín-García, Xavier Pintó, Fernando Fernández-Aranda, Miguel Delgado-Rodríguez, Ana Barabash-Bustelo, Josep Vidal, Clotilde Vázquez, Lidia Daimiel, Emilio Ros, Estefania Toledo, Alessandro Atzeni, Eva M Asensio, Natàlia Vera, Antonio Garcia-Rios, Laura Torres-Collado, Napoleón Pérez-Farinós, Marian Zulet, Alice Chaplin, Rosa Casas, Sandra Martín-Peláez, Jessica Vaquero-Luna, Ana Maria Gómez-Pérez, Zenaida Vázquez-Ruiz, Sangeetha Shyam, Carolina Ortega-Azorín, Natàlia Talens, Patricia J Peña-Orihuela, Alejandro Oncina-Canovas, Javier Diez-Espino, Nancy Babio, Montserrat Fitó, Rosa M Lamuela-Raventós. Microbial Phenolic Metabolites Are Associated with Improved Cognitive Health.
Molecular nutrition & food research.
2024 Jan; 68(2):e2300183. doi:
10.1002/mnfr.202300183. [PMID: 38062915] - Xiaolei Yang, Yajia Guo, Timothy J Tse, Sarah K Purdy, Rana Mustafa, Jianheng Shen, Jane Alcorn, Martin J T Reaney. Oral Pharmacokinetics of Enriched Secoisolariciresinol Diglucoside and Its Polymer in Rats.
Journal of natural products.
2021 06; 84(6):1816-1822. doi:
10.1021/acs.jnatprod.1c00335. [PMID: 34043363] - Liliana Maribel Perez-Perez, José Ángel Huerta-Ocampo, Saúl Ruiz-Cruz, Francisco Javier Cinco-Moroyoqui, Francisco Javier Wong-Corral, Luisa Alondra Rascón-Valenzuela, Miguel Angel Robles-García, Ricardo Iván González-Vega, Ema Carina Rosas-Burgos, María Alba Guadalupe Corella-Madueño, Carmen Lizette Del-Toro-Sánchez. Evaluation of Quality, Antioxidant Capacity, and Digestibility of Chickpea (Cicer arietinum L. cv Blanoro) Stored under N2 and CO2 Atmospheres.
Molecules (Basel, Switzerland).
2021 May; 26(9):. doi:
10.3390/molecules26092773. [PMID: 34066776] - Cong-Cong Zhuang, Xu Feng, Hai-Yan Xu, Li Zhang, Ling Liu, Gong Zhang, Zhong Zheng, Chao-Mei Ma. Technical note: Quantification of lignans in the urine, milk, and plasma of flaxseed cake-fed dairy sheep.
Journal of dairy science.
2021 Jan; 104(1):391-396. doi:
10.3168/jds.2020-18470. [PMID: 33189295] - Stephanie Tannous, Tony Haykal, Jana Dhaini, Mohammad Hassan Hodroj, Sandra Rizk. The anti-cancer effect of flaxseed lignan derivatives on different acute myeloid leukemia cancer cells.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2020 Dec; 132(?):110884. doi:
10.1016/j.biopha.2020.110884. [PMID: 33080470] - Jing Sun, Hong Jiang, Weijing Wang, Xue Dong, Dongfeng Zhang. Associations of Urinary Phytoestrogen Concentrations with Sleep Disorders and Sleep Duration among Adults.
Nutrients.
2020 Jul; 12(7):. doi:
10.3390/nu12072103. [PMID: 32708566] - Elin Hålldin, Anne Kirstine Eriksen, Carl Brunius, Andreia Bento da Silva, Maria Bronze, Kati Hanhineva, Anna-Marja Aura, Rikard Landberg. Factors Explaining Interpersonal Variation in Plasma Enterolactone Concentrations in Humans.
Molecular nutrition & food research.
2019 08; 63(16):e1801159. doi:
10.1002/mnfr.201801159. [PMID: 30817848] - Ángela Peirotén, Pilar Gaya, Inmaculada Álvarez, Daniel Bravo, José Mª Landete. Influence of different lignan compounds on enterolignan production by Bifidobacterium and Lactobacillus strains.
International journal of food microbiology.
2019 Jan; 289(?):17-23. doi:
10.1016/j.ijfoodmicro.2018.08.028. [PMID: 30193121] - Giorgio Biasiotto, Isabella Zanella, Federica Predolini, Ivonne Archetti, Moris Cadei, Eugenio Monti, Marcello Luzzani, Barbara Pacchetti, Paola Mozzoni, Roberta Andreoli, Giuseppe De Palma, Federico Serana, Annika Smeds, Diego Di Lorenzo. 7-Hydroxymatairesinol improves body weight, fat and sugar metabolism in C57BJ/6 mice on a high-fat diet.
The British journal of nutrition.
2018 10; 120(7):751-762. doi:
10.1017/s0007114518001824. [PMID: 30105962] - Alejandro de Athayde Moncorvo Collado, Paula B Salazar, Carlos Minahk. Enterodiol is Actively Transported by Rat Liver Cell Membranes.
The Journal of membrane biology.
2018 08; 251(4):593-600. doi:
10.1007/s00232-018-0035-x. [PMID: 29728709] - Madhura Shettigar, Sahil Balotra, David Cahill, Andrew C Warden, Michael J Lacey, Hans-Peter E Kohler, Daniel Rentsch, John G Oakeshott, Gunjan Pandey. Isolation of the (+)-Pinoresinol-Mineralizing Pseudomonas sp. Strain SG-MS2 and Elucidation of Its Catabolic Pathway.
Applied and environmental microbiology.
2018 02; 84(4):. doi:
10.1128/aem.02531-17. [PMID: 29222099] - Jon Andoni Otero, Dafne García-Mateos, Indira Alvarez-Fernández, Rocío García-Villalba, Juan Carlos Espín, Ana Isabel Álvarez, Gracia Merino. Flaxseed-enriched diets change milk concentration of the antimicrobial danofloxacin in sheep.
BMC veterinary research.
2018 Jan; 14(1):14. doi:
10.1186/s12917-018-1341-3. [PMID: 29334949] - C P Ghedini, N L Whitehouse, D C Moura, A S Oliveira, A F Brito. Short communication: The mammalian lignan enterolactone is absorbed by newborn dairy calves fed enterolactone-enriched milk.
Journal of dairy science.
2017 Oct; 100(10):8170-8175. doi:
10.3168/jds.2017-13093. [PMID: 28780087] - Mark E Obrenovich, MaryAnn Tima, Alex Polinkovsky, Renliang Zhang, Steven N Emancipator, Curtis J Donskey. Targeted Metabolomics Analysis Identifies Intestinal Microbiota-Derived Urinary Biomarkers of Colonization Resistance in Antibiotic-Treated Mice.
Antimicrobial agents and chemotherapy.
2017 08; 61(8):. doi:
10.1128/aac.00477-17. [PMID: 28584146] - S Mattioli, S Ruggeri, B Sebastiani, G Brecchia, A Dal Bosco, A Cartoni Mancinelli, C Castellini. Performance and egg quality of laying hens fed flaxseed: highlights on n-3 fatty acids, cholesterol, lignans and isoflavones.
Animal : an international journal of animal bioscience.
2017 Apr; 11(4):705-712. doi:
10.1017/s175173111600207x. [PMID: 27819218] - Yun Zhu, Kayoko Kawaguchi, Ryoiti Kiyama. Differential and directional estrogenic signaling pathways induced by enterolignans and their precursors.
PloS one.
2017; 12(2):e0171390. doi:
10.1371/journal.pone.0171390. [PMID: 28152041] - Lennard Schröder, Dagmar Ulrike Richter, Birgit Piechulla, Mareike Chrobak, Christina Kuhn, Sandra Schulze, Sybille Abarzua, Udo Jeschke, Tobias Weissenbacher. Effects of Phytoestrogen Extracts Isolated from Elder Flower on Hormone Production and Receptor Expression of Trophoblast Tumor Cells JEG-3 and BeWo, as well as MCF7 Breast Cancer Cells.
Nutrients.
2016 Oct; 8(10):. doi:
10.3390/nu8100616. [PMID: 27740591] - Motoi Tamura, Sachiko Hori, Hiroyuki Nakagawa, Satoshi Yamauchi, Takuya Sugahara. Effects of an equol-producing bacterium isolated from human faeces on isoflavone and lignan metabolism in mice.
Journal of the science of food and agriculture.
2016 Jul; 96(9):3126-32. doi:
10.1002/jsfa.7490. [PMID: 26455424] - Andrea Quartieri, Rocío García-Villalba, Alberto Amaretti, Stefano Raimondi, Alan Leonardi, Maddalena Rossi, Francisco Tomàs-Barberàn. Detection of novel metabolites of flaxseed lignans in vitro and in vivo.
Molecular nutrition & food research.
2016 07; 60(7):1590-601. doi:
10.1002/mnfr.201500773. [PMID: 26873880] - Alejandro de Athayde Moncorvo Collado, Fernando G Dupuy, Roberto D Morero, Carlos Minahk. Cholesterol induces surface localization of polyphenols in model membranes thus enhancing vesicle stability against lysozyme, but reduces protection of distant double bonds from reactive-oxygen species.
Biochimica et biophysica acta.
2016 Jul; 1858(7 Pt A):1479-87. doi:
10.1016/j.bbamem.2016.04.002. [PMID: 27063609] - Marija M Takić, Vesna B Jovanović, Ivan D Pavićević, Tamara N Uzelac, Jelena M Aćimović, Danijela K Ristić-Medić, Ljuba M Mandić. Binding of enterolactone and enterodiol to human serum albumin: increase of cysteine-34 thiol group reactivity.
Food & function.
2016 Feb; 7(2):1217-26. doi:
10.1039/c5fo01346a. [PMID: 26838610] - Yang Hu, Yan Song, Adrian A Franke, Frank B Hu, Rob M van Dam, Qi Sun. A Prospective Investigation of the Association Between Urinary Excretion of Dietary Lignan Metabolites and Weight Change in US Women.
American journal of epidemiology.
2015 Sep; 182(6):503-11. doi:
10.1093/aje/kwv091. [PMID: 26290574] - Anushka Dikshit, Manoel Adrião Gomes Filho, Erfan Eilati, Stacey McGee, Carrie Small, Chunqi Gao, Thomas Klug, Dale Buchanan Hales. Flaxseed reduces the pro-carcinogenic micro-environment in the ovaries of normal hens by altering the PG and oestrogen pathways in a dose-dependent manner.
The British journal of nutrition.
2015 May; 113(9):1384-95. doi:
10.1017/s000711451500029x. [PMID: 25850566] - Jatinder Kaur Mukker, Ravi Shankar Prasad Singh, Alister D Muir, Ed S Krol, Jane Alcorn. Comparative pharmacokinetics of purified flaxseed and associated mammalian lignans in male Wistar rats.
The British journal of nutrition.
2015 Mar; 113(5):749-57. doi:
10.1017/s0007114514004371. [PMID: 25716060] - Meredith A J Hullar, Samuel M Lancaster, Fei Li, Elizabeth Tseng, Karlyn Beer, Charlotte Atkinson, Kristiina Wähälä, Wade K Copeland, Timothy W Randolph, Katherine M Newton, Johanna W Lampe. Enterolignan-producing phenotypes are associated with increased gut microbial diversity and altered composition in premenopausal women in the United States.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2015 Mar; 24(3):546-54. doi:
10.1158/1055-9965.epi-14-0262. [PMID: 25542830] - Giorgio Biasiotto, Marialetizia Penza, Isabella Zanella, Moris Cadei, Luigi Caimi, Cristina Rossini, Annika I Smeds, Diego Di Lorenzo. Oilseeds ameliorate metabolic parameters in male mice, while contained lignans inhibit 3T3-L1 adipocyte differentiation in vitro.
European journal of nutrition.
2014 Dec; 53(8):1685-97. doi:
10.1007/s00394-014-0675-2. [PMID: 24566767] - Kuo-Ching Jan, Binghuei-Barry Yang, Tristan C Liu. Gene expression profiling of sesaminol triglucoside and its tetrahydrofuranoid metabolites in primary rat hepatocytes.
International journal of food sciences and nutrition.
2014 Dec; 65(8):981-8. doi:
10.3109/09637486.2014.950204. [PMID: 25156454] - Takeshi Yokoyama, Yuto Kosaka, Mineyuki Mizuguchi. Inhibitory activities of propolis and its promising component, caffeic acid phenethyl ester, against amyloidogenesis of human transthyretin.
Journal of medicinal chemistry.
2014 Nov; 57(21):8928-35. doi:
10.1021/jm500997m. [PMID: 25314129] - Cara L Frankenfeld. Cardiometabolic risk factors are associated with high urinary enterolactone concentration, independent of urinary enterodiol concentration and dietary fiber intake in adults.
The Journal of nutrition.
2014 Sep; 144(9):1445-53. doi:
10.3945/jn.114.190512. [PMID: 24966407] - A Durazzo, M Carcea, H Adlercreutz, E Azzini, A Polito, L Olivieri, M Zaccaria, C Meneghini, F Maiani, G Bausano, F Martiri, A Samaletdin, A Fumagalli, A Raguzzini, E Venneria, M S Foddai, D Ciarapica, B Mauro, F Volpe, G Maiani. Effects of consumption of whole grain foods rich in lignans in healthy postmenopausal women with moderate serum cholesterol: a pilot study.
International journal of food sciences and nutrition.
2014 Aug; 65(5):637-45. doi:
10.3109/09637486.2014.893283. [PMID: 24611636] - Claudia Fuentealba, Fernando Figuerola, Ana M Estévez, José M Bastías, Ociel Muñoz. Bioaccessibility of lignans from flaxseed (Linum usitatissimum L.) determined by single-batch in vitro simulation of the digestive process.
Journal of the science of food and agriculture.
2014 Jul; 94(9):1729-38. doi:
10.1002/jsfa.6482. [PMID: 24243589] - Monika Eichholzer, Aline Richard, Holly L Nicastro, Elizabeth A Platz, Jakob Linseisen, Sabine Rohrmann. Urinary lignans and inflammatory markers in the US National Health and Nutrition Examination Survey (NHANES) 1999-2004 and 2005-2008.
Cancer causes & control : CCC.
2014 Mar; 25(3):395-403. doi:
10.1007/s10552-014-0340-3. [PMID: 24463788] - Sunni L Mumford, Rajeshwari Sundaram, Enrique F Schisterman, Anne M Sweeney, Dana Boyd Barr, Michael E Rybak, Jose M Maisog, Daniel L Parker, Christine M Pfeiffer, Germaine M Buck Louis. Higher urinary lignan concentrations in women but not men are positively associated with shorter time to pregnancy.
The Journal of nutrition.
2014 Mar; 144(3):352-8. doi:
10.3945/jn.113.184820. [PMID: 24401816] - Qi Sun, Nicole M Wedick, An Pan, Mary K Townsend, Aedin Cassidy, Adrian A Franke, Eric B Rimm, Frank B Hu, Rob M van Dam. Gut microbiota metabolites of dietary lignans and risk of type 2 diabetes: a prospective investigation in two cohorts of U.S. women.
Diabetes care.
2014; 37(5):1287-95. doi:
10.2337/dc13-2513. [PMID: 24550220] - C L Frankenfeld. Relationship of obesity and high urinary enterolignan concentrations in 6806 children and adults: analysis of National Health and Nutrition Examination Survey data.
European journal of clinical nutrition.
2013 Aug; 67(8):887-9. doi:
10.1038/ejcn.2013.107. [PMID: 23756386] - Maria Azrad, Robin T Vollmer, John Madden, Mark Dewhirst, Thomas J Polascik, Denise C Snyder, Mack T Ruffin, Judd W Moul, Dean E Brenner, Wendy Demark-Wahnefried. Flaxseed-derived enterolactone is inversely associated with tumor cell proliferation in men with localized prostate cancer.
Journal of medicinal food.
2013 Apr; 16(4):357-60. doi:
10.1089/jmf.2012.0159. [PMID: 23566060] - Alexandrine During, Céline Debouche, Thomas Raas, Yvan Larondelle. Among plant lignans, pinoresinol has the strongest antiinflammatory properties in human intestinal Caco-2 cells.
The Journal of nutrition.
2012 Oct; 142(10):1798-805. doi:
10.3945/jn.112.162453. [PMID: 22955517] - Kuo-Ching Jan, Yi-Wei Chang, Lucy Sun Hwang, Chi-Tang Ho. Tissue distribution and cytochrome P450 inhibition of sesaminol and its tetrahydrofuranoid metabolites.
Journal of agricultural and food chemistry.
2012 Sep; 60(35):8616-23. doi:
10.1021/jf302699f. [PMID: 22894606] - Ruth C Travis, Naomi E Allen, Paul N Appleby, Alison Price, Rudolf Kaaks, Jenny Chang-Claude, Heiner Boeing, Krasimira Aleksandrova, Anne Tjønneland, Nina Føns Johnsen, Kim Overvad, J Ramón Quirós, Carlos A González, Esther Molina-Montes, Maria José Sánchez, Nerea Larrañaga, José María Huerta Castaño, Eva Ardanaz, Kay-Tee Khaw, Nick Wareham, Antonia Trichopoulou, Tina Karapetyan, Snorri Bjorn Rafnsson, Domenico Palli, Vittorio Krogh, Rosario Tumino, Paolo Vineis, H Bas Bueno-de-Mesquita, Pär Stattin, Mattias Johansson, Veronika Fedirko, Teresa Norat, Afshan Siddiq, Elio Riboli, Timothy J Key. Prediagnostic concentrations of plasma genistein and prostate cancer risk in 1,605 men with prostate cancer and 1,697 matched control participants in EPIC.
Cancer causes & control : CCC.
2012 Jul; 23(7):1163-71. doi:
10.1007/s10552-012-9985-y. [PMID: 22674291] - Sibylle Abarzua, Tatsuo Serikawa, Marlen Szewczyk, Dagmar-Ulrike Richter, Birgit Piechulla, Volker Briese. Antiproliferative activity of lignans against the breast carcinoma cell lines MCF 7 and BT 20.
Archives of gynecology and obstetrics.
2012 Apr; 285(4):1145-51. doi:
10.1007/s00404-011-2120-6. [PMID: 22037685] - José L Peñalvo, Pedro López-Romero. Urinary enterolignan concentrations are positively associated with serum HDL cholesterol and negatively associated with serum triglycerides in U.S. adults.
The Journal of nutrition.
2012 Apr; 142(4):751-6. doi:
10.3945/jn.111.150516. [PMID: 22378329] - A N Martinchik, V V Zubtsov. [Phytoestrogenis properties of flaxseed lignans].
Voprosy pitaniia.
2012; 81(6):61-6. doi:
. [PMID: 23530438] - Aida Karina Zaineddin, Katharina Buck, Alina Vrieling, Judith Heinz, Dieter Flesch-Janys, Jakob Linseisen, Jenny Chang-Claude. The association between dietary lignans, phytoestrogen-rich foods, and fiber intake and postmenopausal breast cancer risk: a German case-control study.
Nutrition and cancer.
2012; 64(5):652-65. doi:
10.1080/01635581.2012.683227. [PMID: 22591208] - Huiyan Ma, Jane Sullivan-Halley, Ashley W Smith, Marian L Neuhouser, Catherine M Alfano, Kathleen Meeske, Stephanie M George, Anne McTiernan, Roberta McKean-Cowdin, Kathy B Baumgartner, Rachel Ballard-Barbash, Leslie Bernstein. Estrogenic botanical supplements, health-related quality of life, fatigue, and hormone-related symptoms in breast cancer survivors: a HEAL study report.
BMC complementary and alternative medicine.
2011 Nov; 11(?):109. doi:
10.1186/1472-6882-11-109. [PMID: 22067368] - Lucia Roncaglia, Alberto Amaretti, Stefano Raimondi, Alan Leonardi, Maddalena Rossi. Role of bifidobacteria in the activation of the lignan secoisolariciresinol diglucoside.
Applied microbiology and biotechnology.
2011 Oct; 92(1):159-68. doi:
10.1007/s00253-011-3338-8. [PMID: 21614502] - Agnieszka Kosińska, Kamila Penkacik, Wiesław Wiczkowski, Ryszard Amarowicz. Presence of caffeic acid in flaxseed lignan macromolecule.
Plant foods for human nutrition (Dordrecht, Netherlands).
2011 Sep; 66(3):270-4. doi:
10.1007/s11130-011-0245-1. [PMID: 21766213] - Melpo Christofidou-Solomidou, Sonia Tyagi, Kay-See Tan, Sarah Hagan, Ralph Pietrofesa, Floyd Dukes, Evguenia Arguiri, Daniel F Heitjan, Charalambos C Solomides, Keith A Cengel. Dietary flaxseed administered post thoracic radiation treatment improves survival and mitigates radiation-induced pneumonopathy in mice.
BMC cancer.
2011 Jun; 11(?):269. doi:
10.1186/1471-2407-11-269. [PMID: 21702963] - Anand A Zanwar, Mahabaleshwar V Hegde, Subhash L Bodhankar. Cardioprotective activity of flax lignan concentrate extracted from seeds of Linum usitatissimum in isoprenalin induced myocardial necrosis in rats.
Interdisciplinary toxicology.
2011 Jun; 4(2):90-7. doi:
10.2478/v10102-011-0016-8. [PMID: 21753905] - Yeong Rhee, Ardith Brunt. Flaxseed supplementation improved insulin resistance in obese glucose intolerant people: a randomized crossover design.
Nutrition journal.
2011 May; 10(?):44. doi:
10.1186/1475-2891-10-44. [PMID: 21554710] - Kuo-Ching Jan, Kuo-Lung Ku, Yan-Hwa Chu, Lucy Sun Hwang, Chi-Tang Ho. Intestinal distribution and excretion of sesaminol and its tetrahydrofuranoid metabolites in rats.
Journal of agricultural and food chemistry.
2011 Apr; 59(7):3078-86. doi:
10.1021/jf105012v. [PMID: 21384919] - Sung-Hee Cho, Jeong-Hee Jang, Ji Young Yoon, Chi-Dong Han, Youngsun Choi, Sang-Won Choi. Effects of a safflower tea supplement on antioxidative status and bone markers in postmenopausal women.
Nutrition research and practice.
2011 Feb; 5(1):20-7. doi:
10.4162/nrp.2011.5.1.20. [PMID: 21487492] - Magdalena Zuk, Anna Kulma, Lucyna Dymińska, Katarzyna Szołtysek, Anna Prescha, Jerzy Hanuza, Jan Szopa. Flavonoid engineering of flax potentiate its biotechnological application.
BMC biotechnology.
2011 Jan; 11(?):10. doi:
10.1186/1472-6750-11-10. [PMID: 21276227] - Prisna Pianjing, Apinya Thiantanawat, Nuchanart Rangkadilok, Piyajit Watcharasit, Chulabhorn Mahidol, Jutamaad Satayavivad. Estrogenic activities of sesame lignans and their metabolites on human breast cancer cells.
Journal of agricultural and food chemistry.
2011 Jan; 59(1):212-21. doi:
10.1021/jf102006w. [PMID: 21141889] - E Zhao, Qing Mu. Phytoestrogen biological actions on Mammalian reproductive system and cancer growth.
Scientia pharmaceutica.
2011 Jan; 79(1):1-20. doi:
10.3797/scipharm.1007-15. [PMID: 21617769] - Maggie Laidlaw, Carla A Cockerline, Daniel W Sepkovic. Effects of a breast-health herbal formula supplement on estrogen metabolism in pre- and post-menopausal women not taking hormonal contraceptives or supplements: a randomized controlled trial.
Breast cancer : basic and clinical research.
2010 Dec; 4(?):85-95. doi:
10.4137/bcbcr.s6505. [PMID: 21234288] - Jatinder Kaur Mukker, Valeriya Kotlyarova, Ravi Shankar Prasad Singh, Jane Alcorn. HPLC method with fluorescence detection for the quantitative determination of flaxseed lignans.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Nov; 878(30):3076-82. doi:
10.1016/j.jchromb.2010.09.012. [PMID: 20970390] - Herman Adlercreutz. Can rye intake decrease risk of human breast cancer?.
Food & nutrition research.
2010 Nov; 54(?):. doi:
10.3402/fnr.v54i0.5231. [PMID: 21311613] - Riitta Luoto, Elham Kharazmi, Niina M Saarinen, Annika I Smeds, Sari Mäkelä, Mahdi Fallah, Jani Raitanen, Leena Hilakivi-Clarke. Effect of dietary intervention on serum lignan levels in pregnant women - a controlled trial.
Reproductive health.
2010 Oct; 7(?):26. doi:
10.1186/1742-4755-7-26. [PMID: 20932282] - Tatsuya Kunisue, Shinsuke Tanabe, Tomohiko Isobe, Kenneth M Aldous, Kurunthachalam Kannan. Profiles of phytoestrogens in human urine from several Asian countries.
Journal of agricultural and food chemistry.
2010 Sep; 58(17):9838-46. doi:
10.1021/jf102253j. [PMID: 20707345] - Maria H Traka, Caroline A Spinks, Joanne F Doleman, Antonietta Melchini, Richard Y Ball, Robert D Mills, Richard F Mithen. The dietary isothiocyanate sulforaphane modulates gene expression and alternative gene splicing in a PTEN null preclinical murine model of prostate cancer.
Molecular cancer.
2010 Jul; 9(?):189. doi:
10.1186/1476-4598-9-189. [PMID: 20626841] - Anni Woting, Thomas Clavel, Gunnar Loh, Michael Blaut. Bacterial transformation of dietary lignans in gnotobiotic rats.
FEMS microbiology ecology.
2010 Jun; 72(3):507-14. doi:
10.1111/j.1574-6941.2010.00863.x. [PMID: 20370826] - Cheng-Zhi Wang, Xiao-Qing Ma, Dong-Hui Yang, Zhi-Rong Guo, Gui-Rong Liu, Ge-Xin Zhao, Jie Tang, Ya-Nan Zhang, Miao Ma, Shao-Qing Cai, Bao-Shan Ku, Shu-Lin Liu. Production of enterodiol from defatted flaxseeds through biotransformation by human intestinal bacteria.
BMC microbiology.
2010 Apr; 10(?):115. doi:
10.1186/1471-2180-10-115. [PMID: 20398397] - Ciska Wyns, Selin Bolca, Denis De Keukeleire, Arne Heyerick. Development of a high-throughput LC/APCI-MS method for the determination of thirteen phytoestrogens including gut microbial metabolites in human urine and serum.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Apr; 878(13-14):949-56. doi:
10.1016/j.jchromb.2010.02.022. [PMID: 20299290] - Jeevan K Prasain, Alireza Arabshahi, D Ray Moore, Gail A Greendale, J Michael Wyss, Stephen Barnes. Simultaneous determination of 11 phytoestrogens in human serum using a 2 min liquid chromatography/tandem mass spectrometry method.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Apr; 878(13-14):994-1002. doi:
10.1016/j.jchromb.2010.02.032. [PMID: 20346741] - Niina M Saarinen, Juhani Tuominen, Liisa Pylkkänen, Risto Santti. Assessment of information to substantiate a health claim on the prevention of prostate cancer by lignans.
Nutrients.
2010 02; 2(2):99-115. doi:
10.3390/nu2020099. [PMID: 22254011] - Niina M Saarinen, Annika I Smeds, José L Peñalvo, Tarja Nurmi, Herman Adlercreutz, Sari Mäkelä. Flaxseed ingestion alters ratio of enterolactone enantiomers in human serum.
Journal of nutrition and metabolism.
2010; 2010(?):. doi:
10.1155/2010/403076. [PMID: 20721350] - Jong-Sik Jin, Masao Hattori. Human intestinal bacterium, strain END-2 is responsible for demethylation as well as lactonization during plant lignan metabolism.
Biological & pharmaceutical bulletin.
2010; 33(8):1443-7. doi:
10.1248/bpb.33.1443. [PMID: 20686246] - J H Y Wu, J M Hodgson, I B Puddey, R Belski, V Burke, K D Croft. Sesame supplementation does not improve cardiovascular disease risk markers in overweight men and women.
Nutrition, metabolism, and cardiovascular diseases : NMCD.
2009 Dec; 19(11):774-80. doi:
10.1016/j.numecd.2009.01.003. [PMID: 19346113] - Selin Bolca, Ciska Wyns, Sam Possemiers, Herman Depypere, Denis De Keukeleire, Marc Bracke, Willy Verstraete, Arne Heyerick. Cosupplementation of isoflavones, prenylflavonoids, and lignans alters human exposure to phytoestrogen-derived 17beta-estradiol equivalents.
The Journal of nutrition.
2009 Dec; 139(12):2293-300. doi:
10.3945/jn.109.113639. [PMID: 19864398] - Nathalie Gagnon, Cristiano Côrtes, Hélène V Petit. Weekly excretion of the mammalian lignan enterolactone in milk of dairy cows fed flaxseed meal.
The Journal of dairy research.
2009 Nov; 76(4):455-8. doi:
10.1017/s0022029909990082. [PMID: 19638265] - Helle N Laerke, Marianne A Mortensen, Mette S Hedemann, Knud E Bach Knudsen, José L Penalvo, Herman Adlercreutz. Quantitative aspects of the metabolism of lignans in pigs fed fibre-enriched rye and wheat bread.
The British journal of nutrition.
2009 Oct; 102(7):985-94. doi:
10.1017/s0007114509344098. [PMID: 19393112] - H V Petit, N Gagnon. Concentration of the mammalian lignans enterolactone and enterodiol in milk of cows fed diets containing different concentrations of whole flaxseed.
Animal : an international journal of animal bioscience.
2009 Oct; 3(10):1428-35. doi:
10.1017/s1751731109990346. [PMID: 22444937] - Hélène V Petit, Nathalie Gagnon, Priyadarshini S Mir, Rong Cao, Steve Cui. Milk concentration of the mammalian lignan enterolactone, milk production, milk fatty acid profile, and digestibility in dairy cows fed diets containing whole flaxseed or flaxseed meal.
The Journal of dairy research.
2009 Aug; 76(3):257-64. doi:
10.1017/s0022029909003999. [PMID: 19250577] - Kuo-Ching Jan, Lucy Sun Hwang, Chi-Tang Ho. Biotransformation of sesaminol triglucoside to mammalian lignans by intestinal microbiota.
Journal of agricultural and food chemistry.
2009 Jul; 57(14):6101-6. doi:
10.1021/jf901215j. [PMID: 19537732] - S-Y Park, L R Wilkens, A A Franke, L Le Marchand, K K Kakazu, M T Goodman, S P Murphy, B E Henderson, L N Kolonel. Urinary phytoestrogen excretion and prostate cancer risk: a nested case-control study in the Multiethnic Cohort.
British journal of cancer.
2009 Jul; 101(1):185-91. doi:
10.1038/sj.bjc.6605137. [PMID: 19536097] - K Struijs, J-P Vincken, H Gruppen. Bacterial conversion of secoisolariciresinol and anhydrosecoisolariciresinol.
Journal of applied microbiology.
2009 Jul; 107(1):308-17. doi:
10.1111/j.1365-2672.2009.04209.x. [PMID: 19302311] - Kuo-Ching Jan, Lucy Sun Hwang, Chi-Tang Ho. Tissue distribution and elimination of sesaminol triglucoside and its metabolites in rat.
Molecular nutrition & food research.
2009 Jul; 53(7):815-25. doi:
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British journal of cancer.
2009 Jun; 100(11):1817-23. doi:
10.1038/sj.bjc.6605073. [PMID: 19436304] - L S Velentzis, M M Cantwell, C Cardwell, M R Keshtgar, A J Leathem, J V Woodside. Lignans and breast cancer risk in pre- and post-menopausal women: meta-analyses of observational studies.
British journal of cancer.
2009 May; 100(9):1492-8. doi:
10.1038/sj.bjc.6605003. [PMID: 19337250] - Anneleen Kuijsten, H Bas Bueno-de-Mesquita, Jolanda M A Boer, Ilja C W Arts, Frans J Kok, Pieter van't Veer, Peter C H Hollman. Plasma enterolignans are not associated with nonfatal myocardial infarction risk.
Atherosclerosis.
2009 Mar; 203(1):145-52. doi:
10.1016/j.atherosclerosis.2008.06.005. [PMID: 18687435] - Sandra Gredel, Christine Grad, Gerhard Rechkemmer, Bernhard Watzl. Phytoestrogens and phytoestrogen metabolites differentially modulate immune parameters in human leukocytes.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2008 Dec; 46(12):3691-6. doi:
10.1016/j.fct.2008.09.047. [PMID: 18929616] - Govindarajan Thangavelu, Marcos Germán Colazo, Masahito Oba, Michael Kane Dyck, Erasmus Kojo Okine, Divakar Justus Ambrose. Fecal and urinary lignans, intrafollicular estradiol, and endometrial receptors in lactating dairy cows fed diets supplemented with hydrogenated animal fat, flaxseed or sunflower seed.
The Journal of reproduction and development.
2008 Dec; 54(6):439-46. doi:
10.1262/jrd.20030. [PMID: 18762721] - Emmanouil N Papadakis, Despina Lazarou, Raphael Grougnet, Prokopios Magiatis, Alexios L Skaltsounis, Euphemia Papadopoulou-Mourkidou, Athanasios I Papadopoulos. Effect of the form of the sesame-based diet on the absorption of lignans.
The British journal of nutrition.
2008 Dec; 100(6):1213-9. doi:
10.1017/s0007114508978272. [PMID: 18430262] - Gunter G C Kuhnle, Caterina Dell'Aquila, Sue M Aspinall, Shirley A Runswick, Angela A Mulligan, Sheila A Bingham. Phytoestrogen content of foods of animal origin: dairy products, eggs, meat, fish, and seafood.
Journal of agricultural and food chemistry.
2008 Nov; 56(21):10099-104. doi:
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Journal of applied microbiology.
2008 Nov; 105(5):1585-94. doi:
10.1111/j.1365-2672.2008.03922.x. [PMID: 19146494] - Heather Ward, Gaelle Chapelais, Gunter G C Kuhnle, Robert Luben, Kay-Tee Khaw, Sheila Bingham. Lack of prospective associations between plasma and urinary phytoestrogens and risk of prostate or colorectal cancer in the European Prospective into Cancer-Norfolk study.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2008 Oct; 17(10):2891-4. doi:
10.1158/1055-9965.epi-08-0335. [PMID: 18843034] - S Fukumitsu, K Aida, N Ueno, S Ozawa, Y Takahashi, M Kobori. Flaxseed lignan attenuates high-fat diet-induced fat accumulation and induces adiponectin expression in mice.
The British journal of nutrition.
2008 Sep; 100(3):669-76. doi:
10.1017/s0007114508911570. [PMID: 18252024] - Ellen Eeckhaut, Karin Struijs, Sam Possemiers, Jean-Paul Vincken, Denis De Keukeleire, Willy Verstraete. Metabolism of the lignan macromolecule into enterolignans in the gastrointestinal lumen as determined in the simulator of the human intestinal microbial ecosystem.
Journal of agricultural and food chemistry.
2008 Jun; 56(12):4806-12. doi:
10.1021/jf800101s. [PMID: 18494490] - Wei Zhang, Xiaobing Wang, Yi Liu, Haimei Tian, Brent Flickinger, Mark W Empie, Sam Z Sun. Dietary flaxseed lignan extract lowers plasma cholesterol and glucose concentrations in hypercholesterolaemic subjects.
The British journal of nutrition.
2008 Jun; 99(6):1301-9. doi:
10.1017/s0007114507871649. [PMID: 18053310] - Wei Zhang, Xiaobing Wang, Yi Liu, Haimei Tian, Brent Flickinger, Mark W Empie, Sam Z Sun. Effects of dietary flaxseed lignan extract on symptoms of benign prostatic hyperplasia.
Journal of medicinal food.
2008 Jun; 11(2):207-14. doi:
10.1089/jmf.2007.602. [PMID: 18358071] - Jie Feng, Zhongli Shi, Zhaoming Ye. Effects of metabolites of the lignans enterolactone and enterodiol on osteoblastic differentiation of MG-63 cells.
Biological & pharmaceutical bulletin.
2008 Jun; 31(6):1067-70. doi:
10.1248/bpb.31.1067. [PMID: 18520031] - Charlotte Carreau, Gilles Flouriot, Catherine Bennetau-Pelissero, Mylène Potier. Enterodiol and enterolactone, two major diet-derived polyphenol metabolites have different impact on ERalpha transcriptional activation in human breast cancer cells.
The Journal of steroid biochemistry and molecular biology.
2008 May; 110(1-2):176-85. doi:
10.1016/j.jsbmb.2008.03.032. [PMID: 18457947] - B Mayo, D van Sinderen, M Ventura. Genome analysis of food grade lactic Acid-producing bacteria: from basics to applications.
Current genomics.
2008 May; 9(3):169-83. doi:
10.2174/138920208784340731. [PMID: 19440514] - L I Mennen, D Sapinho, H Ito, P Galan, S Hercberg, A Scalbert. Urinary excretion of 13 dietary flavonoids and phenolic acids in free-living healthy subjects - variability and possible use as biomarkers of polyphenol intake.
European journal of clinical nutrition.
2008 Apr; 62(4):519-25. doi:
10.1038/sj.ejcn.1602744. [PMID: 17426744] - Anneleen Kuijsten, Peter C H Hollman, Hendriek C Boshuizen, Michel N C P Buijsman, Pieter van 't Veer, Frans J Kok, Ilja C W Arts, H Bas Bueno-de-Mesquita. Plasma enterolignan concentrations and colorectal cancer risk in a nested case-control study.
American journal of epidemiology.
2008 Mar; 167(6):734-42. doi:
10.1093/aje/kwm349. [PMID: 18192676] - José L Peñalvo, Herman Adlercreutz, Mariko Uehara, Anna Ristimaki, Shaw Watanabe. Lignan content of selected foods from Japan.
Journal of agricultural and food chemistry.
2008 Jan; 56(2):401-9. doi:
10.1021/jf072695u. [PMID: 18163563] - Heather Ward, Gaelle Chapelais, Gunter G C Kuhnle, Robert Luben, Kay-Tee Khaw, Sheila Bingham. Breast cancer risk in relation to urinary and serum biomarkers of phytoestrogen exposure in the European Prospective into Cancer-Norfolk cohort study.
Breast cancer research : BCR.
2008; 10(2):R32. doi:
10.1186/bcr1995. [PMID: 18419813] - Michael E Rybak, Daniel L Parker, Christine M Pfeiffer. Determination of urinary phytoestrogens by HPLC-MS/MS: a comparison of atmospheric pressure chemical ionization (APCI) and electrospray ionization (ESI).
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 Jan; 861(1):145-50. doi:
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