flutamide (BioDeep_00000398993)
Main id: BioDeep_00000002288
natural product
代谢物信息卡片
Flutamide (Eulexin)
化学式: C11H11F3N2O3 (276.07217319999995)
中文名称: 氟他胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1(=C(C=C(C=C1)NC(C(C)C)=O)C(F)(F)F)[N+](=O)[O-]
InChI: InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)
描述信息
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BB - Anti-androgens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D000726 - Androgen Antagonists
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C242 - Anti-Androgen
D000970 - Antineoplastic Agents
同义名列表
2 个代谢物同义名
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:5132
- KEGG: C07653
- KEGGdrug: D00586
- PubChem: 3397
- DrugBank: DB00499
- ChEMBL: CHEMBL4759307
- ChEMBL: CHEMBL806
- MeSH: Flutamide
- CAS: 37209-54-4
- CAS: 13311-84-7
- MoNA: CCMSLIB00000078339
- PubChem: 9855
- NIKKAJI: J8.099C
- RefMet: Flutamide
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)
0 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
- Rishi Sharma, Md Meraj Ansari, Manzar Alam, Mohammad Fareed, Nemat Ali, Anas Ahmad, Sarwat Sultana, Rehan Khan. Sophorin mitigates flutamide-induced hepatotoxicity in wistar rats.
Toxicon : official journal of the International Society on Toxinology.
2024 May; 243(?):107722. doi:
10.1016/j.toxicon.2024.107722. [PMID: 38653393] - R Z Huang, Y W Wang, H Y Huang, R H Jiang, N N Xue, S P Yin, H Y Zhao. [Application effect of a dual release system of androgen and its antagonist in the repair of full-thickness burn wounds in mice].
Zhonghua shao shang yu chuang mian xiu fu za zhi.
2024 Feb; 40(2):180-189. doi:
10.3760/cma.j.cn501225-20230802-00033. [PMID: 38418180] - Dongxu Wang, Han Zhao, Chuan Xing, Bo Lv, Xiaochen Wang, Bing He. Androgens exacerbate hepatic triglyceride accumulation in rats with polycystic ovary syndrome by downregulating MTTP expression.
Endocrine.
2023 Nov; ?(?):. doi:
10.1007/s12020-023-03590-6. [PMID: 37950821] - Xue-Dan Zhao, Zhi-Hao Li, Jun-Wei Hu, Yue-Lai Chen, Ge Xu. [Effects of electroacupuncture on the secretion function of ovarian cells and kisspeptin/kiss1r system in rats with polycystic ovarian syndrome].
Zhen ci yan jiu = Acupuncture research.
2023 Aug; 48(8):804-11. doi:
10.13702/j.1000?0607.20220481. [PMID: 37614139] - Prattana Tanyapanyachon, Paweena Dana, Nutthanit Thumsongsiri, Walailuk Chonniyom, Nattika Saengkrit. Interrupting the blood-testis barrier with a flutamide-loaded nanostructured lipid carrier: A novel nonsurgical contraceptive approach for male animals.
Theriogenology.
2023 May; 206(?):96-105. doi:
10.1016/j.theriogenology.2023.04.023. [PMID: 37201300] - Daniel A Dumesic, Chloe Winnett, Gwyneth Lu, Tristan R Grogan, David H Abbott, Rajanigandha Naik, Gregorio D Chazenbalk. Randomized clinical trial: effect of low-dose flutamide on abdominal adipogenic function in normal-weight women with polycystic ovary syndrome.
Fertility and sterility.
2023 01; 119(1):116-126. doi:
10.1016/j.fertnstert.2022.09.324. [PMID: 36400597] - Shangbo Zhou, Tobias Schulze, Werner Brack, Thomas-Benjamin Seiler, Henner Hollert. Spatial and temporal variations in anti-androgenic activity and environmental risk in a small river.
The Science of the total environment.
2022 Dec; 853(?):158622. doi:
10.1016/j.scitotenv.2022.158622. [PMID: 36084781] - Nafiseh Farhadian, Malihe Samadi Kazemi, Fatemeh Moosavi Baigi, Mehdi Khalaj. Molecular dynamics simulation of drug delivery across the cell membrane by applying gold nanoparticle carrier: Flutamide as hydrophobic and glutathione as hydrophilic drugs as the case studies.
Journal of molecular graphics & modelling.
2022 11; 116(?):108271. doi:
10.1016/j.jmgm.2022.108271. [PMID: 35863117] - Sivakumar Musuvadhi Babulal, Jeyaraman Anupriya, Shen Ming Chen. Self assembled three dimensional β-Cu2V2O7 hierarchical flower decorated porous carbon: An efficient electrocatalyst for flutamide detection in biological and environmental samples.
Chemosphere.
2022 Sep; 303(Pt 3):135203. doi:
10.1016/j.chemosphere.2022.135203. [PMID: 35667499] - Christine M Drea, Charli S Davies, Lydia K Greene, Jessica Mitchell, Dimitri V Blondel, Caroline L Shearer, Joseph T Feldblum, Kristin A Dimac-Stohl, Kendra N Smyth-Kabay, Tim H Clutton-Brock. An intergenerational androgenic mechanism of female intrasexual competition in the cooperatively breeding meerkat.
Nature communications.
2021 12; 12(1):7332. doi:
10.1038/s41467-021-27496-x. [PMID: 34921140] - Yannan Ding, Honghong Ma, Yasha Xu, Feng Yang, Yi Li, Fuguo Shi, Yuanfu Lu. Potentiation of flutamide-induced hepatotoxicity in mice by Xian-Ling-Gu-Bao through induction of CYP1A2.
Journal of ethnopharmacology.
2021 Oct; 278(?):114299. doi:
10.1016/j.jep.2021.114299. [PMID: 34090906] - Emmanuel O Yawson, Oluwole B Akinola. Hippocampal cellular changes in androgen deprived insulin resistant rats.
Metabolic brain disease.
2021 06; 36(5):1037-1048. doi:
10.1007/s11011-021-00678-8. [PMID: 33666820] - Ramadhass Keerthika Devi, Ganesan Muthusankar, Shen-Ming Chen, Gopu Gopalakrishnan. In situ formation of Co3O4 nanoparticles embedded N-doped porous carbon nanocomposite: a robust material for electrocatalytic detection of anticancer drug flutamide and supercapacitor application.
Mikrochimica acta.
2021 05; 188(6):196. doi:
10.1007/s00604-021-04860-8. [PMID: 34036435] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Krishnan Venkatesh, Balamurugan Muthukutty, Shen-Ming Chen, Chelladurai Karuppiah, Baishnisha Amanulla, Chun-Chen Yang, Sayee Kannan Ramaraj. Nanomolar level detection of non-steroidal antiandrogen drug flutamide based on ZnMn2O4 nanoparticles decorated porous reduced graphene oxide nanocomposite electrode.
Journal of hazardous materials.
2021 03; 405(?):124096. doi:
10.1016/j.jhazmat.2020.124096. [PMID: 33131940] - Mohammad Kadivar, Alireza Aliakbar. A molecularly imprinted poly 2-aminophenol-gold nanoparticle-reduced graphene oxide composite for electrochemical determination of flutamide in environmental and biological samples.
Analytical methods : advancing methods and applications.
2021 01; 13(4):536-551. doi:
10.1039/d0ay01812k. [PMID: 33449062] - Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue.
Archives of toxicology.
2020 12; 94(12):4037-4041. doi:
10.1007/s00204-020-02869-1. [PMID: 32808185] - Bracho Gisela S, Acosta M Virginia, Altamirano Gabriela A, Tschopp M Virginia, Luque Enrique H, Kass Laura, Bosquiazzo Véronica L. Androgen receptor and uterine histoarchitecture in a PCOS rat model.
Molecular and cellular endocrinology.
2020 12; 518(?):110973. doi:
10.1016/j.mce.2020.110973. [PMID: 32781251] - Tien-Wen Tseng, Umamaheswari Rajaji, Tse-Wei Chen, Shen-Ming Chen, Yi-Chen Huang, Veerappan Mani, A Irudaya Jothi. Sonochemical synthesis and fabrication of perovskite type calcium titanate interfacial nanostructure supported on graphene oxide sheets as a highly efficient electrocatalyst for electrochemical detection of chemotherapeutic drug.
Ultrasonics sonochemistry.
2020 Dec; 69(?):105242. doi:
10.1016/j.ultsonch.2020.105242. [PMID: 32673961] - Julio César Medina-Rojas, Irving Osiel Castillo-Rodríguez, Elena Martínez-Klimova, Teresa Ramírez-Ápan, Simón Hernández-Ortega, Marcos Martínez-García. Synthesis of flutamide-conjugates.
Bioorganic & medicinal chemistry letters.
2020 11; 30(21):127507. doi:
10.1016/j.bmcl.2020.127507. [PMID: 32866675] - Jennifer A Fitzgerald, Maciej Trznadel, Ioanna Katsiadaki, Eduarda M Santos. Hypoxia modifies the response to flutamide and linuron in male three-spined stickleback (Gasterosteus aculeatus).
Environmental pollution (Barking, Essex : 1987).
2020 Aug; 263(Pt A):114326. doi:
10.1016/j.envpol.2020.114326. [PMID: 32247919] - Malgorzata Brzoskwinia, Laura Pardyak, Agnieszka Rak, Alicja Kaminska, Anna Hejmej, Sylwia Marek, Malgorzata Kotula-Balak, Barbara Bilinska. Flutamide Alters the Expression of Chemerin, Apelin, and Vaspin and Their Respective Receptors in the Testes of Adult Rats.
International journal of molecular sciences.
2020 Jun; 21(12):. doi:
10.3390/ijms21124439. [PMID: 32580404] - Elsayed G E Elsakka, Ahmad Mohamed Elsisi, Osama Abd Al-Motaal Mansour, Bakheet E M Elsadek, Adel I Abd Elaziz, Salama Abdou Salama, Shady Allam. Androgen/androgen receptor affects gentamicin-induced nephrotoxicity through regulation of megalin expression.
Life sciences.
2020 Jun; 251(?):117628. doi:
10.1016/j.lfs.2020.117628. [PMID: 32247620] - Raju Prasad Sharma, Vikas Kumar, Marta Schuhmacher, Alexey Kolodkin, Hans V Westerhoff. Development and evaluation of a harmonized whole body physiologically based pharmacokinetic (PBPK) model for flutamide in rats and its extrapolation to humans.
Environmental research.
2020 03; 182(?):108948. doi:
10.1016/j.envres.2019.108948. [PMID: 31841869] - J Tyler Ramsey, Yin Li, Yukitomo Arao, Ajanta Naidu, Laurel A Coons, Alejandro Diaz, Kenneth S Korach. Lavender Products Associated With Premature Thelarche and Prepubertal Gynecomastia: Case Reports and Endocrine-Disrupting Chemical Activities.
The Journal of clinical endocrinology and metabolism.
2019 11; 104(11):5393-5405. doi:
10.1210/jc.2018-01880. [PMID: 31393563] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Naoki Harada, Yusuke Yotsumoto, Takahiro Katsuki, Yasuhiro Yoda, Tatsuya Masuda, Masayuki Nomura, Nobuaki Shiraki, Hiroshi Inui, Ryoichi Yamaji. Fetal androgen signaling defects affect pancreatic β-cell mass and function, leading to glucose intolerance in high-fat diet-fed male rats.
American journal of physiology. Endocrinology and metabolism.
2019 11; 317(5):E731-E741. doi:
10.1152/ajpendo.00173.2019. [PMID: 31287713] - Gwendolyn K Davis, Suttira Intapad, Ashley D Newsome, Laura E Coats, Daniel R Bamrick, Norma B Ojeda, Barbara T Alexander. Androgen Receptor Blockade Differentially Regulates Blood Pressure in Growth-Restricted Versus Ovarian Deficient Rats.
Hypertension (Dallas, Tex. : 1979).
2019 10; 74(4):975-982. doi:
10.1161/hypertensionaha.119.13257. [PMID: 31378101] - Noriya Yamaguchi, Shuichi Morizane, Tetsuya Yumioka, Hideto Iwamoto, Katsuya Hikita, Takehiro Sejima, Masashi Honda, Atsushi Takenaka. Flutamide as an Alternative Anti-androgen Agent and Predictor of the Efficacy of Novel Androgen Receptor-targeted Agents.
Anticancer research.
2019 Jul; 39(7):3879-3885. doi:
10.21873/anticanres.13538. [PMID: 31262916] - Victoria M McLeod, Chew L Lau, Mathew D F Chiam, Thusitha W Rupasinghe, Ute Roessner, Elvan Djouma, Wah C Boon, Bradley J Turner. Androgen receptor antagonism accelerates disease onset in the SOD1G93A mouse model of amyotrophic lateral sclerosis.
British journal of pharmacology.
2019 07; 176(13):2111-2130. doi:
10.1111/bph.14657. [PMID: 30849180] - Keisuke Goda, Kyotaka Muta, Yuzo Yasui, Shin-Ichi Oshida, Kanae Kitatani, Susumu Takekoshi. Selenium and Glutathione-Depleted Rats as a Sensitive Animal Model to Predict Drug-Induced Liver Injury in Humans.
International journal of molecular sciences.
2019 06; 20(13):. doi:
10.3390/ijms20133141. [PMID: 31252607] - Bo-Kyung Son, Taro Kojima, Sumito Ogawa, Masahiro Akishita. Testosterone inhibits aneurysm formation and vascular inflammation in male mice.
The Journal of endocrinology.
2019 06; 241(3):307-317. doi:
10.1530/joe-18-0646. [PMID: 31018175] - Bhuvanenthiran Mutharani, Palraj Ranganathan, Shen-Ming Chen. Chitosan-gold collapse gel/poly (bromophenol blue) redox-active film. A perspective for selective electrochemical sensing of flutamide.
International journal of biological macromolecules.
2019 Mar; 124(?):759-770. doi:
10.1016/j.ijbiomac.2018.11.150. [PMID: 30452996] - Darja Gramec Skledar, Adriana Carino, Jurij Trontelj, Johanna Troberg, Eleonora Distrutti, Silvia Marchianò, Tihomir Tomašič, Anamarija Zega, Moshe Finel, Stefano Fiorucci, Lucija Peterlin Mašič. Endocrine activities and adipogenic effects of bisphenol AF and its main metabolite.
Chemosphere.
2019 Jan; 215(?):870-880. doi:
10.1016/j.chemosphere.2018.10.129. [PMID: 30408883] - M Kupreeva, A Diane, R Lehner, R Watts, M Ghosh, S Proctor, D Vine. Effect of metformin and flutamide on insulin, lipogenic and androgen-estrogen signaling, and cardiometabolic risk in a PCOS-prone metabolic syndrome rodent model.
American journal of physiology. Endocrinology and metabolism.
2019 01; 316(1):E16-E33. doi:
10.1152/ajpendo.00018.2018. [PMID: 30153063] - Hirofumi Ohashi, Kazane Nishioka, Syo Nakajima, Sulyi Kim, Ryosuke Suzuki, Hideki Aizaki, Masayoshi Fukasawa, Shinji Kamisuki, Fumio Sugawara, Naoko Ohtani, Masamichi Muramatsu, Takaji Wakita, Koichi Watashi. The aryl hydrocarbon receptor-cytochrome P450 1A1 pathway controls lipid accumulation and enhances the permissiveness for hepatitis C virus assembly.
The Journal of biological chemistry.
2018 12; 293(51):19559-19571. doi:
10.1074/jbc.ra118.005033. [PMID: 30381393] - Taofeek O Usman, Emmanuel D Areola, Olufunto O Badmus, InKyeom Kim, Lawrence A Olatunji. Sodium acetate and androgen receptor blockade improve gestational androgen excess-induced deteriorated glucose homeostasis and antioxidant defenses in rats: roles of adenosine deaminase and xanthine oxidase activities.
The Journal of nutritional biochemistry.
2018 12; 62(?):65-75. doi:
10.1016/j.jnutbio.2018.08.018. [PMID: 30267975] - Lawrence A Olatunji, Emmanuel D Areola, Olufunto O Badmus. Endoglin inhibition by sodium acetate and flutamide ameliorates cardiac defective G6PD-dependent antioxidant defense in gestational testosterone-exposed rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2018 Nov; 107(?):1641-1647. doi:
10.1016/j.biopha.2018.08.133. [PMID: 30257382] - Zohreh Rezaeifar, Gholam Hossein Rounaghi, Zarrin Es'haghi, Mahmoud Chamsaz. Electrochemical determination of anticancer drug, flutamide in human plasma sample using a microfabricated sensor based on hyperbranchedpolyglycerol modified graphene oxide reinforced hollow fiber-pencil graphite electrode.
Materials science & engineering. C, Materials for biological applications.
2018 Oct; 91(?):10-18. doi:
10.1016/j.msec.2018.05.017. [PMID: 30033236] - Shigehiko Takegami, Keita Ueyama, Atsuko Konishi, Tatsuya Kitade. Combination of 1H nuclear magnetic resonance spectroscopy and principal component analysis to evaluate the lipid fluidity of flutamide-encapsulated lipid nanoemulsions.
Analytical and bioanalytical chemistry.
2018 Aug; 410(20):5033-5042. doi:
10.1007/s00216-018-1154-z. [PMID: 29872874] - Katarzyna Knapczyk-Stwora, Malgorzata Grzesiak, Renata E Ciereszko, Elzbieta Czaja, Marek Koziorowski, Maria Slomczynska. The impact of sex steroid agonists and antagonists on folliculogenesis in the neonatal porcine ovary via cell proliferation and apoptosis.
Theriogenology.
2018 Jun; 113(?):19-26. doi:
10.1016/j.theriogenology.2018.02.008. [PMID: 29452853] - Subbiramaniyan Kubendhiran, Rajalakshmi Sakthivel, Shen-Ming Chen, Bhuvanenthiran Mutharani, Tse-Wei Chen. Innovative Strategy Based on a Novel Carbon-Black-β-Cyclodextrin Nanocomposite for the Simultaneous Determination of the Anticancer Drug Flutamide and the Environmental Pollutant 4-Nitrophenol.
Analytical chemistry.
2018 05; 90(10):6283-6291. doi:
10.1021/acs.analchem.8b00989. [PMID: 29695156] - Anika Engel, Thorsten Buhrke, Stefanie Kasper, Anne-Cathrin Behr, Albert Braeuning, Sönke Jessel, Albrecht Seidel, Wolfgang Völkel, Alfonso Lampen. The urinary metabolites of DINCH® have an impact on the activities of the human nuclear receptors ERα, ERβ, AR, PPARα and PPARγ.
Toxicology letters.
2018 May; 287(?):83-91. doi:
10.1016/j.toxlet.2018.02.006. [PMID: 29421333] - S Caceres, B Monsalve, L Peña, P J de Andres, A Alonso-Diez, M J Illera, W A Woodward, J M Reuben, G Silvan, J C Illera. In vitro and in vivo effect of flutamide on steroid hormone secretion in canine and human inflammatory breast cancer cell lines.
Veterinary and comparative oncology.
2018 Mar; 16(1):148-158. doi:
10.1111/vco.12324. [PMID: 28589573] - Teuvo L Tammela, Michael Häggman, Sam Ladjevardi, Kimmo Taari, Taina Isotalo, Hans Lennernäs, Jan Weis, Catrin von Below, Cecilia Wassberg, Bo Lennernäs, Anna Tolf, Niklas Axén, Carl-Gustaf Gölander, Håkan Ahlström. An Intraprostatic Modified Release Formulation of Antiandrogen 2-Hydroxyflutamide for Localized Prostate Cancer.
The Journal of urology.
2017 12; 198(6):1333-1339. doi:
10.1016/j.juro.2017.07.072. [PMID: 28736321] - Sara Esmaeilzadeh, Hadi Valizadeh, Parvin Zakeri-Milani. The effects of pH, temperature and protein concentration on the in vitro binding of flutamide to human serum albumin.
Pharmaceutical development and technology.
2017 Dec; 22(8):982-991. doi:
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Bioorganic & medicinal chemistry letters.
2017 09; 27(17):4212-4217. doi:
10.1016/j.bmcl.2017.05.078. [PMID: 28757062] - Anika Engel, Thorsten Buhrke, Francine Imber, Sönke Jessel, Albrecht Seidel, Wolfgang Völkel, Alfonso Lampen. Agonistic and antagonistic effects of phthalates and their urinary metabolites on the steroid hormone receptors ERα, ERβ, and AR.
Toxicology letters.
2017 Aug; 277(?):54-63. doi:
10.1016/j.toxlet.2017.05.028. [PMID: 28571686] - Katerina N Georgieva, Penka A Angelova, Fani D Gerginska, Dora D Terzieva, Mihaela S Shishmanova-Doseva, Slavi D Delchev, Valentine V Vasilev. The effect of flutamide on the physical working capacity and activity of some of the key enzymes for the energy supply in adult rats.
Asian journal of andrology.
2017 Jul; 19(4):444-448. doi:
10.4103/1008-682x.177842. [PMID: 27030085] - Francisco Javier Mendoza, Juan Manuel Serrano-Rodriguez, Antonio Buzon-Cuevas, Alejandro Perez-Ecija. Pharmacokinetics of the anti-androgenic drug flutamide in healthy stallions.
Veterinary journal (London, England : 1997).
2017 Jun; 224(?):50-54. doi:
10.1016/j.tvjl.2017.06.001. [PMID: 28697876] - Sonal Gupta, Deepti Pandey, Dhanaraju Mandalapu, Vikas Sharma, Mahendra Shukla, Seema Singh, Nidhi Singh, Santosh Kumar Yadav, Dilip Kumar Tanpula, Surabhi Singh, Jagdamba P Maikhuri, Shubha Shukla, Jawahar Lal, Mohammad I Siddiqi, Gopal Gupta, Vishnu L Sharma. Novel aryl piperazines for alleviation of 'andropause' associated prostatic disorders and depression.
European journal of medicinal chemistry.
2017 May; 132(?):204-218. doi:
10.1016/j.ejmech.2017.03.036. [PMID: 28363155] - Pan Yin, Ying-Wen Li, Qi-Liang Chen, Zhi-Hao Liu. Diethylstilbestrol, flutamide and their combination impaired the spermatogenesis of male adult zebrafish through disrupting HPG axis, meiosis and apoptosis.
Aquatic toxicology (Amsterdam, Netherlands).
2017 Apr; 185(?):129-137. doi:
10.1016/j.aquatox.2017.02.013. [PMID: 28213303] - Atsushi Mizokami, Kouji Izumi, Hiroyuki Konaka, Yasuhide Kitagawa, Yoshifumi Kadono, Kazutaka Narimoto, Takahiro Nohara, Amit K Bahl, Mikio Namiki. Understanding prostate-specific antigen dynamics in monitoring metastatic castration-resistant prostate cancer: implications for clinical practice.
Asian journal of andrology.
2017 Mar; 19(2):143-148. doi:
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Archives of biochemistry and biophysics.
2017 Jan; 614(?):41-49. doi:
10.1016/j.abb.2016.12.008. [PMID: 28024836] - Tim A D Smith, Su M Phyu, Kholoud S Alzyoud, Chih-Chung Tseng. Response Detection of Castrate-Resistant Prostate Cancer to Clinically Utilised and Novel Treatments by Monitoring Phospholipid Metabolism.
BioMed research international.
2017; 2017(?):4793465. doi:
10.1155/2017/4793465. [PMID: 28717648] - Shigehiko Takegami, Keisuke Kitamura, Mayuko Ohsugi, Atsuko Konishi, Tatsuya Kitade. 19F Nuclear Magnetic Resonance Spectrometric Determination of the Partition Coefficients of Flutamide and Nilutamide (Antiprostate Cancer Drugs) in a Lipid Nano-Emulsion and Prediction of Its Encapsulation Efficiency for the Drugs.
AAPS PharmSciTech.
2016 Dec; 17(6):1500-1506. doi:
10.1208/s12249-016-0495-1. [PMID: 26863891] - Xiaoxia Gao, Cen Xie, Yuanyuan Wang, Yuhong Luo, Tomoki Yagai, Dongxue Sun, Xuemei Qin, Kristopher W Krausz, Frank J Gonzalez. The antiandrogen flutamide is a novel aryl hydrocarbon receptor ligand that disrupts bile acid homeostasis in mice through induction of Abcc4.
Biochemical pharmacology.
2016 Nov; 119(?):93-104. doi:
10.1016/j.bcp.2016.08.021. [PMID: 27569425] - J Morote, L Regis, A Celma, J Planas. Measurement of serum testosterone during androgenic suppression in patients with prostate cancer: A systematic review.
Actas urologicas espanolas.
2016 Oct; 40(8):477-84. doi:
10.1016/j.acuro.2016.01.006. [PMID: 26899928] - Ki Seok Lee, Youping Zhang, Jamila Asgar, Q-Schick Auh, Man-Kyo Chung, Jin Y Ro. Androgen receptor transcriptionally regulates μ-opioid receptor expression in rat trigeminal ganglia.
Neuroscience.
2016 09; 331(?):52-61. doi:
10.1016/j.neuroscience.2016.06.023. [PMID: 27320211] - Camil Castelo-Branco, Claudio Hernández-Angeles, Lina Alvarez-Olivares, Juan Balasch. Long-term satisfaction and tolerability with low-dose flutamide: a 20-year surveillance study on 120 hyperandrogenic women.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2016 Sep; 32(9):723-727. doi:
10.1080/09513590.2016.1184640. [PMID: 27176209] - M Díaz, J M Gallego-Escuredo, F de Zegher, F Villarroya, L Ibáñez. Effects of ethinylestradiol-cyproterone acetate vs. pioglitazone-flutamide-metformin on plasma FGF21 levels in adolescent girls with androgen excess.
Diabetes & metabolism.
2016 Jun; 42(3):196-9. doi:
10.1016/j.diabet.2015.10.004. [PMID: 26546387] - Marieke Teppner, Franziska Boess, Beat Ernst, Axel Pähler. Biomarkers of Flutamide-Bioactivation and Oxidative Stress In Vitro and In Vivo.
Drug metabolism and disposition: the biological fate of chemicals.
2016 Apr; 44(4):560-9. doi:
10.1124/dmd.115.066522. [PMID: 26817949] - Eberhard Varenhorst, Rami Klaff, Anders Berglund, Per Olov Hedlund, Gabriel Sandblom. Predictors of early androgen deprivation treatment failure in prostate cancer with bone metastases.
Cancer medicine.
2016 Mar; 5(3):407-14. doi:
10.1002/cam4.594. [PMID: 26765317] - Nada Lallous, Stanislav V Volik, Shannon Awrey, Eric Leblanc, Ronnie Tse, Josef Murillo, Kriti Singh, Arun A Azad, Alexander W Wyatt, Stephane LeBihan, Kim N Chi, Martin E Gleave, Paul S Rennie, Colin C Collins, Artem Cherkasov. Functional analysis of androgen receptor mutations that confer anti-androgen resistance identified in circulating cell-free DNA from prostate cancer patients.
Genome biology.
2016 Jan; 17(?):10. doi:
10.1186/s13059-015-0864-1. [PMID: 26813233] - Hamed Hamishehkar, Saeed Ghanbarzadeh, Sasan Sepehran, Yousef Javadzadeh, Zahra Mardhiah Adib, Maryam Kouhsoltani. Histological assessment of follicular delivery of flutamide by solid lipid nanoparticles: potential tool for the treatment of androgenic alopecia.
Drug development and industrial pharmacy.
2016; 42(6):846-53. doi:
10.3109/03639045.2015.1062896. [PMID: 26154267] - Marieke Teppner, Franziska Böss, Beat Ernst, Axel Pähler. Application of lipid peroxidation products as biomarkers for flutamide-induced oxidative stress in vitro.
Toxicology letters.
2015 Nov; 238(3):53-9. doi:
10.1016/j.toxlet.2015.08.005. [PMID: 26256037] - Amanda Hurliman, Jennifer Keller Brown, Nicole Maille, Maurizio Mandala, Peter Casson, George Osol. Hyperandrogenism and Insulin Resistance, Not Changes in Body Weight, Mediate the Development of Endothelial Dysfunction in a Female Rat Model of Polycystic Ovary Syndrome (PCOS).
Endocrinology.
2015 Nov; 156(11):4071-80. doi:
10.1210/en.2015-1159. [PMID: 26322372] - Sha Li, Lin Kang, Yizhou Zhang, Baofeng Feng, Juan Du, Huixian Cui. Detecting the presence of hippocampus membrane androgen receptors in male SAMP8 mice and their induced synaptic plasticity.
Molecular and cellular endocrinology.
2015 Oct; 414(?):82-90. doi:
10.1016/j.mce.2015.07.005. [PMID: 26164088] - Kouichi Minato, Masanori Suzuki, Hidenori Nagao, Ryota Suzuki, Hiroyuki Ochiai. Development of analytical method for simultaneous determination of five rodent unique bile acids in rat plasma using ultra-performance liquid chromatography coupled with time-of-flight mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2015 Oct; 1002(?):399-410. doi:
10.1016/j.jchromb.2015.08.047. [PMID: 26363851] - Reem A Al Khalifah, Iván D Flórez, Brittany Dennis, Binod Neupane, Lehana Thabane, Ereny Bassilious. The effectiveness and safety of treatments used for polycystic ovarian syndrome management in adolescents: a systematic review and network meta-analysis protocol.
Systematic reviews.
2015 Sep; 4(?):125. doi:
10.1186/s13643-015-0105-4. [PMID: 26420636] - Laura Herlan, Johannes Unland, Sebastian Langer, Leonard Schulte, Sabrina Schütten, Concha F García-Prieto, Peter Kossmehl, Maria S Fernández-Alfonso, Angela Schulz, Reinhold Kreutz. Development of progressive albuminuria in male Munich Wistar Frömter rats is androgen dependent.
Physiological genomics.
2015 Jul; 47(7):281-9. doi:
10.1152/physiolgenomics.00008.2015. [PMID: 25969455] - Kazuhiko Nakano, Hitoshi Ando, Shinsuke Kurokawa, Keiko Hosohata, Kentarou Ushijima, Makoto Takada, Masato Tateishi, Atsushi Yonezawa, Satohiro Masuda, Kazuo Matsubara, Ken-Ichi Inui, Tatsuo Morita, Akio Fujimura. Association of decreased mRNA expression of multidrug and toxin extrusion protein 1 in peripheral blood cells with the development of flutamide-induced liver injury.
Cancer chemotherapy and pharmacology.
2015 Jun; 75(6):1191-7. doi:
10.1007/s00280-015-2743-6. [PMID: 25862351] - Janka Bábíčková, Veronika Borbélyová, L'ubomíra Tóthová, Katarína Kubišová, Pavol Janega, Július Hodosy, Peter Celec. The renal effects of prenatal testosterone in rats.
The Journal of urology.
2015 May; 193(5):1700-8. doi:
10.1016/j.juro.2014.12.093. [PMID: 25577974] - Chellakkan S Blesson, Vijayakumar Chinnathambi, Gary D Hankins, Chandra Yallampalli, Kunju Sathishkumar. Prenatal testosterone exposure induces hypertension in adult females via androgen receptor-dependent protein kinase Cδ-mediated mechanism.
Hypertension (Dallas, Tex. : 1979).
2015 Mar; 65(3):683-690. doi:
10.1161/hypertensionaha.114.04521. [PMID: 25489059] - D de Alencar Franco Costa, M Todiras, L A Campos, J Cipolla-Neto, M Bader, O C Baltatu. Sex-dependent differences in renal angiotensinogen as an early marker of diabetic nephropathy.
Acta physiologica (Oxford, England).
2015 Mar; 213(3):740-6. doi:
10.1111/apha.12441. [PMID: 25529203] - Kunju Sathishkumar, Meena P Balakrishnan, Chandrasekhar Yallampalli. Enhanced mesenteric arterial responsiveness to angiotensin II is androgen receptor-dependent in prenatally protein-restricted adult female rat offspring.
Biology of reproduction.
2015 Feb; 92(2):55. doi:
10.1095/biolreprod.114.126482. [PMID: 25550341] - Thomas W Small, Eliot A Brenowitz, Winfried Wojtenek, Ignacio T Moore. Testosterone Mediates Seasonal Growth of the Song Control Nuclei in a Tropical Bird.
Brain, behavior and evolution.
2015; 86(2):110-21. doi:
10.1159/000437412. [PMID: 26346733] - Victor Augusto Moraes da Silva, Marília de Souza Dantas, Leonardo Agostinho de Castro Silva, Juliana Garcia Carneiro, Bruno Luiz Fonseca Schamber-Reis. Testosterone Depletion Induces Demethylation of Murine Reelin Promoter CpG Dinucleotides: A Preliminary Study.
BioMed research international.
2015; 2015(?):286369. doi:
10.1155/2015/286369. [PMID: 26526966] - Charles E Roselli, Radhika C Reddy, Charles T Estill, Melissa Scheldrup, Mary Meaker, Fred Stormshak, Hernán J Montilla. Prenatal influence of an androgen agonist and antagonist on the differentiation of the ovine sexually dimorphic nucleus in male and female lamb fetuses.
Endocrinology.
2014 Dec; 155(12):5000-10. doi:
10.1210/en.2013-2176. [PMID: 25216387] - Shih-Che Hsu, Shih-Ming Huang, Shih-Hua Lin, Shuk-Man Ka, Ann Chen, Meng-Fu Shih, Yu-Juei Hsu. Testosterone increases renal anti-aging klotho gene expression via the androgen receptor-mediated pathway.
The Biochemical journal.
2014 Dec; 464(2):221-9. doi:
10.1042/bj20140739. [PMID: 25163025] - W Mattes, K Davis, E Fabian, J Greenhaw, M Herold, R Looser, W Mellert, S Groeters, H Marxfeld, N Moeller, G Montoya-Parra, A Prokoudine, B van Ravenzwaay, V Strauss, T Walk, H Kamp. Detection of hepatotoxicity potential with metabolite profiling (metabolomics) of rat plasma.
Toxicology letters.
2014 Nov; 230(3):467-78. doi:
10.1016/j.toxlet.2014.07.021. [PMID: 25086301] - Harpreet Bhatia, Anupama Kumar, John C Chapman, Mike J McLaughlin. Effects of short-term exposure to the model anti-androgen, flutamide on reproductive function based endpoints in female Murray rainbowfish (Melanotaenia fluviatilis).
Ecotoxicology and environmental safety.
2014 Nov; 109(?):143-51. doi:
10.1016/j.ecoenv.2014.07.027. [PMID: 25193785] - Marta Zarzycka, Malgorzata Kotwicka, Magdalena Jendraszak, Izabela Skibinska, Malgorzata Kotula-Balak, Barbara Bilinska. Hydroxyflutamide alters the characteristics of live boar spermatozoa.
Theriogenology.
2014 Oct; 82(7):988-96. doi:
10.1016/j.theriogenology.2014.07.013. [PMID: 25129871] - Anthony Sébillot, Pauliina Damdimopoulou, Yukiko Ogino, Petra Spirhanzlova, Shinichi Miyagawa, David Du Pasquier, Nora Mouatassim, Taisen Iguchi, Gregory F Lemkine, Barbara A Demeneix, Andrew J Tindall. Rapid fluorescent detection of (anti)androgens with spiggin-gfp medaka.
Environmental science & technology.
2014 Sep; 48(18):10919-28. doi:
10.1021/es5030977. [PMID: 25171099] - Erik Sjögren, Teuvo L Tammela, Bo Lennernäs, Kimmo Taari, Taina Isotalo, Lars-Åke Malmsten, Niklas Axén, Hans Lennernäs. Pharmacokinetics of an injectable modified-release 2-hydroxyflutamide formulation in the human prostate gland using a semiphysiologically based biopharmaceutical model.
Molecular pharmaceutics.
2014 Sep; 11(9):3097-111. doi:
10.1021/mp5002813. [PMID: 25055161] - C L Bethea, K Coleman, K Phu, A P Reddy, A Phu. Relationships between androgens, serotonin gene expression and innervation in male macaques.
Neuroscience.
2014 Aug; 274(?):341-56. doi:
10.1016/j.neuroscience.2014.05.056. [PMID: 24909896] - Audrey Legendre, Sébastien Jacques, Florent Dumont, Jérôme Cotton, Patrick Paullier, Marie José Fleury, Eric Leclerc. Investigation of the hepatotoxicity of flutamide: pro-survival/apoptotic and necrotic switch in primary rat hepatocytes characterized by metabolic and transcriptomic profiles in microfluidic liver biochips.
Toxicology in vitro : an international journal published in association with BIBRA.
2014 Aug; 28(5):1075-87. doi:
10.1016/j.tiv.2014.04.008. [PMID: 24793618] - Harpreet Bhatia, Anupama Kumar, Yukiko Ogino, Jun Du, Adrienne Gregg, John Chapman, Mike J McLaughlin, Taisen Iguchi. Effects of the commercial antiandrogen flutamide on the biomarkers of reproduction in male Murray rainbowfish (Melanotaenia fluviatilis).
Environmental toxicology and chemistry.
2014 May; 33(5):1098-107. doi:
10.1002/etc.2524. [PMID: 24453069] - Maciej Szarek, Ruili Li, Jaya Vikraman, Bridget Southwell, John M Hutson. Molecular signals governing cremaster muscle development: clues for cryptorchidism.
Journal of pediatric surgery.
2014 Feb; 49(2):312-6; discussion 316. doi:
10.1016/j.jpedsurg.2013.11.049. [PMID: 24528975] - Abdullah Al Maruf, Peter O'Brien. Flutamide-induced cytotoxicity and oxidative stress in an in vitro rat hepatocyte system.
Oxidative medicine and cellular longevity.
2014; 2014(?):398285. doi:
10.1155/2014/398285. [PMID: 25371773] - Panida Loutchanwoot, Prayook Srivilai, Hubertus Jarry. Lack of anti-androgenic effects of equol on reproductive neuroendocrine function in the adult male rat.
Hormones and behavior.
2014 Jan; 65(1):22-31. doi:
10.1016/j.yhbeh.2013.10.013. [PMID: 24211351] - Jakob Voelkl, Tatsiana Pakladok, Yun Lin, Robert Viereck, Aleksandra Lebedeva, Damaris Kukuk, Bernd J Pichler, Ioana Alesutan, Florian Lang. Up-regulation of hepatic alpha-2-HS-glycoprotein transcription by testosterone via androgen receptor activation.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2014; 33(6):1911-20. doi:
10.1159/000362968. [PMID: 25011927] - Frida Gustafsson, Alison J Foster, Sunil Sarda, Matthew H Bridgland-Taylor, J Gerry Kenna. A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans.
Toxicological sciences : an official journal of the Society of Toxicology.
2014 Jan; 137(1):189-211. doi:
10.1093/toxsci/kft223. [PMID: 24085192] - Daphna Laifenfeld, Luping Qiu, Rachel Swiss, Jennifer Park, Michael Macoritto, Yvonne Will, Husam S Younis, Michael Lawton. Utilization of causal reasoning of hepatic gene expression in rats to identify molecular pathways of idiosyncratic drug-induced liver injury.
Toxicological sciences : an official journal of the Society of Toxicology.
2014 Jan; 137(1):234-48. doi:
10.1093/toxsci/kft232. [PMID: 24136188] - Kazuhiro Matsumoto, Masayuki Hagiwara, Nozomi Hayakawa, Nobuyuki Tanaka, Yujiro Ito, Takahiro Maeda, Akiharu Ninomiya, Hirohiko Nagata, So Nakamura. Third-line hormonal therapy to treat prostate cancer relapse after initial and second-line hormonal therapy: report of 52 cases and literature review.
Asian Pacific journal of cancer prevention : APJCP.
2014; 15(8):3645-9. doi:
10.7314/apjcp.2014.15.8.3645. [PMID: 24870772] - Jeng-Rung Chen, Tsyr-Jiuan Wang, Seh-Hong Lim, Yueh-Jan Wang, Guo-Fang Tseng. Testosterone modulation of dendritic spines of somatosensory cortical pyramidal neurons.
Brain structure & function.
2013 Nov; 218(6):1407-17. doi:
10.1007/s00429-012-0465-7. [PMID: 23340667] - Ahmed O Elzoghby, Noha I Saad, Maged W Helmy, Wael M Samy, Nazik A Elgindy. Ionically-crosslinked milk protein nanoparticles as flutamide carriers for effective anticancer activity in prostate cancer-bearing rats.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
2013 Nov; 85(3 Pt A):444-51. doi:
10.1016/j.ejpb.2013.07.003. [PMID: 23872177] - Ahmed O Elzoghby, Maged W Helmy, Wael M Samy, Nazik A Elgindy. Micellar delivery of flutamide via milk protein nanovehicles enhances its anti-tumor efficacy in androgen-dependent prostate cancer rat model.
Pharmaceutical research.
2013 Oct; 30(10):2654-63. doi:
10.1007/s11095-013-1091-7. [PMID: 23739989] - Steven A Satterly, Matthew Martin, Mark Wingerd, James Hempel, Zach Hoffer, Jonathan D Stallings. Flutamide fails to reduce resuscitation requirements in a porcine ischemia-reperfusion model.
The Journal of surgical research.
2013 Sep; 184(1):472-9. doi:
10.1016/j.jss.2013.04.083. [PMID: 23791438]