Methylnitrosourea (BioDeep_00001873761)
Main id: BioDeep_00000010005
代谢物信息卡片
N-Methyl-N-nitrosourea
化学式: C2H5N3O2 (103.038175)
中文名称: N-甲基-N-亚硝基脲
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN(C(=O)N)N=O
InChI: InChI=1S/C2H5N3O2/c1-5(4-7)2(3)6/h1H3,(H2,3,6)
描述信息
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D009676 - Noxae > D000477 - Alkylating Agents
同义名列表
4 个代谢物同义名
N-Methyl-N-nitrosourea; N-Nitroso-N-methylurea; Methylnitrosourea; NMH
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:50102
- KEGG: C14595
- PubChem: 12699
- ChEMBL: CHEMBL288958
- MeSH: Methylnitrosourea
- CAS: 28606-00-0
- CAS: 684-93-5
- PubChem: 17395595
- NIKKAJI: J3.020A
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
- O V Pershina, N N Ermakova, A V Pakhomova, M A Zhukova, E S Pan, L A Sandrikina, V A Krupin, O Yu Rybalkina, L V Kogai, A A Kubatiev, S G Morozov, A M Dygai, E G Skurikhin. The Role of Cancer and Somatic Stem Cells in the Anti-Inflammatory and Antitumor Effects of Aconitum baicalense Extract on Experimental Breast Cancer.
Bulletin of experimental biology and medicine.
2023 Jun; 175(2):254-259. doi:
10.1007/s10517-023-05845-8. [PMID: 37466854] - Adedoyin O Adefisan, Solomon E Owumi, Kehinde O Soetan, Oluwatosin A Adaramoye. Chloroform extract of Calliandra portoricensis inhibits tumourigenic effect of N-methyl-N-nitrosourea and benzo(a)pyrene in breast experimental cancer.
Drug and chemical toxicology.
2022 Nov; 45(6):2424-2438. doi:
10.1080/01480545.2021.1957556. [PMID: 34325589] - Kawthar A Diab, Maha A Fahmy, Emad M Hassan, Sayed A El-Toumy. Evaluation of the cytotoxic, anticancer, and genotoxic activities of Acacia nilotica flowers and their effects on N-methyl-N-nitrosourea-induced genotoxicity in mice.
Molecular biology reports.
2022 Sep; 49(9):8439-8448. doi:
10.1007/s11033-022-07662-0. [PMID: 35934768] - Mehmet Ozcan, Duygu Aydemir, Merve Bacanlı, Hatice Gul Anlar, N Nuray Ulusu, Yasemin Aksoy. Protective Effects of Antioxidant Chlorophyllin in Chemically Induced Breast Cancer Model In vivo.
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
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Lipids.
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BMC molecular and cell biology.
2021 Jun; 22(1):33. doi:
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Journal of biochemical and molecular toxicology.
2021 May; 35(5):e22723. doi:
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Experimental biology and medicine (Maywood, N.J.).
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Human & experimental toxicology.
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Bulletin of experimental biology and medicine.
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Bulletin of experimental biology and medicine.
2020 Feb; 168(4):512-516. doi:
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Nutrition and cancer.
2020; 72(1):157-169. doi:
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Oxidative medicine and cellular longevity.
2020; 2020(?):4014838. doi:
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Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer.
2020; 39(4):345-355. doi:
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Molecules (Basel, Switzerland).
2019 Dec; 24(24):. doi:
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Medicine and science in sports and exercise.
2019 11; 51(11):2210-2216. doi:
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BMC cancer.
2019 Oct; 19(1):996. doi:
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Journal of ethnopharmacology.
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Journal of cellular physiology.
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Pathology, research and practice.
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Toxicology.
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The Journal of toxicological sciences.
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2018 Dec; 227(?):1-7. doi:
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Nutrients.
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Anti-cancer agents in medicinal chemistry.
2018; 18(8):1177-1183. doi:
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Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
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Breast cancer (Tokyo, Japan).
2018 Jan; 25(1):50-59. doi:
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Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2017 Dec; 68(6):867-875. doi:
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Bulletin of experimental biology and medicine.
2017 Dec; 164(2):186-190. doi:
10.1007/s10517-017-3954-0. [PMID: 29177878] - Annekathrin M Keiler, Dana Macejova, Birgit M Dietz, Judy L Bolton, Guido F Pauli, Shao-Nong Chen, Richard B van Breemen, Dejan Nikolic, Florian Goerl, Michael H Muders, Oliver Zierau, Günter Vollmer. Evaluation of estrogenic potency of a standardized hops extract on mammary gland biology and on MNU-induced mammary tumor growth in rats.
The Journal of steroid biochemistry and molecular biology.
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
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International journal of molecular sciences.
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Anticancer research.
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World journal of gastroenterology.
2017 Jun; 23(23):4233-4242. doi:
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Journal of the National Cancer Institute.
2017 06; 109(6):. doi:
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Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association.
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Oncotarget.
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Natural product research.
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Cancer biotherapy & radiopharmaceuticals.
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Archives of toxicology.
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Toxicologic pathology.
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The Journal of steroid biochemistry and molecular biology.
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Journal of ethnopharmacology.
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Homeopathy : the journal of the Faculty of Homeopathy.
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Journal of ethnopharmacology.
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Nutrition and cancer.
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Life sciences.
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European journal of nutrition.
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Cancer prevention research (Philadelphia, Pa.).
2016 Jan; 9(1):74-82. doi:
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Voprosy onkologii.
2016 ; 62(3):519-24. doi:
NULL. [PMID: 30463111] - Miriam Reisenhofer, Thomas Pannicke, Andreas Reichenbach, Volker Enzmann. Characteristics of Müller glial cells in MNU-induced retinal degeneration.
Visual neuroscience.
2016 01; 33(?):E013. doi:
10.1017/s0952523816000109. [PMID: 28359347] - Yoshiki Koriyama, Kazuhiro Ogai, Kayo Sugitani, Suguru Hisano, Satoru Kato. Geranylgeranylacetone Suppresses N-Methyl-N-nitrosourea-Induced Photoreceptor Cell Loss in Mice.
Advances in experimental medicine and biology.
2016; 854(?):237-43. doi:
10.1007/978-3-319-17121-0_32. [PMID: 26427417] - Hillary Stires, Mariana Saboya, Samantha P Globerman, Wendie S Cohick. Peroral Estradiol Is Sufficient to Induce Carcinogen-Induced Mammary Tumorigenesis in Ovariectomized Rats without Progesterone.
PloS one.
2016; 11(9):e0162662. doi:
10.1371/journal.pone.0162662. [PMID: 27611094] - Srishti Ramsaha, Vidushi S Neergheen-Bhujun, Shalini Verma, Ashok Kumar, Rahul Kumar Bharty, Amit Kumar Chaudhary, Poornima Sharma, Ranjan Kumar Singh, Priya Huzar Futty Beejan, Kang Kyung-Sun, Theeshan Bahorun. Modulation of hepatocarcinogenesis in N-methyl-N-nitrosourea treated Balb/c mice by mushroom extracts.
Food & function.
2016 Jan; 7(1):594-609. doi:
10.1039/c5fo00870k. [PMID: 26574664] - Mingzhu Fang, Wei-Ren Guo, Youngil Park, Hwan-Goo Kang, Helmut Zarbl. Enhancement of NAD⁺-dependent SIRT1 deacetylase activity by methylselenocysteine resets the circadian clock in carcinogen-treated mammary epithelial cells.
Oncotarget.
2015 Dec; 6(40):42879-91. doi:
10.18632/oncotarget.6002. [PMID: 26544624] - Shuangyue Zhang, Xueyun Huo, Zhenkun Li, Xiaohong Li, Wang Tang, Changlong Li, Meng Guo, Xiaoyan Du, Zhenwen Chen. Microsatellite instability detected in tumor-related genes in C57BL/6J mice with thymic lymphoma induced by N-methyl-N-nitrosourea.
Mutation research.
2015 Dec; 782(?):7-16. doi:
10.1016/j.mrfmmm.2015.10.001. [PMID: 26498208] - Ana I Faustino-Rocha, Rita Ferreira, Paula A Oliveira, Adelina Gama, Mário Ginja. N-Methyl-N-nitrosourea as a mammary carcinogenic agent.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine.
2015 Dec; 36(12):9095-117. doi:
10.1007/s13277-015-3973-2. [PMID: 26386719] - Yoshiki Koriyama, Ayako Furukawa. [Role of Heat Shock Protein 70 in Retinitis Pigmentosa and a Novel Strategy for Treatment].
Brain and nerve = Shinkei kenkyu no shinpo.
2015 Dec; 67(12):1523-31. doi:
10.11477/mf.1416200332. [PMID: 26618767] - Kyung-A Kim, Suk Woo Kang, Hong Ryul Ahn, Youngwoo Song, Sung Jae Yang, Sang Hoon Jung. Leaves of Persimmon (Diospyros kaki Thunb.) Ameliorate N-Methyl-N-nitrosourea (MNU)-Induced Retinal Degeneration in Mice.
Journal of agricultural and food chemistry.
2015 Sep; 63(35):7750-9. doi:
10.1021/acs.jafc.5b02578. [PMID: 26260943] - Michael J Wilson, Jeremy Lind, Akhouri A Sinha. Induction of a heparin-stimulated serine proteinase in sex accessory gland tumors of the Lobund-Wistar rat.
Experimental and molecular pathology.
2015 Aug; 99(1):39-43. doi:
10.1016/j.yexmp.2015.04.008. [PMID: 25913327] - Elżbieta Klewicka, Zenon Zduńczyk, Jerzy Juśkiewicz, Robert Klewicki. Effects of Lactofermented Beetroot Juice Alone or with N-nitroso-N-methylurea on Selected Metabolic Parameters, Composition of the Microbiota Adhering to the Gut Epithelium and Antioxidant Status of Rats.
Nutrients.
2015 Jul; 7(7):5905-15. doi:
10.3390/nu7075260. [PMID: 26193312] - Hae-Kyoung Lim, Hye-Rim Lee, Sun Hee Do. Stimulation of cannabinoid receptors by using Rubus coreanus extracts to control osteoporosis in aged male rats.
The aging male : the official journal of the International Society for the Study of the Aging Male.
2015 Jun; 18(2):124-32. doi:
10.3109/13685538.2014.949661. [PMID: 25136745] - Matthew D Thompson, Clinton J Grubbs, Ann M Bode, Joel M Reid, Renee McGovern, Philip S Bernard, Inge J Stijleman, Jeffrey E Green, Christina Bennett, M Margaret Juliana, Fariba Moeinpour, Vernon E Steele, Ronald A Lubet. Lack of effect of metformin on mammary carcinogenesis in nondiabetic rat and mouse models.
Cancer prevention research (Philadelphia, Pa.).
2015 Mar; 8(3):231-9. doi:
10.1158/1940-6207.capr-14-0181-t. [PMID: 25681088] - María Dolores Ruíz-Sanjuan, José Manuel Martínez-Martos, María Pilar Carrera-González, María Dolores Mayas, María Jesús García, Marcela Arrazola, María Jesús Ramírez-Expósito. Normolipidic dietary fat modifies circulating Renin-Angiotensin system-regulating aminopeptidase activities in rat with breast cancer.
Integrative cancer therapies.
2015 Mar; 14(2):149-55. doi:
10.1177/1534735414562956. [PMID: 25515171] - Feng Zhang, Yuehong Chen, Jingpei Long, Lifeng Dong, Yike Wang, Yiding Chen. Dietary fatty acids affect lipid metabolism and estrogen receptor expression in N-methyl-N-nitrosourea-induced rat mammary cancer model.
Clinical laboratory.
2015; 61(3-4):389-95. doi:
10.7754/clin.lab.2014.140901. [PMID: 25975007] - Peter Orendáš, Peter Kubatka, Bianka Bojková, Monika Kassayová, Karol Kajo, Desanka Výbohová, Peter Kružliak, Martin Péč, Marián Adamkov, Andrea Kapinová, Katarína Adamicová, Vladimíra Sadloňová, Martina Chmelová, Nadežda Stollárová. Melatonin potentiates the anti-tumour effect of pravastatin in rat mammary gland carcinoma model.
International journal of experimental pathology.
2014 Dec; 95(6):401-10. doi:
10.1111/iep.12094. [PMID: 25270735] - A B Firdous, G Sharmila, S Balakrishnan, P RajaSingh, S Suganya, N Srinivasan, J Arunakaran. Quercetin, a natural dietary flavonoid, acts as a chemopreventive agent against prostate cancer in an in vivo model by inhibiting the EGFR signaling pathway.
Food & function.
2014 Oct; 5(10):2632-45. doi:
10.1039/c4fo00255e. [PMID: 25164625] - Yuko Emoto, Katsuhiko Yoshizawa, Yuichi Kinoshita, Takashi Yuri, Michiko Yuki, Kazutoshi Sayama, Nobuaki Shikata, Airo Tsubura. Green tea extract suppresses N-methyl-N-nitrosourea-induced photoreceptor apoptosis in Sprague-Dawley rats.
Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie.
2014 Sep; 252(9):1377-84. doi:
10.1007/s00417-014-2702-7. [PMID: 25012920] - Danielle Cristinne Azevedo Feio, José Augusto Pereira Carneiro Muniz, Raquel Carvalho Montenegro, Rommel Rodriguez Burbano, Lacy Cardoso De Brito Junior, Patrícia Danielle Lima De Lima. Evaluation of the immunological cellular response of Cebus apella exposed to the carcinogen N-methyl-N-nitrosourea and treated with CANOVA®.
In vivo (Athens, Greece).
2014 Sep; 28(5):837-41. doi:
. [PMID: 25189897] - Yoshiki Koriyama, Kayo Sugitani, Kazuhiro Ogai, Satoru Kato. Heat shock protein 70 induction by valproic acid delays photoreceptor cell death by N-methyl-N-nitrosourea in mice.
Journal of neurochemistry.
2014 Sep; 130(5):707-19. doi:
10.1111/jnc.12750. [PMID: 24773621] - Heather Ann Brauer, Monica D'Arcy, Tanya E Libby, Henry J Thompson, Yutaka Y Yasui, Nobuyuki Hamajima, Christopher I Li, Melissa A Troester, Paul D Lampe. Dermcidin expression is associated with disease progression and survival among breast cancer patients.
Breast cancer research and treatment.
2014 Apr; 144(2):299-306. doi:
10.1007/s10549-014-2880-3. [PMID: 24562771] - Andrea Manni, John P Richie, Haifang Xu, Sharlene Washington, Cesar Aliaga, Richard Bruggeman, Timothy K Cooper, Bogdan Prokopczyk, Neil Trushin, Ana Calcagnotto, Arunangshu Das, Jason Liao, Karam El-Bayoumy. Influence of omega-3 fatty acids on Tamoxifen-induced suppression of rat mammary carcinogenesis.
International journal of cancer.
2014 Apr; 134(7):1549-57. doi:
10.1002/ijc.28490. [PMID: 24122252] - Klaus Becker, Adam D Thomas, Bernd Kaina. Does increase in DNA repair allow "tolerance-to-insult" in chemical carcinogenesis? Skin tumor experiments with MGMT-overexpressing mice.
Environmental and molecular mutagenesis.
2014 Mar; 55(2):145-50. doi:
10.1002/em.21834. [PMID: 24519900] - Shawna B Matthews, Zongjian Zhu, Weiqin Jiang, John N McGinley, Elizabeth S Neil, Henry J Thompson. Excess weight gain accelerates 1-methyl-1-nitrosourea-induced mammary carcinogenesis in a rat model of premenopausal breast cancer.
Cancer prevention research (Philadelphia, Pa.).
2014 Mar; 7(3):310-8. doi:
10.1158/1940-6207.capr-13-0297. [PMID: 24441676] - Tsung-Chang Tsai, Hui-Pei Huang, Yun-Ching Chang, Chau-Jong Wang. An anthocyanin-rich extract from Hibiscus sabdariffa linnaeus inhibits N-nitrosomethylurea-induced leukemia in rats.
Journal of agricultural and food chemistry.
2014 Feb; 62(7):1572-80. doi:
10.1021/jf405235j. [PMID: 24471438] - Arunkumar Arumugam, Pamela Agullo, Thiyagarajan Boopalan, Sushmita Nandy, Rebecca Lopez, Christina Gutierrez, Mahesh Narayan, Lakshmanaswamy Rajkumar. Neem leaf extract inhibits mammary carcinogenesis by altering cell proliferation, apoptosis, and angiogenesis.
Cancer biology & therapy.
2014 Jan; 15(1):26-34. doi:
10.4161/cbt.26604. [PMID: 24146019] - Seung Hee Lee, Eojin Jeong, Sun-Sook Paik, Ji Hyun Jeon, Sung Won Jung, Hyun-Bok Kim, Muyan Kim, Myung-Hoon Chun, In-Beom Kim. Cyanidin-3-glucoside extracted from mulberry fruit can reduce N-methyl-N-nitrosourea-induced retinal degeneration in rats.
Current eye research.
2014 Jan; 39(1):79-87. doi:
10.3109/02713683.2013.825275. [PMID: 23883132] - Shalini Verma, Theeshan Bahorun, Ranjan Kumar Singh, Okezie I Aruoma, Arvind Kumar. Effect of Aegle marmelos leaf extract on N-methyl N-nitrosourea-induced hepatocarcinogensis in Balb/c mice.
Pharmaceutical biology.
2013 Oct; 51(10):1272-81. doi:
10.3109/13880209.2013.786100. [PMID: 23855803] - Christine G Skibinski, Henry J Thompson, Arunangshu Das, Andrea Manni, James D Bortner, Anne Stanley, Bruce A Stanley, Karam El-Bayoumy. Proteomic changes induced by effective chemopreventive ratios of n-3:n-6 fatty acids and tamoxifen against MNU-induced mammary cancer in the rat.
Cancer prevention research (Philadelphia, Pa.).
2013 Sep; 6(9):979-88. doi:
10.1158/1940-6207.capr-13-0152. [PMID: 23880232] - Kumiko Ogawa, Toshiya Murasaki, Satoshi Sugiura, Makoto Nakanishi, Tomoyuki Shirai. Organ differences in the impact of p27(kip1) deficiency on carcinogenesis induced by N-methyl-N-nitrosourea.
Journal of applied toxicology : JAT.
2013 Jun; 33(6):471-9. doi:
10.1002/jat.1770. [PMID: 22183835] - Ronald A Lubet, Eva Szabo, Kenneth K Iwata, Stanley C Gill, Chris Tucker, Ann Bode, Vernon E Steele, M Margaret Juliana, Holly L Nicastro, Clinton J Grubbs. Effect of intermittent dosing regimens of erlotinib on methylnitrosourea-induced mammary carcinogenesis.
Cancer prevention research (Philadelphia, Pa.).
2013 May; 6(5):448-54. doi:
10.1158/1940-6207.capr-12-0322. [PMID: 23531447] - Katsuhiko Yoshizawa, Tomo Sasaki, Maki Kuro, Norihisa Uehara, Hideho Takada, Akiko Harauma, Naoki Ohara, Toru Moriguchi, Airo Tsubura. Arachidonic acid supplementation during gestational, lactational and post-weaning periods prevents retinal degeneration induced in a rodent model.
The British journal of nutrition.
2013 Apr; 109(8):1424-32. doi:
10.1017/s0007114512003327. [PMID: 22863124] - Kamel F Khazal, Temesgen Samuel, Donald L Hill, Clinton J Grubbs. Effect of an extract of Withania somnifera root on estrogen receptor-positive mammary carcinomas.
Anticancer research.
2013 Apr; 33(4):1519-23. doi:
". [PMID: 23564793] - Weiqin Jiang, Zongjian Zhu, Henry J Thompson. Effects of limiting energy availability via diet and physical activity on mammalian target of rapamycin-related signaling in rat mammary carcinomas.
Carcinogenesis.
2013 Feb; 34(2):378-87. doi:
10.1093/carcin/bgs350. [PMID: 23125225] - Krisztina Juhász, Katalin Gombos, Mónika Szirmai, Katalin Gőcze, Veronika Wolher, Péter Révész, Ingrid Magda, Andor Sebestyén, Arpád Németh, István Ember. Very early effect of DMBA and MNU on microRNA expression.
In vivo (Athens, Greece).
2013 Jan; 27(1):113-7. doi:
. [PMID: 23239859] - Ugurlu M Umit, Terzioglu Berna, Kaya Handan, Erbarut Ipek, Yegen Berrak, Erzik Can, Gulluoglu M Bahadir. Role of melatonin and luzindole in rat mammary cancer.
Journal of investigative surgery : the official journal of the Academy of Surgical Research.
2012 Dec; 25(6):345-53. doi:
10.3109/08941939.2012.665570. [PMID: 23215791] - R A Agabeĭli. [Genetic effects of root extracts of Glycyrrhiza glabra L. on different test-systems].
TSitologiia i genetika.
2012 Sep; 46(5):43-9. doi:
". [PMID: 23342648] - Elżbieta Klewicka, Adriana Nowak, Zenon Zduńczyk, Bożena Cukrowska, Janusz Błasiak. Protective effect of lactofermented beetroot juice against aberrant crypt foci formation and genotoxicity of fecal water in rats.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
2012 Sep; 64(6):599-604. doi:
10.1016/j.etp.2010.12.001. [PMID: 21185162] - Adrian F Gal, Sanda Andrei, Cristina Cernea, Marian Taulescu, Cornel Catoi. Effects of astaxanthin supplementation on chemically induced tumorigenesis in Wistar rats.
Acta veterinaria Scandinavica.
2012 Aug; 54(?):50. doi:
10.1186/1751-0147-54-50. [PMID: 22935319] - Neha Singla, Devinder Kumar Dhawan. N-methyl N-nitrosourea induced functional and structural alterations in mice brain-role of curcumin.
Neurotoxicity research.
2012 Aug; 22(2):115-26. doi:
10.1007/s12640-011-9307-2. [PMID: 22247011] - Weiqin Jiang, Zongjian Zhu, John N McGinley, Karam El Bayoumy, Andrea Manni, Henry J Thompson. Identification of a molecular signature underlying inhibition of mammary carcinoma growth by dietary N-3 fatty acids.
Cancer research.
2012 Aug; 72(15):3795-806. doi:
10.1158/0008-5472.can-12-1047. [PMID: 22651929]