Diethyl fumarate (BioDeep_00000018069)
Secondary id: BioDeep_00000622036, BioDeep_00000841690
human metabolite PANOMIX_OTCML-2023 Endogenous
代谢物信息卡片
2-Butenedioic acid (e)-, diethyl ester (9ci)
化学式: C8H12O4 (172.0735552)
中文名称: 顺丁烯二甲酸二乙酯, 富马酸二乙酯
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 4.35%
分子结构信息
SMILES: CCOC(=O)C=CC(=O)OCC
InChI: InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5-
描述信息
Diethyl fumarate is a fungal growth inhibitor for tomato juice.
Flavouring compound [Superscent]
Diethyl fumarate is a decomposition product of Malathion (an insecticide). Diethyl fumarate is a reputed skin irritant. Diethyl fumarate can causes non-immunologic contact urticaria on skin[1][2].
同义名列表
33 个代谢物同义名
2-Butenedioic acid (e)-, diethyl ester (9ci); 2-Butenedioic acid (2E)-, 1,4-diethyl ester; 2-Butenedioic acid (2Z)-, dimethyl ester; Diethyl ester OF (e)-2-butenedioic acid; 2-Butenedioic acid (2E)-, diethyl ester; trans-2-Butenedioic acid diethyl ester; 2-Butenedioic acid (e)-, diethyl ester; Diethyl ester(2E)-2-butenedioic acid; 2-Butenedioic acid(e)-,diethyl ester; 2-Butenedioate (2Z)-, dimethyl ester; Diethyl ester(e)-2-butenedioic acid; Fumaric acid, diethyl ester (8ci); 1,4-diethyl (2Z)-but-2-enedioate; Diethylester kyseliny fumarove; Diethyl (2E)-but-2-enedioate; Fumaric acid, diethyl ester; Diethyl maleic acid diester; Diethyl (2E)-2-butenedioate; Maleic acid, diethyl ester; Maleic acid diethyl ester; Maleic acid, ethyl ester; Maleate, diethyl ester; Diethyl 2-butenedioate; Ethyl hydrogen maleate; Diethyl fumaric acid; Diethyl maleic acid; Monoethyl maleate; Anti-psoriaticum; Diethyl fumarate; diethyl maleate; diethylmaleate; Ethyl fumarate; Ethyl maleate
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:68508
- PubChem: 5271566
- PubChem: 12201
- HMDB: HMDB0038601
- ChEMBL: CHEMBL2037000
- foodb: FDB029781
- chemspider: 4436353
- CAS: 68988-24-9
- CAS: 623-91-6
- CAS: 141-05-9
- PMhub: MS000002102
- medchemexpress: HY-W010056
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)
1 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
- Ehsan Ali, Kaikai Mao, Xun Liao, Ruoheng Jin, Jianhong Li. Cross-resistance and biochemical characterization of buprofezin resistance in the white-backed planthopper, Sogatella furcifera (Horvath).
Pesticide biochemistry and physiology.
2019 Jul; 158(?):47-53. doi:
10.1016/j.pestbp.2019.04.008. [PMID: 31378360] - Chunyan Yin, Ran Wang, Chen Luo, Kang Zhao, Qiongyou Wu, Zhenyu Wang, Guangfu Yang. Monitoring, Cross-Resistance, Inheritance, and Synergism of Plutella xylostella (Lepidoptera: Plutellidae) Resistance to Pyridalyl in China.
Journal of economic entomology.
2019 02; 112(1):329-334. doi:
10.1093/jee/toy334. [PMID: 30371797] - Muhammad Shahid Arain, Muhammad Shakeel, Mohammed Esmail Abdalla Elzaki, Muhammad Farooq, Muhammad Hafeez, Muhammad Rafiq Shahid, Syed Ali Haider Shah, Fawad Zafar Ahmad Khan, Qaiser Shakeel, Abdalla Markaz Abdalla Salim, Guo-Qing Li. Association of detoxification enzymes with butene-fipronil in larvae and adults of Drosophila melanogaster.
Environmental science and pollution research international.
2018 Apr; 25(10):10006-10013. doi:
10.1007/s11356-018-1202-4. [PMID: 29380196] - Takeshi Kumagai, Yosuke Kozakai, Tomohiro Ishino, Yuichi Yajima, Yasuhito Nakagawa, Hirotaka Imai. Nrf2 up-regulates the induction of acidic sphingomyelinase by electrophiles.
Journal of biochemistry.
2015 Aug; 158(2):127-37. doi:
10.1093/jb/mvv030. [PMID: 25762726] - Yoshio Nakagawa, Toshinari Suzuki, Kazuo Nakajima, Akiko Inomata, Akio Ogata, Dai Nakae. Effects of N-acetyl-L-cysteine on target sites of hydroxylated fullerene-induced cytotoxicity in isolated rat hepatocytes.
Archives of toxicology.
2014 Jan; 88(1):115-26. doi:
10.1007/s00204-013-1096-3. [PMID: 23877122] - Xiaoqing Cai, Omar M Khdour, Jennifer Jaruvangsanti, Sidney M Hecht. Simplified bicyclic pyridinol analogues protect mitochondrial function.
Bioorganic & medicinal chemistry.
2012 Jun; 20(11):3584-95. doi:
10.1016/j.bmc.2012.03.075. [PMID: 22560834] - Fahad A Al-Abbasi. Acrylonitrile-induced gastric toxicity in rats: the role of xanthine oxidase.
Medical science monitor : international medical journal of experimental and clinical research.
2012 Jun; 18(6):BR208-14. doi:
10.12659/msm.882896. [PMID: 22648241] - Naoko Shibuya, Shigeki Kobayashi, Yasunaga Yoshikawa, Kiyotaka Watanabe, Koichi Orino. Effects of oxidative stress caused by tert-butylhydroquinone on cytotoxicity in MDCK cells.
The Journal of veterinary medical science.
2012 May; 74(5):583-9. doi:
10.1292/jvms.11-0412. [PMID: 22185773] - Wei-Hua Jiang, Wei-Ping Lu, Wen-Chao Guo, Zhen-Han Xia, Wen-Jun Fu, Guo-Qing Li. Chlorantraniliprole susceptibility in Leptinotarsa decemlineata in the north Xinjiang Uygur autonomous region in China.
Journal of economic entomology.
2012 Apr; 105(2):549-54. doi:
10.1603/ec11194. [PMID: 22606826] - Fei Hu, Wei Dou, Jing-Jing Wang, Fu-Xian Jia, Jin-Jun Wang. Purification and biochemical characterization of glutathione S-transferases from four field populations of Bactrocera dorsalis (Hendel) (Diptera: Tephritidae).
Archives of insect biochemistry and physiology.
2011 Dec; 78(4):201-15. doi:
10.1002/arch.20453. [PMID: 22105666] - Daigo Sumi, Takahiko Sasaki, Hideki Miyataka, Seiichiro Himeno. Rat H9c2 cardiac myocytes are sensitive to arsenite due to a modest activation of transcription factor Nrf2.
Archives of toxicology.
2011 Dec; 85(12):1509-16. doi:
10.1007/s00204-011-0700-7. [PMID: 21465251] - Andreas Natsch, Tina Haupt, Heike Laue. Relating skin sensitizing potency to chemical reactivity: reactive Michael acceptors inhibit NF-κB signaling and are less sensitizing than S(N)Ar- and S(N)2- reactive chemicals.
Chemical research in toxicology.
2011 Nov; 24(11):2018-27. doi:
10.1021/tx2003678. [PMID: 22023385] - Rajesh K Saharan, Sukesh C Sharma. Effects of glutathione modulation on oxidative stress and enzymatic antioxidant defence in yeast Pachysolen tannophilus.
Current microbiology.
2011 Mar; 62(3):944-9. doi:
10.1007/s00284-010-9808-x. [PMID: 21061124] - Whitney P Bowe, Alan C Logan. Clinical implications of lipid peroxidation in acne vulgaris: old wine in new bottles.
Lipids in health and disease.
2010 Dec; 9(?):141. doi:
10.1186/1476-511x-9-141. [PMID: 21143923] - Khaled M M Koriem, Mahmoud S Arbid, Nadia F I El-Gendy. The protective role of Tropaeolum majus on blood and liver toxicity induced by diethyl maleate in rats.
Toxicology mechanisms and methods.
2010 Nov; 20(9):579-86. doi:
10.3109/15376516.2010.518171. [PMID: 20883155] - Kai-Cheng Lian, Jing-Jing Chuang, Chia-Wen Hsieh, Being-Sun Wung, Guan-Da Huang, Ting-Yan Jian, Yung-Wei Sun. Dual mechanisms of NF-kappaB inhibition in carnosol-treated endothelial cells.
Toxicology and applied pharmacology.
2010 May; 245(1):21-35. doi:
10.1016/j.taap.2010.01.003. [PMID: 20116392] - Ching-Hsuan Lin, Siwy Ling Yang, Nan-Yi Wang, Kuang-Ren Chung. The FUS3 MAPK signaling pathway of the citrus pathogen Alternaria alternata functions independently or cooperatively with the fungal redox-responsive AP1 regulator for diverse developmental, physiological and pathogenic processes.
Fungal genetics and biology : FG & B.
2010 Apr; 47(4):381-91. doi:
10.1016/j.fgb.2009.12.009. [PMID: 20036749] - Yuntao Feng, Qingjun Wu, Shaoli Wang, Xiaoli Chang, Wen Xie, Baoyun Xu, Youjun Zhang. Cross-resistance study and biochemical mechanisms of thiamethoxam resistance in B-biotype Bemisia tabaci (Hemiptera: Aleyrodidae).
Pest management science.
2010 Mar; 66(3):313-8. doi:
10.1002/ps.1877. [PMID: 19937914] - Yi-Quan Lan, Shi-Xi Zhao. [Resistance mechanisms of Spodoptera exigua (Hübner) to fenvalerate and alpha-cypermethrin].
Ying yong sheng tai xue bao = The journal of applied ecology.
2010 Jan; 21(1):203-8. doi:
". [PMID: 20387444] - Rajat Singh, Yongjun Wang, Jörn M Schattenberg, Youqing Xiang, Mark J Czaja. Chronic oxidative stress sensitizes hepatocytes to death from 4-hydroxynonenal by JNK/c-Jun overactivation.
American journal of physiology. Gastrointestinal and liver physiology.
2009 Nov; 297(5):G907-17. doi:
10.1152/ajpgi.00151.2009. [PMID: 20501438] - Dong Wang, Xinghui Qiu, Xuexiang Ren, Wencheng Zhang, Kaiyun Wang. Effects of spinosad on Helicoverpa armigera (Lepidoptera: Noctuidae) from China: tolerance status, synergism and enzymatic responses.
Pest management science.
2009 Sep; 65(9):1040-6. doi:
10.1002/ps.1794. [PMID: 19533589] - Hadi Mosallanejad, Guy Smagghe. Biochemical mechanisms of methoxyfenozide resistance in the cotton leafworm Spodoptera littoralis.
Pest management science.
2009 Jul; 65(7):732-6. doi:
10.1002/ps.1753. [PMID: 19367570] - Yoshio Nakagawa, Toshinari Suzuki, Kazuo Nakajima, Hidemi Ishii, Akio Ogata. Biotransformation and cytotoxic effects of hydroxychavicol, an intermediate of safrole metabolism, in isolated rat hepatocytes.
Chemico-biological interactions.
2009 Jun; 180(1):89-97. doi:
10.1016/j.cbi.2009.02.003. [PMID: 19428348] - Jing Wu, Hui Ji, Ying Yu Wang, Ying Wang, Yong Qi Li, Wei Guang Li, Yan Long, Yuan Zheng Xia, Hao Hong. Glutathione depletion upregulates P-glycoprotein expression at the blood-brain barrier in rats.
The Journal of pharmacy and pharmacology.
2009 Jun; 61(6):819-24. doi:
10.1211/jpp/61.06.0016. [PMID: 19505374] - Alison L Wadey, Hakan Muyderman, Perrin T Kwek, Neil R Sims. Mitochondrial glutathione uptake: characterization in isolated brain mitochondria and astrocytes in culture.
Journal of neurochemistry.
2009 May; 109 Suppl 1(?):101-8. doi:
10.1111/j.1471-4159.2009.05936.x. [PMID: 19393015] - Fagen Zhang, Michael J Bartels, David R Geter, Yo-Chan Jeong, Melissa R Schisler, Amanda J Wood, Lynn Kan, B Bhaskar Gollapudi. Quantitation of glutathione by liquid chromatography/positive electrospray ionization tandem mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2008 Nov; 22(22):3608-14. doi:
10.1002/rcm.3776. [PMID: 18937228] - Yanhua Wang, Congfen Gao, Zhiping Xu, Yu Cheng Zhu, Jiushuang Zhang, Wenhong Li, Dejiang Dai, Youwei Lin, Weijun Zhou, Jinliang Shen. Buprofezin susceptibility survey, resistance selection and preliminary determination of the resistance mechanism in Nilaparvata lugens (Homoptera: Delphacidae).
Pest management science.
2008 Oct; 64(10):1050-6. doi:
10.1002/ps.1606. [PMID: 18506673] - Jun Zhu, Sheng Li, Zermeena M Marshall, A R Whorton. A cystine-cysteine shuttle mediated by xCT facilitates cellular responses to S-nitrosoalbumin.
American journal of physiology. Cell physiology.
2008 Apr; 294(4):C1012-20. doi:
10.1152/ajpcell.00411.2007. [PMID: 18287333] - Toshiharu Oba, Yoshitaka Maeno, Masataka Nagao, Nagahiko Sakuma, Takashi Murayama. Cellular redox state protects acetaldehyde-induced alteration in cardiomyocyte function by modifying Ca2+ release from sarcoplasmic reticulum.
American journal of physiology. Heart and circulatory physiology.
2008 Jan; 294(1):H121-33. doi:
10.1152/ajpheart.00520.2007. [PMID: 17982019] - Daniel A Rossignol, Lanier W Rossignol, S Jill James, Stepan Melnyk, Elizabeth Mumper. The effects of hyperbaric oxygen therapy on oxidative stress, inflammation, and symptoms in children with autism: an open-label pilot study.
BMC pediatrics.
2007 Nov; 7(?):36. doi:
10.1186/1471-2431-7-36. [PMID: 18005455] - Bettina Ebert, Albrecht Seidel, Alfonso Lampen. Phytochemicals induce breast cancer resistance protein in Caco-2 cells and enhance the transport of benzo[a]pyrene-3-sulfate.
Toxicological sciences : an official journal of the Society of Toxicology.
2007 Apr; 96(2):227-36. doi:
10.1093/toxsci/kfl147. [PMID: 17077187] - Suryakant K Niture, Chinavenmani S Velu, Quentin R Smith, G Jayarama Bhat, Kalkunte S Srivenugopal. Increased expression of the MGMT repair protein mediated by cysteine prodrugs and chemopreventative natural products in human lymphocytes and tumor cell lines.
Carcinogenesis.
2007 Feb; 28(2):378-89. doi:
10.1093/carcin/bgl155. [PMID: 16950796] - Ian Stewart, Philip J Schluter, Glen R Shaw. Cyanobacterial lipopolysaccharides and human health - a review.
Environmental health : a global access science source.
2006 Mar; 5(?):7. doi:
10.1186/1476-069x-5-7. [PMID: 16563160] - Oscar A Bizzozero, Jennifer L Ziegler, Gisela De Jesus, Federico Bolognani. Acute depletion of reduced glutathione causes extensive carbonylation of rat brain proteins.
Journal of neuroscience research.
2006 Mar; 83(4):656-67. doi:
10.1002/jnr.20771. [PMID: 16447283] - Qiang Xu, Huqi Liu, Lee Zhang, Nannan Liu. Resistance in the mosquito, Culex quinquefasciatus, and possible mechanisms for resistance.
Pest management science.
2005 Nov; 61(11):1096-102. doi:
10.1002/ps.1090. [PMID: 16032654] - Huqi Liu, Qiang Xu, Lee Zhang, Nannan Liu. Chlorpyrifos resistance in mosquito Culex quinquefasciatus.
Journal of medical entomology.
2005 Sep; 42(5):815-20. doi:
10.1093/jmedent/42.5.815. [PMID: 16363165] - Jun Chen, Andrea Small-Howard, Amy Yin, Marla J Berry. The responses of Ht22 cells to oxidative stress induced by buthionine sulfoximine (BSO).
BMC neuroscience.
2005 Feb; 6(?):10. doi:
10.1186/1471-2202-6-10. [PMID: 15707499] - Gang Wu, Shuren Jiang, Tadashi Miyata. Effects of synergists on toxicity of six insecticides in parasitoid Diaeretiella rapae (Hymenoptera: Aphidiidae).
Journal of economic entomology.
2004 Dec; 97(6):2057-66. doi:
10.1093/jee/97.6.2057. [PMID: 15666765] - Mushtaq Ahmad, Robert M Hollingworth. Synergism of insecticides provides evidence of metabolic mechanisms of resistance in the obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae).
Pest management science.
2004 May; 60(5):465-73. doi:
10.1002/ps.829. [PMID: 15154513] - Tetsuro Ishii, Ken Itoh, Emilio Ruiz, David S Leake, Hiroyuki Unoki, Masayuki Yamamoto, Giovanni E Mann. Role of Nrf2 in the regulation of CD36 and stress protein expression in murine macrophages: activation by oxidatively modified LDL and 4-hydroxynonenal.
Circulation research.
2004 Mar; 94(5):609-16. doi:
10.1161/01.res.0000119171.44657.45. [PMID: 14752028] - Franca Esposito, Giuseppa Chirico, Nicola Montesano Gesualdi, Inmaculada Posadas, Rosario Ammendola, Tommaso Russo, Giuseppe Cirino, Filiberto Cimino. Protein kinase B activation by reactive oxygen species is independent of tyrosine kinase receptor phosphorylation and requires SRC activity.
The Journal of biological chemistry.
2003 Jun; 278(23):20828-34. doi:
10.1074/jbc.m211841200. [PMID: 12682076] - Christopher J Mingone, Sachin A Gupte, Shuo Quan, Nader G Abraham, Michael S Wolin. Influence of heme and heme oxygenase-1 transfection of pulmonary microvascular endothelium on oxidant generation and cGMP.
Experimental biology and medicine (Maywood, N.J.).
2003 May; 228(5):535-9. doi:
10.1177/15353702-0322805-22. [PMID: 12709582] - S Okuno, H Sato, K Kuriyama-Matsumura, M Tamba, H Wang, S Sohda, H Hamada, H Yoshikawa, T Kondo, S Bannai. Role of cystine transport in intracellular glutathione level and cisplatin resistance in human ovarian cancer cell lines.
British journal of cancer.
2003 Mar; 88(6):951-6. doi:
10.1038/sj.bjc.6600786. [PMID: 12644836] - Yoshimasa Nakamura, Masaaki Miyamoto, Akira Murakami, Hajime Ohigashi, Toshihiko Osawa, Koji Uchida. A phase II detoxification enzyme inducer from lemongrass: identification of citral and involvement of electrophilic reaction in the enzyme induction.
Biochemical and biophysical research communications.
2003 Mar; 302(3):593-600. doi:
10.1016/s0006-291x(03)00219-5. [PMID: 12615076] - Wen-Chang Chang. Identification of an endogenous inhibitor of arachidonate metabolism in human epidermoid carcinoma A431 cells.
Journal of biomedical science.
2003; 10(6 Pt 1):599-606. doi:
10.1159/000073525. [PMID: 14576462] - Nhu Tiên Nguyên-nhu, Bernard Knoops. Alkyl hydroperoxide reductase 1 protects Saccharomyces cerevisiae against metal ion toxicity and glutathione depletion.
Toxicology letters.
2002 Oct; 135(3):219-28. doi:
10.1016/s0378-4274(02)00280-1. [PMID: 12270680] - Laura J C Bolchoz, Jason D Morrow, David J Jollow, David C McMillan. Primaquine-induced hemolytic anemia: effect of 6-methoxy-8-hydroxylaminoquinoline on rat erythrocyte sulfhydryl status, membrane lipids, cytoskeletal proteins, and morphology.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):141-8. doi:
10.1124/jpet.102.036921. [PMID: 12235244] - Nicholas J Hegarty, R William G Watson, Leonie S Young, Amanda J O'Neill, Hugh R Brady, John M Fitzpatrick. Cytoprotective effects of nitrates in a cellular model of hydronephrosis.
Kidney international.
2002 Jul; 62(1):70-7. doi:
10.1046/j.1523-1755.2002.00404.x. [PMID: 12081565] - D B Fragoso, R N C Guedes, R N C Guedes, M C Picanço, L Zambolim. Insecticide use and organophosphate resistance in the coffee leaf miner Leucoptera coffeella (Lepidoptera: Lyonetiidae).
Bulletin of entomological research.
2002 Jun; 92(3):203-12. doi:
10.1079/ber2002156. [PMID: 12088537] - Mark A Lal, Hjalmar Brismar, Ann-Christine Eklöf, Anita Aperia. Role of oxidative stress in advanced glycation end product-induced mesangial cell activation.
Kidney international.
2002 Jun; 61(6):2006-14. doi:
10.1046/j.1523-1755.2002.00367.x. [PMID: 12028441] - Toshio Norikura, David O Kennedy, Alexander K Nyarko, Akiko Kojima, Isao Matsui-Yuasa. Protective effect of aloe extract against the cytotoxicity of 1,4-naphthoquinone in isolated rat hepatocytes involves modulations in cellular thiol levels.
Pharmacology & toxicology.
2002 May; 90(5):278-84. doi:
10.1034/j.1600-0773.2002.900508.x. [PMID: 12076309] - Sjofn Gunnarsdottir, Marian Rucki, Adnan A Elfarra. Novel glutathione-dependent thiopurine prodrugs: evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice.
The Journal of pharmacology and experimental therapeutics.
2002 Apr; 301(1):77-86. doi:
10.1124/jpet.301.1.77. [PMID: 11907160] - Yoshimasa Nakamura, Makiko Kawakami, Akira Yoshihiro, Noriyuki Miyoshi, Hajime Ohigashi, Kiyoshi Kawai, Toshihiko Osawa, Koji Uchida. Involvement of the mitochondrial death pathway in chemopreventive benzyl isothiocyanate-induced apoptosis.
The Journal of biological chemistry.
2002 Mar; 277(10):8492-9. doi:
10.1074/jbc.m109760200. [PMID: 11751909] - Lawrence M Milchak, J Douglas Bricker. The effects of glutathione and vitamin E on iron toxicity in isolated rat hepatocytes.
Toxicology letters.
2002 Feb; 126(3):169-77. doi:
10.1016/s0378-4274(01)00436-2. [PMID: 11814705] - M Vairetti, P Griffini, G Pietrocola, P Richelmi, I Freitas. Cold-induced apoptosis in isolated rat hepatocytes: protective role of glutathione.
Free radical biology & medicine.
2001 Oct; 31(8):954-61. doi:
10.1016/s0891-5849(01)00670-0. [PMID: 11595380] - J G Zhang, M A Tirmenstein, F A Nicholls-Grzemski, M W Fariss. Mitochondrial electron transport inhibitors cause lipid peroxidation-dependent and -independent cell death: protective role of antioxidants.
Archives of biochemistry and biophysics.
2001 Sep; 393(1):87-96. doi:
10.1006/abbi.2001.2486. [PMID: 11516165] - S Maity, J R Vedasiromoni, L Chaudhuri, D K Ganguly. Role of reduced glutathione and nitric oxide in the black tea extract-mediated protection against ulcerogen-induced changes in motility and gastric emptying in rats.
Japanese journal of pharmacology.
2001 Apr; 85(4):358-64. doi:
10.1254/jjp.85.358. [PMID: 11388638] - L Nicod, S Rodriguez, A Jacqueson, C Viollon-Abadie, A Berthelot, L Richert. Clofibric acid or diethylmaleate supplemented diet decrease blood pressure in DOCA-salt treated male Sprague Dawley rats--relation with liver antioxidant status.
Molecular and cellular biochemistry.
2000 Oct; 213(1-2):65-73. doi:
10.1023/a:1007112130769. [PMID: 11129960] - N Shimura, A Musya, T Hashimoto, S Kojima, A Kubodera, T Sasaki. Usefulness of (99m)Tc-d,l-HMPAO for estimation of GSH content in tumor tissues.
Nuclear medicine and biology.
2000 Aug; 27(6):577-80. doi:
10.1016/s0969-8051(00)00131-1. [PMID: 11056372] - N R Kitteringham, H Powell, Y N Clement, C C Dodd, J N Tettey, M Pirmohamed, D A Smith, L I McLellan, B Kevin Park. Hepatocellular response to chemical stress in CD-1 mice: induction of early genes and gamma-glutamylcysteine synthetase.
Hepatology (Baltimore, Md.).
2000 Aug; 32(2):321-33. doi:
10.1053/jhep.2000.9602. [PMID: 10915739] - M A Tirmenstein, F A Nicholls-Grzemski, J G Zhang, M W Fariss. Glutathione depletion and the production of reactive oxygen species in isolated hepatocyte suspensions.
Chemico-biological interactions.
2000 Jul; 127(3):201-17. doi:
10.1016/s0009-2797(00)00180-0. [PMID: 10967318] - S O'Neill, A J O'Neill, E Conroy, H R Brady, J M Fitzpatrick, R W Watson. Altered caspase expression results in delayed neutrophil apoptosis in acute pancreatitis.
Journal of leukocyte biology.
2000 Jul; 68(1):15-20. doi:
NULL. [PMID: 10914485] - C S Yang, P J Tsai, N N Lin, J S Kuo. Diethylmaleate decreased ascorbic acid release induced by cerebral ischemia in cerebral cortex of the anesthetized rat.
The Chinese journal of physiology.
2000 Jun; 43(2):49-53. doi:
NULL. [PMID: 10994693] - A Gupta, A Gupta, M Datta, G S Shukla. Cerebral antioxidant status and free radical generation following glutathione depletion and subsequent recovery.
Molecular and cellular biochemistry.
2000 Jun; 209(1-2):55-61. doi:
10.1023/a:1007000430394. [PMID: 10942201] - S Moriya, H Yokoyama, M Fukuda, Y Okamura, Y Kamegaya, T Mizukami, H Ohgo, H Ishii. Glutathione depletion enhances the formation of superoxide anion released into hepatic sinusoids after lipopolysaccharide challenge.
Alcoholism, clinical and experimental research.
2000 Apr; 24(4 Suppl):59S-63S. doi:
10.1111/j.1530-0277.2000.tb00014.x. [PMID: 10803782] - Y Ohta, A Ito, H Torii. Opacification of isolated rat lenses intoxicated with diethylmaleate: relation to lens membrane dysfunction.
In vitro & molecular toxicology.
2000; 13(4):223-36. doi:
". [PMID: 11319274] - R K Zalups, D W Barfuss, L H Lash. Relationships between alterations in glutathione metabolism and the disposition of inorganic mercury in rats: effects of biliary ligation and chemically induced modulation of glutathione status.
Chemico-biological interactions.
1999 Dec; 123(3):171-95. doi:
10.1016/s0009-2797(99)00135-0. [PMID: 10654838] - T Iantomasi, F Favilli, D Degl'Innocenti, M T Vincenzini. Increased glutathione synthesis associated with platelet-derived growth factor stimulation of NIH3T3 fibroblasts.
Biochimica et biophysica acta.
1999 Dec; 1452(3):303-12. doi:
10.1016/s0167-4889(99)00142-1. [PMID: 10590319] - R Agarwal, G S Shukla. Potential role of cerebral glutathione in the maintenance of blood-brain barrier integrity in rat.
Neurochemical research.
1999 Dec; 24(12):1507-14. doi:
10.1023/a:1021191729865. [PMID: 10591399] - J S Woods, T J Kavanagh, J Corral, A W Reese, D Diaz, M E Ellis. The role of glutathione in chronic adaptation to oxidative stress: studies in a normal rat kidney epithelial (NRK52E) cell model of sustained upregulation of glutathione biosynthesis.
Toxicology and applied pharmacology.
1999 Nov; 160(3):207-16. doi:
10.1006/taap.1999.8774. [PMID: 10544055] - F Wang, L Y Wang, D Wright, M J Parmely. Redox imbalance differentially inhibits lipopolysaccharide-induced macrophage activation in the mouse liver.
Infection and immunity.
1999 Oct; 67(10):5409-16. doi:
10.1128/iai.67.10.5409-5416.1999. [PMID: 10496923] - K W Kang, Y M Pak, N D Kim. Diethylmaleate and buthionine sulfoximine, glutathione-depleting agents, differentially inhibit expression of inducible nitric oxide synthase in endotoxemic mice.
Nitric oxide : biology and chemistry.
1999 Jun; 3(3):265-71. doi:
10.1006/niox.1999.0233. [PMID: 10442858] - T Kawane, J Q Hou, H Sato, Y Sugita, S Bannai, T Ishii. Induction of metalloelastase mRNA in murine peritoneal macrophages by diethylmaleate.
Biochimica et biophysica acta.
1999 Apr; 1427(2):155-60. doi:
10.1016/s0304-4165(99)00018-5. [PMID: 10216232] - T A Vos, H Van Goor, L Tuyt, A De Jager-Krikken, R Leuvenink, F Kuipers, P L Jansen, H Moshage. Expression of inducible nitric oxide synthase in endotoxemic rat hepatocytes is dependent on the cellular glutathione status.
Hepatology (Baltimore, Md.).
1999 Feb; 29(2):421-6. doi:
10.1002/hep.510290231. [PMID: 9918918] - H Sakamoto, J Kitahara, Y Nakagawa. Effect of intracellular glutathione on the production of prostaglandin D2 in RBL-2H3 cells oxidized by tert-butyl hydroperoxide.
Journal of biochemistry.
1999 Jan; 125(1):90-5. doi:
10.1093/oxfordjournals.jbchem.a022274. [PMID: 9880802] - M Madesh, O Benard, K A Balasubramanian. Glutathione modulates lipid composition of human colon derived HT-29 cells.
The international journal of biochemistry & cell biology.
1998 Dec; 30(12):1345-52. doi:
10.1016/s1357-2725(98)00097-1. [PMID: 9924804] - S Maity, J R Vedasiromoni, D K Ganguly. Role of glutathione in the antiulcer effect of hot water extract of black tea (Camellia sinensis).
Japanese journal of pharmacology.
1998 Nov; 78(3):285-92. doi:
10.1254/jjp.78.285. [PMID: 9869262] - A B Nathens, O D Rotstein, J J Jones, A P Dackiw, R Gorczynski. The glutathione depleting agent diethylmaleate prolongs renal allograft survival.
The Journal of surgical research.
1998 Jun; 77(1):75-9. doi:
10.1006/jsre.1998.5338. [PMID: 9698537] - P Galvani, P Fumagalli, A Santagostino. Glutathione depletion by xenobiotics in Coturnix coturnix japonica.
Bulletin of environmental contamination and toxicology.
1998 Jun; 60(6):909-15. doi:
10.1007/s001289900714. [PMID: 9606269] - R Nøding, S A Schønberg, H E Krokan, K S Bjerve. Effects of polyunsaturated fatty acids and their n-6 hydroperoxides on growth of five malignant cell lines and the significance of culture media.
Lipids.
1998 Mar; 33(3):285-93. doi:
10.1007/s11745-998-0207-9. [PMID: 9560803] - M Sato, Y Kitahori, Y Nakagawa, N Konishi, M Cho, Y Hiasa. Formation of 8-hydroxydeoxyguanosine in rat kidney DNA after administration of N-ethyl-N-hydroxyethylnitrosamine.
Cancer letters.
1998 Feb; 124(1):111-8. doi:
10.1016/s0304-3835(97)00465-5. [PMID: 9500199] - V C Nwabisi, E A Nwanze. Biochemical studies on the toxicity of 1, 1'-dimethyl-4, 4'-bipyridylium dichloride in the rat.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology.
1997 May; 117(1):103-9. doi:
10.1016/s0742-8413(96)00166-1. [PMID: 9185332] - B A Neuschwander-Tetri, M E Presti, L D Wells. Glutathione synthesis in the exocrine pancreas.
Pancreas.
1997 May; 14(4):342-9. doi:
10.1097/00006676-199705000-00003. [PMID: 9163779] - T A Sarafian, N Rajper, B Grigorian, A Kim, H Shau. Cellular antioxidant properties of human natural killer enhancing factor B.
Free radical research.
1997 Mar; 26(3):281-9. doi:
10.3109/10715769709097806. [PMID: 9161849] - T Yoshioka, H Ohno, T Uematsu. Pyruvate dehydrogenase complex-catalyzed formation of N-arylacetohydroxamic acids from nitroso aromatic compounds in rat isolated cells and perfused organs.
The Journal of pharmacology and experimental therapeutics.
1996 Dec; 279(3):1282-9. doi:
NULL. [PMID: 8968352] - T Sasaki, H Toyama, K Oda, I Ogihara-Umeda, H Nishigori, M Senda. Assessment of antioxidative ability in brain: technetium-99m-meso-HMPAO as an imaging agent for glutathione localization.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
1996 Oct; 37(10):1698-701. doi:
NULL. [PMID: 8862315] - E Altomare, I Grattagliano, G Vendemiale, V Palmieri, G Palasciano. Acute ethanol administration induces oxidative changes in rat pancreatic tissue.
Gut.
1996 May; 38(5):742-6. doi:
10.1136/gut.38.5.742. [PMID: 8707122] - J A Timbrell, C J Waterfield. Changes in taurine as an indicator of hepatic dysfunction and biochemical perturbations. Studies in vivo and in vitro.
Advances in experimental medicine and biology.
1996; 403(?):125-34. doi:
10.1007/978-1-4899-0182-8_15. [PMID: 8915350] - I Nakagawa, M Suzuki, T Yanagiya, N Imura, A Naganuma. Effect of glutathione depletion on metallothionein synthesis induced by paraquat in mice.
The Tohoku journal of experimental medicine.
1995 Nov; 177(3):249-62. doi:
10.1620/tjem.177.249. [PMID: 8966720] - E J Søderlund, D J Meyer, B Ketterer, S D Nelson, E Dybing, J A Holme. Metabolism of 1,2-dibromo-3-chloropropane by glutathione S-transferases.
Chemico-biological interactions.
1995 Aug; 97(3):257-72. doi:
10.1016/0009-2797(95)03621-r. [PMID: 7671343] - M B Iszard, J Liu, Y Liu, T Dalton, G K Andrews, R D Palmiter, C D Klaassen. Characterization of metallothionein-I-transgenic mice.
Toxicology and applied pharmacology.
1995 Aug; 133(2):305-12. doi:
10.1006/taap.1995.1155. [PMID: 7645027] - R F Burk, K E Hill, J A Awad, J D Morrow, P R Lyons. Liver and kidney necrosis in selenium-deficient rats depleted of glutathione.
Laboratory investigation; a journal of technical methods and pathology.
1995 Jun; 72(6):723-30. doi:
NULL. [PMID: 7783430] - B Enkvetchakul, W G Bottje. Influence of diethyl maleate and cysteine on tissue glutathione and growth in broiler chickens.
Poultry science.
1995 May; 74(5):864-73. doi:
10.3382/ps.0740864. [PMID: 7603963] - T Tamano, H Yoshida, Y Kuronuma, T Harada. Role of renal gamma-glutamyltransferase activity in hepatic utilization of exogenous glutathione.
Journal of gastroenterology.
1995 Feb; 30(1):74-8. doi:
10.1007/bf01211378. [PMID: 7719418] - E O Uthus. Diethyl maleate, an in vivo chemical depletor of glutathione, affects the response of male and female rats to arsenic deprivation.
Biological trace element research.
1994 Dec; 46(3):247-59. doi:
10.1007/bf02789300. [PMID: 7702979] - M Dumont, C D'Hont, Y Lamri, A M Durand-Schneider, E Jacquemin, G Feldmann, S Erlinger. Effects of phalloidin and colchicine on diethylmaleate-induced choleresis and ultrastructural appearance of rat hepatocytes.
Liver.
1994 Dec; 14(6):308-13. doi:
10.1111/j.1600-0676.1994.tb00094.x. [PMID: 7877435] - A Hagiwara, H Tanaka, S Tamano, K Imaida, S Takahashi, S Fukushima. Inhibiting effects of diethylmaleate or NH4Cl on NaHCO3, but not butylated hydroxyanisole, promotion of urinary bladder carcinogenesis in male F344 rats initiated with N-butyl-N-(4-hydroxybutyl)nitrosamine.
The Journal of toxicological sciences.
1994 Nov; 19(4):189-95. doi:
10.2131/jts.19.4_189. [PMID: 7884829] - G Cighetti, S Debiasi, R Paroni. No documentable role for xanthine oxidase in the pathogenesis of hepatic in vivo ischaemia/reperfusion injury.
Pharmacological research.
1994 Oct; 30(3):243-51. doi:
10.1016/1043-6618(94)80106-1. [PMID: 7862619] - G Inselmann, H U Lawerenz, U Nellessen, H T Heidemann. Enhancement of cyclosporin A induced hepato- and nephrotoxicity by glutathione depletion.
European journal of clinical investigation.
1994 May; 24(5):355-9. doi:
10.1111/j.1365-2362.1994.tb01097.x. [PMID: 8088313]