Dimethyl sulfone (BioDeep_00000405596)

Main id: BioDeep_00000008513

 

PANOMIX_OTCML-2023


代谢物信息卡片


Sulfonylbismethane

化学式: C2H6O2S (94.0088496)
中文名称: 二甲基砜
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CS(=O)(=O)C
InChI: InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3

描述信息

C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic
D000893 - Anti-Inflammatory Agents
Dimethyl sulfone (Methyl Sulfonyl Methane) is a metabolic product of endogenous methanethiol metabolism and intestinal bacterial metabolism. Dimethyl sulfone inhibits choriocapillary endothelial (CCE) cell proliferation, also has many biological effects, including antiinflammatory, antioxidant, and local anesthetic effects that could be neuroprotective[1][2][3].
Dimethyl sulfone (Methyl Sulfonyl Methane) is a metabolic product of endogenous methanethiol metabolism and intestinal bacterial metabolism. Dimethyl sulfone inhibits choriocapillary endothelial (CCE) cell proliferation, also has many biological effects, including antiinflammatory, antioxidant, and local anesthetic effects that could be neuroprotective[1][2][3].

同义名列表

2 个代谢物同义名

Sulfonylbismethane; Dimethyl sulfone



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(3)

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)

11 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

  • Elizabeth A Tanner, Melody A Gary, Stephan Michalik, Asheal A Davis, Brian K McFarlin. Optimized Curcumin, Pomegranate Extract, and Methylsulfonylmethane Reduce Acute, Systemic Inflammatory Response to a Half-marathon Race. Alternative therapies in health and medicine. 2022 Sep; 28(6):72-81. doi: . [PMID: 32619204]
  • Cameron V Fili, Ling Lin, Jonathan Chapman, David Hamilton, Charles R Yates. Methylsulfonylmethane and Sesame Seed Oil Improve Dyslipidemia and Modulate Polyunsaturated Fatty Acid Metabolism in Two Mouse Models of Diabetes. Journal of medicinal food. 2022 Jun; 25(6):607-617. doi: 10.1089/jmf.2021.0196. [PMID: 35708633]
  • Yueming Guo, Pengpeng Li, Zongliang Wang, Peibiao Zhang, Xiaodong Wu. Sustained Delivery of Methylsulfonylmethane from Biodegradable Scaffolds Enhances Efficient Bone Regeneration. International journal of nanomedicine. 2022; 17(?):4829-4842. doi: 10.2147/ijn.s377036. [PMID: 36246935]
  • Da-Yeon Lee, Chan-Yang Lee, Jin-Na Shin, Jeong-Ho Oh, Soon-Mi Shim. Impact of soy lecithin, zinc oxide, and methylsulfonylmethane, as excipient ingredients, on the bioaccessibility and intestinal transport of branched-chain amino acids from animal and plant protein mixtures. Food & function. 2021 Nov; 12(22):11399-11407. doi: 10.1039/d1fo01712h. [PMID: 34673869]
  • X Liu, S Robbins, J Eyles, T Fedorova, S Virk, L A Deveza, A J McLachlan, D J Hunter. Efficacy and safety of a supplement combination on hand pain among people with symptomatic hand osteoarthritis an internet-based, randomised clinical trial the RADIANT study. Osteoarthritis and cartilage. 2021 05; 29(5):667-677. doi: 10.1016/j.joca.2021.01.011. [PMID: 33617972]
  • M S Abdul Rasheed, U P Tiwari, J C Jespersen, L L Bauer, R N Dilger. Effects of methylsulfonylmethane and neutralizing anti-IL-10 antibody supplementation during a mild Eimeria challenge infection in broiler chickens. Poultry science. 2020 Dec; 99(12):6559-6568. doi: 10.1016/j.psj.2020.09.046. [PMID: 33248571]
  • Xiaoqian Liu, Sarah Robbins, Jillian Eyles, Tatyana Fedorova, Sonika Virk, Leticia A Deveza, Andrew McLachlan, David Hunter. Efficacy and safety of a supplement combination for hand osteoarthritis pain: protocol for an internet-based randomised placebo-controlled trial (The RADIANT study). BMJ open. 2020 02; 10(2):e035672. doi: 10.1136/bmjopen-2019-035672. [PMID: 32075845]
  • M S Abdul Rasheed, M L Oelschlager, B N Smith, L L Bauer, R A Whelan, R N Dilger. Dietary methylsulfonylmethane supplementation and oxidative stress in broiler chickens. Poultry science. 2020 Feb; 99(2):914-925. doi: 10.1016/j.psj.2019.12.010. [PMID: 32029168]
  • H L Yan, S C Cao, Y D Hu, H F Zhang, J B Liu. Effects of methylsulfonylmethane on growth performance, immunity, antioxidant capacity, and meat quality in Pekin ducks. Poultry science. 2020 Feb; 99(2):1069-1074. doi: 10.1016/j.psj.2019.10.002. [PMID: 32029143]
  • Xiaoqian Liu, David J Hunter, Jillian Eyles, Andrew J McLachlan, Jeffry Adiwidjaja, Shane K Eagles, XiaoSuo Wang. Pharmacokinetic assessment of constituents of Boswellia serrata, pine bark extracts, curcumin in combination including methylsulfonylmethane in healthy volunteers. The Journal of pharmacy and pharmacology. 2020 Jan; 72(1):121-131. doi: 10.1111/jphp.13184. [PMID: 31608447]
  • M S Abdul Rasheed, M L Oelschlager, B N Smith, L L Bauer, R A Whelan, R N Dilger. Toxicity and tissue distribution of methylsulfonylmethane following oral gavage in broilers. Poultry science. 2019 Oct; 98(10):4972-4981. doi: 10.3382/ps/pez265. [PMID: 31111938]
  • Paul Crawford, Amanda Crawford, Frederick Nielson, Robert Lystrup. Methylsulfonylmethane for treatment of low back pain: A safety analysis of a randomized, controlled trial. Complementary therapies in medicine. 2019 Aug; 45(?):85-88. doi: 10.1016/j.ctim.2019.05.022. [PMID: 31331587]
  • S Cheleschi, A Fioravanti, A De Palma, C Corallo, D Franci, N Volpi, G Bedogni, S Giannotti, N Giordano. Methylsulfonylmethane and mobilee prevent negative effect of IL-1β in human chondrocyte cultures via NF-κB signaling pathway. International immunopharmacology. 2018 Dec; 65(?):129-139. doi: 10.1016/j.intimp.2018.10.004. [PMID: 30316071]
  • Yves Henrotin, Ali Mobasheri. Natural Products for Promoting Joint Health and Managing Osteoarthritis. Current rheumatology reports. 2018 09; 20(11):72. doi: 10.1007/s11926-018-0782-9. [PMID: 30232562]
  • Ranjith Kumar Velusamy, Ramasamy Tamizhselvi. Protective effect of methylsulfonylmethane in caerulein-induced acute pancreatitis and associated lung injury in mice. The Journal of pharmacy and pharmacology. 2018 Sep; 70(9):1188-1199. doi: 10.1111/jphp.12946. [PMID: 29971769]
  • Francisco Adelvane de Paulo Rodrigues, Alan Diego da Conceição Santos, Pedro Henrique Quintela Soares de Medeiros, Mara de Moura Gondim Prata, Tailane Caína de Souza Santos, James Almada da Silva, Gerly Anne de Castro Brito, Armênio Aguiar Dos Santos, Edilberto Rocha Silveira, Aldo Ângelo Moreira Lima, Alexandre Havt. Gingerol suppresses sepsis-induced acute kidney injury by modulating methylsulfonylmethane and dimethylamine production. Scientific reports. 2018 08; 8(1):12154. doi: 10.1038/s41598-018-30522-6. [PMID: 30108263]
  • Thomas Wong, Richard J Bloomer, Rodney L Benjamin, Randal K Buddington. Small Intestinal Absorption of Methylsulfonylmethane (MSM) and Accumulation of the Sulfur Moiety in Selected Tissues of Mice. Nutrients. 2017 Dec; 10(1):. doi: 10.3390/nu10010019. [PMID: 29295596]
  • Y Jiao, J H Park, Y M Kim, I H Kim. Effects of dietary methyl sulfonyl methane (MSM) supplementation on growth performance, nutrient digestibility, meat quality, excreta microbiota, excreta gas emission, and blood profiles in broilers. Poultry science. 2017 Jul; 96(7):2168-2175. doi: 10.3382/ps/pew480. [PMID: 28339708]
  • Tommaso Cai, Daniele Tiscione, Luca Gallelli, Paolo Verze, Alessandro Palmieri, Vincenzo Mirone, Riccardo Bartoletti, Gianni Malossini. Serenoa repens associated with selenium and lycopene extract and bromelain and methylsulfonylmethane extract are able to improve the efficacy of levofloxacin in chronic bacterial prostatitis patients. Archivio italiano di urologia, andrologia : organo ufficiale [di] Societa italiana di ecografia urologica e nefrologica. 2016 Oct; 88(3):177-182. doi: 10.4081/aiua.2016.3.177. [PMID: 27711089]
  • Inês Sousa-Lima, Shin-Young Park, Michelle Chung, Hyun Ju Jung, Min-Cheol Kang, Joana M Gaspar, Ji A Seo, M Paula Macedo, Kyong Soo Park, Christos Mantzoros, Seung-Hoon Lee, Young-Bum Kim. Methylsulfonylmethane (MSM), an organosulfur compound, is effective against obesity-induced metabolic disorders in mice. Metabolism: clinical and experimental. 2016 10; 65(10):1508-21. doi: 10.1016/j.metabol.2016.07.007. [PMID: 27621186]
  • Cheng Z Wang, Amina El Ayadi, Juhi Goswamy, Celeste C Finnerty, Randy Mifflin, Linda Sousse, Perenlei Enkhbaatar, John Papaconstantinou, David N Herndon, Naseem H Ansari. Topically applied metal chelator reduces thermal injury progression in a rat model of brass comb burn. Burns : journal of the International Society for Burn Injuries. 2015 Dec; 41(8):1775-1787. doi: 10.1016/j.burns.2015.08.012. [PMID: 26392023]
  • G Merolla, F Dellabiancia, A Ingardia, P Paladini, G Porcellini. Co-analgesic therapy for arthroscopic supraspinatus tendon repair pain using a dietary supplement containing Boswellia serrata and Curcuma longa: a prospective randomized placebo-controlled study. Musculoskeletal surgery. 2015 Sep; 99 Suppl 1(?):S43-52. doi: 10.1007/s12306-015-0364-1. [PMID: 25957549]
  • Yilmaz Ucuncu, Nuray Celik, Cengiz Ozturk, Murat Turkoglu, Nihal Cetin, Nizamettin Kockara, Ebru Sener, Cihat Dundar, Aynur Arslan, Hasan Dogan, Nezahat Kurt, Halis Suleyman. Chondroprotective effects of a new glucosamine combination in rats: Gene expression, biochemical and histopathological evaluation. Life sciences. 2015 Jun; 130(?):31-7. doi: 10.1016/j.lfs.2015.03.012. [PMID: 25818190]
  • Ajoy Basak, Mukunda Goswami, Abishankari Rajkumar, Tapobrata Mitra, Swapan Majumdar, Paul O'Reilly, Hussam M Bdour, Vance L Trudeau, Amit Basak. Enediynyl peptides and iso-coumarinyl methyl sulfones as inhibitors of proprotein convertases PCSK8/SKI-1/S1P and PCSK4/PC4: Design, synthesis and biological evaluations. Bioorganic & medicinal chemistry letters. 2015; 25(10):2225-37. doi: 10.1016/j.bmcl.2015.03.029. [PMID: 25881830]
  • P Liu, M Zhang, M Shoeb, D Hogan, Luosheng Tang, M F Syed, C Z Wang, G A Campbell, N H Ansari. Metal chelator combined with permeability enhancer ameliorates oxidative stress-associated neurodegeneration in rat eyes with elevated intraocular pressure. Free radical biology & medicine. 2014 Apr; 69(?):289-99. doi: 10.1016/j.freeradbiomed.2014.01.039. [PMID: 24509160]
  • Keyvan Amirshahrokhi, Shahab Bohlooli. Effect of methylsulfonylmethane on paraquat-induced acute lung and liver injury in mice. Inflammation. 2013 Oct; 36(5):1111-21. doi: 10.1007/s10753-013-9645-8. [PMID: 23595869]
  • Rehab Kamel, Engy M El Morsy. Hepatoprotective effect of methylsulfonylmethane against carbon tetrachloride-induced acute liver injury in rats. Archives of pharmacal research. 2013 Sep; 36(9):1140-8. doi: 10.1007/s12272-013-0110-x. [PMID: 23591777]
  • Nadia Ms Arafa, Hayam M Hamuda, Samuel T Melek, Sahar K Darwish. The effectiveness of Echinacea extract or composite glucosamine, chondroitin and methyl sulfonyl methane supplements on acute and chronic rheumatoid arthritis rat model. Toxicology and industrial health. 2013 Mar; 29(2):187-201. doi: 10.1177/0748233711428643. [PMID: 22173958]
  • Pawel Mochalski, Karin Krapf, Clemens Ager, Helmut Wiesenhofer, Agapios Agapiou, Milt Statheropoulos, Dietmar Fuchs, Ernst Ellmerer, Boguslaw Buszewski, Anton Amann. Temporal profiling of human urine VOCs and its potential role under the ruins of collapsed buildings. Toxicology mechanisms and methods. 2012 Sep; 22(7):502-11. doi: 10.3109/15376516.2012.682664. [PMID: 22482743]
  • Anthony D Maher, Chantal Coles, Jason White, John F Bateman, Emily S Fuller, Dan Burkhardt, Christopher B Little, Martin Cake, Richard Read, Matthew B McDonagh, Simone Jane Rochfort. 1H NMR spectroscopy of serum reveals unique metabolic fingerprints associated with subtypes of surgically induced osteoarthritis in sheep. Journal of proteome research. 2012 Aug; 11(8):4261-8. doi: 10.1021/pr300368h. [PMID: 22784358]
  • Guangshu Zhai, Hans-Joachim Lehmler, Jerald L Schnoor. New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants. Chemistry Central journal. 2011 Dec; 5(?):87. doi: 10.1186/1752-153x-5-87. [PMID: 22185578]
  • Christian Clement Yde, Hanne Christine Bertram, Peter Kappel Theil, Knud Erik Bach Knudsen. Effects of high dietary fibre diets formulated from by-products from vegetable and agricultural industries on plasma metabolites in gestating sows. Archives of animal nutrition. 2011 Dec; 65(6):460-76. doi: 10.1080/1745039x.2011.621284. [PMID: 22256676]
  • Babak Nakhostin-Roohi, Sarah Barmaki, Faegheh Khoshkhahesh, Shahab Bohlooli. Effect of chronic supplementation with methylsulfonylmethane on oxidative stress following acute exercise in untrained healthy men. The Journal of pharmacy and pharmacology. 2011 Oct; 63(10):1290-4. doi: 10.1111/j.2042-7158.2011.01314.x. [PMID: 21899544]
  • George Nicholson, Mattias Rantalainen, Anthony D Maher, Jia V Li, Daniel Malmodin, Kourosh R Ahmadi, Johan H Faber, Ingileif B Hallgrímsdóttir, Amy Barrett, Henrik Toft, Maria Krestyaninova, Juris Viksna, Sudeshna Guha Neogi, Marc-Emmanuel Dumas, Ugis Sarkans, The Molpage Consortium, Bernard W Silverman, Peter Donnelly, Jeremy K Nicholson, Maxine Allen, Krina T Zondervan, John C Lindon, Tim D Spector, Mark I McCarthy, Elaine Holmes, Dorrit Baunsgaard, Chris C Holmes. Human metabolic profiles are stably controlled by genetic and environmental variation. Molecular systems biology. 2011 Aug; 7(?):525. doi: 10.1038/msb.2011.57. [PMID: 21878913]
  • Teresa Magrans-Courtney, Colin Wilborn, Christopher Rasmussen, Maria Ferreira, Lori Greenwood, Bill Campbell, Chad M Kerksick, Erica Nassar, Rui Li, Mike Iosia, Matt Cooke, Kristin Dugan, Darryn Willoughby, LuAnn Soliah, Richard B Kreider. Effects of diet type and supplementation of glucosamine, chondroitin, and MSM on body composition, functional status, and markers of health in women with knee osteoarthritis initiating a resistance-based exercise and weight loss program. Journal of the International Society of Sports Nutrition. 2011 Jun; 8(1):8. doi: 10.1186/1550-2783-8-8. [PMID: 21689421]
  • Aws Alherbish, Theresa L Charrois, Margaret L Ackman, Ross T Tsuyuki, Justin A Ezekowitz. The prevalence of natural health product use in patients with acute cardiovascular disease. PloS one. 2011 May; 6(5):e19623. doi: 10.1371/journal.pone.0019623. [PMID: 21573067]
  • R Tripathi, S Gupta, S Rai, P C Mittal. Effect of topical application of methylsulfonylmethane (MSM), EDTA on pitting edema and oxidative stress in a double blind, placebo-controlled study. Cellular and molecular biology (Noisy-le-Grand, France). 2011 Feb; 57(1):62-9. doi: . [PMID: 21366964]
  • Yao-Hua Zhang, Jian-Xu Zhang. Urine-derived key volatiles may signal genetic relatedness in male rats. Chemical senses. 2011 Jan; 36(2):125-35. doi: 10.1093/chemse/bjq103. [PMID: 20978136]
  • Khaled M Elokely, Mohamed A Eldawy, Mohamed A Elkersh, Tarek F El-Moselhy. Fluorescence Spectrometric Determination of Drugs Containing α-Methylene Sulfone/Sulfonamide Functional Groups Using N-Methylnicotinamide Chloride as a Fluorogenic Agent. International journal of analytical chemistry. 2011; 2011(?):840178. doi: 10.1155/2011/840178. [PMID: 21647288]
  • Joanna Rudnicka, Paweł Mochalski, Agapios Agapiou, Milt Statheropoulos, Anton Amann, Bogusław Buszewski. Application of ion mobility spectrometry for the detection of human urine. Analytical and bioanalytical chemistry. 2010 Nov; 398(5):2031-8. doi: 10.1007/s00216-010-4147-0. [PMID: 20820995]
  • Huai-Xia Yang, Yan-Ju Liu, Lin Zhao, Ke-Zhi Wang. Highly selective acetate optical sensing of a ruthenium(II) complex carrying imidazole and indole groups. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2010 Jul; 76(2):146-9. doi: 10.1016/j.saa.2010.03.003. [PMID: 20378395]
  • Akito Takeuchi, Shinobu Yamamoto, Rie Narai, Manami Nishida, Mikio Yashiki, Norihiro Sakui, Akira Namera. Determination of dimethyl sulfoxide and dimethyl sulfone in urine by gas chromatography-mass spectrometry after preparation using 2,2-dimethoxypropane. Biomedical chromatography : BMC. 2010 May; 24(5):465-71. doi: 10.1002/bmc.1313. [PMID: 19688817]
  • Koichi Matsumura, Maryanne Opiekun, Hiroaki Oka, Anil Vachani, Steven M Albelda, Kunio Yamazaki, Gary K Beauchamp. Urinary volatile compounds as biomarkers for lung cancer: a proof of principle study using odor signatures in mouse models of lung cancer. PloS one. 2010 Jan; 5(1):e8819. doi: 10.1371/journal.pone.0008819. [PMID: 20111698]
  • Hanne Winning, Eduvigis Roldán-Marín, Lars O Dragsted, Nanna Viereck, Morten Poulsen, Concepción Sánchez-Moreno, M Pilar Cano, Søren B Engelsen. An exploratory NMR nutri-metabonomic investigation reveals dimethyl sulfone as a dietary biomarker for onion intake. The Analyst. 2009 Nov; 134(11):2344-51. doi: 10.1039/b918259d. [PMID: 19838425]
  • Jiyan Liu, Dingfei Hu, Guibin Jiang, Jerald L Schnoor. In vivo biotransformation of 3,3',4,4'-tetrachlorobiphenyl by whole plants-poplars and switchgrass. Environmental science & technology. 2009 Oct; 43(19):7503-9. doi: 10.1021/es901244h. [PMID: 19848168]
  • David M Pettigrew, Pietro Roversi, Stephen G Davies, Angela J Russell, Susan M Lea. A structural study of the interaction between the Dr haemagglutinin DraE and derivatives of chloramphenicol. Acta crystallographica. Section D, Biological crystallography. 2009 Jun; 65(Pt 6):513-22. doi: 10.1107/s0907444909005113. [PMID: 19465765]
  • Gonzalo Marañón, Bárbara Muñoz-Escassi, William Manley, Cruz García, Patricia Cayado, Mercedes Sánchez de la Muela, Begoña Olábarri, Rosa León, Elena Vara. The effect of methyl sulphonyl methane supplementation on biomarkers of oxidative stress in sport horses following jumping exercise. Acta veterinaria Scandinavica. 2008 Nov; 50(?):45. doi: 10.1186/1751-0147-50-45. [PMID: 18992134]
  • Monique Dillemans, Thierry Appelboom, Laurence Van Nedervelde. Yeast as a model system for identification of metabolic targets of a 'glucosamine complex' used as a therapeutic agent of osteoarthritis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2008 Nov; 62(9):645-50. doi: 10.1016/j.biopha.2008.06.032. [PMID: 18662850]
  • Irva Hertz-Picciotto, Todd A Jusko, Eric J Willman, Rebecca J Baker, Jean A Keller, Stuart W Teplin, M Judith Charles. A cohort study of in utero polychlorinated biphenyl (PCB) exposures in relation to secondary sex ratio. Environmental health : a global access science source. 2008 Jul; 7(?):37. doi: 10.1186/1476-069x-7-37. [PMID: 18627595]
  • Joy L Frestedt, Melanie Walsh, Michael A Kuskowski, John L Zenk. A natural mineral supplement provides relief from knee osteoarthritis symptoms: a randomized controlled pilot trial. Nutrition journal. 2008 Feb; 7(?):9. doi: 10.1186/1475-2891-7-9. [PMID: 18279523]
  • Philip J Gregory, Morgan Sperry, Amy Friedman Wilson. Dietary supplements for osteoarthritis. American family physician. 2008 Jan; 77(2):177-84. doi: ". [PMID: 18246887]
  • Jae Kwak, Alan Willse, Koichi Matsumura, Maryanne Curran Opiekun, Weiguang Yi, George Preti, Kunio Yamazaki, Gary K Beauchamp. Genetically-based olfactory signatures persist despite dietary variation. PloS one. 2008; 3(10):e3591. doi: 10.1371/journal.pone.0003591. [PMID: 18974891]
  • Linda Linderholm, June-Soo Park, Anton Kocan, Tomas Trnovec, Maria Athanasiadou, Ke Bergman, Irva Hertz-Picciotto. Maternal and cord serum exposure to PCB and DDE methyl sulfone metabolites in eastern Slovakia. Chemosphere. 2007 Sep; 69(3):403-10. doi: 10.1016/j.chemosphere.2007.04.081. [PMID: 17574648]
  • Bernadene A Magnuson, Jeremy Appleton, Gregory B Ames. Pharmacokinetics and distribution of [35S]methylsulfonylmethane following oral administration to rats. Journal of agricultural and food chemistry. 2007 Feb; 55(3):1033-8. doi: 10.1021/jf0621469. [PMID: 17263509]
  • Karin Norstrom, Johan Eriksson, Johanna Haglund, Virginia Silvari, Ake Bergman. Enantioselective formation of methyl sulfone metabolites of 2,2',3,3',4,6'-hexachlorobiphenyl in rat. Environmental science & technology. 2006 Dec; 40(24):7649-55. doi: 10.1021/es061584t. [PMID: 17256508]
  • Lotta Hovander, Linda Linderholm, Maria Athanasiadou, Ioannis Athanassiadis, Anders Bignert, Britta Fängström, Anton Kocan, Jan Petrik, Tomas Trnovec, Ake Bergman. Levels of PCBs and their metabolites in the serum of residents of a highly contaminated area in eastern Slovakia. Environmental science & technology. 2006 Jun; 40(12):3696-703. doi: 10.1021/es0525657. [PMID: 16830529]
  • Ben V Burger, Runine Visser, Alvira Moses, Maritha Le Roux. Elemental sulfur identified in urine of cheetah, Acinonyx jubatus. Journal of chemical ecology. 2006 Jun; 32(6):1347-52. doi: 10.1007/s10886-006-9056-5. [PMID: 16541335]
  • Ofir Degani, Hussein Salman, Shimon Gepstein, Carlos G Dosoretz. Synthesis and characterization of a new cutinase substrate, 4-nitrophenyl (16-methyl sulfone ester) hexadecanoate. Journal of biotechnology. 2006 Feb; 121(3):346-50. doi: 10.1016/j.jbiotec.2005.08.011. [PMID: 16183160]
  • Laurent G Ameye, Winnie S S Chee. Osteoarthritis and nutrition. From nutraceuticals to functional foods: a systematic review of the scientific evidence. Arthritis research & therapy. 2006; 8(4):R127. doi: 10.1186/ar2016. [PMID: 16859534]
  • Jonathan Verreault, Derek C G Muir, Ross J Norstrom, Ian Stirling, Aaron T Fisk, Geir W Gabrielsen, Andrew E Derocher, Thomas J Evans, Rune Dietz, Christian Sonne, Gregory M Sandala, Wouter Gebbink, Frank F Riget, Erik W Born, Mitch K Taylor, John Nagy, Robert J Letcher. Chlorinated hydrocarbon contaminants and metabolites in polar bears (Ursus maritimus) from Alaska, Canada, East Greenland, and Svalbard: 1996-2002. The Science of the total environment. 2005 Dec; 351-352(?):369-90. doi: 10.1016/j.scitotenv.2004.10.031. [PMID: 16115663]
  • Martina Plísková, Jan Vondrácek, Rocio Fernandez Canton, Jirí Nera, Anton Kocan, Ján Petrík, Tomás Trnovec, Thomas Sanderson, Martin van den Berg, Miroslav Machala. Impact of polychlorinated biphenyls contamination on estrogenic activity in human male serum. Environmental health perspectives. 2005 Oct; 113(10):1277-84. doi: 10.1289/ehp.7745. [PMID: 16203234]
  • Udo F H Engelke, Albert Tangerman, Michèl A A P Willemsen, Detlef Moskau, Sandra Loss, S Harvey Mudd, Ron A Wevers. Dimethyl sulfone in human cerebrospinal fluid and blood plasma confirmed by one-dimensional (1)H and two-dimensional (1)H-(13)C NMR. NMR in biomedicine. 2005 Aug; 18(5):331-6. doi: 10.1002/nbm.966. [PMID: 15996001]
  • Russ Hauser, Paige Williams, Larisa Altshul, Antonia M Calafat. Evidence of interaction between polychlorinated biphenyls and phthalates in relation to human sperm motility. Environmental health perspectives. 2005 Apr; 113(4):425-30. doi: 10.1289/ehp.7305. [PMID: 15811833]
  • G M Sandala, C Sonne-Hansen, R Dietz, D C G Muir, K Valters, E R Bennett, E W Born, R J Letcher. Hydroxylated and methyl sulfone PCB metabolites in adipose and whole blood of polar bear (Ursus maritimus) from East Greenland. The Science of the total environment. 2004 Sep; 331(1-3):125-41. doi: 10.1016/j.scitotenv.2003.03.001. [PMID: 15325145]
  • Shalini Devi Soechitram, Maria Athanasiadou, Lotta Hovander, Ake Bergman, Pieter Jan Jacob Sauer. Fetal exposure to PCBs and their hydroxylated metabolites in a Dutch cohort. Environmental health perspectives. 2004 Aug; 112(11):1208-12. doi: 10.1289/ehp.6424. [PMID: 15289169]
  • Paul F Hoekstra, Robert J Letcher, Todd M O'Hara, Sean M Backus, Keith R Solomon, Derek C G Muir. Hydroxylated and methylsulfone-containing metabolites of polychlorinated biphenyls in the plasma and blubber of bowhead whales (Balaena mysticetus). Environmental toxicology and chemistry. 2003 Nov; 22(11):2650-8. doi: 10.1897/02-641. [PMID: 14587904]
  • Shaogang Chu, Adrian Covaci, Werner Jacobs, Koichi Haraguchi, Paul Schepens. Distribution of methyl sulfone metabolites of polychlorinated biphenyls and p,p'-DDE in human tissues. Environmental health perspectives. 2003 Jul; 111(9):1222-7. doi: 10.1289/ehp.6141. [PMID: 12842777]
  • Ji Y Zhang, Josh J Yuan, Yue-Fen Wang, Roy H Bible, Alan P Breau. Pharmacokinetics and metabolism of a COX-2 inhibitor, valdecoxib, in mice. Drug metabolism and disposition: the biological fate of chemicals. 2003 Apr; 31(4):491-501. doi: 10.1124/dmd.31.4.491. [PMID: 12642477]
  • Shaogang Chu, Adrian Covaci, Koichi Haraguchi, Paul Schepens. Optimized separation and determination of methyl sulfone metabolites of polychlorinated biphenyls (PCBs) and p,p'-DDE in biota samples. The Analyst. 2002 Dec; 127(12):1621-6. doi: 10.1039/b208701d. [PMID: 12537370]
  • Robert J Letcher, Josephine G Lemmen, Bart van der Burg, Abraham Brouwer, Ake Bergman, John P Giesy, Martin van den Berg. In vitro antiestrogenic effects of aryl methyl sulfone metabolites of polychlorinated biphenyls and 2,2-bis(4-chlorophenyl)-1,1-dichloroethene on 17beta-estradiol-induced gene expression in several bioassay systems. Toxicological sciences : an official journal of the Society of Toxicology. 2002 Oct; 69(2):362-72. doi: 10.1093/toxsci/69.2.362. [PMID: 12377985]
  • K Horváth, P E Noker, S Somfai-Relle, R Glávits, I Financsek, A G Schauss. Toxicity of methylsulfonylmethane in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2002 Oct; 40(10):1459-62. doi: 10.1016/s0278-6915(02)00086-8. [PMID: 12387309]
  • Y Kato, K Haraguchi, S Yumoto, T Yamazaki, Y Nagano, N Koga, Y Masuda, R Kimura. Metabolite of 2,2',4',5-tetrabromobiphenyl, 3-methylsulphonyl-2,2',4',5-tetrabromobiphenyl, a potent inducer of CYP2B1/2 in rat. Xenobiotica; the fate of foreign compounds in biological systems. 2002 Apr; 32(4):289-303. doi: 10.1080/00498250110107895. [PMID: 12028663]
  • Eleanor Barrager, Joseph R Veltmann, Alexander G Schauss, Rebecca N Schiller. A multicentered, open-label trial on the safety and efficacy of methylsulfonylmethane in the treatment of seasonal allergic rhinitis. Journal of alternative and complementary medicine (New York, N.Y.). 2002 Apr; 8(2):167-73. doi: 10.1089/107555302317371451. [PMID: 12006124]
  • Stephen Parcell. Sulfur in human nutrition and applications in medicine. Alternative medicine review : a journal of clinical therapeutic. 2002 Feb; 7(1):22-44. doi: . [PMID: 11896744]
  • A E Sutton, J Clardy. Synthesis and biological evaluation of analogues of the antibiotic pantocin B. Journal of the American Chemical Society. 2001 Oct; 123(41):9935-46. doi: 10.1021/ja003770j. [PMID: 11592872]
  • C Larsson, A Bergman. PCB methyl sulphones in rat liver after exposure to PCB (Clophen A50): analysis and radiosynthesis of selected methylsulphonyl-PCBs. Xenobiotica; the fate of foreign compounds in biological systems. 2001 Feb; 31(2):85-97. doi: 10.1080/00498250110038658. [PMID: 11407537]
  • G M Troisi, K Haraguchi, D S Kaydoo, M Nyman, A Aguilar, A Borrell, U Siebert, C F Mason. Bioaccumulation of polychlorinated biphenyls (PCBs) and dichlorodiphenylethane (DDE) methyl sulfones in tissues of seal and dolphin morbillivirus epizootic victims. Journal of toxicology and environmental health. Part A. 2001 Jan; 62(1):1-8. doi: 10.1080/00984100050201622. [PMID: 11205532]
  • A G Singer, G K Beauchamp, K Yamazaki. Volatile signals of the major histocompatibility complex in male mouse urine. Proceedings of the National Academy of Sciences of the United States of America. 1997 Mar; 94(6):2210-4. doi: 10.1073/pnas.94.6.2210. [PMID: 9122173]
  • R J Letcher, R J Norstrom, A Bergman. An integrated analytical method for determination of polychlorinated aryl methyl sulfone metabolites and polychlorinated hydrocarbon contaminants in biological matrices. Analytical chemistry. 1995 Nov; 67(22):4155-63. doi: 10.1021/ac00118a019. [PMID: 8633767]
  • C Bernardes, M L Valdeira, J Ramalho-Santos, M C de Lima. Fusion activity of African swine fever virus towards target membranes: lipid dependence and effect of dehydrating agents. Biochemistry and molecular biology international. 1995 Oct; 37(3):481-8. doi: ". [PMID: 8595388]
  • R J Letcher, R J Norstrom, A Bergman. Geographical distribution and identification of methyl sulphone PCB and DDE metabolites in pooled polar bear (Ursus maritimus) adipose tissue from western hemisphere arctic and subarctic regions. The Science of the total environment. 1995 Jan; 160-161(?):409-20. doi: 10.1016/0048-9697(95)04374-a. [PMID: 7892578]
  • J Ramalho-Santos, R Negrão, M C de Lima. Fusion of Sendai virus with model membranes as affected by dehydrating agents and pH: correlation between viral envelope hydrophobicity and fusion activity. Biochemistry and molecular biology international. 1994 Apr; 32(6):1121-7. doi: ". [PMID: 8061629]
  • J Ramalho-Santos, R Negrão, M da Conceição, P de Lima. Role of hydrophobic interactions in the fusion activity of influenza and Sendai viruses towards model membranes. Bioscience reports. 1994 Feb; 14(1):15-24. doi: 10.1007/bf01901634. [PMID: 8032005]
  • G L Larsen, J E Bakke, J K Huwe. Methylsulphone metabolites of m-dichlorobenzene as ligands for alpha 2u-globulin in rat kidney and urine. Xenobiotica; the fate of foreign compounds in biological systems. 1990 Jan; 20(1):7-17. doi: 10.3109/00498259009046808. [PMID: 1691566]
  • L E McGann, M L Walterson. Cryoprotection by dimethyl sulfoxide and dimethyl sulfone. Cryobiology. 1987 Feb; 24(1):11-6. doi: 10.1016/0011-2240(87)90003-4. [PMID: 3816285]
  • A C Mehta, S Peaker, C Acomb, R T Calvert. Rapid gas chromatographic determination of dimethyl sulphoxide and its metabolite dimethyl sulphone in plasma and urine. Journal of chromatography. 1986 Dec; 383(2):400-4. doi: 10.1016/s0378-4347(00)83486-6. [PMID: 3558569]
  • J I Morton, B V Siegel. Effects of oral dimethyl sulfoxide and dimethyl sulfone on murine autoimmune lymphoproliferative disease. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1986 Nov; 183(2):227-30. doi: 10.3181/00379727-183-42409. [PMID: 3489943]
  • V L Richmond. Incorporation of methylsulfonylmethane sulfur into guinea pig serum proteins. Life sciences. 1986 Jul; 39(3):263-8. doi: 10.1016/0024-3205(86)90540-0. [PMID: 3736326]
  • D L Layman, S W Jacob. The absorption, metabolism and excretion of dimethyl sulfoxide by rhesus monkeys. Life sciences. 1985 Dec; 37(25):2431-7. doi: 10.1016/0024-3205(85)90111-0. [PMID: 4079657]