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Review

Selenium-based drug design: rationale and therapeutic potential

Pages 1017-1030 | Published online: 23 Feb 2005

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (4)

Franciele Donato, Natasha Frasson Pavin, André Tiago Rossito Goes, Leandro Cattelan Souza, Letiére Cabreira Soares, Oscar Endrigo Dorneles Rodrigues, Cristiano Ricardo Jesse & Lucielli Savegnago. (2015) Antinociceptive and anti-hyperalgesic effects of bis(4-methylbenzoyl) diselenide in mice: Evidence for the mechanism of action. Pharmaceutical Biology 53:3, pages 395-403.
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M. Raghavendra, H.S. Bhojya Naik & B.S. Sherigara. (2008) A Facile One-Pot, Microwave-Assisted Synthesis of Some Novel Selenolopyrano[2,3-b]quinolines under Microwave Irradiation Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 183:9, pages 2086-2094.
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Sheldon W May. (2002) Selenium-based pharmacological agents: an update. Expert Opinion on Investigational Drugs 11:9, pages 1261-1269.
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Michael Parnham & Helmut Sies. (2000) Ebselen: prospective therapy for cerebral ischaemia. Expert Opinion on Investigational Drugs 9:3, pages 607-619.
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Articles from other publishers (40)

Deeksha, Elagandhula Sathish, Kiran & Ritesh Singh. (2022) Access to Sterically Hindered Thioethers (α-Thioamides) Under Mild Conditions Using α-Halohydroxamates: Application toward 1,4-Benzothiazinones and 4,1-Benzothiazepinones. The Journal of Organic Chemistry 88:2, pages 901-908.
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Sashi Debnath, Abhijeet Agarwal, Neha R. Kumar & Anjan Bedi. (2022) Selenium-Based Drug Development for Antioxidant and Anticancer Activity. Future Pharmacology 2:4, pages 595-607.
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Marcel Henrique Marcondes Sari, Luana Mota Ferreira, Vinicius Costa Prado, Cristina Wayne Nogueira & Letícia Cruz. (2022) Nano-based formulations as an approach for providing a novel identity for organoselenium compounds. European Journal of Pharmaceutics and Biopharmaceutics 178, pages 69-81.
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Daniela Hartwig, Raquel G. Jacob, Eder J. Lenardão, José E.R. Nascimento, Laura Abenante, Liane K. Soares & Carl H. Schiesser. 2022. Organochalcogen Compounds. Organochalcogen Compounds 253 289 .
Ahmed Rakib, Zulkar Nain, Saad Ahmed Sami, Shafi Mahmud, Ashiqul Islam, Shahriar Ahmed, Adnan Bin Faisul Siddiqui, S M Omar Faruque Babu, Payar Hossain, Asif Shahriar, Firzan Nainu, Talha Bin Emran & Jesus Simal-Gandara. (2021) A molecular modelling approach for identifying antiviral selenium-containing heterocyclic compounds that inhibit the main protease of SARS-CoV-2: an in silico investigation . Briefings in Bioinformatics 22:2, pages 1476-1498.
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Marcel Henrique Marcondes Sari, Bruna da Cruz Weber Fulco, Luana Mota Ferreira, Natháli Schopf Pegoraro, Evelyne da Silva Brum, Kamila Kayser Casola, Marila Crivellaro Lay Marchiori, Sara Marchesan de Oliveira, Cristina Wayne Nogueira & Letícia Cruz. (2020) Nanoencapsulation potentiates the cutaneous anti-inflammatory effect of p,p′-methoxyl-diphenyl diselenide: Design, permeation, and in vivo studies of a nanotechnological-based carrageenan gum hydrogel. European Journal of Pharmaceutical Sciences 153, pages 105500.
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M. E. Adly, E. M. Gedawy, A. A. El-Malah & F. A. El-Telbany. (2019) Synthesis and Anticancer Activity of Certain Selenophene Derivatives. Russian Journal of Organic Chemistry 55:8, pages 1189-1196.
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Marcel Henrique Marcondes Sari, Vanessa Angonesi Zborowski, Luana Mota Ferreira, Natália da Silva Jardim, Paulo Cesar Oliveira Araujo, César Augusto Brüning, Letícia Cruz & Cristina Wayne Nogueira. (2017) Enhanced pharmacological actions of p,p’ -methoxyl-diphenyl diselenide-loaded polymeric nanocapsules in a mouse model of neuropathic pain: Behavioral and molecular insights. Journal of Trace Elements in Medicine and Biology.
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Marcel Henrique Marcondes Sari, Luana Mota Ferreira, Vanessa Angonesi Zborowski, Paulo Cesar Oliveira Araujo, Verônica Ferrari Cervi, César Augusto Brüning, Letícia Cruz & Cristina Wayne Nogueira. (2017) p,p′-Methoxyl-diphenyl diselenide-loaded polymeric nanocapsules are chemically stable and do not induce toxicity in mice. European Journal of Pharmaceutics and Biopharmaceutics 117, pages 39-48.
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Mahshid Saberinasab, Sadegh Salehzadeh, Yazdan Maghsoud & Mehdi Bayat. (2016) The significant effect of electron donating and electron withdrawing substituents on nature and strength of an intermolecular Se⋯π interaction. A theoretical study. Computational and Theoretical Chemistry 1078, pages 9-15.
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Claire M. Wallace, Carl H. Schiesser & Amber N. Hancock. (2015) Slow homolytic substitution reactions at selenium: 2-Selenabicyclo[1.1.1]pentane. Computational and Theoretical Chemistry 1068, pages 128-133.
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Jeong Yeon Kang, Mathew Eggert, Shravanthi Mouli, Ibrahim Aljuffali, Xiaoyu Fu, Ben Nie, Amy Sheil, Kendall Waddey, Charlie D. Oldham, Sheldon W. May, Rajesh Amin & Robert D. Arnold. (2014) Pharmacokinetics, Antitumor and Cardioprotective Effects of Liposome-Encapsulated Phenylaminoethyl Selenide in Human Prostate Cancer Rodent Models. Pharmaceutical Research 32:3, pages 852-862.
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Sheldon W. May. 2016. Atypical Elements in Drug Design. Atypical Elements in Drug Design 87 118 .
Elizabeth A. Cowan, Jennifer L. Taylor, Charlie D. Oldham, Madhuri Dasari, Donald Doyle, Niren Murthy & Sheldon W. May. (2013) Cellular antioxidant activity of phenylaminoethyl selenides as monitored by chemiluminescence of peroxalate nanoparticles and by reduction of lipopolysaccharide-induced oxidative stress. Enzyme and Microbial Technology 53:6-7, pages 373-377.
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Susanne R. Youngren, Rohit Mulik, Byoung Jun, Peter R. Hoffmann, Kenneth R. Morris & Mahavir B. Chougule. (2013) Freeze-Dried Targeted Mannosylated Selenium-Loaded Nanoliposomes: Development and Evaluation. AAPS PharmSciTech 14:3, pages 1012-1024.
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Damanjit Kaur, Shweta Khanna & Darpandeep Aulakh. (2012) The explicit interactions of five-membered saturated heterocyclics containing one and two heteroatoms with single water molecule. Structural Chemistry 24:1, pages 357-367.
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Masayuki Ninomiya, Dinesh R. Garud & Mamoru Koketsu. (2011) Biologically significant selenium-containing heterocycles. Coordination Chemistry Reviews 255:23-24, pages 2968-2990.
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Jeong Yeon Kang, Leah J. Costyn, Tamas Nagy, Elizabeth A. Cowan, Charlie D. Oldham, Sheldon W. May & Robert D. Arnold. (2011) The antioxidant phenylaminoethyl selenide reduces doxorubicin-induced cardiotoxicity in a xenograft model of human prostate cancer. Archives of Biochemistry and Biophysics 515:1-2, pages 112-119.
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Vanesa Marcos, Jose Alemán, Jose L. Garcia Ruano, Francesca Marini & Marcello Tiecco. (2011) Asymmetric Synthesis of α-Alkyl α-Selenocarbonyl Compounds Catalyzed by Bifunctional Organocatalysts. Organic Letters 13:12, pages 3052-3055.
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Elizabeth A. Cowan, Charlie D. Oldham & Sheldon W. May. (2011) Identification of a thioselenurane intermediate in the reaction between phenylaminoalkyl selenoxides and glutathione. Archives of Biochemistry and Biophysics 506:2, pages 201-207.
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Cristiane Luchese, Marina Prigol, Carmine Inês Acker & Cristina Wayne Nogueira. (2010) Antinociceptive effect of butyl (2-phenylethynyl) selenide on formalin test in mice: Evidences for the involvement of serotonergic and adenosinergic systems. European Journal of Pharmacology 644:1-3, pages 49-54.
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Nolwenn Noisel, Michèle Bouchard & Gaétan Carrier. (2010) Disposition kinetics of selenium in healthy volunteers following therapeutic shampoo treatment. Environmental Toxicology and Pharmacology 29:3, pages 252-259.
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Lucielli Savegnago, Cristiano R Jesse, Adair R S Santos, João B T Rocha & Cristina W Nogueira. (2008) Mechanisms involved in the antinociceptive effect caused by diphenyl diselenide in the formalin test. Journal of Pharmacy and Pharmacology 60:12, pages 1679-1686.
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Ethel A. Wilhelm, Cristiano R. Jesse, Cristina W. Nogueira & Lucielli Savegnago. (2009) Introduction of trifluoromethyl group into diphenyl diselenide molecule alters its toxicity and protective effect against damage induced by 2-nitropropane in rats. Experimental and Toxicologic Pathology 61:3, pages 197-203.
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Sofia Lobachevsky, Carl H. Schiesser, Ching Yeh Lin & Michelle L. Coote. (2008) First-Principles Prediction of Rate Coefficients for Free-Radical Cyclization Reactions at Selenium. The Journal of Physical Chemistry A 112:51, pages 13622-13627.
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Xiang-jiao Xu, Zhi Xue, Qi Xiao, An Xin Hou & Yi Liu. (2008) Antibacterial Activities of Novel Diselenide-bridged bis(Porphyrin)s on Staphylococcus aureus Investigated by Microcalorimetry. Biological Trace Element Research 125:2, pages 185-192.
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Ronaldo Medeiros Golombieski, Daniel Ângelo Sgranzerla Graichen, João Batista Teixeira da Rocha, Vera Lúcia da Silva Valente & Élgion Lúcio da Silva Loreto. (2008) Over-activation of the Drosophila melanogaster hsp83 gene by selenium intoxication. Genetics and Molecular Biology 31:1, pages 128-135.
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Kylee M. Aumann, Peter J. Scammells, Jonathan M. White & Carl H. Schiesser. (2007) On the stability of 2-aminoselenophene-3-carboxylates: potential dual-acting selenium-containing allosteric enhancers of A1 adenosine receptor binding. Organic & Biomolecular Chemistry 5:8, pages 1276.
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Lucielli Savegnago, Larissa G. Pinto, Cristiano R. Jesse, Diego Alves, Joao B.T. Rocha, Cristina W. Nogueira & Gilson Zeni. (2007) Antinociceptive properties of diphenyl diselenide: Evidences for the mechanism of action. European Journal of Pharmacology 555:2-3, pages 129-138.
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Izabela Hartman, Carlo A. Raia & Randy J. Zauhar. (2006) Evidence for a strong selenium–aromatic interaction derived from crystallographic data and ab initio quantum chemical calculations. Biopolymers 83:6, pages 595-613.
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Le Zeng, Talbi Kaoudi & Carl H. Schiesser. (2006) Rate constants for 1,n-hydrogen transfer reactions in some amino acid derived radicals. Tetrahedron Letters 47:45, pages 7911-7914.
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Lucielli Savegnago, Cristiano R. Jesse, Angélica V. Moro, Vanessa C. Borges, Francielli W. Santos, Joao B.T. Rocha & Cristina W. Nogueira. (2006) Bis selenide alkene derivatives: A class of potential antioxidant and antinociceptive agents. Pharmacology Biochemistry and Behavior 83:2, pages 221-229.
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Carl H. Schiesser. (2006) Taming the free radical shrew ? learning to control homolytic reactions at higher heteroatoms. Chemical Communications:39, pages 4055.
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Tahli Fenner, Jonathan M. White & Carl H. Schiesser. (2006) Preparation of 2,3-dihydroselenolo[2,3-b]pyridines and related compounds by free-radical means. Org. Biomol. Chem. 4:3, pages 466-474.
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Fabricio B. Zasso, Carlos E.P. Goncales, Eduardo A.C. Jung, Dioneia Araldi, Gilson Zeni, João B.T. Rocha & Cristina W. Nogueira. (2005) On the mechanisms involved in antinociception induced by diphenyl diselenide. Environmental Toxicology and Pharmacology 19:2, pages 283-289.
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Tahli Fenner & Carl Schiesser. (2004) Toward Pyridine-Fused Selenium-Containing Antioxidants. Molecules 9:6, pages 472-479.
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Lars Engman, Nawaf Al-Maharik, Michael McNaughton, Anne Birmingham & Garth Powis. (2003) Thioredoxin reductase and cancer cell growth inhibition by organotellurium antioxidants. Anti-Cancer Drugs 14:2, pages 153-161.
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Jennifer D. Overcast, Ann E. Ensley, Christopher J. Buccafusco, Christine Cundy, Robert A. Broadnax, Shengqiu He, Ajit P. Yoganathan, Stanley H. Pollock, Craig J. Hartley & Sheldon W. May. (2001) Evaluation of Cardiovascular Parameters of a Selenium-Based Antihypertensive Using Pulsed Doppler Ultrasound. Journal of Cardiovascular Pharmacology 38:3, pages 337-346.
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Mamoru Koketsu, Hyun Ok Yang, Yong Man Kim, Michiko Ichihashi & Hideharu Ishihara. (2001) Preparation of 1,4-Oxaselenin from AgNO 3 /LDA-Assisted Reaction of 3-Selena-4-pentyn-1-one as Potential Antitumor Agents . Organic Letters 3:11, pages 1705-1707.
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Mathew A. Lucas, Oanh T.K. Nguyen, Carl H. Schiesser & Shi-Long Zheng. (2000) Preparation of 5-Selenopentopyranose Sugars from Pentose Starting Materials by Samarium(II) Iodide or (Phenylseleno)formate Mediated Ring Closures. Tetrahedron 56:24, pages 3995-4000.
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