An unexpected antioxidant and redox activity for the classic copper-chelating drug penicillamine.

[1]  Penicillamine , 2020, Reactions Weekly.

[2]  Chun-Hua Huang,et al.  An unusual double radical homolysis mechanism for the unexpected activation of the aldoxime nerve‐agent antidotes by polyhalogenated quinoid carcinogens under normal physiological conditions , 2019, Free radical biology & medicine.

[3]  Chun-Hua Huang,et al.  Unusual Double Beckmann Fragmentation Reaction under Physiological Conditions. , 2017, The Journal of organic chemistry.

[4]  K. Straif,et al.  Carcinogenicity of pentachlorophenol and some related compounds. , 2016, The Lancet. Oncology.

[5]  Xiang Zhou,et al.  Mechanism of synergistic DNA damage induced by the hydroquinone metabolite of brominated phenolic environmental pollutants and Cu(II): Formation of DNA‐Cu complex and site‐specific production of hydroxyl radicals , 2016, Free radical biology & medicine.

[6]  Chun-Hua Huang,et al.  Molecular mechanism of metal-independent decomposition of organic hydroperoxides by halogenated quinoid carcinogens and the potential biological implications. , 2015, Chemical research in toxicology.

[7]  Chun-Hua Huang,et al.  A Combined Experimental and Computational Investigation on the Unusual Molecular Mechanism of the Lossen Rearrangement Reaction Activated by Carcinogenic Halogenated Quinones , 2014, The Journal of organic chemistry.

[8]  Chun-Hua Huang,et al.  Potent methyl oxidation of 5-methyl-2'-deoxycytidine by halogenated quinoid carcinogens and hydrogen peroxide via a metal-independent mechanism. , 2013, Free radical biology & medicine.

[9]  Chun-Hua Huang,et al.  The first purification and unequivocal characterization of the radical form of the carbon-centered quinone ketoxy radical adduct. , 2013, Chemical communications.

[10]  S. Hrudey,et al.  Halobenzoquinones in swimming pool waters and their formation from personal care products. , 2013, Environmental science & technology.

[11]  Hailin Wang,et al.  Potent DNA damage by polyhalogenated quinones and H2O2 via a metal-independent and Intercalation-enhanced oxidation mechanism , 2013, Scientific Reports.

[12]  Chun-Hua Huang,et al.  Unprecedented hydroxyl radical-dependent two-step chemiluminescence production by polyhalogenated quinoid carcinogens and H2O2 , 2012, Proceedings of the National Academy of Sciences.

[13]  김종오,et al.  Pentachlorophenol. , 2012, Reviews of environmental contamination and toxicology.

[14]  B. Kalyanaraman,et al.  Detoxifying carcinogenic polyhalogenated quinones by hydroxamic acids via an unusual double Lossen rearrangement mechanism , 2010, Proceedings of the National Academy of Sciences.

[15]  Garry R. Buettner,et al.  Thermodynamic and kinetic considerations for the reaction of semiquinone radicals to form superoxide and hydrogen peroxide. , 2010, Free radical biology & medicine.

[16]  Liang-Hong Guo,et al.  Detection and mechanistic investigation of halogenated benzoquinone induced DNA damage by photoelectrochemical DNA sensor , 2010, Analytical and bioanalytical chemistry.

[17]  Xing-Fang Li,et al.  Characterization and determination of chloro- and bromo-benzoquinones as new chlorination disinfection byproducts in drinking water. , 2010, Analytical chemistry.

[18]  K. Finley.  The addition and substitution chemistry of quinones , 2010 .

[19]  Chun-Hua Huang,et al.  Metal-independent decomposition of hydroperoxides by halogenated quinones: Detection and identification of a quinone ketoxy radical , 2009, Proceedings of the National Academy of Sciences.

[20]  H. Lehmler,et al.  Nonenzymatic displacement of chlorine and formation of free radicals upon the reaction of glutathione with PCB quinones , 2009, Proceedings of the National Academy of Sciences.

[21]  Ben-Zhan Zhu,et al.  Potential mechanism for pentachlorophenol-induced carcinogenicity: a novel mechanism for metal-independent production of hydroxyl radicals. , 2009, Chemical research in toxicology.

[22]  B. Kalyanaraman,et al.  Molecular mechanism for metal-independent production of hydroxyl radicals by hydrogen peroxide and halogenated quinones , 2007, Proceedings of the National Academy of Sciences.

[23]  T. Mikkelsen,et al.  Phase 2 trial of copper depletion and penicillamine as antiangiogenesis therapy of glioblastoma. , 2005, Neuro-oncology.

[24]  D. Lenoir,et al.  Rapid Total Destruction of Chlorophenols by Activated Hydrogen Peroxide , 2002, Science.

[25]  B. Meunier.  Catalytic Degradation of Chlorinated Phenols , 2002, Science.

[26]  B. Kalyanaraman,et al.  Metal-independent production of hydroxyl radicals by halogenated quinones and hydrogen peroxide: an ESR spin trapping study. , 2002, Free radical biology & medicine.

[27]  M. Purschke,et al.  Differences in genotoxicity of H(2)O(2) and tetrachlorohydroquinone in human fibroblasts. , 2002, Mutation research.

[28]  M. Chevion,et al.  Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- and genotoxicity in human fibroblasts. , 2000, Free radical biology & medicine.

[29]  J. Bolton,et al.  Role of quinones in toxicology. , 2000, Chemical research in toxicology.

[30]  M. Chevion,et al.  New modes of action of desferrioxamine: scavenging of semiquinone radical and stimulation of hydrolysis of tetrachlorohydroquinone. , 1998, Free radical biology & medicine.

[31]  Y. Wang,et al.  Induction of glutathione depletion, p53 protein accumulation and cellular transformation by tetrachlorohydroquinone, a toxic metabolite of pentachlorophenol. , 1997, Chemico-biological interactions.

[32]  K. Appel,et al.  Induction of 8-hydroxy-2-deoxyguanosine and single-strand breaks in DNA of V79 cells by tetrachloro-p-hydroquinone. , 1995, Mutation research.

[33]  P. Brooks,et al.  Disease-modifying antirheumatic drugs, including methotrexate, gold, antimalarials, and D-penicillamine. , 1995, Current opinion in rheumatology.

[34]  K. Appel,et al.  The pentachlorophenol metabolite tetrachloro-p-hydroquinone induces the formation of 8-hydroxy-2-deoxyguanosine in liver DNA of male B6C3F1 mice. , 1994, Toxicology letters.

[35]  Y. Ono,et al.  Role of active oxygen species in DNA damage by pentachlorophenol metabolites. , 1994, Mutation research.

[36]  W. Kean,et al.  Chirality in antirheumatic drugs , 1991, The Lancet.

[37]  V. Jansson,et al.  Induction of micronuclei in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol. , 1991, Mutation research.

[38]  E. Leroy,et al.  The pathogenesis of scleroderma (systemic sclerosis, SSc). , 1991, Clinical and experimental rheumatology.

[39]  S. Brem,et al.  Inhibition of angiogenesis and tumor growth in the brain. Suppression of endothelial cell turnover by penicillamine and the depletion of copper, an angiogenic cofactor. , 1990, The American journal of pathology.

[40]  W. Ehrlich.  The effect of pentachlorophenol and its metabolite tetrachlorohydroquinone on cell growth and the induction of DNA damage in Chinese hamster ovary cells. , 1990, Mutation research.

[41]  G. Renner,et al.  Metabolic studies on pentachlorophenol (PCP) in rats. , 1990, Xenobiotica; the fate of foreign compounds in biological systems.

[42]  M. Hansen,et al.  Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. , 1989, Journal of immunological methods.

[43]  T. Monks,et al.  Sequential oxidation and glutathione addition to 1,4-benzoquinone: correlation of toxicity with increased glutathione substitution. , 1988, Molecular pharmacology.

[44]  P. van Bladeren,et al.  Active site-directed irreversible inhibition of glutathione S-transferases by the glutathione conjugate of tetrachloro-1,4-benzoquinone. , 1988, The Journal of biological chemistry.

[45]  P. van Bladeren,et al.  The microsomal metabolism of pentachlorophenol and its covalent binding to protein and DNA. , 1986, Chemico-biological interactions.

[46]  P. van Bladeren,et al.  The microsomal metabolism of hexachlorobenzene. Origin of the covalent binding to protein. , 1986, Biochemical pharmacology.

[47]  T. Medsger,et al.  D-Penicillamine therapy in progressive systemic sclerosis (scleroderma): a retrospective analysis. , 1982, Annals of internal medicine.

[48]  A. B. Mckague.  Some Toxic Constituents of Chlorination-Stage Effluents from Bleached Kraft Pulp Mills , 1981 .

[49]  K. Larsson,et al.  Metabolism of pentachlorophenol in vivo and in vitro , 1978, Archives of Toxicology.

[50]  D. Brewerton.  D-Penicillamine. , 1976, British medical journal.

[51]  R. Lilis,et al.  Chelation therapy in workers exposed to lead. A critical review. , 1976, JAMA.

[52]  T W Clarkson,et al.  Methylmercury poisoning in Iraq. , 1973, Science.

[53]  L. Hallberg,et al.  Studies in Lead Poisoning: Oral Therapy with Penicillamine: Relationship between Lead in Blood and other Laboratory Tests , 1966, British journal of industrial medicine.

[54]  J. Walshe.  Penicillamine, a new oral therapy for Wilson's disease. , 1956, The American journal of medicine.

[55]  Chun-Hua Huang,et al.  Unexpected activation of N-Alkyl hydroxamic acids to produce reactive N-centered free radicals and DNA damage by carcinogenic chlorinated quinones under normal physiological conditions. , 2019, Free radical biology & medicine.

[56]  Chun-Hua Huang,et al.  An unexpected new pathway for nitroxide radical production via more reactve nitrogen-centered amidyl radical intermediate during detoxification of the carcinogenic halogenated quinones by N-alkyl hydroxamic acids. , 2019, Free radical biology & medicine.

[57]  Ben-Zhan Zhu,et al.  Metal-Independent Pathways of Chlorinated Phenol/Quinone Toxicity , 2011 .

[58]  A. Harris,et al.  Copper chelation as an antiangiogenic therapy. , 2004, Oncology research.

[59]  S. M. Deneke.  Thiol-based antioxidants. , 2000, Current topics in cellular regulation.

[60]  K. Appel,et al.  Oxidative DNA lesions in V79 cells mediated by pentachlorophenol metabolites , 1996, Archives of Toxicology.

[61]  M. Friedman.  Improvement in the safety of foods by SH-containing amino acids and peptides. A review , 1994 .

[62]  M. Trush,et al.  Oxidation of hydroquinone by copper: chemical mechanism and biological effects. , 1993, Archives of biochemistry and biophysics.

[63]  T. Monks,et al.  Toxicology of quinone-thioethers. , 1992, Critical reviews in toxicology.

[64]  I. Witte,et al.  The role of hydroxyl radicals in tetrachlorohydroquinone induced DNA strand break formation in PM2 DNA and human fibroblasts. , 1990, Chemico-biological interactions.

[65]  G. Renner,et al.  Transformations of pentachlorophenol , 1986 .

[66]  W. Butte,et al.  DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite. , 1985, Mutation research.

[67]  Multicentretrialgroup.  Controlled trial of D(-)penicillamine in severe rheumatoid arthritis. , 1973, Lancet.