메뉴 건너뛰기




Volumn 46, Issue 11, 2013, Pages 2706-2715

Antithyroid drugs and their analogues: Synthesis, structure, and mechanism of action

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; ANTITHYROID AGENT;

EID: 84888605059     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar4001229     Document Type: Article
Times cited : (147)

References (57)
  • 1
    • 0002549964 scopus 로고
    • Biosynthesis and Secretion of Thyroid Hormones
    • In, 3 rd ed. DeGroot, L. J. Philadelphia: WB Saunders Company.-542
    • Gentile, F.; DiLauro, R.; Salvatore, G. Biosynthesis and Secretion of Thyroid Hormones. In Endocrinology, 3 rd ed.; DeGroot, L. J., Ed.; Philadelphia: WB Saunders Company, 1995; 517-542.
    • (1995) Endocrinology , pp. 517
    • Gentile, F.1    Dilauro, R.2    Salvatore, G.3
  • 2
    • 0001783640 scopus 로고    scopus 로고
    • Hormone synthesis
    • In; Braverman, L. E. Utiger, R. Philadelphia: Lippincott Williams & Wilkins-85
    • Taurog, A. Hormone synthesis. In The Thyroid; Braverman, L. E., Utiger, R., Eds.; Philadelphia: Lippincott Williams & Wilkins, 2000; pp 61-85.
    • (2000) The Thyroid , pp. 61
    • Taurog, A.1
  • 3
    • 0033601327 scopus 로고    scopus 로고
    • Purification of a novel flavoprotein involved in the thyroid NADPH oxidase. Cloning of the porcine and human cDNAs
    • Dupuy, C.; Ohayon, R.; Valent, A.; Noel-Hudson, M. S.; Deme, D.; Virion, A. Purification of a novel flavoprotein involved in the thyroid NADPH oxidase. Cloning of the porcine and human cDNAs J. Biol. Chem. 1999, 274, 37265-37269
    • (1999) J. Biol. Chem. , vol.274 , pp. 37265-37269
    • Dupuy, C.1    Ohayon, R.2    Valent, A.3    Noel-Hudson, M.S.4    Deme, D.5    Virion, A.6
  • 4
    • 0025979337 scopus 로고
    • Type I iodothyronine deiodinase is a selenocysteine-containing enzyme
    • Berry, M. J.; Banu, L.; Larsen, P. R. Type I iodothyronine deiodinase is a selenocysteine-containing enzyme Nature 1991, 349, 438-440
    • (1991) Nature , vol.349 , pp. 438-440
    • Berry, M.J.1    Banu, L.2    Larsen, P.R.3
  • 5
    • 21344454617 scopus 로고    scopus 로고
    • Biochemical mechanisms of thyroid hormone deiodination
    • Kuiper, G. G. J. M.; Kester, M. H. A.; Peeters, R. P.; Visser, T. J. Biochemical mechanisms of thyroid hormone deiodination Thyroid 2005, 15, 787-798
    • (2005) Thyroid , vol.15 , pp. 787-798
    • Kuiper, G.G.J.M.1    Kester, M.H.A.2    Peeters, R.P.3    Visser, T.J.4
  • 6
    • 0036125773 scopus 로고    scopus 로고
    • Iodothyronine deiodinases
    • Köhrle, J. Iodothyronine deiodinases Methods Enzymol. 2002, 347, 125-167
    • (2002) Methods Enzymol. , vol.347 , pp. 125-167
    • Köhrle, J.1
  • 7
    • 0142214992 scopus 로고    scopus 로고
    • Local activation and inactivation of thyroid hormones: The deiodinase family
    • Köhrle, J. Local activation and inactivation of thyroid hormones: The deiodinase family Mol. Cell. Endocrinol. 1999, 151, 103-119
    • (1999) Mol. Cell. Endocrinol. , vol.151 , pp. 103-119
    • Köhrle, J.1
  • 8
    • 0025732219 scopus 로고
    • Administration of thyroxine in treated Graves' disease: Effects on the level of antibodies to thyroid-stimulating hormone receptors and on the risk of recurrence of hyperthyroidism
    • Kiyoshi, H.; Kazuo, I.; Akihiro, S.; Satoru, S.; Teiji, T.; Mutsuhiro, K.; Takahide, M.; Miyuki, A.; Takeshi, N. Administration of thyroxine in treated Graves' disease: Effects on the level of antibodies to thyroid-stimulating hormone receptors and on the risk of recurrence of hyperthyroidism N. Engl. J. Med. 1991, 324, 947-953
    • (1991) N. Engl. J. Med. , vol.324 , pp. 947-953
    • Kiyoshi, H.1    Kazuo, I.2    Akihiro, S.3    Satoru, S.4    Teiji, T.5    Mutsuhiro, K.6    Takahide, M.7    Miyuki, A.8    Takeshi, N.9
  • 10
    • 14544296973 scopus 로고    scopus 로고
    • Drug therapy: Antithyroid drugs
    • Cooper, D. S. Drug therapy: Antithyroid drugs N. Engl. J. Med. 2005, 352, 905-917
    • (2005) N. Engl. J. Med. , vol.352 , pp. 905-917
    • Cooper, D.S.1
  • 11
    • 45549109618 scopus 로고    scopus 로고
    • Selenium analogues of anti-thyroid drugs-recent developments
    • Roy, G.; Mugesh, G. Selenium analogues of anti-thyroid drugs-recent developments Chem. Biodivers. 2008, 5, 414-439
    • (2008) Chem. Biodivers. , vol.5 , pp. 414-439
    • Roy, G.1    Mugesh, G.2
  • 12
    • 0027965163 scopus 로고
    • A directed metalation route to the selenium analog of methimazole
    • Guziec, L. J.; Guziec, F. S., Jr. A directed metalation route to the selenium analog of methimazole J. Org. Chem. 1994, 59, 4691-4692
    • (1994) J. Org. Chem. , vol.59 , pp. 4691-4692
    • Guziec, L.J.1    Guziec Jr., F.S.2
  • 13
    • 1542287649 scopus 로고    scopus 로고
    • Biomimetic studies on anti-thyroid drugs and thyroid hormone synthesis
    • Roy, G.; Nethaji, M.; Mugesh, G. Biomimetic studies on anti-thyroid drugs and thyroid hormone synthesis J. Am. Chem. Soc. 2004, 126, 2712-2713
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 2712-2713
    • Roy, G.1    Nethaji, M.2    Mugesh, G.3
  • 14
    • 33749180636 scopus 로고    scopus 로고
    • Synthesis and structural characterization of 1-mesityl-1,3-dihydro- imidazole-2-selone and bis(1-mesitylimidazol-2-yl)diselenide: Experimental evidence that the selone is more stable than the selenol tautomer
    • Landry, V. K.; Minoura, M.; Pang, K.; Buccella, D.; Kelly, B. V.; Parkin, G. Synthesis and structural characterization of 1-mesityl-1,3-dihydro- imidazole-2-selone and bis(1-mesitylimidazol-2-yl)diselenide: Experimental evidence that the selone is more stable than the selenol tautomer J. Am. Chem. Soc. 2006, 128, 12490-12497
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 12490-12497
    • Landry, V.K.1    Minoura, M.2    Pang, K.3    Buccella, D.4    Kelly, B.V.5    Parkin, G.6
  • 15
    • 33751535780 scopus 로고    scopus 로고
    • Bioinorganic chemistry aspects of the inhibition of thyroid hormone biosynthesis by anti-hyperthyroid drugs
    • Roy, G.; Das, D.; Mugesh, G. Bioinorganic chemistry aspects of the inhibition of thyroid hormone biosynthesis by anti-hyperthyroid drugs Inorg. Chim. Acta 2007, 360, 303-316
    • (2007) Inorg. Chim. Acta , vol.360 , pp. 303-316
    • Roy, G.1    Das, D.2    Mugesh, G.3
  • 16
    • 84962338794 scopus 로고    scopus 로고
    • Anti-thyroid drugs and thyroid hormone synthesis: Effect of methimazole derivatives on peroxidase-catalyzed reactions
    • Roy, G.; Mugesh, G. Anti-thyroid drugs and thyroid hormone synthesis: Effect of methimazole derivatives on peroxidase-catalyzed reactions J. Am. Chem. Soc. 2005, 127, 15207-15217
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 15207-15217
    • Roy, G.1    Mugesh, G.2
  • 17
    • 0000613430 scopus 로고
    • Tautomeric cyclic thiones. Part IV. The thione-thiol equilibrium in some azoline-2-thiones
    • Kjellin, G.; Sandström, J. Tautomeric cyclic thiones. Part IV. The thione-thiol equilibrium in some azoline-2-thiones Acta Chem. Scand. 1969, 23, 2888-2899
    • (1969) Acta Chem. Scand. , vol.23 , pp. 2888-2899
    • Kjellin, G.1    Sandström, J.2
  • 19
    • 40449107695 scopus 로고    scopus 로고
    • Effect of thione-thiol tautomerism on the inhibition of lactoperoxidase by anti-thyroid drugs and their analogues
    • Jayaram, P. N.; Roy, G.; Mugesh, G. Effect of thione-thiol tautomerism on the inhibition of lactoperoxidase by anti-thyroid drugs and their analogues J. Chem. Sci. 2008, 120, 143-154
    • (2008) J. Chem. Sci. , vol.120 , pp. 143-154
    • Jayaram, P.N.1    Roy, G.2    Mugesh, G.3
  • 20
    • 0018597527 scopus 로고
    • Rapid conversion of carbimazole to methimazole in serum; evidence for an enzymatic mechanism
    • Nakashima, T.; Taurog, A. Rapid conversion of carbimazole to methimazole in serum; evidence for an enzymatic mechanism Clin. Endocrinol. 1979, 10, 637-648
    • (1979) Clin. Endocrinol. , vol.10 , pp. 637-648
    • Nakashima, T.1    Taurog, A.2
  • 21
    • 56749107425 scopus 로고    scopus 로고
    • Antithyroid drug carbimazole and its analogues: Synthesis and inhibition of peroxidase-catalyzed iodination of L-tyrosine
    • Das, D.; Roy, G.; Mugesh, G. Antithyroid drug carbimazole and its analogues: Synthesis and inhibition of peroxidase-catalyzed iodination of L-tyrosine J. Med. Chem. 2008, 51, 7313-7317
    • (2008) J. Med. Chem. , vol.51 , pp. 7313-7317
    • Das, D.1    Roy, G.2    Mugesh, G.3
  • 23
    • 0027051113 scopus 로고
    • Selenouracil derivatives are potent inhibitors of the selenoenzyme type I iodothyronine deiodinase
    • Visser, T. J.; Kaptein, E.; Aboul-Enein, H. Y. Selenouracil derivatives are potent inhibitors of the selenoenzyme type I iodothyronine deiodinase Biochem. Biophys. Res. Commun. 1992, 189, 1362-1370
    • (1992) Biochem. Biophys. Res. Commun. , vol.189 , pp. 1362-1370
    • Visser, T.J.1    Kaptein, E.2    Aboul-Enein, H.Y.3
  • 24
    • 0027944003 scopus 로고
    • The selenium analog of methimazole. Measurement of its inhibitory effect on type I 5′-deiodinase and of its antithyroid activity
    • Taurog, A.; Dorris, M. L.; Guziec, L. J.; Guziec, F. S., Jr. The selenium analog of methimazole. Measurement of its inhibitory effect on type I 5′-deiodinase and of its antithyroid activity Biochem. Pharmacol. 1994, 48, 1447-1453
    • (1994) Biochem. Pharmacol. , vol.48 , pp. 1447-1453
    • Taurog, A.1    Dorris, M.L.2    Guziec, L.J.3    Guziec Jr., F.S.4
  • 25
    • 0028946498 scopus 로고
    • The selenium analog of 6-propylthiouracil. Measurement of its inhibitory effect on type I iodothyronine deiodinase and of its antithyroid activity
    • Taurog, A.; Dorris, M. L.; Hu, W. X.; Guziec, F. S., Jr. The selenium analog of 6-propylthiouracil. Measurement of its inhibitory effect on type I iodothyronine deiodinase and of its antithyroid activity Biochem. Pharmacol. 1995, 49, 701-709
    • (1995) Biochem. Pharmacol. , vol.49 , pp. 701-709
    • Taurog, A.1    Dorris, M.L.2    Hu, W.X.3    Guziec Jr., F.S.4
  • 26
    • 33746054617 scopus 로고    scopus 로고
    • Structural characterization of selenium and selenium-diiodine analogues of the antithyroid drug 6-n-propyl-2-thiouracil and its alkyl derivatives
    • Antoniadis, C. D.; Blake, A. J.; Hadjikakou, S. K.; Hadjiliadis, N.; Hubberstey, P.; Schröder, M.; Wilson, C. Structural characterization of selenium and selenium-diiodine analogues of the antithyroid drug 6-n-propyl-2-thiouracil and its alkyl derivatives Acta Crystallogr., Sect. B 2006, 62, 580-591
    • (2006) Acta Crystallogr., Sect. B , vol.62 , pp. 580-591
    • Antoniadis, C.D.1    Blake, A.J.2    Hadjikakou, S.K.3    Hadjiliadis, N.4    Hubberstey, P.5    Schröder, M.6    Wilson, C.7
  • 27
    • 0021366853 scopus 로고
    • Mechanism of iodide dependent catalytic activity of thyroid peroxidase and lactoperoxidase
    • Taurog, A.; Dorris, M. L. Mechanism of iodide dependent catalytic activity of thyroid peroxidase and lactoperoxidase J. Biol. Chem. 1984, 259, 197-205
    • (1984) J. Biol. Chem. , vol.259 , pp. 197-205
    • Taurog, A.1    Dorris, M.L.2
  • 29
    • 0018075631 scopus 로고
    • The irreversible inactivation of thyroid peroxidase by methylmercaptoimidazole, thiouracil, and propylthiouracil in vitro and its relationship to in vivo findings
    • Davidson, B.; Soodak, M.; Neary, J. T.; Strout, H. V.; Kieffer, J. D.; Mover, H.; Maloof, F. The irreversible inactivation of thyroid peroxidase by methylmercaptoimidazole, thiouracil, and propylthiouracil in vitro and its relationship to in vivo findings Endocrinology 1978, 103, 871-782
    • (1978) Endocrinology , vol.103 , pp. 871-782
    • Davidson, B.1    Soodak, M.2    Neary, J.T.3    Strout, H.V.4    Kieffer, J.D.5    Mover, H.6    Maloof, F.7
  • 31
    • 0016259426 scopus 로고
    • S-oxidation of thioureylenes catalyzed by a microsomal flavoprotein mixed-function oxidase
    • Poulsen, L. L.; Hyslop, R. M.; Ziegler, D. M. S-oxidation of thioureylenes catalyzed by a microsomal flavoprotein mixed-function oxidase Biochem. Pharmacol. 1974, 23, 3431-3440
    • (1974) Biochem. Pharmacol. , vol.23 , pp. 3431-3440
    • Poulsen, L.L.1    Hyslop, R.M.2    Ziegler, D.M.3
  • 32
    • 76649106477 scopus 로고    scopus 로고
    • Antithyroid drugs and their analogues protect against peroxynitrite-mediated protein tyrosine nitration: A mechanistic study
    • Bhabak, K. P.; Mugesh, G. Antithyroid drugs and their analogues protect against peroxynitrite-mediated protein tyrosine nitration: A mechanistic study Chem.-Eur. J. 2010, 16, 1175-1185
    • (2010) Chem.-Eur. J. , vol.16 , pp. 1175-1185
    • Bhabak, K.P.1    Mugesh, G.2
  • 33
    • 80053980486 scopus 로고    scopus 로고
    • Inhibition of peroxynitrite- and peroxidase-mediated protein tyrosine nitration by imidazole-based thiourea and selenourea derivatives
    • Bhabak, K. P.; Satheeshkumar, K.; Jayavelu, S.; Mugesh, G. Inhibition of peroxynitrite- and peroxidase-mediated protein tyrosine nitration by imidazole-based thiourea and selenourea derivatives Org. Biomol. Chem. 2011, 9, 7343-7350
    • (2011) Org. Biomol. Chem. , vol.9 , pp. 7343-7350
    • Bhabak, K.P.1    Satheeshkumar, K.2    Jayavelu, S.3    Mugesh, G.4
  • 34
    • 0000065060 scopus 로고
    • Microsomal metabolism of thiono-sulfur compounds: Mechanisms and toxicological significance
    • Neal, R. A. Microsomal metabolism of thiono-sulfur compounds: Mechanisms and toxicological significance Rev. Biochem. Toxicol. 1980, 2, 131-171
    • (1980) Rev. Biochem. Toxicol. , vol.2 , pp. 131-171
    • Neal, R.A.1
  • 35
    • 57649143491 scopus 로고    scopus 로고
    • A donor-stabilized silanethione or a Si-substituted N-heterocyclic platinum carbene?
    • Brendler, E.; Hill, A. F.; Wagler, J. A donor-stabilized silanethione or a Si-substituted N-heterocyclic platinum carbene? Chem.-Eur. J. 2008, 14, 11300-11304
    • (2008) Chem.-Eur. J. , vol.14 , pp. 11300-11304
    • Brendler, E.1    Hill, A.F.2    Wagler, J.3
  • 36
    • 77957314864 scopus 로고    scopus 로고
    • Inhibition of peroxidase-catalyzed protein tyrosine nitration by antithyroid drugs and their analogues
    • Bhabak, K. P.; Mugesh, G. Inhibition of peroxidase-catalyzed protein tyrosine nitration by antithyroid drugs and their analogues Inorg. Chim. Acta 2010, 363, 2812-2818
    • (2010) Inorg. Chim. Acta , vol.363 , pp. 2812-2818
    • Bhabak, K.P.1    Mugesh, G.2
  • 37
    • 0001672850 scopus 로고
    • Biochemistry of Deiodination
    • In; Hennemann, G. Marcel Dekker: New York-229
    • Leonard, J. L.; Visser, T. J. Biochemistry of Deiodination. In Thyroid Hormone Metabolism; Hennemann, G.; Ed., Marcel Dekker: New York, 1986; pp 189-229.
    • (1986) Thyroid Hormone Metabolism , pp. 189
    • Leonard, J.L.1    Visser, T.J.2
  • 38
    • 0028934537 scopus 로고
    • Crystal structure and mutational analysis of human uracil-DNA glycosylase: Structural basis for specificity and catalysis
    • Mol, C. D.; Arvai, A. S.; Slupphaug, G.; Kavli, B.; Alseth, I.; Krokan, H. E.; Tainer, J. A. Crystal structure and mutational analysis of human uracil-DNA glycosylase: Structural basis for specificity and catalysis Cell 1995, 80, 869-878
    • (1995) Cell , vol.80 , pp. 869-878
    • Mol, C.D.1    Arvai, A.S.2    Slupphaug, G.3    Kavli, B.4    Alseth, I.5    Krokan, H.E.6    Tainer, J.A.7
  • 39
    • 0035796663 scopus 로고    scopus 로고
    • Reactions of organoselenenyl iodides with thiouracil drugs: An enzyme mimetic study on the inhibition of iodothyronine deiodinase
    • du Mont, W.-W.; Mugesh, G.; Wismach, C.; Jones, P. G. Reactions of organoselenenyl iodides with thiouracil drugs: An enzyme mimetic study on the inhibition of iodothyronine deiodinase Angew. Chem., Int. Ed. 2001, 40, 2486-2489
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 2486-2489
    • Du Mont, W.-W.1    Mugesh, G.2    Wismach, C.3    Jones, P.G.4
  • 40
    • 0036905139 scopus 로고    scopus 로고
    • Biomimetic studies on the iodothyronine deiodinase intermediates: Modeling the reduction of selenenyl iodide by thiols
    • Mugesh, G.; du Mont, W.-W.; Wismach, C.; Jones, P. G. Biomimetic studies on the iodothyronine deiodinase intermediates: Modeling the reduction of selenenyl iodide by thiols ChemBioChem 2002, 3, 440-447
    • (2002) ChemBioChem , vol.3 , pp. 440-447
    • Mugesh, G.1    Du Mont, W.-W.2    Wismach, C.3    Jones, P.G.4
  • 41
  • 42
    • 0022354373 scopus 로고
    • Synthesis of 6-anilino-2-thiouracils and their inhibition of human placenta iodothyronine deiodinase
    • Nogimori, T.; Emerson, C. H.; Braverman, L. E.; Wu, C. F.; Gambino, J.; Wright, G. E. Synthesis of 6-anilino-2-thiouracils and their inhibition of human placenta iodothyronine deiodinase J. Med. Chem. 1985, 28, 1692-1694
    • (1985) J. Med. Chem. , vol.28 , pp. 1692-1694
    • Nogimori, T.1    Emerson, C.H.2    Braverman, L.E.3    Wu, C.F.4    Gambino, J.5    Wright, G.E.6
  • 43
    • 78649604870 scopus 로고    scopus 로고
    • A chemical model for the inner-ring deiodination of thyroxine by iodothyronine deiodinase
    • Manna, D.; Mugesh, G. A chemical model for the inner-ring deiodination of thyroxine by iodothyronine deiodinase Angew. Chem., Int. Ed. 2010, 49, 9246-9249
    • (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 9246-9249
    • Manna, D.1    Mugesh, G.2
  • 44
    • 79959901642 scopus 로고    scopus 로고
    • Deiodination of thyroid hormones by iodothyronine deiodinase mimics: Does an increase in the reactivity alter the regioselectivity?
    • Manna, D.; Mugesh, G. Deiodination of thyroid hormones by iodothyronine deiodinase mimics: Does an increase in the reactivity alter the regioselectivity? J. Am. Chem. Soc. 2011, 133, 9980-9983
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 9980-9983
    • Manna, D.1    Mugesh, G.2
  • 45
    • 84857863364 scopus 로고    scopus 로고
    • Regioselective deiodination of thyroxine by iodothyronine deiodinase mimics: An unusual mechanistic pathway involving cooperative chalcogen and halogen bonding
    • Manna, D.; Mugesh, G. Regioselective deiodination of thyroxine by iodothyronine deiodinase mimics: An unusual mechanistic pathway involving cooperative chalcogen and halogen bonding J. Am. Chem. Soc. 2012, 134, 4269-4279
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 4269-4279
    • Manna, D.1    Mugesh, G.2
  • 46
    • 0033839512 scopus 로고    scopus 로고
    • Free radical activity and antioxidant defense mechanisms in patients with hyperthyroidism due to Graves' disease during therapy
    • Komosinska-Vassev, K.; Olczyk, K.; Kucharz, E. J.; Marcisz, C.; Winsz-Szczotka, K.; Kotulska, A. Free radical activity and antioxidant defense mechanisms in patients with hyperthyroidism due to Graves' disease during therapy Clin. Chim. Acta 2000, 300, 107-117
    • (2000) Clin. Chim. Acta , vol.300 , pp. 107-117
    • Komosinska-Vassev, K.1    Olczyk, K.2    Kucharz, E.J.3    Marcisz, C.4    Winsz-Szczotka, K.5    Kotulska, A.6
  • 48
    • 84872109308 scopus 로고    scopus 로고
    • Selenium and the thyroid gland: More good news for clinicians
    • Drutel, A.; Archambeaud, F.; Caron, P. Selenium and the thyroid gland: More good news for clinicians Clin. Endocrinol. 2013, 78, 155-164
    • (2013) Clin. Endocrinol. , vol.78 , pp. 155-164
    • Drutel, A.1    Archambeaud, F.2    Caron, P.3
  • 49
    • 0001412723 scopus 로고
    • Glutathione Peroxidase Brought into Focus
    • In; Pryor, W. A. Academic Press: New York, Vol.-253
    • Flohé, L. Glutathione Peroxidase Brought into Focus. In Free Radicals in Biology; Pryor, W. A., Ed.; Academic Press: New York, 1982; Vol. 5, pp 223-253.
    • (1982) Free Radicals in Biology , vol.5 , pp. 223
    • Flohé, L.1
  • 50
    • 0031584269 scopus 로고    scopus 로고
    • The crystal structure of seleno-glutathione peroxidase from human plasma at 2.9 Å resolution
    • Ren, B.; Huang, W.; Åkesson, B.; Ladenstein, R. The crystal structure of seleno-glutathione peroxidase from human plasma at 2.9 Å resolution J. Mol. Biol. 1997, 268, 869-885
    • (1997) J. Mol. Biol. , vol.268 , pp. 869-885
    • Ren, B.1    Huang, W.2    Åkesson, B.3    Ladenstein, R.4
  • 51
    • 78649287952 scopus 로고    scopus 로고
    • Functional mimics of glutathione peroxidase: Bioinspired synthetic antioxidants
    • Bhabak, K. P.; Mugesh, G. Functional mimics of glutathione peroxidase: Bioinspired synthetic antioxidants Acc. Chem. Res. 2010, 43, 1408-1419
    • (2010) Acc. Chem. Res. , vol.43 , pp. 1408-1419
    • Bhabak, K.P.1    Mugesh, G.2
  • 52
    • 0035385139 scopus 로고    scopus 로고
    • The chemistry of biologically important synthetic organoselenium compounds
    • Mugesh, G.; du Mont, W.-W.; Sies, H. The chemistry of biologically important synthetic organoselenium compounds Chem. Rev. 2001, 101, 2125-2179
    • (2001) Chem. Rev. , vol.101 , pp. 2125-2179
    • Mugesh, G.1    Du Mont, W.-W.2    Sies, H.3
  • 53
    • 84881186643 scopus 로고    scopus 로고
    • Inhibition of Lactoperoxidase-Catalyzed Oxidation by Imidazole-Based Thiones and Selones: A Mechanistic Study
    • http://dx.doi.org/10.1002/asia.201300274.
    • Roy, G.; Jayaram, P. N.; Mugesh, G. Inhibition of Lactoperoxidase- Catalyzed Oxidation by Imidazole-Based Thiones and Selones: A Mechanistic Study. Chem. Asian J. 2013, http://dx.doi.org/10.1002/asia.201300274.
    • (2013) Chem. Asian J.
    • Roy, G.1    Jayaram, P.N.2    Mugesh, G.3
  • 54
    • 34547673497 scopus 로고    scopus 로고
    • Peroxynitrite: Biochemistry, pathophysiology and development of therapeutics
    • Szabó, C.; Ischiropoulos, H.; Radi, R. Peroxynitrite: Biochemistry, pathophysiology and development of therapeutics Nat. Rev. Drug Discovery 2007, 6, 662-680
    • (2007) Nat. Rev. Drug Discovery , vol.6 , pp. 662-680
    • Szabó, C.1    Ischiropoulos, H.2    Radi, R.3
  • 55
    • 0011483087 scopus 로고
    • Endocrine goiter in rabbit: 1. Incidence and characteristics
    • Chesney, A. M.; Clawson, T.; Webster, B. P. Endocrine goiter in rabbit: 1. Incidence and characteristics Bull. Johns Hopkins Hosp. 1928, 43, 261-277
    • (1928) Bull. Johns Hopkins Hosp. , vol.43 , pp. 261-277
    • Chesney, A.M.1    Clawson, T.2    Webster, B.P.3
  • 56
    • 0000747029 scopus 로고
    • The effect of sulfanilylguanidine on the thyroid of the rat
    • MacKenzie, J. B.; MacKenzie, C. G.; McCollum, E. V. The effect of sulfanilylguanidine on the thyroid of the rat Science 1941, 94, 518-519
    • (1941) Science , vol.94 , pp. 518-519
    • Mackenzie, J.B.1    Mackenzie, C.G.2    Mccollum, E.V.3
  • 57
    • 0002561340 scopus 로고
    • Treatment of hyperthyroidism with thiourea and thiouracil
    • Astwood, E. B. Treatment of hyperthyroidism with thiourea and thiouracil JAMA, J. Am. Med. Assoc. 1943, 122, 78-86 Technology
    • (1943) JAMA, J. Am. Med. Assoc. , vol.122 , pp. 78-86
    • Astwood, E.B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.