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Volumn 92, Issue 9, 2010, Pages 1108-1114

In vitro interactions of coumarins with iron

Author keywords

Antioxidant; Chelation; Coumarin; Ferrozine; Iron

Indexed keywords

4 METHYLESCULETIN; 7,8 DIHYDROXY 4 METHYLCOUMARIN; COUMARIN DERIVATIVE; DEFEROXAMINE; FERROZINE; IRON; UNCLASSIFIED DRUG;

EID: 77955843787     PISSN: 03009084     EISSN: 61831638     Source Type: Journal    
DOI: 10.1016/j.biochi.2010.03.025     Document Type: Article
Times cited : (81)

References (34)
  • 1
    • 15944389028 scopus 로고    scopus 로고
    • Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity
    • Borges F., Roleira F., Milhazes N., Santana L., Uriarte E. Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Curr. Med. Chem. 2005, 12:887-916.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 887-916
    • Borges, F.1    Roleira, F.2    Milhazes, N.3    Santana, L.4    Uriarte, E.5
  • 2
    • 67349185041 scopus 로고    scopus 로고
    • A synthetic coumarin (4-methyl-7 hydroxy coumarin) has anti-cancer potentials against DMBA-induced skin cancer in mice
    • Bhattacharyya S.S., Paul S., Mandal S.K., Banerjee A., Boujedaini N., Khuda-Bukhsh A.R. A synthetic coumarin (4-methyl-7 hydroxy coumarin) has anti-cancer potentials against DMBA-induced skin cancer in mice. Eur. J. Pharmacol. 2009, 614:128-136.
    • (2009) Eur. J. Pharmacol. , vol.614 , pp. 128-136
    • Bhattacharyya, S.S.1    Paul, S.2    Mandal, S.K.3    Banerjee, A.4    Boujedaini, N.5    Khuda-Bukhsh, A.R.6
  • 3
    • 0037060914 scopus 로고    scopus 로고
    • Synthesis and vasorelaxant activity of new coumarin and furocoumarin derivatives
    • Campos-Toimil M., Orallo F., Santana L., Uriarte E. Synthesis and vasorelaxant activity of new coumarin and furocoumarin derivatives. Bioorg. Med. Chem. Lett. 2002, 12:783-786.
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 783-786
    • Campos-Toimil, M.1    Orallo, F.2    Santana, L.3    Uriarte, E.4
  • 4
    • 1942455448 scopus 로고    scopus 로고
    • Synthesis and in vitro inhibitory activity on human platelet aggregation of novel properly substituted 4-(1-piperazinyl)coumarins
    • Di Braccio M., Grossi G., Roma G., Grazia Signorello M., Leoncini G. Synthesis and in vitro inhibitory activity on human platelet aggregation of novel properly substituted 4-(1-piperazinyl)coumarins. Eur. J. Med. Chem. 2004, 39:397-409.
    • (2004) Eur. J. Med. Chem. , vol.39 , pp. 397-409
    • Di Braccio, M.1    Grossi, G.2    Roma, G.3    Grazia Signorello, M.4    Leoncini, G.5
  • 6
    • 33646557284 scopus 로고    scopus 로고
    • Synthetic and natural coumarins as antioxidants
    • Kostova I. Synthetic and natural coumarins as antioxidants. Mini Rev. Med. Chem. 2006, 6:365-374.
    • (2006) Mini Rev. Med. Chem. , vol.6 , pp. 365-374
    • Kostova, I.1
  • 7
    • 0030176193 scopus 로고    scopus 로고
    • Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential
    • Hoult J.R., Paya M. Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. Gen. Pharmacol. 1996, 27:713-722.
    • (1996) Gen. Pharmacol. , vol.27 , pp. 713-722
    • Hoult, J.R.1    Paya, M.2
  • 8
    • 0033792384 scopus 로고    scopus 로고
    • Effects of 7-hydroxycoumarin (umbelliferone) on isolated perfused and ischemic-reperfused rat heart
    • Baccard N., Mechiche H., Nazeyrollas P., et al. Effects of 7-hydroxycoumarin (umbelliferone) on isolated perfused and ischemic-reperfused rat heart. Arzneimittelforschung 2000, 50:890-896.
    • (2000) Arzneimittelforschung , vol.50 , pp. 890-896
    • Baccard, N.1    Mechiche, H.2    Nazeyrollas, P.3
  • 9
    • 0028024757 scopus 로고
    • Effects of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin on myocardial dysfunction after a brief ischemia in anesthetized dogs
    • Chang T.H., Adachi H., Okuyama T., Zhang K.Y. Effects of 3'-angeloyloxy-4'-acetoxy-3',4'-dihydroseselin on myocardial dysfunction after a brief ischemia in anesthetized dogs. Zhongguo Yao Li Xue Bao 1994, 15:388-391.
    • (1994) Zhongguo Yao Li Xue Bao , vol.15 , pp. 388-391
    • Chang, T.H.1    Adachi, H.2    Okuyama, T.3    Zhang, K.Y.4
  • 12
    • 0023626933 scopus 로고
    • Improvement of postischemic myocardial function and metabolism induced by administration of deferoxamine at the time of reflow: the role of iron in the pathogenesis of reperfusion injury
    • Ambrosio G., Zweier J.L., Jacobus W.E., Weisfeldt M.L., Flaherty J.T. Improvement of postischemic myocardial function and metabolism induced by administration of deferoxamine at the time of reflow: the role of iron in the pathogenesis of reperfusion injury. Circulation 1987, 76:906-915.
    • (1987) Circulation , vol.76 , pp. 906-915
    • Ambrosio, G.1    Zweier, J.L.2    Jacobus, W.E.3    Weisfeldt, M.L.4    Flaherty, J.T.5
  • 14
    • 0024434650 scopus 로고
    • Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA
    • Laughton M.J., Halliwell B., Evans P.J., Hoult J.R. Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA. Biochem. Pharmacol. 1989, 38:2859-2865.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 2859-2865
    • Laughton, M.J.1    Halliwell, B.2    Evans, P.J.3    Hoult, J.R.4
  • 15
    • 33947664941 scopus 로고    scopus 로고
    • What is responsible for the initiating chemistry of iron-mediated lipid peroxidation: an update
    • Cheng Z., Li Y. What is responsible for the initiating chemistry of iron-mediated lipid peroxidation: an update. Chem. Rev. 2007, 107:748-766.
    • (2007) Chem. Rev. , vol.107 , pp. 748-766
    • Cheng, Z.1    Li, Y.2
  • 16
    • 0031594692 scopus 로고    scopus 로고
    • Evaluation of the developmental toxicities of coumarin, 4-hydroxycoumarin, and 7-hydroxycoumarin using FETAX
    • Fort D.J., Stover E.L., Propst T., Hull M.A., Bantle J.A. Evaluation of the developmental toxicities of coumarin, 4-hydroxycoumarin, and 7-hydroxycoumarin using FETAX. Drug Chem. Toxicol. 1998, 21:15-26.
    • (1998) Drug Chem. Toxicol. , vol.21 , pp. 15-26
    • Fort, D.J.1    Stover, E.L.2    Propst, T.3    Hull, M.A.4    Bantle, J.A.5
  • 18
    • 0011297612 scopus 로고
    • Carbon-13 nuclear magnetic resonance spectroscopy of 4-methylcoumarins (4-methyl-2H-1-benzopyran-2-ones)
    • Parmar V.S., Singh S., Boll P.M. Carbon-13 nuclear magnetic resonance spectroscopy of 4-methylcoumarins (4-methyl-2H-1-benzopyran-2-ones). Magn. Reson. Chem. 1988, 26:430-433.
    • (1988) Magn. Reson. Chem. , vol.26 , pp. 430-433
    • Parmar, V.S.1    Singh, S.2    Boll, P.M.3
  • 19
    • 33847670407 scopus 로고
    • Ferrozine - a new spectrophotometric reagent for iron
    • Stookey L.L. Ferrozine - a new spectrophotometric reagent for iron. Anal. Chem. 1970, 42:779-781.
    • (1970) Anal. Chem. , vol.42 , pp. 779-781
    • Stookey, L.L.1
  • 21
    • 0036136401 scopus 로고    scopus 로고
    • Design of clinically useful iron(III)-selective chelators
    • Liu Z.D., Hider R.C. Design of clinically useful iron(III)-selective chelators. Med. Res. Rev. 2002, 22:26-64.
    • (2002) Med. Res. Rev. , vol.22 , pp. 26-64
    • Liu, Z.D.1    Hider, R.C.2
  • 22
    • 33750716051 scopus 로고    scopus 로고
    • Iron: a new target for pharmacological intervention in neurodegenerative diseases
    • Whitnall M., Richardson D.R. Iron: a new target for pharmacological intervention in neurodegenerative diseases. Semin. Pediatr. Neurol. 2006, 13:186-197.
    • (2006) Semin. Pediatr. Neurol. , vol.13 , pp. 186-197
    • Whitnall, M.1    Richardson, D.R.2
  • 23
    • 34548739613 scopus 로고    scopus 로고
    • Siderophore-based iron acquisition and pathogen control
    • Miethke M., Marahiel M.A. Siderophore-based iron acquisition and pathogen control. Microbiol. Mol. Biol. Rev. 2007, 71:413-451.
    • (2007) Microbiol. Mol. Biol. Rev. , vol.71 , pp. 413-451
    • Miethke, M.1    Marahiel, M.A.2
  • 24
    • 63149091751 scopus 로고    scopus 로고
    • A review of the antioxidant mechanisms of polyphenol compounds related to iron binding
    • Perron N.R., Brumaghim J.L. A review of the antioxidant mechanisms of polyphenol compounds related to iron binding. Cell. Biochem. Biophys. 2009, 53:75-100.
    • (2009) Cell. Biochem. Biophys. , vol.53 , pp. 75-100
    • Perron, N.R.1    Brumaghim, J.L.2
  • 25
    • 0035211211 scopus 로고    scopus 로고
    • Chemical properties of catechols and their molecular modes of toxic action in cells, from microorganisms to mammals
    • Schweigert N., Zehnder A.J., Eggen R.I. Chemical properties of catechols and their molecular modes of toxic action in cells, from microorganisms to mammals. Environ. Microbiol. 2001, 3:81-91.
    • (2001) Environ. Microbiol. , vol.3 , pp. 81-91
    • Schweigert, N.1    Zehnder, A.J.2    Eggen, R.I.3
  • 26
    • 29844457587 scopus 로고    scopus 로고
    • The evolution of iron chelators for the treatment of iron overload disease and cancer
    • Kalinowski D.S., Richardson D.R. The evolution of iron chelators for the treatment of iron overload disease and cancer. Pharmacol. Rev. 2005, 57:547-583.
    • (2005) Pharmacol. Rev. , vol.57 , pp. 547-583
    • Kalinowski, D.S.1    Richardson, D.R.2
  • 27
    • 0026628935 scopus 로고
    • Interactions of a series of coumarins with reactive oxygen species. Scavenging of superoxide, hypochlorous acid and hydroxyl radicals
    • Paya M., Halliwell B., Hoult J.R. Interactions of a series of coumarins with reactive oxygen species. Scavenging of superoxide, hypochlorous acid and hydroxyl radicals. Biochem. Pharmacol. 1992, 44:205-214.
    • (1992) Biochem. Pharmacol. , vol.44 , pp. 205-214
    • Paya, M.1    Halliwell, B.2    Hoult, J.R.3
  • 28
    • 0037420964 scopus 로고    scopus 로고
    • Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity
    • Kaneko T., Baba N., Matsuo M. Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity. Chem. Biol. Interact. 2003, 142:239-254.
    • (2003) Chem. Biol. Interact. , vol.142 , pp. 239-254
    • Kaneko, T.1    Baba, N.2    Matsuo, M.3
  • 29
    • 0024364268 scopus 로고
    • Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation
    • Afanas'ev I.B., Dorozhko A.I., Brodskii A.V., Kostyuk V.A., Potapovitch A.I. Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation. Biochem. Pharmacol. 1989, 38:1763-1769.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 1763-1769
    • Afanas'ev, I.B.1    Dorozhko, A.I.2    Brodskii, A.V.3    Kostyuk, V.A.4    Potapovitch, A.I.5
  • 30
    • 0036827673 scopus 로고    scopus 로고
    • Interactions of flavonoids with iron and copper ions: a mechanism for their antioxidant activity
    • Mira L., Fernandez M.T., Santos M., Rocha R., Florencio M.H., Jennings K.R. Interactions of flavonoids with iron and copper ions: a mechanism for their antioxidant activity. Free Radic. Res. 2002, 36:1199-1208.
    • (2002) Free Radic. Res. , vol.36 , pp. 1199-1208
    • Mira, L.1    Fernandez, M.T.2    Santos, M.3    Rocha, R.4    Florencio, M.H.5    Jennings, K.R.6
  • 31
    • 0031864258 scopus 로고    scopus 로고
    • Structure-activity relationships for antioxidant activities of a series of flavonoids in a liposomal system
    • Arora A., Nair M.G., Strasburg G.M. Structure-activity relationships for antioxidant activities of a series of flavonoids in a liposomal system. Free Radic. Biol. Med. 1998, 24:1355-1363.
    • (1998) Free Radic. Biol. Med. , vol.24 , pp. 1355-1363
    • Arora, A.1    Nair, M.G.2    Strasburg, G.M.3
  • 32
    • 0031795207 scopus 로고    scopus 로고
    • Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 3: a novel mechanism for the inhibition of biological membrane lipid peroxidation by dioxygenated 4-methylcoumarins mediated by the formation of a stable ADP-Fe-inhibitor mixed ligand complex
    • Raj H.G., Sharma R.K., Garg B.S., et al. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 3: a novel mechanism for the inhibition of biological membrane lipid peroxidation by dioxygenated 4-methylcoumarins mediated by the formation of a stable ADP-Fe-inhibitor mixed ligand complex. Bioorg. Med. Chem. 1998, 6:2205-2212.
    • (1998) Bioorg. Med. Chem. , vol.6 , pp. 2205-2212
    • Raj, H.G.1    Sharma, R.K.2    Garg, B.S.3
  • 33
    • 61849164990 scopus 로고    scopus 로고
    • The novel iron chelator, 2-pyridylcarboxaldehyde 2-thiophenecarboxyl hydrazone, reduces catecholamine-mediated myocardial toxicity
    • Mladenka P., Kalinowski D.S., Haskova P., et al. The novel iron chelator, 2-pyridylcarboxaldehyde 2-thiophenecarboxyl hydrazone, reduces catecholamine-mediated myocardial toxicity. Chem. Res. Toxicol. 2009, 22:208-217.
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 208-217
    • Mladenka, P.1    Kalinowski, D.S.2    Haskova, P.3
  • 34
    • 57349182383 scopus 로고    scopus 로고
    • Direct administration of rutin does not protect against catecholamine cardiotoxicity
    • Mladenka P., Zatloukalova L., Simunek T., et al. Direct administration of rutin does not protect against catecholamine cardiotoxicity. Toxicology 2009, 255:25-32.
    • (2009) Toxicology , vol.255 , pp. 25-32
    • Mladenka, P.1    Zatloukalova, L.2    Simunek, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.