Synthesis And Antioxidant Activity Of New Homocarnosine Beta-Cyclodextrin Conjugates (488 views)
Eur J Med Chem (ISSN: 0223-5234, 1768-3254, 1768-3254electronic), 2007 Jul; 42(7): 910-920.
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Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.301, 5-year impact factor: 2.548
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-34250160541&partnerID=40&md5=a65d0b29e2713290019cc8a607581f9a
Keywords: β-Cylodextrin, Carnosine, Homocarnosine, Low Density Lipoprotein, Pulse Radiolysis, 3a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl)ethyl]amino] 4 Oxobutyl]amino] 3a Deoxy Beta Cyclodextrin, 6a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl)ethyl]amino] 4 Oxobutyl]amino] 6a Deoxy Beta Cyclodextrin, Cupric Ion, Reactive Oxygen Metabolite, Scavenger, Unclassified Drug, Antioxidant Activity, Article, Controlled Study, Drug Activity, Drug Structure, Drug Synthesis, Human, In Vitro Study, In Vivo Study, Nuclear Magnetic Resonance, Oxidation, Beta-Cyclodextrins, Hydrogen-Ion Concentration, Magnetic Resonance Spectroscopy, Molecular Structure, Oxidation-Reduction, 3a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl) Ethyl] Amino] 4 Oxobutyl] Amino] 3a Deoxy Beta Cyclodextrin, 6a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl) Ethyl] Amino] 4 Oxobutyl] Amino] 6a Deoxy Beta Cyclodextrin,
Affiliations:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università di Catania, V.le A. Doria 6, 95125 Catania, Italy
Istituto di Biochimica, Biochimica Clinica, Università Cattolica Sacro Cuore, Largo F. Vito 1, 00164 Roma, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Catania, V.le A. Doria 6, 95125 Catania, Italy
References:
Not available.
Eur J Med Chem (ISSN: 0223-5234, 1768-3254, 1768-3254electronic), 2007 Jul; 42(7): 910-920.
Export to BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 2.301, 5-year impact factor: 2.548
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-34250160541&partnerID=40&md5=a65d0b29e2713290019cc8a607581f9a
Keywords: β-Cylodextrin, Carnosine, Homocarnosine, Low Density Lipoprotein, Pulse Radiolysis, 3a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl)ethyl]amino] 4 Oxobutyl]amino] 3a Deoxy Beta Cyclodextrin, 6a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl)ethyl]amino] 4 Oxobutyl]amino] 6a Deoxy Beta Cyclodextrin, Cupric Ion, Reactive Oxygen Metabolite, Scavenger, Unclassified Drug, Antioxidant Activity, Article, Controlled Study, Drug Activity, Drug Structure, Drug Synthesis, Human, In Vitro Study, In Vivo Study, Nuclear Magnetic Resonance, Oxidation, Beta-Cyclodextrins, Hydrogen-Ion Concentration, Magnetic Resonance Spectroscopy, Molecular Structure, Oxidation-Reduction, 3a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl) Ethyl] Amino] 4 Oxobutyl] Amino] 3a Deoxy Beta Cyclodextrin, 6a [[4 [[1 Carboxy 2 (1h Imidazol 4 Yl) Ethyl] Amino] 4 Oxobutyl] Amino] 6a Deoxy Beta Cyclodextrin,
Affiliations:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università di Catania, V.le A. Doria 6, 95125 Catania, Italy
Istituto di Biochimica, Biochimica Clinica, Università Cattolica Sacro Cuore, Largo F. Vito 1, 00164 Roma, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Catania, V.le A. Doria 6, 95125 Catania, Italy
References:
Not available.
Synthesis And Antioxidant Activity Of New Homocarnosine Beta-Cyclodextrin Conjugates
Several in vitro and in vivo studies have suggested that carnosine (β-alanil-l-histidine) and homocarnosine (β-aminobutyril-l-histidine) can act as scavengers of reactive oxygen species. β-Cyclodextrin was functionalized with homocarnosine, obtaining the following new bioconjugate isomers: 6A-[(4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-4-oxobutyl)amino]-6A-deoxy-β-cyclodextrin and (2AS,3AR)-3A-[(4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-4-oxobutyl)amino]-3A-deoxy-β-cyclodextrin. Pulse radiolysis investigations show that the β-cyclodextrin homocarnosine bioconjugates are scavengers of {radical dot}OH radicals because of the formation of stable imidazole-centered radicals and the scavenger ability of glucose molecules of the macrocycle. The ability of these new β-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous carnosine derivatives. Both the β-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocarnosine derivatives, bringing into light the role of the β-CD cavity. The ability of these new β-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous carnosine derivatives. Both the β-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocarnosine derivatives, bringing into light the role of the β-CD cavity. © 2007 Elsevier Masson SAS. All rights reserved.
Several in vitro and in vivo studies have suggested that carnosine (β-alanil-l-histidine) and homocarnosine (β-aminobutyril-l-histidine) can act as scavengers of reactive oxygen species. β-Cyclodextrin was functionalized with homocarnosine, obtaining the following new bioconjugate isomers: 6A-[(4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-4-oxobutyl)amino]-6A-deoxy-β-cyclodextrin and (2AS,3AR)-3A-[(4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}-4-oxobutyl)amino]-3A-deoxy-β-cyclodextrin. Pulse radiolysis investigations show that the β-cyclodextrin homocarnosine bioconjugates are scavengers of {radical dot}OH radicals because of the formation of stable imidazole-centered radicals and the scavenger ability of glucose molecules of the macrocycle. The ability of these new β-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous carnosine derivatives. Both the β-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocarnosine derivatives, bringing into light the role of the β-CD cavity. The ability of these new β-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous carnosine derivatives. Both the β-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocarnosine derivatives, bringing into light the role of the β-CD cavity. © 2007 Elsevier Masson SAS. All rights reserved.
Synthesis And Antioxidant Activity Of New Homocarnosine Beta-Cyclodextrin Conjugates
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Synthesis And Antioxidant Activity Of New Homocarnosine Beta-Cyclodextrin Conjugates
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Impact Factor: 2.908
View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
17 Records (17 excluding Abstracts).
Total impact factor: 57.11 (57.11 excluding Abstracts).
Total 5 year impact factor: 59.708 (59.708 excluding Abstracts).
Total impact factor: 57.11 (57.11 excluding Abstracts).
Total 5 year impact factor: 59.708 (59.708 excluding Abstracts).
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