Synthesis And Antioxidant Activity Of New Homocarnosine Beta-Cyclodextrin Conjugates (351 views)
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:
Szejtli, J., (1998) Chem. Rev., 98, pp. 1743-175
Pralhad, T., Rajendrakumar, K., (2004) J. Pharm. Biomed. Anal., 34, pp. 333-339
Uekama, K., (2004) Chem. Pharm. Bull., 52, pp. 900-915
Di Blasio, B., Pavone, V., Nastri, F., Isernia, C., Saviano, M., Pedone, C., Cucinotta, V., Vecchio, G., (1992) Proc. Natl. Acad. Sci. USA, 89, pp. 7218-7221
Djedaini-Pilard, F., Desalos, J., Perly, B., (1993) Tetrahedron Lett., 34, pp. 2457-2460
Fernandez, M., Fragoso, A., Cao, R., Banos, M., Ansorge-Schumacher, M., Hartmeier, W., Villalonga, R., (2004) J. Mol. Catal. B Enzym., 31, pp. 47-52
Hristova-Kazmierski, M.K., Horan, P., Davis, P., Yamamura, H.I., Kramer, T., Horvath, R., Kazmierski, W.M., Hruby, V.J., (1993) Bioorg. Med. Chem. Lett., 3, pp. 831-834
Parrot-Lopez, H., Djedaini, F., Perly, B., Coleman, A.W., Galons, H., Miocque, M., (1990) Tetrahedron Lett., 31, pp. 1999-2002
Pean, C., Creminon, C., Wijkhuisen, A., Grassi, J., Guenot, P., Jehan, P., Dalbiez, J.-P., Djedaini-Pilard, F., (2000) J. Chem. Soc. Perkin Trans., 2, pp. 853-863
Schaschke, N., Fiori, S., Weyher, E., Escrieut, C., Fourmy, D., Mueller, G., Moroder, L., (1998) J. Am. Chem. Soc., 120, pp. 7030-7038
Boldyrev, A.A., Johnson, P., (2002) Oxidative Stress at Molecular, Cellular and Organ Levels, pp. 101-113. , Boldyrev A.A., and Johnson P. (Eds), Research Signpost, India
Skulachev, V.P., (2000) Biochemistry (Mosc), 65, pp. 749-750
Tabakman, R., Lazarovici, P., Kohen, R., (2002) J. Neurosci. Res., 68, pp. 463-469
Mzhelskaya, T.I., Boldyrev, A.A., (1999) Neirokhimiya, 16, pp. 133-144
Petroff, O.A., Hyder, F., Mattson, R.H., Rothman, D.L., (1999) Neurology, 52, pp. 473-478
Guiotto, A., Calderan, A., Ruzza, P., Borin, G., (2005) Curr. Med. Chem., 12, pp. 2293-2315
Teufel, M., Saudek, V., Ledig, J.-P., Bernhardt, A., Boularand, S., Carreau, A., Cairns, N.J., Smirnova, T., (2003) J. Biol. Chem., 278, pp. 6521-6531
Bonomo, R.P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., Maccarrone, G., Nicoletti, F., Vecchio, G., (2003) J. Chem. Soc. Dalton Trans., pp. 4406-4415
La Mendola, D., Sortino, S., Vecchio, G., Rizzarelli, E., (2002) Helv. Chim. Acta, 85, pp. 1633-1643
Bonomo, R.P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., Vecchio, G., Rizzarelli, E., (1991) Inorg. Chem., 30, pp. 2708-2713
Teranishi, K., Watanabe, K., Hisamatsu, M., Yamada, T., (1998) J. Carbohydr. Chem., 17, pp. 489-494
Mulazzani, Q.G., D'Angelantonio, M., Venturi, M., Hoffman, M.Z., Rodgers, M.A.J., (1986) J. Phys. Chem., 90, pp. 5347-5352
Lazzarino, G., Di Pierro, D., Tavazzi, B., Cerroni, L., Giardina, B., (1991) Anal. Biochem., 197, pp. 191-196
Donze, C., Rizzarelli, E., Vecchio, G., (1998) Supramol. Chem., 10, pp. 33-42
Vecchio, G., La Mendola, D., Rizzarelli, E., (2001) J. Supramol. Chem., 1, pp. 87-95
Di Blasio, B., Galdiero, S., Saviano, M., Pedone, C., Benedetti, E., Rizzarelli, E., Pedotti, S., Gibbons, W.A., (1996) Carbohydr. Res., 282, pp. 41-52
Bonomo, R.P., Maccarrone, G., Rizzarelli, E., Vecchio, G., (2002) Inorg. Chim. Acta, 339, pp. 455-460
Cucinotta, V., Giuffrida, A., La Mendola, D., Maccarrone, G., Puglisi, A., Rizzarelli, E., Vecchio, G., (2004) J. Chromatogr. B Anal. Technol. Biomed. Life Sci., 800, pp. 127-133
Nogami, Y., Nasu, K., Koga, T., Ohta, K., Fujita, K., Immel, S., Lindner, H.J., Lichtenthaler, F.W., (1997) Angew. Chem. Int. Ed. Engl., 36, pp. 1899-1902
Chen, W.-H., Yuan, D.-Q., Fujita, K., (1996) Tetrahedron Lett., 37, pp. 7561-7564
Fujita, K., Chen, W.-H., Yuan, D.-Q., Nogami, Y., Koga, T., Fujioka, T., Mihashi, K., Lichtenthaler, F.W., (1999) Tetrahedron: Asymmetry, 10, pp. 1689-1696
Fujita, K., Ohta, K., Ikegami, Y., Shimada, H., Tahara, T., Nogami, Y., Koga, T., Nakajima, T., (1994) Tetrahedron Lett., 35, pp. 9577-9580
Buxton, G.V., Greenstock, C.L., Helman, W.P., Ross, A.B., (1988) J. Phys. Chem. Ref. Data, 17, pp. 513-886
Tamba, M., Torreggiani, A., (1998) Int. J. Radiat. Biol., 74, pp. 333-340
Bansal, K.M., Sellers, R.M., (1975) J. Phys. Chem., 79, pp. 1775-1780
Tsimikas, S., (2006) Curr. Atheroscler. Rep., 8, pp. 55-61
Patel, R.P., Darley-Usmar, V.M., (1999) Free Radic. Res., 30, pp. 1-9
Kuzuya, M., Yamada, K., Hayashi, T., Funaki, C., Naito, M., Asai, K., Kuzuya, F., (1992) Biochim. Biophys. Acta, 1123, pp. 334-341
Decker, E.A., Ivanov, V., Zhu, B.Z., Frei, B., (2001) J. Agric. Food Chem., 49, pp. 511-516
Sovago, I., Farkas, E., Bertalan, C., Lebkiri, A., Kowalik-Jankowska, T., Kozlowski, H., (1993) J. Inorg. Biochem., 51, pp. 715-726
Kritharides, L., Kus, M., Brown, A.J., Jessup, W., Dean, R.T., (1996) J. Biol. Chem., 271, pp. 27450-27455
Giessauf, A., Steiner, E., Esterbauer, H., (1995) Biochim. Biophys. Acta, 1256, pp. 221-232
Aachmann, F.L., Otzen, D.E., Larsen, K.L., Wimmer, R., (2003) Protein Eng., 16, pp. 905-912
Song, L.X., Teng, C.F., Yang, Y., (2006) J. Incl. Phenom. Macr. Chem., 54, pp. 221-232
Yi, Z., Qasim, M.A., Qasim, S., Warrington, T.L., Laskowski Jr., M., (2006) Biochim. Biophys. Acta, 1760, pp. 372-379
Boldyrev, A., Bulygina, E., Leinsoo, T., Petrushanko, I., Tsubone, S., Abe, H., (2004) Comp. Biochem. Physiol. Biochem. Mol. Biol., 137, pp. 81-88
Boldyrev, A. A., Johnson, P., (2002) Oxidative Stress at Molecular, Cellular and Organ Levels, pp. 101-113. , Boldyrev A. A., and Johnson P. (Eds), Research Signpost, India
Skulachev, V. P., (2000) Biochemistry (Mosc), 65, pp. 749-750
Mzhelskaya, T. I., Boldyrev, A. A., (1999) Neirokhimiya, 16, pp. 133-144
Petroff, O. A., Hyder, F., Mattson, R. H., Rothman, D. L., (1999) Neurology, 52, pp. 473-478
Bonomo, R. P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., Maccarrone, G., Nicoletti, F., Vecchio, G., (2003) J. Chem. Soc. Dalton Trans., pp. 4406-4415
Bonomo, R. P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., Vecchio, G., Rizzarelli, E., (1991) Inorg. Chem., 30, pp. 2708-2713
Mulazzani, Q. G., D'Angelantonio, M., Venturi, M., Hoffman, M. Z., Rodgers, M. A. J., (1986) J. Phys. Chem., 90, pp. 5347-5352
Bonomo, R. P., Maccarrone, G., Rizzarelli, E., Vecchio, G., (2002) Inorg. Chim. Acta, 339, pp. 455-460
Chen, W. -H., Yuan, D. -Q., Fujita, K., (1996) Tetrahedron Lett., 37, pp. 7561-7564
Buxton, G. V., Greenstock, C. L., Helman, W. P., Ross, A. B., (1988) J. Phys. Chem. Ref. Data, 17, pp. 513-886
Bansal, K. M., Sellers, R. M., (1975) J. Phys. Chem., 79, pp. 1775-1780
Patel, R. P., Darley-Usmar, V. M., (1999) Free Radic. Res., 30, pp. 1-9
Decker, E. A., Ivanov, V., Zhu, B. Z., Frei, B., (2001) J. Agric. Food Chem., 49, pp. 511-516
Aachmann, F. L., Otzen, D. E., Larsen, K. L., Wimmer, R., (2003) Protein Eng., 16, pp. 905-912
Song, L. X., Teng, C. F., Yang, Y., (2006) J. Incl. Phenom. Macr. Chem., 54, pp. 221-232
Yi, Z., Qasim, M. A., Qasim, S., Warrington, T. L., Laskowski Jr., M., (2006) Biochim. Biophys. Acta, 1760, pp. 372-379
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:
Szejtli, J., (1998) Chem. Rev., 98, pp. 1743-175
Pralhad, T., Rajendrakumar, K., (2004) J. Pharm. Biomed. Anal., 34, pp. 333-339
Uekama, K., (2004) Chem. Pharm. Bull., 52, pp. 900-915
Di Blasio, B., Pavone, V., Nastri, F., Isernia, C., Saviano, M., Pedone, C., Cucinotta, V., Vecchio, G., (1992) Proc. Natl. Acad. Sci. USA, 89, pp. 7218-7221
Djedaini-Pilard, F., Desalos, J., Perly, B., (1993) Tetrahedron Lett., 34, pp. 2457-2460
Fernandez, M., Fragoso, A., Cao, R., Banos, M., Ansorge-Schumacher, M., Hartmeier, W., Villalonga, R., (2004) J. Mol. Catal. B Enzym., 31, pp. 47-52
Hristova-Kazmierski, M.K., Horan, P., Davis, P., Yamamura, H.I., Kramer, T., Horvath, R., Kazmierski, W.M., Hruby, V.J., (1993) Bioorg. Med. Chem. Lett., 3, pp. 831-834
Parrot-Lopez, H., Djedaini, F., Perly, B., Coleman, A.W., Galons, H., Miocque, M., (1990) Tetrahedron Lett., 31, pp. 1999-2002
Pean, C., Creminon, C., Wijkhuisen, A., Grassi, J., Guenot, P., Jehan, P., Dalbiez, J.-P., Djedaini-Pilard, F., (2000) J. Chem. Soc. Perkin Trans., 2, pp. 853-863
Schaschke, N., Fiori, S., Weyher, E., Escrieut, C., Fourmy, D., Mueller, G., Moroder, L., (1998) J. Am. Chem. Soc., 120, pp. 7030-7038
Boldyrev, A.A., Johnson, P., (2002) Oxidative Stress at Molecular, Cellular and Organ Levels, pp. 101-113. , Boldyrev A.A., and Johnson P. (Eds), Research Signpost, India
Skulachev, V.P., (2000) Biochemistry (Mosc), 65, pp. 749-750
Tabakman, R., Lazarovici, P., Kohen, R., (2002) J. Neurosci. Res., 68, pp. 463-469
Mzhelskaya, T.I., Boldyrev, A.A., (1999) Neirokhimiya, 16, pp. 133-144
Petroff, O.A., Hyder, F., Mattson, R.H., Rothman, D.L., (1999) Neurology, 52, pp. 473-478
Guiotto, A., Calderan, A., Ruzza, P., Borin, G., (2005) Curr. Med. Chem., 12, pp. 2293-2315
Teufel, M., Saudek, V., Ledig, J.-P., Bernhardt, A., Boularand, S., Carreau, A., Cairns, N.J., Smirnova, T., (2003) J. Biol. Chem., 278, pp. 6521-6531
Bonomo, R.P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., Maccarrone, G., Nicoletti, F., Vecchio, G., (2003) J. Chem. Soc. Dalton Trans., pp. 4406-4415
La Mendola, D., Sortino, S., Vecchio, G., Rizzarelli, E., (2002) Helv. Chim. Acta, 85, pp. 1633-1643
Bonomo, R.P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., Vecchio, G., Rizzarelli, E., (1991) Inorg. Chem., 30, pp. 2708-2713
Teranishi, K., Watanabe, K., Hisamatsu, M., Yamada, T., (1998) J. Carbohydr. Chem., 17, pp. 489-494
Mulazzani, Q.G., D'Angelantonio, M., Venturi, M., Hoffman, M.Z., Rodgers, M.A.J., (1986) J. Phys. Chem., 90, pp. 5347-5352
Lazzarino, G., Di Pierro, D., Tavazzi, B., Cerroni, L., Giardina, B., (1991) Anal. Biochem., 197, pp. 191-196
Donze, C., Rizzarelli, E., Vecchio, G., (1998) Supramol. Chem., 10, pp. 33-42
Vecchio, G., La Mendola, D., Rizzarelli, E., (2001) J. Supramol. Chem., 1, pp. 87-95
Di Blasio, B., Galdiero, S., Saviano, M., Pedone, C., Benedetti, E., Rizzarelli, E., Pedotti, S., Gibbons, W.A., (1996) Carbohydr. Res., 282, pp. 41-52
Bonomo, R.P., Maccarrone, G., Rizzarelli, E., Vecchio, G., (2002) Inorg. Chim. Acta, 339, pp. 455-460
Cucinotta, V., Giuffrida, A., La Mendola, D., Maccarrone, G., Puglisi, A., Rizzarelli, E., Vecchio, G., (2004) J. Chromatogr. B Anal. Technol. Biomed. Life Sci., 800, pp. 127-133
Nogami, Y., Nasu, K., Koga, T., Ohta, K., Fujita, K., Immel, S., Lindner, H.J., Lichtenthaler, F.W., (1997) Angew. Chem. Int. Ed. Engl., 36, pp. 1899-1902
Chen, W.-H., Yuan, D.-Q., Fujita, K., (1996) Tetrahedron Lett., 37, pp. 7561-7564
Fujita, K., Chen, W.-H., Yuan, D.-Q., Nogami, Y., Koga, T., Fujioka, T., Mihashi, K., Lichtenthaler, F.W., (1999) Tetrahedron: Asymmetry, 10, pp. 1689-1696
Fujita, K., Ohta, K., Ikegami, Y., Shimada, H., Tahara, T., Nogami, Y., Koga, T., Nakajima, T., (1994) Tetrahedron Lett., 35, pp. 9577-9580
Buxton, G.V., Greenstock, C.L., Helman, W.P., Ross, A.B., (1988) J. Phys. Chem. Ref. Data, 17, pp. 513-886
Tamba, M., Torreggiani, A., (1998) Int. J. Radiat. Biol., 74, pp. 333-340
Bansal, K.M., Sellers, R.M., (1975) J. Phys. Chem., 79, pp. 1775-1780
Tsimikas, S., (2006) Curr. Atheroscler. Rep., 8, pp. 55-61
Patel, R.P., Darley-Usmar, V.M., (1999) Free Radic. Res., 30, pp. 1-9
Kuzuya, M., Yamada, K., Hayashi, T., Funaki, C., Naito, M., Asai, K., Kuzuya, F., (1992) Biochim. Biophys. Acta, 1123, pp. 334-341
Decker, E.A., Ivanov, V., Zhu, B.Z., Frei, B., (2001) J. Agric. Food Chem., 49, pp. 511-516
Sovago, I., Farkas, E., Bertalan, C., Lebkiri, A., Kowalik-Jankowska, T., Kozlowski, H., (1993) J. Inorg. Biochem., 51, pp. 715-726
Kritharides, L., Kus, M., Brown, A.J., Jessup, W., Dean, R.T., (1996) J. Biol. Chem., 271, pp. 27450-27455
Giessauf, A., Steiner, E., Esterbauer, H., (1995) Biochim. Biophys. Acta, 1256, pp. 221-232
Aachmann, F.L., Otzen, D.E., Larsen, K.L., Wimmer, R., (2003) Protein Eng., 16, pp. 905-912
Song, L.X., Teng, C.F., Yang, Y., (2006) J. Incl. Phenom. Macr. Chem., 54, pp. 221-232
Yi, Z., Qasim, M.A., Qasim, S., Warrington, T.L., Laskowski Jr., M., (2006) Biochim. Biophys. Acta, 1760, pp. 372-379
Boldyrev, A., Bulygina, E., Leinsoo, T., Petrushanko, I., Tsubone, S., Abe, H., (2004) Comp. Biochem. Physiol. Biochem. Mol. Biol., 137, pp. 81-88
Boldyrev, A. A., Johnson, P., (2002) Oxidative Stress at Molecular, Cellular and Organ Levels, pp. 101-113. , Boldyrev A. A., and Johnson P. (Eds), Research Signpost, India
Skulachev, V. P., (2000) Biochemistry (Mosc), 65, pp. 749-750
Mzhelskaya, T. I., Boldyrev, A. A., (1999) Neirokhimiya, 16, pp. 133-144
Petroff, O. A., Hyder, F., Mattson, R. H., Rothman, D. L., (1999) Neurology, 52, pp. 473-478
Bonomo, R. P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., Maccarrone, G., Nicoletti, F., Vecchio, G., (2003) J. Chem. Soc. Dalton Trans., pp. 4406-4415
Bonomo, R. P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., Vecchio, G., Rizzarelli, E., (1991) Inorg. Chem., 30, pp. 2708-2713
Mulazzani, Q. G., D'Angelantonio, M., Venturi, M., Hoffman, M. Z., Rodgers, M. A. J., (1986) J. Phys. Chem., 90, pp. 5347-5352
Bonomo, R. P., Maccarrone, G., Rizzarelli, E., Vecchio, G., (2002) Inorg. Chim. Acta, 339, pp. 455-460
Chen, W. -H., Yuan, D. -Q., Fujita, K., (1996) Tetrahedron Lett., 37, pp. 7561-7564
Buxton, G. V., Greenstock, C. L., Helman, W. P., Ross, A. B., (1988) J. Phys. Chem. Ref. Data, 17, pp. 513-886
Bansal, K. M., Sellers, R. M., (1975) J. Phys. Chem., 79, pp. 1775-1780
Patel, R. P., Darley-Usmar, V. M., (1999) Free Radic. Res., 30, pp. 1-9
Decker, E. A., Ivanov, V., Zhu, B. Z., Frei, B., (2001) J. Agric. Food Chem., 49, pp. 511-516
Aachmann, F. L., Otzen, D. E., Larsen, K. L., Wimmer, R., (2003) Protein Eng., 16, pp. 905-912
Song, L. X., Teng, C. F., Yang, Y., (2006) J. Incl. Phenom. Macr. Chem., 54, pp. 221-232
Yi, Z., Qasim, M. A., Qasim, S., Warrington, T. L., Laskowski Jr., M., (2006) Biochim. Biophys. Acta, 1760, pp. 372-379
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: 2.416
View Export to BibTeX Export to EndNote
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Impact Factor: 3.444
View Export to BibTeX Export to EndNote
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Impact Factor: 3.042
View Export to BibTeX Export to EndNote
La Mendola D, Bonomo RP, Caminati S, Di Natale G, Emmi SS, Hansson O, Maccarrone G, Pappalardo G, Pietropaolo A, Rizzarelli E
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View Export to BibTeX Export to EndNote
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Impact Factor: 2.882
View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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Impact Factor: 2.019
View Export to BibTeX Export to EndNote
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Impact Factor: 2.013
View Export to BibTeX Export to EndNote
Bonomo RP, Bruno V, Conte E, De Guidi G, La Mendola D, Maccarrone G, Nicoletti F, Rizzarelli E, Sortino S, Vecchio G
* Potentiometric, spectroscopic and antioxidant activity studies of SOD mimics containing carnosine (376 views)
Dalton T (ISSN: 1477-9226, 1477-9234, 1477-9234electronic), 2003; (23): 4406-4415.
Impact Factor: 2.908
View Export to BibTeX Export to EndNote
Colao A, Di Somma C, Pivonello R, Cuocolo A, Spinelli L, Bonaduce D, Salvatore M, Lombardi G
* The cardiovascular risk of adult GH deficiency (GHD) improved after GH replacement and worsened in untreated GHD: A 12-month prospective study (361 views)
J Clin Endocrinol Metab (ISSN: 0021-972x), 2002 Mar; 87(3): 1088-1093.
Impact Factor: 5.199
View Export to BibTeX Export to EndNote
Tabbì G, Nauser T, Koppenol WH, Reedijk J
A Pulse Radiolysis Study of an Imidazolato-Bridged Asymmetric Dicopper(II) Complex: A Structural and Functional Mimic of Superoxide Dismutase (242 views)
Eur J Inorg Chem (ISSN: 1434-1948, 1099-0682e), 1998; (12): 1939-1943.
Impact Factor: 2.222
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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