Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy (380 views visite)
Tetrahedron Lett (ISSN: 0040-4039), 2015 Feb 4; 56(6): 775-778.
Export to Esporta in BibTeX Export to Esporta in EndNote
Paper type Tipo di articolo: Journal Article,
Impact factor: 2.347, 5-year impact factor Impact factor a 5 anni: 2.212
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84921033943&partnerID=40&md5=603cc82bc5de785db1cb595be5153d45
Keywords Parole chiave: 5-Aminolevulinic Acid Methyl Ester, Folate Conjugates, Photodynamic Therapy, β-Amino Acids, Folic Acid, Photosensitizing Agent, Article, Conjugation, Solid Phase Synthesis, ?-Amino Acids,
Affiliations Affiliazioni:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università Degli Studi di Napoli Federico II, via Cintia 21Napoli, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16Napoli, Italy
Dipartimento di Farmacia, Università Degli Studi di Napoli Federico II, Via D. Montesano 49Napoli, Italy
Universita degli Studi di Napoli Federico II
References Riferimenti:
Bildstein, L., Dubernet, C., Couvreur, P., (2011) Adv. Drug Delivery Rev., 63, pp. 3-2
Bertrand, N., Wu, J., Xu, X., Kamaly, N., Farokhzad, O.C., (2014) Adv. Drug Delivery Rev., 66, pp. 2-25
Kratz, F., Müller, I.A., Ryppa, C., Warnecke, A., (2008) ChemMedChem, 3, pp. 20-53
Huang, C.K., Lo, C.L., Chen, H.H., Hsiue, G.H., (2007) Adv. Funct. Mater., 17, pp. 2291-2297
Kim, K., Lee, M., Park, H., Kim, J.-H., Kim, S., Chung, H., Choi, K., Kwon, I.C., (2006) J. Am. Chem. Soc., 128, pp. 3490-3491
Jaracz, S., Chen, J., Kuznetsova, L.V., Ojima, I., (2005) Bioorg. Med. Chem., 13, pp. 5043-5054
Xia, W., Low, P.S., (2010) J. Med. Chem., 53, pp. 6811-6824
Low, P.S., Kularatne, S.A., (2009) Curr. Opin. Chem. Biol., 13, pp. 256-262
Low, P.S., Henne, W.A., Doorneweerd, D.D., (2008) Acc. Chem. Res., 41, pp. 120-129
Low, P.S., Antony, A.C., (2004) Adv. Drug Delivery Rev., 56, pp. 1055-1058
Wang, S., Low, P.S., (1998) J. Controlled Release, 53, pp. 39-48
Sabharanjak, S., Mayor, S., (2004) Adv. Drug Delivery Rev., 56, pp. 1099-1109
Leamon, C.P., Low, P.S., (1991) Proc. Natl. Acad. Sci. U.S.A., 88, pp. 5572-5576
Bareford, L.M., Swaan, P.W., (2007) Adv. Drug Delivery Rev., 59, pp. 748-758
Zhang, Z., Jia, J., Lai, Y., Ma, Y., Weng, J., Sun, L., (2010) Bioorg. Med. Chem., 18, pp. 5528-5534
Lee, D.Y., Li, K.C.P., (2011) Am. J. Roentgenol., 197, pp. 318-324
Li, D., Li, P., Lin, H., Jiang, Z., Guo, L., Li, B., (2013) J. Photochem. Photobiol., B, 127, pp. 28-37
Gravier, J., Schneider, R., Frochot, C., Bastogne, T., Schmitt, F., Didelon, J., Guillemin, F., Barberi-Heyob, M., (2008) J. Med. Chem., 51, pp. 3867-3877
Schneider, R., Schmitt, F., Frochot, C., Fort, Y., Lourette, N., Guillemin, F., Müller, F., Barberi-Heyob, M., (2005) Bioorg. Med. Chem., 13, pp. 2799-2808
Wang, S., Wang, J., Chen, J.-Y., (2014) J. Mater. Chem. B, 2, pp. 1594-1602
Li, K., Jiang, Y., Ding, D., Zhang, X., Liu, Y., Hua, J., Feng, S.-S., Liu, B., (2011) Chem. Commun., pp. 7323-7325
Liang, R., Ma, L., Zhang, L., Li, C., Liu, W., Wei, M., Yan, D., Duan, X., (2014) Chem. Commun., pp. 14983-14986
Jang, Y., Kim, S., Oh, W.-K., Kim, C., Lee, I., Jang, J., (2014) Chem. Commun., pp. 15345-15347
Guaragna, A., Chiaviello, A., Paolella, C., D'Alonzo, D., Palumbo, G., Palumbo, G., (2012) Bioconjugate Chem., 23, pp. 84-96
Twaites, B., De Las Heras Alarcón, C., Alexander, C., (2005) J. Mater. Chem., 15, pp. 441-455
Seebach, D., Gardiner, J., (2008) Acc. Chem. Res., 41, pp. 1366-1375
Hook, D.F., Gessier, F., Noti, C., Kast, P., Seebach, D., (2004) ChemBioChem, 5, pp. 691-706
Atkinson, S.F., Bettinger, T., Seymour, L.W., Behr, J., Ward, C.M., (2001) J. Biol. Chem., 276, pp. 27930-27935
Kratz, F., M ller, I. A., Ryppa, C., Warnecke, A., (2008) ChemMedChem, 3, pp. 20-53
Huang, C. K., Lo, C. L., Chen, H. H., Hsiue, G. H., (2007) Adv. Funct. Mater., 17, pp. 2291-2297
Xia, W., Low, P. S., (2010) J. Med. Chem., 53, pp. 6811-6824
Low, P. S., Kularatne, S. A., (2009) Curr. Opin. Chem. Biol., 13, pp. 256-262
Low, P. S., Henne, W. A., Doorneweerd, D. D., (2008) Acc. Chem. Res., 41, pp. 120-129
Low, P. S., Antony, A. C., (2004) Adv. Drug Delivery Rev., 56, pp. 1055-1058
Wang, S., Low, P. S., (1998) J. Controlled Release, 53, pp. 39-48
Leamon, C. P., Low, P. S., (1991) Proc. Natl. Acad. Sci. U. S. A., 88, pp. 5572-5576
Bareford, L. M., Swaan, P. W., (2007) Adv. Drug Delivery Rev., 59, pp. 748-758
Lee, D. Y., Li, K. C. P., (2011) Am. J. Roentgenol., 197, pp. 318-324
Hook, D. F., Gessier, F., Noti, C., Kast, P., Seebach, D., (2004) ChemBioChem, 5, pp. 691-706
Atkinson, S. F., Bettinger, T., Seymour, L. W., Behr, J., Ward, C. M., (2001) J. Biol. Chem., 276, pp. 27930-27935
Tetrahedron Lett (ISSN: 0040-4039), 2015 Feb 4; 56(6): 775-778.
Export to Esporta in BibTeX Export to Esporta in EndNote
Paper type Tipo di articolo: Journal Article,
Impact factor: 2.347, 5-year impact factor Impact factor a 5 anni: 2.212
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84921033943&partnerID=40&md5=603cc82bc5de785db1cb595be5153d45
Keywords Parole chiave: 5-Aminolevulinic Acid Methyl Ester, Folate Conjugates, Photodynamic Therapy, β-Amino Acids, Folic Acid, Photosensitizing Agent, Article, Conjugation, Solid Phase Synthesis, ?-Amino Acids,
Affiliations Affiliazioni:
*** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università Degli Studi di Napoli Federico II, via Cintia 21Napoli, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16Napoli, Italy
Dipartimento di Farmacia, Università Degli Studi di Napoli Federico II, Via D. Montesano 49Napoli, Italy
Universita degli Studi di Napoli Federico II
References Riferimenti:
Bildstein, L., Dubernet, C., Couvreur, P., (2011) Adv. Drug Delivery Rev., 63, pp. 3-2
Bertrand, N., Wu, J., Xu, X., Kamaly, N., Farokhzad, O.C., (2014) Adv. Drug Delivery Rev., 66, pp. 2-25
Kratz, F., Müller, I.A., Ryppa, C., Warnecke, A., (2008) ChemMedChem, 3, pp. 20-53
Huang, C.K., Lo, C.L., Chen, H.H., Hsiue, G.H., (2007) Adv. Funct. Mater., 17, pp. 2291-2297
Kim, K., Lee, M., Park, H., Kim, J.-H., Kim, S., Chung, H., Choi, K., Kwon, I.C., (2006) J. Am. Chem. Soc., 128, pp. 3490-3491
Jaracz, S., Chen, J., Kuznetsova, L.V., Ojima, I., (2005) Bioorg. Med. Chem., 13, pp. 5043-5054
Xia, W., Low, P.S., (2010) J. Med. Chem., 53, pp. 6811-6824
Low, P.S., Kularatne, S.A., (2009) Curr. Opin. Chem. Biol., 13, pp. 256-262
Low, P.S., Henne, W.A., Doorneweerd, D.D., (2008) Acc. Chem. Res., 41, pp. 120-129
Low, P.S., Antony, A.C., (2004) Adv. Drug Delivery Rev., 56, pp. 1055-1058
Wang, S., Low, P.S., (1998) J. Controlled Release, 53, pp. 39-48
Sabharanjak, S., Mayor, S., (2004) Adv. Drug Delivery Rev., 56, pp. 1099-1109
Leamon, C.P., Low, P.S., (1991) Proc. Natl. Acad. Sci. U.S.A., 88, pp. 5572-5576
Bareford, L.M., Swaan, P.W., (2007) Adv. Drug Delivery Rev., 59, pp. 748-758
Zhang, Z., Jia, J., Lai, Y., Ma, Y., Weng, J., Sun, L., (2010) Bioorg. Med. Chem., 18, pp. 5528-5534
Lee, D.Y., Li, K.C.P., (2011) Am. J. Roentgenol., 197, pp. 318-324
Li, D., Li, P., Lin, H., Jiang, Z., Guo, L., Li, B., (2013) J. Photochem. Photobiol., B, 127, pp. 28-37
Gravier, J., Schneider, R., Frochot, C., Bastogne, T., Schmitt, F., Didelon, J., Guillemin, F., Barberi-Heyob, M., (2008) J. Med. Chem., 51, pp. 3867-3877
Schneider, R., Schmitt, F., Frochot, C., Fort, Y., Lourette, N., Guillemin, F., Müller, F., Barberi-Heyob, M., (2005) Bioorg. Med. Chem., 13, pp. 2799-2808
Wang, S., Wang, J., Chen, J.-Y., (2014) J. Mater. Chem. B, 2, pp. 1594-1602
Li, K., Jiang, Y., Ding, D., Zhang, X., Liu, Y., Hua, J., Feng, S.-S., Liu, B., (2011) Chem. Commun., pp. 7323-7325
Liang, R., Ma, L., Zhang, L., Li, C., Liu, W., Wei, M., Yan, D., Duan, X., (2014) Chem. Commun., pp. 14983-14986
Jang, Y., Kim, S., Oh, W.-K., Kim, C., Lee, I., Jang, J., (2014) Chem. Commun., pp. 15345-15347
Guaragna, A., Chiaviello, A., Paolella, C., D'Alonzo, D., Palumbo, G., Palumbo, G., (2012) Bioconjugate Chem., 23, pp. 84-96
Twaites, B., De Las Heras Alarcón, C., Alexander, C., (2005) J. Mater. Chem., 15, pp. 441-455
Seebach, D., Gardiner, J., (2008) Acc. Chem. Res., 41, pp. 1366-1375
Hook, D.F., Gessier, F., Noti, C., Kast, P., Seebach, D., (2004) ChemBioChem, 5, pp. 691-706
Atkinson, S.F., Bettinger, T., Seymour, L.W., Behr, J., Ward, C.M., (2001) J. Biol. Chem., 276, pp. 27930-27935
Kratz, F., M ller, I. A., Ryppa, C., Warnecke, A., (2008) ChemMedChem, 3, pp. 20-53
Huang, C. K., Lo, C. L., Chen, H. H., Hsiue, G. H., (2007) Adv. Funct. Mater., 17, pp. 2291-2297
Xia, W., Low, P. S., (2010) J. Med. Chem., 53, pp. 6811-6824
Low, P. S., Kularatne, S. A., (2009) Curr. Opin. Chem. Biol., 13, pp. 256-262
Low, P. S., Henne, W. A., Doorneweerd, D. D., (2008) Acc. Chem. Res., 41, pp. 120-129
Low, P. S., Antony, A. C., (2004) Adv. Drug Delivery Rev., 56, pp. 1055-1058
Wang, S., Low, P. S., (1998) J. Controlled Release, 53, pp. 39-48
Leamon, C. P., Low, P. S., (1991) Proc. Natl. Acad. Sci. U. S. A., 88, pp. 5572-5576
Bareford, L. M., Swaan, P. W., (2007) Adv. Drug Delivery Rev., 59, pp. 748-758
Lee, D. Y., Li, K. C. P., (2011) Am. J. Roentgenol., 197, pp. 318-324
Hook, D. F., Gessier, F., Noti, C., Kast, P., Seebach, D., (2004) ChemBioChem, 5, pp. 691-706
Atkinson, S. F., Bettinger, T., Seymour, L. W., Behr, J., Ward, C. M., (2001) J. Biol. Chem., 276, pp. 27930-27935
Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy
The development of a novel tumor-targeting photosensitizer delivery system, with potential ability to selectively transport the photosensitizer prodrug 5-aminolevulinic acid methyl ester (MAL) into the tumor site has been herein described. Conjugation of MAL to folic acid (FA) via an unnatural beta-peptide linker has been carried out almost entirely by an efficient solid phase approach. This molecular system has been devised for possible applications in selective photodynamic diagnosis (PDD) and therapy (PDT). (C) 2014 Elsevier Ltd. All rights reserved.
The development of a novel tumor-targeting photosensitizer delivery system, with potential ability to selectively transport the photosensitizer prodrug 5-aminolevulinic acid methyl ester (MAL) into the tumor site has been herein described. Conjugation of MAL to folic acid (FA) via an unnatural beta-peptide linker has been carried out almost entirely by an efficient solid phase approach. This molecular system has been devised for possible applications in selective photodynamic diagnosis (PDD) and therapy (PDT). (C) 2014 Elsevier Ltd. All rights reserved.
Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy
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Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy
Venuta A, Moret F, Dal Poggetto G, Esposito D, Fraix A, Avitabile C, Ungaro F, Malinconico M, Sortino S, Romanelli A, Laurienzo P, Reddi E, Quaglia F
* Shedding light on surface exposition of poly(ethylene glycol) and folate targeting units on nanoparticles of poly(ε-caprolactone) diblock copolymers: Beyond a paradigm (311 visite)
Eur J Pharm Sci (ISSN: 0928-0987, 0928-0987linking), 2018 Jan 1; 111: 177-185.
Impact Factor: 0
Dettagli Esporta in BibTeX Esporta in EndNote
Monaco I, Arena F, Biffi S, Locatelli E, Bortot B, La Cava F, Marini GM, Severini GM, Terreno E, Comes Franchini M
* Synthesis of Lipophilic Core-Shell Fe3O4@SiO2@Au Nanoparticles and Polymeric Entrapment into Nanomicelles: A Novel Nanosystem for in Vivo Active Targeting and Magnetic Resonance-Photoacoustic Dual Imaging (351 visite)
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J Biomed Nanotechnol (ISSN: 1550-7033), 2016; 12(5): 1076-1088.
Impact Factor: 4.521
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De Natale C, Minerva V, Patti L, Mazzarella R, Ciano O, Maione S, Luongo D, Naviglio D, Marotta G, Turco S, Ciati R, Melegari C, Rivellese AA, Riccardi G
* Effects Of Baked Products Enriched With N-3 Fatty Acids, Folates, β -Glucans, And Tocopherol In Patients With Mild Mixed Hyperlipidemia (269 visite)
J Am Coll Nutr (ISSN: 1541-1087, 0731-5724), 2012 Oct; 31(5): 311-319.
Impact Factor: 1.738
Dettagli Esporta in BibTeX Esporta in EndNote
Russo M, Tedesco I, Iacomino G, Palumbo R, Galano G, Russo GL
* Dietary phytochemicals in chemoprevention of cancer (307 visite)
Curr Med Chem (ISSN: 1568-0134), 2005; 5(1): 61-72.
Impact Factor: 3.715
Dettagli Esporta in BibTeX Esporta in EndNote
Monfrecola G, Procaccini EM, D'Onofrio D, Roberti G, Liuzzi R, Staibano S, Manco A, De Rosa G, Santoianni P
* Hyperpigmentation induced by topical 5-aminolaevulinic acid plus visible light (426 visite)
J Photochem Photobiol B (ISSN: 1011-1344, 1011-1344print, 1011-1344linking), 2002 Nov; 68(2-3): 147-155.
Impact Factor: 1.573
Dettagli Esporta in BibTeX Esporta in EndNote
Benedetti E, Iacovino R, Pedone C, Rossi F, Saviano M, Isernia C, Montesarchio D, DeNapoli L, Piccialli G
β-Amino acid residues: Conformational characterization of an N- and C-protected homo-β-(S)-leucine (278 visite)
Int J Pept Res Ther (ISSN: 0929-5666, 1573-3149), 1997 Jun; 4(3): 129-134.
Impact Factor: 0.557
Dettagli Esporta in BibTeX Esporta in EndNote
FOLEY S, JONES G, LAND E J, LIUZZI R, MCGARVEY D, PERRY M, USCOTT T G
The Syntesis and Photophisycal Properties of Polyether Substituited Phthalocyanines of Potential Use in Photodynamic Therapy (215 visite)
Journal Of The Chemical Society Perkin Transactions I (ISSN: 0300-922x), 1997; 2(9): N1725-N1725.
Impact Factor: 1.918
Dettagli Esporta in BibTeX Esporta in EndNote
8 Records (8 escludendo Abstract e Conferenze).
Impact factor totale: 18.507 (18.507 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 19.461 (19.461 escludendo Abstract e Conferenze).
Vai a fine pagina Versione per copia e incolla facile Esporta tutto in BibTeX Esporta tutto in EndNote
Venuta A, Moret F, Dal Poggetto G, Esposito D, Fraix A, Avitabile C, Ungaro F, Malinconico M, Sortino S, Romanelli A, Laurienzo P, Reddi E, Quaglia F
* Shedding light on surface exposition of poly(ethylene glycol) and folate targeting units on nanoparticles of poly(ε-caprolactone) diblock copolymers: Beyond a paradigm (311 visite)
Eur J Pharm Sci (ISSN: 0928-0987, 0928-0987linking), 2018 Jan 1; 111: 177-185.
Impact Factor: 0
Dettagli Esporta in BibTeX Esporta in EndNote
Monaco I, Arena F, Biffi S, Locatelli E, Bortot B, La Cava F, Marini GM, Severini GM, Terreno E, Comes Franchini M
* Synthesis of Lipophilic Core-Shell Fe3O4@SiO2@Au Nanoparticles and Polymeric Entrapment into Nanomicelles: A Novel Nanosystem for in Vivo Active Targeting and Magnetic Resonance-Photoacoustic Dual Imaging (351 visite)
Bioconjug Chem (ISSN: 1043-1802, 1520-4812), 2017 May 17; 28(5): 1382-1390.
Impact Factor: 4.485
Dettagli Esporta in BibTeX Esporta in EndNote
Accardo A, Arena F, Gianolio E, Marasco D, Ringhieri P, Boffa C, Bardini P, Aime S, Morelli G
* Diolein based nanostructures as targeted theranostics (408 visite)
J Biomed Nanotechnol (ISSN: 1550-7033), 2016; 12(5): 1076-1088.
Impact Factor: 4.521
Dettagli Esporta in BibTeX Esporta in EndNote
De Natale C, Minerva V, Patti L, Mazzarella R, Ciano O, Maione S, Luongo D, Naviglio D, Marotta G, Turco S, Ciati R, Melegari C, Rivellese AA, Riccardi G
* Effects Of Baked Products Enriched With N-3 Fatty Acids, Folates, β -Glucans, And Tocopherol In Patients With Mild Mixed Hyperlipidemia (269 visite)
J Am Coll Nutr (ISSN: 1541-1087, 0731-5724), 2012 Oct; 31(5): 311-319.
Impact Factor: 1.738
Dettagli Esporta in BibTeX Esporta in EndNote
Russo M, Tedesco I, Iacomino G, Palumbo R, Galano G, Russo GL
* Dietary phytochemicals in chemoprevention of cancer (307 visite)
Curr Med Chem (ISSN: 1568-0134), 2005; 5(1): 61-72.
Impact Factor: 3.715
Dettagli Esporta in BibTeX Esporta in EndNote
Monfrecola G, Procaccini EM, D'Onofrio D, Roberti G, Liuzzi R, Staibano S, Manco A, De Rosa G, Santoianni P
* Hyperpigmentation induced by topical 5-aminolaevulinic acid plus visible light (426 visite)
J Photochem Photobiol B (ISSN: 1011-1344, 1011-1344print, 1011-1344linking), 2002 Nov; 68(2-3): 147-155.
Impact Factor: 1.573
Dettagli Esporta in BibTeX Esporta in EndNote
Benedetti E, Iacovino R, Pedone C, Rossi F, Saviano M, Isernia C, Montesarchio D, DeNapoli L, Piccialli G
β-Amino acid residues: Conformational characterization of an N- and C-protected homo-β-(S)-leucine (278 visite)
Int J Pept Res Ther (ISSN: 0929-5666, 1573-3149), 1997 Jun; 4(3): 129-134.
Impact Factor: 0.557
Dettagli Esporta in BibTeX Esporta in EndNote
FOLEY S, JONES G, LAND E J, LIUZZI R, MCGARVEY D, PERRY M, USCOTT T G
The Syntesis and Photophisycal Properties of Polyether Substituited Phthalocyanines of Potential Use in Photodynamic Therapy (215 visite)
Journal Of The Chemical Society Perkin Transactions I (ISSN: 0300-922x), 1997; 2(9): N1725-N1725.
Impact Factor: 1.918
Dettagli Esporta in BibTeX Esporta in EndNote
8 Records (8 escludendo Abstract e Conferenze).
Impact factor totale: 18.507 (18.507 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 19.461 (19.461 escludendo Abstract e Conferenze).
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