Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy (421 views)
Tetrahedron Lett (ISSN: 0040-4039), 2015 Feb 4; 56(6): 775-778.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 2.347, 5-year impact factor: 2.212
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84921033943&partnerID=40&md5=603cc82bc5de785db1cb595be5153d45
Keywords: 5-Aminolevulinic Acid Methyl Ester, Folate Conjugates, Photodynamic Therapy, β-Amino Acids, Folic Acid, Photosensitizing Agent, Article, Conjugation, Solid Phase Synthesis, ?-Amino Acids,
Affiliations:
*** 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:
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 BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 2.347, 5-year impact factor: 2.212
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84921033943&partnerID=40&md5=603cc82bc5de785db1cb595be5153d45
Keywords: 5-Aminolevulinic Acid Methyl Ester, Folate Conjugates, Photodynamic Therapy, β-Amino Acids, Folic Acid, Photosensitizing Agent, Article, Conjugation, Solid Phase Synthesis, ?-Amino Acids,
Affiliations:
*** 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:
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
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9 Records (9 excluding Abstracts).
Total impact factor: 24.828 (24.828 excluding Abstracts).
Total 5 year impact factor: 19.461 (19.461 excluding Abstracts).
Total impact factor: 24.828 (24.828 excluding Abstracts).
Total 5 year impact factor: 19.461 (19.461 excluding Abstracts).
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