Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy

Solid phase synthesis of a novel folate-conjugated 5-aminolevulinic acid methyl ester based photosensitizer for selective photodynamic therapy (155 visite)

Guaragna A, Roviello GN, D'Errico S, Paolella C, Palumbo G, D'Alonzo D

TETRAHEDRON LETT (ISSN: 0040-4039), 2015 Feb 4; 56(6): 775-778.

Tipo di articolo: Journal Article,

Impact factor: 2.347, Impact factor a 5 anni: 2.212

Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84921033943&partnerID=40&md5=603cc82bc5de785db1cb595be5153d45

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,

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

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

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.

Interrogazione effettuata: [atitle, keywords] "5-Aminolevulinic Acid Methyl Ester" OR [atitle, keywords] "Folate Conjugates" OR [atitle, keywords] "Photodynamic Therapy" OR [atitle, keywords] "β-Amino Acids" OR [atitle, keywords] "Folic Acid" OR [atitle, keywords] "Photosensitizing Agent" OR [atitle, keywords] "Conjugation"

Nessun risultato.

Interrogazione effettuata: [ptitle] "5-Aminolevulinic Acid Methyl Ester" OR [ptitle] "Folate Conjugates" OR [ptitle] "Photodynamic Therapy" OR [ptitle] "β-Amino Acids" OR [ptitle] "Folic Acid" OR [ptitle] "Photosensitizing Agent" OR [ptitle] "Conjugation"

Nessun risultato.

Interrogazione effettuata: [btitle, keywords] "5-Aminolevulinic Acid Methyl Ester" [btitle, keywords] "Folate Conjugates" [btitle, keywords] "Photodynamic Therapy" [btitle, keywords] "β-Amino Acids" [btitle, keywords] "Folic Acid" [btitle, keywords] "Photosensitizing Agent" [btitle, keywords] "Conjugation"

Cerca bibliografia collegata su PubMed

Ricerca avanzata▼

Vai a fine pagina Versione per copia e incolla facile Esporta tutto in BibTeX Esporta tutto in EndNote

Zambrano G, Ruggiero E, Malafronte A, Chino M, Maglio O, Pavone V, Nastri F, Lombardi A
* Artificial Heme Enzymes for the Construction of Gold-Based Biomaterials (33 visite)
Int J Mol Sc (ISSN: 1422-0067electronic, 1422-0067linking, 1661-6596), 2018 Sep 24; 19(10): N/D-N/D.
Impact Factor: 3.687
Dettagli    Esporta in BibTeX    Esporta in EndNote

Roviello GN
* Novel insights into nucleoamino acids: biomolecular recognition and aggregation studies of a thymine-conjugated L-phenyl alanine (98 visite)
Amino Acids (ISSN: 1438-2199electronic, 0939-4451linking), 2018 May 15; DOI10.1007/s00726-01: 933-941.
Impact Factor: 3.173
Dettagli    Esporta in BibTeX    Esporta 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 (8 visite)
Eur J Pharm Sci (ISSN: 0928-0987), 2018; 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 (59 visite)
BIOCONJUGATE CHEM (ISSN: 1043-1802), 2017 May 17; 28(5): 1382-1390.
Impact Factor: 4.485
Dettagli    Esporta in BibTeX    Esporta in EndNote

Martínez-fernández L, Granucci G, Pollum M, Crespo-hernández CE, Persico M, Corral I
* Decoding the Molecular Basis for the Population Mechanism of the Triplet Phototoxic Precursors in UVA Light-Activated Pyrimidine Anticancer Drugs (3 visite)
CHEM-EUR J (ISSN: 0947-6539), 2017; 23(11): 2619-2627.
Impact Factor: 5.16
Dettagli    Esporta in BibTeX    Esporta in EndNote

Esposito R, Calvanese L, Cucciolito ME, D'Auria G, Falcigno L, Fiorini V, Pezzella P, Roviello G, Stagni S, Talarico G, Ruffo F
* Oxidative coupling of imino, amide platinum(II) complexes yields highly conjugated blue dimers (4 visite)
ORGANOMETALLICS (ISSN: 0276-7333), 2017; 36(2): 384-390.
Impact Factor: 4.051
Dettagli    Esporta in BibTeX    Esporta in EndNote

Cucciolito ME, Trinchillo M, Iannitti R, Palumbo R, Tesauro D, Tuzi A, Ruffo F, D'Amora A
* Sugar-Incorporated N-Heterocyclic-Carbene-Containing Gold(I) Complexes: Synthesis, Characterization, and Cytotoxic Evaluation (90 visite)
EUR J INORG CHEM (ISSN: 1434-1948), 2017; 2017(42): 4855-4961.
Impact Factor: 2.507
Dettagli    Esporta in BibTeX    Esporta in EndNote

Simoni E, Caporaso R, Bergamini C, Fiori J, Fato R, Miszta P, Filipek S, Caraci F, Giuffrida ML, Andrisano V, Minarini A, Bartolini M, Rosini M
* Polyamine Conjugation as a Promising Strategy To Target Amyloid Aggregation in the Framework of Alzheimer's Disease (90 visite)
ACS MED CHEM LETT (ISSN: 1948-5875), 2016 Sep 26; 7(12): 1145-1150.
Impact Factor: 3.746
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 (147 visite)
J BIOMED NANOTECHNOL (ISSN: 1550-7033), 2016; 12(5): 1076-1088.
Impact Factor: 4.521
Dettagli    Esporta in BibTeX    Esporta in EndNote

Caporale A, Selis F, Pain D, Sandomenico A, Jotti S, Tonon G, Ruvo M
* The LQSP tetrapeptide is a new highly efficient substrate of microbial transglutaminase for the site-specific derivatization of peptides and proteins (165 visite)
BIOTECHNOL J (ISSN: 1860-6768), 2015 Jan; 10(1): 154-161.
Impact Factor: 3.781
Dettagli    Esporta in BibTeX    Esporta in EndNote

Correale S, de Paola I, Morgillo CM, Federico A, Zaccaro L, Pallante P, Galeone A, Fusco A, Pedone E, Luque FJ, Catalanotti B
* Structural Model of the hUbA1-UbcH10 Quaternary Complex: In Silico and Experimental Analysis of the Protein-Protein Interactions between E1, E2 and Ubiquitin (152 visite)
PLOS ONE (ISSN: 1932-6203), 2014 Nov 6; 9(11): e112082-e112082.
Impact Factor: 3.234
Dettagli    Esporta in BibTeX    Esporta in EndNote

Engelen M, Lombardi A, Vitale R, Lista L, Maglio O, Pavone V, Nastri F
* Branched porphyrins as functional scaffolds for multisite bioconjugation (92 visite)
BIOTECHNOL APPL BIOC (ISSN: 0885-4513), 2014 Sep 21; N/D: N/D-N/D.
Impact Factor: 1.362
Dettagli    Esporta in BibTeX    Esporta in EndNote

Romanucci V, Milardi D, Campagna T, Gaglione M, Messere A, D'Urso A, Crisafi E, La Rosa C, Zarrelli A, Balzarini J, Di Fabio G
* Synthesis, biophysical characterization and anti-HIV activity of d(TG(3)AG) Quadruplexes bearing hydrophobic tails at the 5 '-end (149 visite)
BIOORGAN MED CHEM (ISSN: 0968-0896), 2014 Feb 1; 22(3): 960-966.
Impact Factor: 2.793
Dettagli    Esporta in BibTeX    Esporta in EndNote

Smaldone G, Falanga A, Capasso D, Guarnieri D, Correale S, Galdiero M, Netti PA, Zollo M, Galdiero S, Di Gaetano S, Pedone E
* gH625 is a viral derived peptide for effective delivery of intrinsically disordered proteins (148 visite)
Int J Nanomed (ISSN: 1178-2013, 1176-9114, 1178-2013electronic), 2013; 8: 2555-2565.
Impact Factor: 4.195
Dettagli    Esporta in BibTeX    Esporta in EndNote

Berisio R
* Learning from pathogens: Exploiting host-pathogen liaison for therapeutic development (127 visite)
Curr Protein Pept Sci (ISSN: 1389-2037), 2012 Dec; 13(8): 697-698.
Impact Factor: 2.326
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 (117 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

Musumeci D, Oliviero G, Roviello GN, Bucci EM, Piccialli G
* G-quadruplex-forming oligonucleotide conjugated to magnetic nanoparticles: Synthesis, characterization, and enzymatic stability assays (133 visite)
Bioconjug Chem (ISSN: 1043-1802, 1520-4812, 1520-4812electronic), 2012 Mar 21; 23(3): 382-391.
Impact Factor: 4.58
Dettagli    Esporta in BibTeX    Esporta in EndNote

Palmieri G, Bergamo P, Luini A, Ruvo M, Gogliettino M, Langella E, Saviano M, Hegde RN, Sandomenico A, Rossi M
* Acylpeptide Hydrolase Inhibition as Targeted Strategy to Induce Proteasomal Down-Regulation (160 visite)
Plosone (ISSN: 1932-6203, 1932-6203electronic), 2011 Oct 10; 6(10): N/D-N/D.
Impact Factor: 4.092
Dettagli    Esporta in BibTeX    Esporta in EndNote

Monfregola L, Saviano M, De Luca S
* Synthesis and Characterization of a Selective Alpha(v)Beta(3) Receptor Cyclic Peptide Antagonist Functionalized with a Chelating Group for Metal Labelling (101 visite)
Int J Pept Res Ther (ISSN: 1573-3149, 0929-5666), 2010 Mar; 16(1): 1-5.
Impact Factor: 1.034
Dettagli    Esporta in BibTeX    Esporta in EndNote

Orsi S, De Capua A, Guarnieri D, Marasco D, Netti PA
* Cell recruitment and transfection in gene activated collagen matrix (115 visite)
Biomaterials (ISSN: 0142-9612, 1878-5905electronic, 0142-9612linking), 2010 Jan; 31(3): 570-576.
Impact Factor: 7.883
Dettagli    Esporta in BibTeX    Esporta in EndNote

Puglisi A, Rizzarelli E, Vecchio G, Iacovino R, Benedetti E, Pedone C, Saviano M
* Crystal And Molecular Structure Of Beta-Cyclodextrins Functionalized With The Anti-Inflammatory Drug Etodolac (144 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2009 Dec; 91(12): 1227-1235.
Impact Factor: 2.605
Dettagli    Esporta in BibTeX    Esporta in EndNote

Zannetti A, Del Vecchio S, Iommelli F, Del Gatto A, De Luca S, Zaccaro L, Papaccioli A, Sommella J, Panico M, Speranza A, Grieco P, Novellino E, Saviano M, Pedone C, Salvatore M
* Imaging of αvβ3 expression by a bifunctional chimeric RGD peptide not cross-reacting with α vβ5 (147 visite)
Clin Cancer Res (ISSN: 1078-0432, 1078-0432linking, 1078-0432print), 2009 Sep 15; 15(16): 5224-5233.
Impact Factor: 6.747
Dettagli    Esporta in BibTeX    Esporta in EndNote

Puglisi A, Purrello R, Rizzarelli E, Sortino S, Vecchio G
* Spectroscopic and self-association behavior of a porphyrin-β- cyclodextrin conjugate (108 visite)
New J Chem (ISSN: 1144-0546), 2007; 31(8): 1499-1506.
Impact Factor: 2.651
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 (108 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 (90 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

De Napoli L, De Luca S, Di Fabio G, Messere A, Montesarchio D, Morelli G, Piccialli G, Tesauro D
A facile solid-phase strategy for the synthesis of oligonucleotide- tetraphenylporphyrin conjugates (97 visite)
European Journal Of Organic Chemistry (ISSN: 1434-193x), 2000; (6): 1013-1018.
Impact Factor: 2.15
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 (87 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

Colasanti A, Kisslinger A, Kusch D, Liuzzi R, Mastrocinque M, Montforts FP, Quarto M, Riccio P, Roberti G, Villani F
In vitro photo-activation of newly synthesized chlorin derivatives with red-light-emitting diodes (86 visite)
J Photochem Photobiol B (ISSN: 1011-1344print, 1011-1344linking), 1997 Mar; 38(1): 54-60.
Impact Factor: 1.381
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 (65 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

Costanzo LL, De Guidi G, Giuffrida S, Sortino S, Condorelli G, Pappalardo G
Antioxidant effect of copper(II) on photosensitized lipid peroxidation (100 visite)
J Chem Res (ISSN: 0162-0134print, 0162-0134linking, 1873-3344), 1995 Feb; 57(2): 115-125.
Impact Factor: 1.342
Dettagli    Esporta in BibTeX    Esporta in EndNote

30 Records (27 escludendo Abstract e Conferenze).
Impact factor totale: 92.987 (84.319 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 99.637 (88.016 escludendo Abstract e Conferenze).

Versione per copia e incolla facile Esporta tutto in BibTeX Esporta tutto in EndNote

Vai a inizio pagina

Esporta in BibTeX Esporta in EndNote

Copyright 2019 © CNR Istituto di Biostrutture e Bioimmagini