Target-Selective Drug Delivery through Liposomes Labeled with Oligobranched Neurotensin Peptides (512 views)
Chemmedchem (ISSN: 1860-7179, 1860-7187, 1860-7187electronic), 2011 Apr 4; 6(4): 678-685.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 3.151, 5-year impact factor: 3.445
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-79953032975&partnerID=40&md5=75de1d8737343aa87bcc74043e648f1c
Keywords: Branched Neurotensin Peptides, Liposomal Doxorubicin, Selective Drug Delivery, Supramolecular Aggregates, Neurotensin 8-13, Neurotensin Receptor, Unclassified Drug, Article, Concentration Response, Cytotoxicity, Drug Delivery System, Drug Design, Drug Receptor Binding, Drug Release, Drug Synthesis, Drug Targeting, Fluorescence, Human, Human Cell, Hydrophilicity, Internalization, Light Scattering, Lipophilicity, Priority Journal, Protein Expression, Signal Transduction, 2-Dipalmitoylphosphatidylcholine, Adenocarcinoma, Antineoplastic Agents, Colonic Neoplasms, Hydrodynamics, Lysine, Peptide Fragments, Rhabdomyosarcoma, Tumor Cells, Cultured,
Affiliations:
*** IBB - CNR ***
Department of Molecular Biology, Laboratory of Molecular Biotechnology, University of Siena, Via Fiorentina 1, 53100 Siena, Italy
CIRPeB, Department of Biological Sciences and IBB CNR, University of Naples Federico II, Via Mezzocannone 16, 80134 Napoli, Italy
References:
Gregoriadis, G., Ryman, B.E., (1972) Biochem. J., 129, pp. 123-13
Maeda, H., Wu, J., Sawa, T., Matsumura, Y., Hori, K., (2000) J. Controlled Release, 65, pp. 271-284
Miller, C.R., Bondurant, B., McLean, S.D., McGovern, K.A., O'Brien, D.F., (1998) Biochemistry, 37, pp. 12875-12883
Papisov, M.I., (1998) Adv. Drug Delivery Rev., 32, pp. 119-138
Sharma, A., Sharma, U.S., (1997) Int. J. Pharm., 154, pp. 123-140
Allen, T.M., (1997) Drugs, 54, pp. 8-14
Allen, T.M., Moase, E.H., (1996) Adv. Drug Delivery Rev., 21, pp. 117-133
Bally, M.B., Nayar, R., Masin, D., Hope, M.J., Cullis, P.R., Mayer, L.D., (1990) Biochim. Biophys. Acta, 1023, pp. 133-139
Coukell, A.J., Spencer, C.M., (1997) Drugs, 53, pp. 520-538
Batist, G., Ramakrishnan, G., Rao, C.S., Chandrasekharan, A., Gutheil, J., Guthrie, T., Shah, P., Hoelzer, K., (2001) J. Clin. Oncol., 19, pp. 1444-1454
Shiraga, E., Barichello, J.M., Ishida, T., Kiwada, H., (2008) Int. J. Pharm., 353, pp. 65-73
Marcucci, F., Lefoulon, F., (2004) Drug Discovery Today, 9, pp. 219-228
Torchilin, V.P., (2008) Expert Opin. Drug Delivery, 5, pp. 1003-1025
Sofou, S., Sgouros, G., (2008) Expert Opin. Drug Delivery, 5, pp. 189-204
H. Wu, D-K. Chang, J. Oncol. 2010, article ID: 723798
DOI:Beck-Sickinger, A.G., Khan, I.U., (2008) Anticancer Agents Med. Chem., 8, pp. 186-199
Nagy, A., Schally, A.V., (2005) Curr. Pharm. Des., 11, pp. 1167-1180
Aloj, L., Morelli, G., (2004) Curr. Pharm. Des., 10, pp. 3009-3031
Reubi, J.C., (2003) Endocr. Rev., 24, pp. 389-427
Hermey, G., (2009) Cell Mol. Life Sci., 66, pp. 2677-2689
Mijatovic, T., Gailly, P., Mathieu, V., DeNève, N., Yeaton, P., Kiss, R., Decaestecker, C., (2007) Cell Oncol., 29, pp. 315-326
Falciani, C., Fabbrini, M., Pini, A., Lozzi, L., Lelli, B., Pileri, S., Brunetti, J., Bracci, L., (2007) Mol. Cancer Ther., 6, pp. 2441-2448
Falciani, C., Lelli, B., Brunetti, J., Pileri, S., Cappelli, A., Pini, A., Pagliuca, C., Bracci, L., (2010) Curr. Cancer Drug Targets, 10, pp. 695-704
Falciani, C., Brunetti, J., Pagliuca, C., Menichetti, S., Vitellozzi, L., Lelli, B., Pini, A., Bracci, L., (2010) ChemMedChem, 5, pp. 567-574
Anelli, P.L., Lattuada, L., Lorusso, V., Schneider, M., Tournier, H., Uggeri, F., (2001) MAGMA, 12, pp. 114-120
Chan, W.C., White, P.D., (2000) Fmoc Solid Phase Peptide Synthesis: A Practical Approach, , Oxford University Press, Oxford
Bycroft, B.W., Chan, W.C., Chhabra, S.R., Hone, N.D., (1993) Chem. Soc. Chem. Commun., pp. 778-779
Vaccaro, M., Mangiapia, G., Paduano, L., Gianolio, E., Accardo, A., Morelli, D.T.G., (2007) ChemPhysChem, 8, pp. 2526-2538
Jonstroemer, M., Johnsson, B., Lindman, B., (1991) J. Phys. Chem., 95, pp. 3293-3300
Tardi, P.G., Boman, N.L., Cullis, P.R., (1996) J. Drug Targeting, 4, pp. 129-140
Fritze, A., Hens, F., Kimpfler, A., Schubert, R., Peschka-Stss, R., (2006) Biochim. Biophys. Acta Biomembr., 1758, pp. 1633-1640
Allen, T.M., Mumbengegwi, D.R., Charrois, G.J.R., (2005) Clin. Cancer Res., 11, pp. 3567-3573
Schmitt, L., Dietrich, C., (1994) J. Am. Chem. Soc., 116, pp. 8485-8491
Miller, C. R., Bondurant, B., McLean, S. D., McGovern, K. A., O'Brien, D. F., (1998) Biochemistry, 37, pp. 12875-12883
Papisov, M. I., (1998) Adv. Drug Delivery Rev., 32, pp. 119-138
Allen, T. M., (1997) Drugs, 54, pp. 8-14
Allen, T. M., Moase, E. H., (1996) Adv. Drug Delivery Rev., 21, pp. 117-133
Bally, M. B., Nayar, R., Masin, D., Hope, M. J., Cullis, P. R., Mayer, L. D., (1990) Biochim. Biophys. Acta, 1023, pp. 133-139
Coukell, A. J., Spencer, C. M., (1997) Drugs, 53, pp. 520-538
Torchilin, V. P., (2008) Expert Opin. Drug Delivery, 5, pp. 1003-1025
DOI: Beck-Sickinger, A. G., Khan, I. U., (2008) Anticancer Agents Med. Chem., 8, pp. 186-199
Reubi, J. C., (2003) Endocr. Rev., 24, pp. 389-427
Anelli, P. L., Lattuada, L., Lorusso, V., Schneider, M., Tournier, H., Uggeri, F., (2001) MAGMA, 12, pp. 114-120
Chan, W. C., White, P. D., (2000) Fmoc Solid Phase Peptide Synthesis: A Practical Approach, , Oxford University Press, Oxford
Bycroft, B. W., Chan, W. C., Chhabra, S. R., Hone, N. D., (1993) Chem. Soc. Chem. Commun., pp. 778-779
Tardi, P. G., Boman, N. L., Cullis, P. R., (1996) J. Drug Targeting, 4, pp. 129-140
Allen, T. M., Mumbengegwi, D. R., Charrois, G. J. R., (2005) Clin. Cancer Res., 11, pp. 3567-3573
Chemmedchem (ISSN: 1860-7179, 1860-7187, 1860-7187electronic), 2011 Apr 4; 6(4): 678-685.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 3.151, 5-year impact factor: 3.445
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-79953032975&partnerID=40&md5=75de1d8737343aa87bcc74043e648f1c
Keywords: Branched Neurotensin Peptides, Liposomal Doxorubicin, Selective Drug Delivery, Supramolecular Aggregates, Neurotensin 8-13, Neurotensin Receptor, Unclassified Drug, Article, Concentration Response, Cytotoxicity, Drug Delivery System, Drug Design, Drug Receptor Binding, Drug Release, Drug Synthesis, Drug Targeting, Fluorescence, Human, Human Cell, Hydrophilicity, Internalization, Light Scattering, Lipophilicity, Priority Journal, Protein Expression, Signal Transduction, 2-Dipalmitoylphosphatidylcholine, Adenocarcinoma, Antineoplastic Agents, Colonic Neoplasms, Hydrodynamics, Lysine, Peptide Fragments, Rhabdomyosarcoma, Tumor Cells, Cultured,
Affiliations:
*** IBB - CNR ***
Department of Molecular Biology, Laboratory of Molecular Biotechnology, University of Siena, Via Fiorentina 1, 53100 Siena, Italy
CIRPeB, Department of Biological Sciences and IBB CNR, University of Naples Federico II, Via Mezzocannone 16, 80134 Napoli, Italy
References:
Gregoriadis, G., Ryman, B.E., (1972) Biochem. J., 129, pp. 123-13
Maeda, H., Wu, J., Sawa, T., Matsumura, Y., Hori, K., (2000) J. Controlled Release, 65, pp. 271-284
Miller, C.R., Bondurant, B., McLean, S.D., McGovern, K.A., O'Brien, D.F., (1998) Biochemistry, 37, pp. 12875-12883
Papisov, M.I., (1998) Adv. Drug Delivery Rev., 32, pp. 119-138
Sharma, A., Sharma, U.S., (1997) Int. J. Pharm., 154, pp. 123-140
Allen, T.M., (1997) Drugs, 54, pp. 8-14
Allen, T.M., Moase, E.H., (1996) Adv. Drug Delivery Rev., 21, pp. 117-133
Bally, M.B., Nayar, R., Masin, D., Hope, M.J., Cullis, P.R., Mayer, L.D., (1990) Biochim. Biophys. Acta, 1023, pp. 133-139
Coukell, A.J., Spencer, C.M., (1997) Drugs, 53, pp. 520-538
Batist, G., Ramakrishnan, G., Rao, C.S., Chandrasekharan, A., Gutheil, J., Guthrie, T., Shah, P., Hoelzer, K., (2001) J. Clin. Oncol., 19, pp. 1444-1454
Shiraga, E., Barichello, J.M., Ishida, T., Kiwada, H., (2008) Int. J. Pharm., 353, pp. 65-73
Marcucci, F., Lefoulon, F., (2004) Drug Discovery Today, 9, pp. 219-228
Torchilin, V.P., (2008) Expert Opin. Drug Delivery, 5, pp. 1003-1025
Sofou, S., Sgouros, G., (2008) Expert Opin. Drug Delivery, 5, pp. 189-204
H. Wu, D-K. Chang, J. Oncol. 2010, article ID: 723798
DOI:Beck-Sickinger, A.G., Khan, I.U., (2008) Anticancer Agents Med. Chem., 8, pp. 186-199
Nagy, A., Schally, A.V., (2005) Curr. Pharm. Des., 11, pp. 1167-1180
Aloj, L., Morelli, G., (2004) Curr. Pharm. Des., 10, pp. 3009-3031
Reubi, J.C., (2003) Endocr. Rev., 24, pp. 389-427
Hermey, G., (2009) Cell Mol. Life Sci., 66, pp. 2677-2689
Mijatovic, T., Gailly, P., Mathieu, V., DeNève, N., Yeaton, P., Kiss, R., Decaestecker, C., (2007) Cell Oncol., 29, pp. 315-326
Falciani, C., Fabbrini, M., Pini, A., Lozzi, L., Lelli, B., Pileri, S., Brunetti, J., Bracci, L., (2007) Mol. Cancer Ther., 6, pp. 2441-2448
Falciani, C., Lelli, B., Brunetti, J., Pileri, S., Cappelli, A., Pini, A., Pagliuca, C., Bracci, L., (2010) Curr. Cancer Drug Targets, 10, pp. 695-704
Falciani, C., Brunetti, J., Pagliuca, C., Menichetti, S., Vitellozzi, L., Lelli, B., Pini, A., Bracci, L., (2010) ChemMedChem, 5, pp. 567-574
Anelli, P.L., Lattuada, L., Lorusso, V., Schneider, M., Tournier, H., Uggeri, F., (2001) MAGMA, 12, pp. 114-120
Chan, W.C., White, P.D., (2000) Fmoc Solid Phase Peptide Synthesis: A Practical Approach, , Oxford University Press, Oxford
Bycroft, B.W., Chan, W.C., Chhabra, S.R., Hone, N.D., (1993) Chem. Soc. Chem. Commun., pp. 778-779
Vaccaro, M., Mangiapia, G., Paduano, L., Gianolio, E., Accardo, A., Morelli, D.T.G., (2007) ChemPhysChem, 8, pp. 2526-2538
Jonstroemer, M., Johnsson, B., Lindman, B., (1991) J. Phys. Chem., 95, pp. 3293-3300
Tardi, P.G., Boman, N.L., Cullis, P.R., (1996) J. Drug Targeting, 4, pp. 129-140
Fritze, A., Hens, F., Kimpfler, A., Schubert, R., Peschka-Stss, R., (2006) Biochim. Biophys. Acta Biomembr., 1758, pp. 1633-1640
Allen, T.M., Mumbengegwi, D.R., Charrois, G.J.R., (2005) Clin. Cancer Res., 11, pp. 3567-3573
Schmitt, L., Dietrich, C., (1994) J. Am. Chem. Soc., 116, pp. 8485-8491
Miller, C. R., Bondurant, B., McLean, S. D., McGovern, K. A., O'Brien, D. F., (1998) Biochemistry, 37, pp. 12875-12883
Papisov, M. I., (1998) Adv. Drug Delivery Rev., 32, pp. 119-138
Allen, T. M., (1997) Drugs, 54, pp. 8-14
Allen, T. M., Moase, E. H., (1996) Adv. Drug Delivery Rev., 21, pp. 117-133
Bally, M. B., Nayar, R., Masin, D., Hope, M. J., Cullis, P. R., Mayer, L. D., (1990) Biochim. Biophys. Acta, 1023, pp. 133-139
Coukell, A. J., Spencer, C. M., (1997) Drugs, 53, pp. 520-538
Torchilin, V. P., (2008) Expert Opin. Drug Delivery, 5, pp. 1003-1025
DOI: Beck-Sickinger, A. G., Khan, I. U., (2008) Anticancer Agents Med. Chem., 8, pp. 186-199
Reubi, J. C., (2003) Endocr. Rev., 24, pp. 389-427
Anelli, P. L., Lattuada, L., Lorusso, V., Schneider, M., Tournier, H., Uggeri, F., (2001) MAGMA, 12, pp. 114-120
Chan, W. C., White, P. D., (2000) Fmoc Solid Phase Peptide Synthesis: A Practical Approach, , Oxford University Press, Oxford
Bycroft, B. W., Chan, W. C., Chhabra, S. R., Hone, N. D., (1993) Chem. Soc. Chem. Commun., pp. 778-779
Tardi, P. G., Boman, N. L., Cullis, P. R., (1996) J. Drug Targeting, 4, pp. 129-140
Allen, T. M., Mumbengegwi, D. R., Charrois, G. J. R., (2005) Clin. Cancer Res., 11, pp. 3567-3573
Target-Selective Drug Delivery through Liposomes Labeled with Oligobranched Neurotensin Peptides
The structure and the in vitro behavior of liposomes filled with the cytotoxic drug doxorubicin (Doxo) and functionalized on the external surface with a branched moiety containing four copies of the 8-13 neurotensin (NT) peptide is reported. The new functionalized liposomes, DOPC-NT 4Lys(C 18) 2, are obtained by co-aggregation of the DOPC phospholipid with a new synthetic amphiphilic molecule, NT 4Lys(C 18) 2, which contains a lysine scaffold derivatized with a lipophilic moiety and a tetrabranched hydrophilic peptide, NT8-13, a neurotensin peptide fragment well known for its ability to mimic the neurotensin peptide in receptor binding ability. Dynamic light scattering measurements indicate a value for the hydrodynamic radius (RH) of 88.3±4.4nm. The selective internalization and cytotoxicity of DOPC-NT 4Lys(C 18) 2 liposomes containing Doxo, as compared to pure DOPC liposomes, were tested in HT29 human colon adenocarcinoma and TE671 human rhabdomyosarcoma cells, both of which express neurotensin receptors. Peptide-functionalized liposomes show a clear advantage in comparison to pure DOPC liposomes with regard to drug internalization in both HT29 and TE671 tumor cells: FACS analysis indicates an increase in fluorescence signal of the NT 4-liposomes, compared to the DOPC pure analogues, in both cell lines; cytotoxicity of DOPC-NT 4Lys(C 18) 2-Doxo liposomes is increased four-fold with respect to DOPC-Doxo liposomes in both HT29 and TE671 cell lines. These effects could to be ascribed to the higher rate of internalization for DOPC-NT 4Lys(C 18) 2-Doxo liposomes, due to stronger binding driven by a lower dissociation constant of the NT 4-liposomes that bind the membrane onto a specific protein, in contrast to DOPC liposomes, which approach the plasma membrane unselectively. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
The structure and the in vitro behavior of liposomes filled with the cytotoxic drug doxorubicin (Doxo) and functionalized on the external surface with a branched moiety containing four copies of the 8-13 neurotensin (NT) peptide is reported. The new functionalized liposomes, DOPC-NT 4Lys(C 18) 2, are obtained by co-aggregation of the DOPC phospholipid with a new synthetic amphiphilic molecule, NT 4Lys(C 18) 2, which contains a lysine scaffold derivatized with a lipophilic moiety and a tetrabranched hydrophilic peptide, NT8-13, a neurotensin peptide fragment well known for its ability to mimic the neurotensin peptide in receptor binding ability. Dynamic light scattering measurements indicate a value for the hydrodynamic radius (RH) of 88.3±4.4nm. The selective internalization and cytotoxicity of DOPC-NT 4Lys(C 18) 2 liposomes containing Doxo, as compared to pure DOPC liposomes, were tested in HT29 human colon adenocarcinoma and TE671 human rhabdomyosarcoma cells, both of which express neurotensin receptors. Peptide-functionalized liposomes show a clear advantage in comparison to pure DOPC liposomes with regard to drug internalization in both HT29 and TE671 tumor cells: FACS analysis indicates an increase in fluorescence signal of the NT 4-liposomes, compared to the DOPC pure analogues, in both cell lines; cytotoxicity of DOPC-NT 4Lys(C 18) 2-Doxo liposomes is increased four-fold with respect to DOPC-Doxo liposomes in both HT29 and TE671 cell lines. These effects could to be ascribed to the higher rate of internalization for DOPC-NT 4Lys(C 18) 2-Doxo liposomes, due to stronger binding driven by a lower dissociation constant of the NT 4-liposomes that bind the membrane onto a specific protein, in contrast to DOPC liposomes, which approach the plasma membrane unselectively. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Target-Selective Drug Delivery through Liposomes Labeled with Oligobranched Neurotensin Peptides
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Target-Selective Drug Delivery through Liposomes Labeled with Oligobranched Neurotensin Peptides
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