We present the synthesis of polymeric amino- and guanidinoglycosides prepared by tethering neomycin and guanidinoneomycin to PAMAM dendrimers of generations 2 and 4. The ability of these conjugates to promote cellular uptake of high-molecular-weight cargo is discussed, together with their cytotoxicity and mechanisms of entry. We demonstrate that the presence of multiple guanidinoneomycin carriers on the PAMAM surface plays an important role in promoting cellular uptake of the dendrimers, maintaining the heparan sulfate specificity and negligible cytotoxicity typical of monomeric guanidinoglycoside molecular transporters.

Dendrimeric guanidinoneomycin for cellular delivery of bio-macromolecules / A. Sganappa, E. Wexselblatt, M.C. Bellucci, J.D. Esko, G. Tedeschi, Y. Tor, A. Volonterio. - In: CHEMBIOCHEM. - ISSN 1439-4227. - 18:1(2017), pp. 119-125. [10.1002/cbic.201600422]

Dendrimeric guanidinoneomycin for cellular delivery of bio-macromolecules

M.C. Bellucci;G. Tedeschi;
2017

Abstract

We present the synthesis of polymeric amino- and guanidinoglycosides prepared by tethering neomycin and guanidinoneomycin to PAMAM dendrimers of generations 2 and 4. The ability of these conjugates to promote cellular uptake of high-molecular-weight cargo is discussed, together with their cytotoxicity and mechanisms of entry. We demonstrate that the presence of multiple guanidinoneomycin carriers on the PAMAM surface plays an important role in promoting cellular uptake of the dendrimers, maintaining the heparan sulfate specificity and negligible cytotoxicity typical of monomeric guanidinoglycoside molecular transporters.
cellular uptake; dendrimers; drug delivery; guanidinium-rich transporters; guanidinoglycosides; PAMAM; aminoglycosides; animals; biotin; CHO cells; carbocyanines; cell survival; cricetinae; cricetulus; dendrimers; drug carriers; endocytosis; biochemistry; molecular medicine; molecular biology; organic chemistry
Settore BIO/10 - Biochimica
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/523634
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