TY - JOUR

T1 - Synthesis of dendronized polymeric chelating agents using hydrazone ligation strategy

AU - Polyanichko, Ksenia V.

AU - Chelushkin, Pavel S.

AU - Dorosh, Marina Yu

AU - Gavrilova, Irina I.

AU - Panarin, Evgeny

AU - Dobrodumov, Anatoliy V.

AU - Burov, Sergey V.

PY - 2017/7/1

Y1 - 2017/7/1

N2 - A practical protocol has been designed to synthesize dendronized polymeric chelating agents containing 1,4,7,10-tetraazacyclodocecane-N,N′,N″,N′″-tetraacetic acid (DOTA) ligand. The efficiency of suggested approach was verified by grafting of N-vinylpyrrolidone-acrolein P(VP-Ac) copolymer with dendrons containing several DOTA residues as compared to acylation of N-vinylpyrrolidone-vinylamine P(VP-VA) copolymer with active ester of DOTA. It was shown that attachment of pre-synthesized branched building blocks using hydrazone ligation strategy is an efficient method to increase the payload of carrier molecule. A similar methodology was applied for the preparation of polymer grafted by dendrons bearing DOTA complexes with paramagnetic ions (Gd3+ and Mn2+). Obtained results evidenced that polymer-metal complexes possess high relaxivity values and can be considered as promising candidates for MRI contrast agents. The presented results demonstrate utility of hydrazone ligation strategy for the synthesis and screening of dendronized polymeric carriers of different nature.

AB - A practical protocol has been designed to synthesize dendronized polymeric chelating agents containing 1,4,7,10-tetraazacyclodocecane-N,N′,N″,N′″-tetraacetic acid (DOTA) ligand. The efficiency of suggested approach was verified by grafting of N-vinylpyrrolidone-acrolein P(VP-Ac) copolymer with dendrons containing several DOTA residues as compared to acylation of N-vinylpyrrolidone-vinylamine P(VP-VA) copolymer with active ester of DOTA. It was shown that attachment of pre-synthesized branched building blocks using hydrazone ligation strategy is an efficient method to increase the payload of carrier molecule. A similar methodology was applied for the preparation of polymer grafted by dendrons bearing DOTA complexes with paramagnetic ions (Gd3+ and Mn2+). Obtained results evidenced that polymer-metal complexes possess high relaxivity values and can be considered as promising candidates for MRI contrast agents. The presented results demonstrate utility of hydrazone ligation strategy for the synthesis and screening of dendronized polymeric carriers of different nature.

KW - Dendronized polymers

KW - DOTA

KW - Hydrazone ligation

KW - MRI contrast agents

KW - Polymer grafting

UR - http://www.scopus.com/inward/record.url?scp=85018277551&partnerID=8YFLogxK

U2 - 10.1016/j.eurpolymj.2017.04.040

DO - 10.1016/j.eurpolymj.2017.04.040

M3 - Article

AN - SCOPUS:85018277551

VL - 92

SP - 117

EP - 125

JO - European Polymer Journal

JF - European Polymer Journal

SN - 0014-3057

ER -