Co II Complexes as Liposomal CEST Agents.

Autor: Abozeid SM; Department of Chemistry, University at Buffalo, The State University of New York, Amherst, NY, 14260, USA., Asik D; Department of Chemistry, University at Buffalo, The State University of New York, Amherst, NY, 14260, USA., Sokolow GE; Department of Chemistry, University at Buffalo, The State University of New York, Amherst, NY, 14260, USA., Lovell JF; Department of Biomedical Engineering, University at Buffalo, The State University of New York, Amherst, NY, 14260, USA., Nazarenko AY; Chemistry Department, SUNY College at Buffalo, 1300 Elmwood Avenue, Buffalo, NY, 14222, USA., Morrow JR; Department of Chemistry, University at Buffalo, The State University of New York, Amherst, NY, 14260, USA.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Jul 13; Vol. 59 (29), pp. 12093-12097. Date of Electronic Publication: 2020 May 18.
DOI: 10.1002/anie.202003479
Abstrakt: Three paramagnetic Co II macrocyclic complexes containing 2-hydroxypropyl pendant groups, 1,1',1'',1'''-(1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetrayl)tetrakis- (propan-2-ol) ([Co(L1)] 2+ , 1,1'-(4,11-dibenzyl-1,4,8,11-tetraazacyclotetradecane-1,8-diyl)bis(propan-2-ol) ([Co(L2)] 2+ ), and 1,1'-(4,11-dibenzyl-1,4,8,11-tetraazacyclotetradecane-1,8-diyl)bis(octadecan-2-ol) ([Co(L3)] 2+ ) were synthesized to prepare transition metal liposomal chemical exchange saturation transfer (lipoCEST) agents. In solution, ([Co(L1)] 2+ ) forms two isomers as shown by 1 H NMR spectroscopy. X-ray crystallographic studies show one isomer with 1,8-pendants in cis-configuration and a second isomer with 1,4-pendants in trans-configuration. The [Co(L2)] 2+ complex has 1,8-pendants in a cis-configuration. Remarkably, the paramagnetic-induced shift of water 1 H NMR resonances in the presence of the [Co(L1)] 2+ complex is as large as that observed for one of the most effective Ln III water proton shift agents. Incorporation of [Co(L1)] 2+ into the liposome aqueous core, followed by dialysis against a solution of 300 mOsm L -1 produces a CEST peak at 3.5 ppm. Incorporation of the amphiphilic [Co(L3)] 2+ complex into the liposome bilayer produces a more highly shifted CEST peak at -13 ppm. Taken together, these data demonstrate the feasibility of preparing Co II lipoCEST agents.
(© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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