The design and the synthesis of new self-assembling conjugates is reported. The target compounds are characterized by the presence of a self-immolative linker that secures a controlled release induced by lipase cleavage. 4-(1,2-Diphenylbut-1-en-1-yl)aniline is used as a self-assembling inducer and aminothiocolchicine as prototype of drug. The release of thiocolchicine derivative has been demonstrated in vitro in the presence of porcine pancreatic lipase and Celite-supported lipase. The formation of nanoparticles is confirmed by dynamic light scattering, atomic force microscopy, and fluorescence microscopy. The antiproliferative activity has been proved on two human cancer cell lines.

Self-assembling Releasable Thiocolchicine–Diphenylbutenylaniline Conjugates / G. Fumagalli, L. Polito, E. Colombo, F. Foschi, M.S. Christodoulou, F. Galeotti, D. Perdicchia, I. Bassanini, S. Riva, P. Seneci, A. García-Argáez, L. Dalla Via, D. Passarella. - In: ACS MEDICINAL CHEMISTRY LETTERS. - ISSN 1948-5875. - (2019 Jan 04). [Epub ahead of print] [10.1021/acsmedchemlett.8b00605]

Self-assembling Releasable Thiocolchicine–Diphenylbutenylaniline Conjugates

G. Fumagalli
Primo
;
L. Polito
Secondo
;
E. Colombo;F. Foschi;M.S. Christodoulou;D. Perdicchia;I. Bassanini;S. Riva;P. Seneci;D. Passarella
Ultimo
2019

Abstract

The design and the synthesis of new self-assembling conjugates is reported. The target compounds are characterized by the presence of a self-immolative linker that secures a controlled release induced by lipase cleavage. 4-(1,2-Diphenylbut-1-en-1-yl)aniline is used as a self-assembling inducer and aminothiocolchicine as prototype of drug. The release of thiocolchicine derivative has been demonstrated in vitro in the presence of porcine pancreatic lipase and Celite-supported lipase. The formation of nanoparticles is confirmed by dynamic light scattering, atomic force microscopy, and fluorescence microscopy. The antiproliferative activity has been proved on two human cancer cell lines.
Self-assembled nanoparticles; self-immolative linker; thiocolchicine derivative; drug release; anticancer drug;
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/612827
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