Issue 33, 2018

Conjugation of a GM3 lactone mimetic on carbon nanotubes enhances the related inhibition of melanoma-associated metastatic events

Abstract

GM3-ganglioside is known to be involved in melanoma proliferation. In order to modulate metastatic-related events, we have functionalized multi-walled carbon nanotubes (MWCNTs) with multiple copies of a GM3-lactone mimetic. The MWCNTs proved to guarantee the appropriate spatial arrangement of the mimetic allowing a stronger inhibition of migration and invasiveness of human melanoma (A375) cells compared to other multivalent constructs reported before. In addition, the effect of the multivalent tubular conjugate on the inhibition of specific tyrosine kinases, which are associated with the ganglioside complexes within the membrane domains, was demonstrated. Finally, the short-term fate of the conjugate was assessed, for the first time, by means of the 1H NMR relaxometry technique by exploiting the signal arising from the CNTs.

Graphical abstract: Conjugation of a GM3 lactone mimetic on carbon nanotubes enhances the related inhibition of melanoma-associated metastatic events

Supplementary files

Article information

Article type
Paper
Submitted
27 Jul 2018
Accepted
03 Aug 2018
First published
03 Aug 2018

Org. Biomol. Chem., 2018,16, 6086-6095

Conjugation of a GM3 lactone mimetic on carbon nanotubes enhances the related inhibition of melanoma-associated metastatic events

P. Arosio, G. Comito, F. Orsini, A. Lascialfari, P. Chiarugi, C. Ménard-Moyon, C. Nativi and B. Richichi, Org. Biomol. Chem., 2018, 16, 6086 DOI: 10.1039/C8OB01817K

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