TY - JOUR
T1 - New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A
AU - Borrelli, Stella
AU - Christodoulou, Michael S.
AU - Ficarra, Ilaria
AU - Silvani, Alessandra
AU - Cappelletti, Graziella
AU - Cartelli, Daniele
AU - Damia, Giovanna
AU - Ricci, Francesca
AU - Zucchetti, Massimo
AU - Dosio, Franco
AU - Passarella, Daniele
PY - 2014/10/6
Y1 - 2014/10/6
N2 - The present study reports the preparation of a novel class of squalene conjugates with paclitaxel, podophyllotoxin, camptothecin and epothilone A. The obtained compounds are characterized by a squalene tail that makes them able to self-assemble in water, and by a drug unit connected via a disulfide-containing linker to secure the release inside the cell. All the obtained compounds were effectively able to self-assemble and to release the parent drug in vitro. Disulfide-containing paclitaxel-squalene derivative showed a similar biological activity when compared to the free drug. Immunofluorescence assay shows that this squalene conjugate enters A549 cells and stain microtubule bundles. The results described herein pave the way for different classes of squalene-based releasable nanoassemblies.
AB - The present study reports the preparation of a novel class of squalene conjugates with paclitaxel, podophyllotoxin, camptothecin and epothilone A. The obtained compounds are characterized by a squalene tail that makes them able to self-assemble in water, and by a drug unit connected via a disulfide-containing linker to secure the release inside the cell. All the obtained compounds were effectively able to self-assemble and to release the parent drug in vitro. Disulfide-containing paclitaxel-squalene derivative showed a similar biological activity when compared to the free drug. Immunofluorescence assay shows that this squalene conjugate enters A549 cells and stain microtubule bundles. The results described herein pave the way for different classes of squalene-based releasable nanoassemblies.
KW - Camptothecin
KW - Epothilone A
KW - Nanoassemblies
KW - Paclitaxel
KW - Podophyllotoxin
KW - Squalene derivatives
UR - http://www.scopus.com/inward/record.url?scp=84905197789&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84905197789&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2014.07.035
DO - 10.1016/j.ejmech.2014.07.035
M3 - Article
C2 - 25084144
AN - SCOPUS:84905197789
VL - 85
SP - 179
EP - 190
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
SN - 0223-5234
ER -