New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A

Stella Borrelli; Michael S. Christodoulou; Ilaria Ficarra; Alessandra Silvani; Graziella Cappelletti; Daniele Cartelli; Giovanna Damia; Francesca Ricci; Massimo Zucchetti; Franco Dosio; Daniele Passarella

doi:10.1016/j.ejmech.2014.07.035

New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A

Stella Borrelli, Michael S. Christodoulou, Ilaria Ficarra, Alessandra Silvani, Graziella Cappelletti, Daniele Cartelli, Giovanna Damia, Francesca Ricci, Massimo Zucchetti, Franco Dosio, Daniele Passarella

Istituto di Ricerche Farmacologiche "Mario Negri"

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	English
Pages (from-to)	179-190
Number of pages	12
Journal	European Journal of Medicinal Chemistry
Volume	85
DOIs	https://doi.org/10.1016/j.ejmech.2014.07.035
Publication status	Published - Oct 6 2014

Keywords

Camptothecin
Epothilone A
Nanoassemblies
Paclitaxel
Podophyllotoxin
Squalene derivatives

ASJC Scopus subject areas

Drug Discovery
Organic Chemistry
Pharmacology
Medicine(all)

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Borrelli, S., Christodoulou, M. S., Ficarra, I., Silvani, A., Cappelletti, G., Cartelli, D., Damia, G., Ricci, F., Zucchetti, M., Dosio, F., & Passarella, D. (2014). New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A. European Journal of Medicinal Chemistry, 85, 179-190. https://doi.org/10.1016/j.ejmech.2014.07.035

New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A. / Borrelli, Stella; Christodoulou, Michael S.; Ficarra, Ilaria; Silvani, Alessandra; Cappelletti, Graziella; Cartelli, Daniele; Damia, Giovanna ; Ricci, Francesca ; Zucchetti, Massimo; Dosio, Franco; Passarella, Daniele.

In: European Journal of Medicinal Chemistry, Vol. 85, 06.10.2014, p. 179-190.

Research output: Contribution to journal › Article › peer-review

Borrelli, S, Christodoulou, MS, Ficarra, I, Silvani, A, Cappelletti, G, Cartelli, D, Damia, G , Ricci, F , Zucchetti, M, Dosio, F & Passarella, D 2014, 'New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A', European Journal of Medicinal Chemistry, vol. 85, pp. 179-190. https://doi.org/10.1016/j.ejmech.2014.07.035

Borrelli, Stella ; Christodoulou, Michael S. ; Ficarra, Ilaria ; Silvani, Alessandra ; Cappelletti, Graziella ; Cartelli, Daniele ; Damia, Giovanna ; Ricci, Francesca ; Zucchetti, Massimo ; Dosio, Franco ; Passarella, Daniele. / New class of squalene-based releasable nanoassemblies of paclitaxel, podophyllotoxin, camptothecin and epothilone A. In: European Journal of Medicinal Chemistry. 2014 ; Vol. 85. pp. 179-190.

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