| Autor: |
Eric Buchy, Branko Vukosavljevic, Maike Windbergs, Dunja Sobot, Camille Dejean, Simona Mura, Patrick Couvreur, Didier Desmaële |
| Jazyk: |
angličtina |
| Rok vydání: |
2016 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 1127-1135 (2016) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.12.109 |
| Popis: |
The synthesis of ω-di-(trideuteromethyl)-trisnorsqualenic acid has been achieved from natural squalene. The synthesis features the use of a Shapiro reaction of acetone-d6 trisylhydrazone as a key step to implement the terminal isopropylidene-d6 moiety. The obtained squalenic acid-d6 has been coupled to gemcitabine to provide the deuterated analogue of squalenoyl gemcitabine, a powerful anticancer agent endowed with self-assembling properties. The Raman spectra of both deuterated and non-deuterated squalenoyl gemcitabine nanoparticles displayed significant Raman scattering signals. They revealed no differences except from the deuterium peak patterns in the silent spectral region of cells. This paves the way for label-free intracellular trafficking studies of squalenoyl nanomedicines. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
|
