C-Glycosylation in platinum-based agents : a viable strategy to improve cytotoxicity and selectivity
(2018) In Inorganic Chemistry Frontiers 5(11). p.2921-2933- Abstract
Novel coordinatively saturated platinum(ii) compounds bearing C-linked carbohydrates were synthesized and characterized. The complexes exhibit bipyramidal trigonal geometry with a bidentate nitrogen ligand and ethylene in the equatorial plane. The axial positions are occupied by a halide ligand X and a d-galactose or d-glucose derivative, linked either via C1 or C6. The compounds were designed for evaluation of the biological activity because they combine the steady coordinative saturation, the beneficial action of the modular sugar moiety and the organometallic nature of the Pt-sugar linkage, which is expected to be stable in the biological media, until the target is reached. The newly synthesized molecules were stable in mixed... (More)
Novel coordinatively saturated platinum(ii) compounds bearing C-linked carbohydrates were synthesized and characterized. The complexes exhibit bipyramidal trigonal geometry with a bidentate nitrogen ligand and ethylene in the equatorial plane. The axial positions are occupied by a halide ligand X and a d-galactose or d-glucose derivative, linked either via C1 or C6. The compounds were designed for evaluation of the biological activity because they combine the steady coordinative saturation, the beneficial action of the modular sugar moiety and the organometallic nature of the Pt-sugar linkage, which is expected to be stable in the biological media, until the target is reached. The newly synthesized molecules were stable in mixed DMSO/aqueous solvents, able to bind DNA in vitro and exhibited a selective cytotoxic activity on cancer cells through apoptosis activation.
(Less)
- author
- publishing date
- 2018-11
- type
- Contribution to journal
- publication status
- published
- in
- Inorganic Chemistry Frontiers
- volume
- 5
- issue
- 11
- pages
- 2921 - 2933
- publisher
- Royal Society of Chemistry
- external identifiers
-
- scopus:85056276217
- ISSN
- 2052-1553
- DOI
- 10.1039/c8qi00664d
- language
- English
- LU publication?
- no
- additional info
- Publisher Copyright: © the Partner Organisations.
- id
- d043286e-c5c4-447c-8c4e-0d1230afc39f
- date added to LUP
- 2025-01-21 15:44:50
- date last changed
- 2025-01-22 08:01:37
@article{d043286e-c5c4-447c-8c4e-0d1230afc39f, abstract = {{<p>Novel coordinatively saturated platinum(ii) compounds bearing C-linked carbohydrates were synthesized and characterized. The complexes exhibit bipyramidal trigonal geometry with a bidentate nitrogen ligand and ethylene in the equatorial plane. The axial positions are occupied by a halide ligand X and a d-galactose or d-glucose derivative, linked either via C1 or C6. The compounds were designed for evaluation of the biological activity because they combine the steady coordinative saturation, the beneficial action of the modular sugar moiety and the organometallic nature of the Pt-sugar linkage, which is expected to be stable in the biological media, until the target is reached. The newly synthesized molecules were stable in mixed DMSO/aqueous solvents, able to bind DNA in vitro and exhibited a selective cytotoxic activity on cancer cells through apoptosis activation.</p>}}, author = {{Cucciolito, Maria Elena and De Luca Bossa, Ferdinando and Esposito, Roberto and Ferraro, Giarita and Iadonisi, Alfonso and Petruk, Ganna and D'Elia, Luigi and Romanetti, Claudia and Traboni, Serena and Tuzi, Angela and Monti, Daria Maria and Merlino, Antonello and Ruffo, Francesco}}, issn = {{2052-1553}}, language = {{eng}}, number = {{11}}, pages = {{2921--2933}}, publisher = {{Royal Society of Chemistry}}, series = {{Inorganic Chemistry Frontiers}}, title = {{C-Glycosylation in platinum-based agents : a viable strategy to improve cytotoxicity and selectivity}}, url = {{http://dx.doi.org/10.1039/c8qi00664d}}, doi = {{10.1039/c8qi00664d}}, volume = {{5}}, year = {{2018}}, }