New cyclodextrin-bearing 8-hydroxyquinoline ligands as multifunctional molecules

Valentina Oliveri, Antonino Puglisi, Maurizio Viale, Cinzia Aiello, Carmelo Sgarlata, Graziella Vecchio, James Clarke, John Milton, John Spencer

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Recent investigations have rekindled interest in 8-hydroxyquinolines as therapeutic agents for cancer, Alzheimer's disease, and other neurodegenerative disorders. Three new β-cyclodextrin conjugates of 8-hydroxyquinolines and their copper(II) and zinc(II) complexes have been synthesized and characterized spectroscopically. In addition to improving aqueous solubility, due to the presence of the cyclodextrin moiety, the hybrid systems have interesting characteristics including antioxidant activity, and their copper(II) complexes are efficient superoxide dismutase (SOD) mimics. The ligands and their copper(II) complexes show low cytotoxicity, attributed to the presence of the cyclodextrin moiety. These compounds have potential as therapeutic agents in diseases related both to metal dyshomeostasis and oxidative stress. A radical "hole-istic" approach! Three new β-cyclodextrin conjugates of 8-hydroxyquinolines have been synthesized. They have interesting characteristics including antioxidant activity, chelating, and inclusion ability, and have potential as therapeutic agents in diseases related both to metal dyshomeostasis and oxidative stress (see figure).

Original languageEnglish
Pages (from-to)13946-13955
Number of pages10
JournalChemistry - A European Journal
Volume19
Issue number41
DOIs
Publication statusPublished - Oct 4 2013

Fingerprint

Bearings (structural)
Oxyquinoline
Cyclodextrins
Ligands
Copper
Molecules
Oxidative stress
Antioxidants
Metals
Cytotoxicity
Chelation
Hybrid systems
Superoxide Dismutase
Zinc
Solubility

Keywords

  • antioxidants
  • chelating agents
  • copper
  • glycoconjugates
  • zinc

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Oliveri, V., Puglisi, A., Viale, M., Aiello, C., Sgarlata, C., Vecchio, G., ... Spencer, J. (2013). New cyclodextrin-bearing 8-hydroxyquinoline ligands as multifunctional molecules. Chemistry - A European Journal, 19(41), 13946-13955. https://doi.org/10.1002/chem.201300237

New cyclodextrin-bearing 8-hydroxyquinoline ligands as multifunctional molecules. / Oliveri, Valentina; Puglisi, Antonino; Viale, Maurizio; Aiello, Cinzia; Sgarlata, Carmelo; Vecchio, Graziella; Clarke, James; Milton, John; Spencer, John.

In: Chemistry - A European Journal, Vol. 19, No. 41, 04.10.2013, p. 13946-13955.

Research output: Contribution to journalArticle

Oliveri, V, Puglisi, A, Viale, M, Aiello, C, Sgarlata, C, Vecchio, G, Clarke, J, Milton, J & Spencer, J 2013, 'New cyclodextrin-bearing 8-hydroxyquinoline ligands as multifunctional molecules', Chemistry - A European Journal, vol. 19, no. 41, pp. 13946-13955. https://doi.org/10.1002/chem.201300237
Oliveri, Valentina ; Puglisi, Antonino ; Viale, Maurizio ; Aiello, Cinzia ; Sgarlata, Carmelo ; Vecchio, Graziella ; Clarke, James ; Milton, John ; Spencer, John. / New cyclodextrin-bearing 8-hydroxyquinoline ligands as multifunctional molecules. In: Chemistry - A European Journal. 2013 ; Vol. 19, No. 41. pp. 13946-13955.
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