Drug delivery with a calixpyrrole-trans -Pt(II) complex

Grazia Cafeo, Grazia Carbotti, Angela Cuzzola, Marina Fabbi, Silvano Ferrini, Franz H. Kohnke, Georgia Papanikolaou, Maria Rosaria Plutino, Camillo Rosano, Andrew J P White

Research output: Contribution to journalArticle

Abstract

A meso-p-nitroaniline-calix[4]pyrrole derivative trans-coordinated to a Pt(II) center was synthesized and its structure solved by X-ray analysis. Adenosine monophosphate (AMP) was used as a model compound to evaluate the potential for the assisted delivery of the metal to the DNA nucleobases via the phosphate anion-binding properties of the calix[4]pyrrole unit. An NMR investigation of the kinetics of AMP complexation in the absence of an H-bonding competing solvent (dry CD3CN) was consistent with this hypothesis, but we could not detect the interaction of the calix[4]pyrrole with phosphate in the presence of water. However, in vitro tests of the new trans-calixpyrrole- Pt(II) complex on different cancer cell lines indicate a cytotoxic activity that is unquestionably derived from the coexistence of both the trans-Pt(II) fragment and the calix[4]pyrrole unit.

Original languageEnglish
Pages (from-to)2544-2551
Number of pages8
JournalJournal of the American Chemical Society
Volume135
Issue number7
DOIs
Publication statusPublished - Feb 20 2013

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Drug delivery
Phosphates
X ray analysis
Adenosine Monophosphate
Complexation
Pharmaceutical Preparations
DNA
Negative ions
Cells
Genetic Complementation Test
Nuclear magnetic resonance
Derivatives
Kinetics
Metals
Anions
Water
X-Rays
Cell Line
calix(4)pyrrole
Neoplasms

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Cafeo, G., Carbotti, G., Cuzzola, A., Fabbi, M., Ferrini, S., Kohnke, F. H., ... White, A. J. P. (2013). Drug delivery with a calixpyrrole-trans -Pt(II) complex. Journal of the American Chemical Society, 135(7), 2544-2551. https://doi.org/10.1021/ja307791j

Drug delivery with a calixpyrrole-trans -Pt(II) complex. / Cafeo, Grazia; Carbotti, Grazia; Cuzzola, Angela; Fabbi, Marina; Ferrini, Silvano; Kohnke, Franz H.; Papanikolaou, Georgia; Plutino, Maria Rosaria; Rosano, Camillo; White, Andrew J P.

In: Journal of the American Chemical Society, Vol. 135, No. 7, 20.02.2013, p. 2544-2551.

Research output: Contribution to journalArticle

Cafeo, G, Carbotti, G, Cuzzola, A, Fabbi, M, Ferrini, S, Kohnke, FH, Papanikolaou, G, Plutino, MR, Rosano, C & White, AJP 2013, 'Drug delivery with a calixpyrrole-trans -Pt(II) complex', Journal of the American Chemical Society, vol. 135, no. 7, pp. 2544-2551. https://doi.org/10.1021/ja307791j
Cafeo G, Carbotti G, Cuzzola A, Fabbi M, Ferrini S, Kohnke FH et al. Drug delivery with a calixpyrrole-trans -Pt(II) complex. Journal of the American Chemical Society. 2013 Feb 20;135(7):2544-2551. https://doi.org/10.1021/ja307791j
Cafeo, Grazia ; Carbotti, Grazia ; Cuzzola, Angela ; Fabbi, Marina ; Ferrini, Silvano ; Kohnke, Franz H. ; Papanikolaou, Georgia ; Plutino, Maria Rosaria ; Rosano, Camillo ; White, Andrew J P. / Drug delivery with a calixpyrrole-trans -Pt(II) complex. In: Journal of the American Chemical Society. 2013 ; Vol. 135, No. 7. pp. 2544-2551.
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