Porphyrin-aminoquinoline conjugates as telomerase inhibitors

Alexandrine Maraval, Sonia Franco, Corine Vialas, Geneviève Pratviel, Maria A. Blasco, Bernard Meunier

Research output: Contribution to journalArticle

Abstract

A series of metalloporphyrins was prepared in order to target the G-quadruplex structure of telomeric DNA for the design of antitelomerase compounds. The initial cationic tetramethylpyridiniumyl porphyrin was modified by the replacement of one or two methylpyridiniumyl groups by one or two 4-aminoquinoline moieties, at the meso position, in order to increase the cell penetration and the quadruplex affinity. The porphyrins were either metallated by manganese or by nickel. The degradation of quadruplex DNA was assayed in vitro with the manganese redox-active derivatives. All porphyrins complexes were capable of inhibiting the telomerase enzyme with IC50 values in the micromolar range (TRAP assay).

Original languageEnglish (US)
Pages (from-to)921-927
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume1
Issue number6
DOIs
StatePublished - Mar 21 2003
Externally publishedYes

Fingerprint

Aminoquinolines
Telomerase
Porphyrins
porphyrins
inhibitors
G-Quadruplexes
Manganese
manganese
deoxyribonucleic acid
Metalloporphyrins
DNA
Nickel
Inhibitory Concentration 50
Oxidation-Reduction
affinity
enzymes
Assays
penetration
nickel
degradation

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Chemistry(all)

Cite this

Maraval, A., Franco, S., Vialas, C., Pratviel, G., Blasco, M. A., & Meunier, B. (2003). Porphyrin-aminoquinoline conjugates as telomerase inhibitors. Organic and Biomolecular Chemistry, 1(6), 921-927. https://doi.org/10.1039/b211634k

Porphyrin-aminoquinoline conjugates as telomerase inhibitors. / Maraval, Alexandrine; Franco, Sonia; Vialas, Corine; Pratviel, Geneviève; Blasco, Maria A.; Meunier, Bernard.

In: Organic and Biomolecular Chemistry, Vol. 1, No. 6, 21.03.2003, p. 921-927.

Research output: Contribution to journalArticle

Maraval, A, Franco, S, Vialas, C, Pratviel, G, Blasco, MA & Meunier, B 2003, 'Porphyrin-aminoquinoline conjugates as telomerase inhibitors', Organic and Biomolecular Chemistry, vol. 1, no. 6, pp. 921-927. https://doi.org/10.1039/b211634k
Maraval A, Franco S, Vialas C, Pratviel G, Blasco MA, Meunier B. Porphyrin-aminoquinoline conjugates as telomerase inhibitors. Organic and Biomolecular Chemistry. 2003 Mar 21;1(6):921-927. https://doi.org/10.1039/b211634k
Maraval, Alexandrine ; Franco, Sonia ; Vialas, Corine ; Pratviel, Geneviève ; Blasco, Maria A. ; Meunier, Bernard. / Porphyrin-aminoquinoline conjugates as telomerase inhibitors. In: Organic and Biomolecular Chemistry. 2003 ; Vol. 1, No. 6. pp. 921-927.
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