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Synthesis, Characterisation and Antiviral Activity of Platinum(II) Complexes with 1,10-Phenanthrolines and the Antiviral Agents Acyclovir and Penciclovir

✍ Scribed by Nicola Margiotta; Francesco P. Fanizzi; Joze Kobe; Giovanni Natile


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
344 KB
Volume
2001
Category
Article
ISSN
1434-1948

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✦ Synopsis


Four novel hybrid drugs [Pt(acy) 2 (Me 2 phen)]I 2 (1), [Pt(pen) 2 -(Me 2 phen)](NO 3 ) 2 (2), [Pt(acy) 2 (phen)](NO 3 ) 2 (3), and [Pt-(pen) 2 (phen)](NO 3 ) 2 (4) have been prepared by reaction of the antiviral guanine derivatives acyclovir (acy) and penciclovir (pen) with platinum complexes having 2,9-Me 2 -1,10phenanthroline (Me 2 phen) and 1,10-phenanthroline (phen) as carrier ligands. Both the Me 2 phen and phen carrier ligands are able to hinder rotation of the guanine bases about the Pt-N(7) bonds rendering the interconversion among rotamers very slow on the NMR time scale. A favourable dipole-dipole interaction between the cis-coordinated purine bases stabilises the HT rotamers, which are the only species detected in solution. The stability in a physiological medium and the anti-HIV properties in vitro of the complexes have been evaluated. In a 0.1 M solution of NaCl, the compounds [a] Dipartimento Farmaco-