Crystal structures of three platinacyclic complexes bearing iso­propyl eugenoxyacetate and pyridine derivatives

Three new platinum(II) complexes bearing a eugenol and a pyridine derivative, namely (2 -2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl- C1)chlorido(pyridine-N)platinum(II), [Pt(C15H19O4)Cl(C5H5N)], (I), (2 -2- allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-C1 )chlorido(4- methylpyridine-N)platinum(II), [Pt(C15H19O4)Cl(C6H7N)], (II), and (2 -2- allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-C1)chlorido- (pyridine-4-carboxylic acid-N)platinum(II), [Pt(C15H19O4)Cl(C6H5NO2)], (III), have been synthesized and further characterized by single-crystal X-ray diffraction. The PtII atoms exhibit the usual distorted square-planar coordination and are surrounded by one Cl atom, one N atom, and a C atom and C C double bond of the eugenol ligand. The donor N atom of the pyridine ligand occupies a cis position with respect to the double bond. Complexes (I) and (II) crystallize isomorphously in space group P1 and display a similar crystal packing characterized by C—HO hydrogen bonding, C—H and – interactions.However, the presence of the additional methyl group in the 4-methylpyridineligand in (II) disturbs the – interactions. The crystal packing of (III) is characterized by O—HO hydrogen bonding, resulting in the formation of chains of molecules connected in a head-to-tail fashion and running in the [101] direction. The IC50 values for the HepG2 and KB cell lines are 150.9, 122.3 mM for (I) and 138.9, 93.2 mM for (II), respectively.