Thiourea derivatives and their nickel(II) and platinum(II) complexes: antifungal activity

Abstract

We have synthesized two thiourea derivatives of methyl anthranilate ( 1, 2) and their complexes with nickel ( 3) and platinum(II) ( 4). We have also prepared the complexes of nickel(II) with two benzoylthiourea derivatives ( 5, 6). The obtained compounds were characterized by elemental analysis, spectroscopic methods (FT-IR, UV-vis, NMR), mass spectrometry and thermal analysis. Compound 1, C 20H 23N 3O 2S, crystallizes in monoclinic space group P21/ n, with Z=4, and unit cell parameters, a=8.8042(4) Å, b=7.6608(3) Å, c=28.834(2) Å, α= γ=90°, β=90.94(1) °. Compound 2, C 20H 21N 3O 3S, crystallizes in monoclinic space group P21/ c, with Z=4, and unit cell parameters, a=7.7345(4) Å, b=8.6715(4) Å, c=29.113(2) Å, α= γ=90 °, β=90.67(1) °. Compound 5, C 24H 30N 4NiO 2S 2, crystallizes in monoclinic space group P21/ n, with Z=4, and unit cell parameters, a=10.4317(8) Å, b=18.517(2) Å, c=13.299(1) Å, α= γ=90 °, β=104.53(1) °. Compound 6, C 25H 28Cl 2N 4NiO 4S 2, crystallizes with a molecule of CH 2Cl 2 in triclinic space group P-1, with Z=2, and unit cell parameters, a=10.362(1) Å, b=11.849(2) Å, c=12.536(2) Å, α=90.04(2) °, β=84.73(1) °, γ=113.43(2) °. Compounds 1 and 2 show antifungal activity against the major pathogens responsible for important plant diseases ( Botrytis cinerea, Colletotrichum fragariae, Fusarium oxysporum and Phoma betae). The antifungal activity is practically the same for morpholine and ethyl derivatives.