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A new series of 6-amino-5-(aryldiazenyl)- N  1 , N  3 -dimethyl-2-thioxo-pyrimidin-4-one derivatives  17 – 27  and the  N  1 -methyl-azothiopyrimidine analog  28  were synthesized from the pyrimidine derivatives  4  and  5 , respectively, via diazotization reaction, with various amines. The platinum(II) metal complexes [bis(4-amino- N  3 -methyl-6-oxo-2-thioxo-pyrimidin-1-yl)]Pt(II) ( 29 ) and [(6-amino-5-(4- R -phenyl)diazenyl)- N  1  ,N  3 -dimethyl-2-thioxo-pyrimidin-4-one)]Pt(II)Cl 2  derivatives  30 – 33  were prepared from the treatment of  5  and the azo analogs  17  and  21–23  with PtCl 2 , respectively. Analogously,  5  and  17  were treated with RuCl 3 ·3H 2 O to give the Ru(III) complexes  34  and  35 , respectively. The newly synthesized compounds were assayed against HIV-1 and HIV-2 in MT-4 cells. The results revealed that  26  and  30  were the only compounds in the series inhibiting HIV replication in cell cultures with an IC 50  value of &gt;2.07 and &gt;3.02 μg mL –1 , respectively. The molecular modeling interactions of  26  with some amino acids of HIV reverse transcriptase were studied. In addition, the antibacterial activity of  17 – 35  and  31 – 33  against  Staphylococcus aureus  and  Escherichia coli  was evaluated.

Synthesis, biological activity and modeling study of some thiopyrimidine derivatives and their platinum(II) and ruthenium(III) metal complexes