Mononuclear π-complexes of Pd(II) and Pt(II) with 1-allyl-3-(2-hydroxyethyl)thiourea: Synthesis, structure, molecular docking, DNA binding ability and genotoxic activity

Iodide n,π-chelate complexes of platinum(II) based on N-allyl substituted thioureas and their effect on the activity of hepatobiliary system enzymes in comparison with chloride analogs

“…As in our previous works [16][17][18][19] a feature of the structure of both complexes is coordination of thioureas HL 1 and HL 2 in a bidentate-chelate manner by the atoms of the S,C-allylthiourea group, and the cis-position of iodide anions in the coordination sphere of the metal (Scheme 1).…”

“…These absorption bands undergo both bathochromic and hypsochromic shifts of +20/21 and - (10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22) nm relative to their chloride counterparts (green curves in Fig. 2) studied in our previous publications [17,19].…”

“…In the presented work, we obtained similar complexes in which, instead of chlorine atoms , the role of "leaving groups" is played by iodine atoms, which, as could be assumed, should be more easily amenable to nucleophilic substitution on nitrogen atoms of DNA nucleic bases. Earlier, we established that iodide platinum(ІІ) π-complexes completely transformed the supercoiled form of DNA into a relaxed ring form even at a concentration of 12.5 μg/ml, which is much more effective than cisplatin [18]. Then we assumed that π-complexes of platinum with iodide anions in the coordination sphere interact with DNA the fastest.…”

“…Promising ligands for the development of new potential drugs are thiourea derivatives, which, having high antitumor activity [12], are able to coordinate many metal ions as N,S donor agents [13][14][15]. In previous studies, we found that a number of π-coordination complexes of Pt(II) and Pd(II) with N-allylthiourea derivatives showed a high affinity to DNA with cytostatic and proapoptotic effects which was superior to that of cisplatin [16][17][18][19]. As a "carrier ligand" providing transport of these complexes to their target, we used the allylthiourea derivatives and the role of the leaving groups was performed by chlorine atoms.…”

“…N-Allylmorpholine-4-carbothioamide (HL 1 ) and 3-allyl-1,1-diethylthiourea (HL 2 ) were obtained as a white solid by the methods described in our previous works [16,18,19]. HL All the complexes were synthesized according to the following general methodic: A portion of K 2 [PtCl 4 ] (103.7 mg, 0.25 mmol) was dissolved in 1 ml of distilled water and 0.5 ml of 2N HCl was added.…”