Platinum(II) Complexes with Bulky Disubstitute Triazolopyrimidines as Promising Materials for Anticancer Agents

Abstract

Herein, we present dicarboxylate platinum(II) complexes of the general formula [Pt(mal)(DMSO)(L)] and [Pt(CBDC)(DMSO)(L)], where L is dbtp 5,7-ditertbutyl-1,2,4-triazolo[1,5-a]pyrimidine) or ibmtp (7-isobutyl-5-methyl-1,2,4- triazolo[1,5-a]pyrimidine), as prospective prodrugs. The platinum(II) complexes were synthesized in a one-pot reaction between cis-[PtCl2(DMSO)2], silver malonate or silver cyclobutane-1,1-dicarboxylate and triazolopyrimidines. All platinum(II) compounds were characterized by FT-IR, and 1H, 13C, 15N and 195Pt NMR; and their square planar geometries with one monodentate N(3)-bonded 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidine, one S-bonded molecule of dimethyl sulfoxide and one O,O-chelating malonato (1, 2) or O,O-chelating cyclobutane-1,1-dicarboxylato (3, 4) was determined. Additionally, [Pt(CBDC)(dbtp)(DMSO)] (3) exhibited (i) substantial in vitro cytotoxicity against the lung adenocarcinoma epithelial cell line (A549) (IC50 = 5.00 µM) and the cisplatin-resistant human ductal breast epithelial tumor cell line (T47D) (IC50 = 6.60 µM); and (ii) definitely exhibited low toxicity against normal murine embryonic fibroblast cells (BALB/3T3).

Prodrug Approach: NSAID Conjugates of Platinum Compounds as Anti-Cancer Agents

“…The General structures of the platinum-NSAID prodrugs were given in figure 7. The design and development of platinum prodrugs by conjugating with different categories of conjugates is a promising area of research in the treatment of various types of malignancy (75,76) .…”

Oxidative Aromatization of 4,7-Dihydro-6-nitroazolo[1,5-a]pyrimidines: Synthetic Possibilities and Limitations, Mechanism of Destruction, and the Theoretical and Experimental Substantiation

“…Azolo[1,5-a]pyrimidines are a very diversified group of heterocycles [ 1 , 2 , 3 ]. Among them, many compounds find application due to their beneficial features, for example, photophysical properties [ 4 , 5 , 6 , 7 ], metal complexes [ 8 , 9 , 10 ], and as medicinal drugs for diabetes mellitus [ 11 , 12 , 13 ], viruses [ 14 , 15 , 16 ], bacteria [ 17 , 18 ], neurological diseases [ 19 , 20 ], tumor diseases [ 21 , 22 , 23 , 24 , 25 , 26 ], Alzheimer’s disease [ 27 , 28 , 29 ], etc.…”