Multinuclear NMR spectroscopy and antitumor activity of novel platinum(II) complexes with 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines.
Novel platinum(II) complexes with 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines have been synthesized and characterized by infrared and multinuclear magnetic resonance spectroscopic techniques (1H, 13C, 15N, 195Pt). The complexes are of two types: [PtCl2(L)2] and [PtCl2(NH3)(L)], where L=5,7-diphenyl-1,2,4-triazolo[1,5-a]pyrimidine (dptp) and 5,7-ditertbutyl-1,2,4-triazolo[1,5-a]pyrimidine (dbtp). Significant 15N NMR upfield shifts (92-95 ppm) were observed for N(3) atom indicating this nitrogen atom as a coordination site. The molecular structure suggest that Pt(II) ion has the square planar geometry with N(3) bonded 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines, N-bonded second ligand (NH3 for cis-[PtCl2(NH3)(L)] or, respectively, 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines for cis-[PtCl2L2]) and two cis chloride anions. The antiproliferative activity in vitro of complexes (1-4) have been tested against the cells of four human cell lines: SW707 rectal adenocarcinoma, A549 non-small cell lung carcinoma, T47D breast cancer and HCV29T bladder cancer. The results indicate a moderate antiproliferative activity of (4) against the cells of rectal, breast and bladder cancer and a marked and selective cytotoxic effect of (1-3) against the cells of all studied human cancer lines.
Łakomska
Iwona
I
Department of Chemistry, Nicholas Copernicus University, Gagarina 7, Toruń 87-100, Poland. dziubek@cc.uni.torun.pl
Szłyk
Edward
E
Sitkowski
Jerzy
J
Kozerski
Lech
L
Wietrzyk
Joanna
J
Pełczyńska
Marzena
M
Nasulewicz
Anna
A
Opolski
Adam
A
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D002247:Carbon Isotopes; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007554:Isotopes; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D009587:Nitrogen Isotopes; D009944:Organoplatinum Compounds / Q000737:chemistry* / Q000494:pharmacology*; D010984:Platinum; D011743:Pyrimidines / Q000737:chemistry* / Q000494:pharmacology*; D014230:Triazoles / Q000737:chemistry / Q000494:pharmacology
D000970:Antineoplastic Agents; D002247:Carbon Isotopes; D007554:Isotopes; D009587:Nitrogen Isotopes; D009944:Organoplatinum Compounds; D011743:Pyrimidines; D014230:Triazoles; D010984:Platinum