Synthesis, characterization and in vitro cytotoxicity of three types of platinum(II) complexes containing 5,7-diethyl-1,2,4-triazolo[1,5-a]pyrimidine

被引：14
|
作者：
Lakomska, Iwona [1 ]
Babinska, Magdalena [1 ]
Wojtczak, Andrzej [2 ]
Sitkowski, Jerzy [3 ,4 ]
机构：
[1] Nicolaus Copernicus Univ Torun, Fac Chem, Bioinorgan Chem Res Grp, Gagarina 7, PL-87100 Torun, Poland
[2] Nicolaus Copernicus Univ Torun, Fac Chem, Dept Crystallochem & Biocrystallog, Gagarina 7, PL-87100 Torun, Poland
[3] Natl Inst Med, Chelmska 30-34, PL-00725 Warsaw, Poland
[4] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
来源：
INORGANICA CHIMICA ACTA | 2016年 / 453卷
关键词：
Platinum(II) complex; 5,7-Diethyl-1,2, 4-triazolo[1, 5-a]pyrimidine; Multinuclear NMR; X-ray structure; In vitro cytotoxicity; RAY CRYSTAL-STRUCTURE; ANTITUMOR-ACTIVITY; MAGNETIC-RESONANCE; TRYPANOSOMA-CRUZI; NICKEL-COMPLEXES; DERIVATIVES; SPECTROSCOPY; LEISHMANIA; NMR; MONONUCLEAR;
D O I：
10.1016/j.ica.2016.09.010
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Three structurally different mononuclear dichlorido platinum(II) complexes with 5,7-diethyl-1,2,4triazolo[1,5-a]pyrimidine (detp) were synthesized and characterized through multinuclear magnetic resonance (H-1, C-13, N-15, Pt-195) and infrared spectroscopy. The X-ray structure of cis-[PtCl2(detp)(dmso)] (2) was determined using the single-crystal X-ray diffraction technique. The molecular structure of (2) exhibits a square planar geometry surrounding the Pt(II) ion with a unique placement of two chlorido ligands in the cis position in the presence of a S-dmso molecule in the coordination sphere. All NMR data obtained in solution unambiguously confirmed the square planar geometry of Pt(II) with monodentate N3-bonded detp, a monodentate second ligand (detp or NH3 or dmso) and two chlorido ligands in the cis geometry. Cytotoxicity tests using human carcinoma cell lines, specifically the T47D (breast cancer), A549 (non small cell lung carcinoma), and LoVo (colon cancer) cell lines, and the healthy cell line BALB/3T3 (mouse embryonic fibroblast), indicated that only cis-[PtCl2(detp)(2)] (1) possesses similar in vitro cytotoxicity against T47D and sevenfold lower toxicity than cisplatin. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码：516 / 521
页数：6
相关论文
共 50 条
  • [21] AROMATIC SUBSTITUTED 1,2,4-TRIAZOLO[1,5-A]PYRIMIDINE
    DESENKO, SM
    ORLOV, VD
    GETMANSKY, NV
    SHISHKIN, OV
    LINDEMAN, SV
    STRUCHKOV, YT
    DOKLADY AKADEMII NAUK, 1992, 324 (04) : 801 - 804
  • [22] The crystal and molecular structures of dichlorobis(5,7-diphenyl-1,2,4-triazolo[1,5-α]pyrimidine)zinc(II) (1) and dichlorobis(5,7-diphenyl-1,2,4-triazolo[1,5-α]pyrimidine)cobalt(II) (2)
    Faculty of Chemistry, Nicholas Copernicus University, Gagarina 7, 87-100 Toruń, Poland
    不详
    不详
    Inorg. Chim. Acta, 2 (145-150):
  • [23] Multinuclear NMR spectroscopy and antitumor activity of novel platinum(II) complexes with 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidines
    Lakomska, I
    Szlyk, E
    Sitkowski, J
    Kozerski, L
    Wietrzyk, J
    Pelczynska, M
    Nasulewicz, A
    Opolski, A
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2004, 98 (01) : 167 - 172
  • [24] Synthesis, spectroscopic characterization and in vitro antimicrobial activity of diorganotin(IV) dichloride adducts with [1,2,4]triazolo-[1,5-a]pyrimidine and 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine
    Girasolo, MA
    Schillaci, D
    Di Salvo, C
    Barone, G
    Silvestri, A
    Ruisi, G
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (04) : 693 - 701
  • [25] SYNTHESIS OF 5,7-DIMETHYL-1,2,4-TRIAZOLO (1,5-A) PYRIMIDIN-2-CARBALDEHYDE
    LIPPMANN, E
    BECKER, V
    ZEITSCHRIFT FUR CHEMIE, 1974, 14 (10): : 405 - 406
  • [26] Zinc 1,2,4-triazolo[1,5-a]pyrimidine Complexes: Synthesis, Structural Characterization and their Effect Against Chagas Disease
    Mendez-Arriaga, Jose M.
    Rubio-Mirallas, Erika
    Quiros, Miguel
    Sanchez-Moreno, Manuel
    MEDICINAL CHEMISTRY, 2022, 18 (04) : 444 - 451
  • [27] In vitro leishmanicidal activity of copper (II) 5,7-dimethyl-1,2,4-triazolo [1,5-a]pyrimidine complex and analogous transition metal series
    Mendez-Arriaga, Jose M.
    Rodriguez-Dieguez, Antonio
    Sanchez-Moreno, Manuel
    POLYHEDRON, 2020, 176
  • [28] Synthesis and fungicidal evaluation of novel 1,2,4-triazolo[1,5-a]-pyrimidine containing oxadiazolyl derivatives
    Chen, W
    Chen, Q
    Wu, QY
    Yang, GF
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (11) : 1477 - 1481
  • [29] 7-ethoxycarbonylmethyl-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine
    Fettouhi, M
    Boukhari, A
    ElOtmani, B
    Essassi, E
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1996, 52 : 1031 - 1032
  • [30] Syntheses and biological activity of 5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-2-thioacetohydrazones
    Yang, GF
    Liu, ZM
    Lu, AH
    Zhuang, NB
    ACTA CHIMICA SINICA, 2001, 59 (04) : 594 - 599
12345