Platinum(IV) coordination compounds containing 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one as nonleaving ligand. Molecular and cytotoxicity in vitro characterization

被引:12
|
作者
Lakomska, Iwona [1 ]
Fandzloch, Marzena [1 ]
Wojtczak, Andrzej [1 ]
Szlyk, Edward [1 ]
机构
[1] Nicolaus Copernicus Univ, Fac Chem, PL-87100 Torun, Poland
关键词
Platinum(IV) complex; 5-Methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one; NMR; X-ray structure; Cytotoxicity; X-RAY-STRUCTURE; ANTITUMOR-ACTIVITY; CRYSTAL-STRUCTURE; CARBOXYLATE COMPLEXES; ANTICANCER COMPLEXES; CELL-LINES; NMR; PALLADIUM(II); DNA; RESISTANCE;
D O I
10.1016/j.saa.2011.03.019
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Novel platinum(IV) coordination compounds with 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one (HmtpO): cis-trans-[PtCl2(OH)(2)(NH3)(HmtpO)] (1), cis-trans-[PtCl5(HmtpO)][(CH3)(2)NH2] (2) have been prepared and structurally characterized by spectroscopic methods (H-1, IR and X-ray crystallography (2)). The X-ray results indicate that the local geometry around the platinum(IV) centre approximates a typical octahedral arrangement with nitrogen atom N3 of the HmtpO and three chloride atoms in equatorial positions. The remaining two axial positions are occupied by two chlorides. The preliminary assessment of antitumor properties of (1) was performed as an in vitro antiproliferative activity against HL-60 human acute promyelocytic leukemia and HCV29T bladder cancer. The cis-trans-[PtCl2(OH)(2)(NH3)(HmtpO)] (1) exhibits higher cytotoxic activity against HL-60 (IC50=6.4 mu M) than cisplatin. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:497 / 501
页数:5
相关论文
共 30 条
  • [21] Hirshfeld Surface Analysis and Density Functional Theory Calculations of 2-Benzyloxy-1,2,4-triazolo[1,5-a] quinazolin-5(4H)-one: A Comprehensive Study on Crystal Structure, Intermolecular Interactions, and Electronic Properties
    Bakheit, Ahmed H.
    Abuelizz, Hatem A.
    Al-Salahi, Rashad
    CRYSTALS, 2023, 13 (10)
  • [22] Synthesis, Crystal Structure and Antiproliferative Activity of 2-(((5-(((5,7-Dimethyl-[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)thio)methyl)-4-phenyl-4H-1,2,4-triazol-3-yl)thio)methyl)-4H-chromen-4-one Methanol Solvate
    Sun Hai-Yan
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2014, 33 (10) : 1467 - 1471
  • [23] Synthesis, Crystal Structure and Antiproliferative Activity of 2-(((5-(((5,7-Dimethyl-[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)thio)methyl)-4-phenyl-4H-1,2,4-triazol-3-yl)thio)methyl)-4Hchromen-4-one Methanol Solvate
    孙海燕
    结构化学, 2014, 33 (10) : 1467 - 1471
  • [24] Synthesis of novel quinazolin-4(3H)-one derivatives containing the 7-oxo-1,2,4-triazolo[1,5-a]pyrimidine moiety as effective agricultural bactericides against the pathogen Xanthomonas oryzae pv. oryzae
    Du, Huan
    Fan, Zhijiang
    Yang, Lan
    Bao, Xiaoping
    MOLECULAR DIVERSITY, 2018, 22 (01) : 1 - 10
  • [25] The first coordination complex of (5R,6R,7S)-5-(furan-2-yl)-7-phenyl-4,5,6,7-tetrahydro-[1,2,4]triazolo[1,5-a]pyrimidin-6-amine with zinc(II) acetatechloride
    Shyshkina, Mariia O.
    Shishkina, Svitlana, V
    Ostras, Konstantin S.
    Gorobets, Nikolay Yu
    Chebanov, Valentyn A.
    Desenko, Sergey M.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 1323 - +
  • [26] Synthesis, crystal structure, DFT, molecular docking and antitumor activity of 4-(2-chlorobenzyl)-1-(5-fluoro-2-hydroxy-3-((4-methylpiperidin-1-yl)methyl)phenyl)-[1,2,4] triazolo[4,3-a]quinazolin-5(4H)-one
    Zhou, Zhi-xu
    Wu, Qing-mei
    Huang, Zhu-yan
    Yu, De-hou
    Lu, Hong-guang
    RESEARCH ON CHEMICAL INTERMEDIATES, 2021, 47 (09) : 3609 - 3627
  • [27] Triorganotin(IV) derivatives of 7-amino-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylic acid. Synthesis, spectroscopic characterization, in vitro antimicrobial activity and X-ray crystallography
    Ruisi, Giuseppe
    Canfora, Loredana
    Bruno, Giuseppe
    Rotondo, Archimede
    Mastropietro, Teresa F.
    Debbia, Eugenio A.
    Girasolo, Maria A.
    Megna, Bartolomeo
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (04) : 546 - 551
  • [28] Synthesis, crystal structure, DFT, molecular docking and antitumor activity of 4-(2-chlorobenzyl)-1-(5-fluoro-2-hydroxy-3-((4-methylpiperidin-1-yl)methyl)phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one
    Zhi-xu Zhou
    Qing-mei Wu
    Zhu-yan Huang
    De-hou Yu
    Hong-guang Lu
    Research on Chemical Intermediates, 2021, 47 : 3609 - 3627
  • [29] Synthesis, crystal and molecular structure, vibrational spectroscopic, DFT and molecular docking of 4-(2-chlorobenzyl)-1-(4-hydroxy-3-((4-hydroxypiperidin-1-yl) methyl-5-methoxyphenyl)-[1,2,4] triazolo [4,3-a] quinazolin-5(4H)-one
    Wu, Qingmei
    Zheng, Zhaopeng
    Ye, Wenjun
    Guo, Qian
    Liao, Tianhui
    Yang, Di
    Zhao, Chunshen
    Liao, Weike
    Chai, Huifang
    Zhou, Zhixu
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1247
  • [30] Facile synthesis and in-vitro cytotoxicity study of some 5-(4-substituted phenyl)-7-hydroxy-9-methyl-2-thioxo-2,3-dihydro-1H-dipyrimido[ 1,2-a:4',5'-d]pyrimidin-4(5H)-one derivative and their Optoelectronic, DFT, and LFPs applications
    Upendranath, K.
    Venkatesh, Talavara
    Sukanya, S. H.
    Shanavaz, H.
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1280