DIORGANOTIN COMPLEXES WITH N(4)-PHENYLTHIOSEMICARBAZONES: SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION, AND ANTIBACTERIAL ACTIVITY

被引:14
作者
Sedaghat, Tahereh [1 ]
Golalzadeh, Azam [1 ]
Motamedi, Hossein [2 ]
机构
[1] Shahid Chamran Univ, Dept Chem, Coll Sci, Ahvaz, Iran
[2] Shahid Chamran Univ, Dept Biol, Coll Sci, Ahvaz, Iran
关键词
Thiosemicarbazones; organotin; antibacterial activity; Sn-119; NMR; THIOSEMICARBAZONE DERIVATIVES; ORGANOTIN(IV)(N+) COMPLEXES; BIOLOGICAL SCREENINGS; METAL-COMPLEXES; DNA; NMR;
D O I
10.1080/10426507.2013.777727
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The organotin(IV) complexes, SnPh2La (1), SnMe2La (2), SnBu2La (3), SnPh2Lb (4), SnMe2Lb (5), SnPh2Lc (6), SnMe2Lc (7), and SnBu2Lc (8) were obtained by reaction of SnR2Cl2 (R = Ph, Me, and Bu) with 1-(5-bromo-2-hydroxybenzylidene)-4-phenylthiosemicarbazide (H2La), 1-((2-hydroxynaphthalen-1-yl)methylene)-4-phenylthiosemicarbazide (H2Lb), and 1-(2-hydroxy-3-methoxybenzylidene)-4-phenylthiosemicarbazide (H2Lc). The synthesized complexes have been investigated by elemental analysis, IR, H-1 NMR, and Sn-119 NMR spectroscopy. The data show that the thiosemicarbazone acts as a tridentate dianionic ligand and coordinates via the thiol group, imine nitrogen, and phenolic oxygen. The coordination number of tin is 5. The in vitro antibacterial activities of the ligands and their complexes have been evaluated against Gram-positive (Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria and compared with the standard antibacterial drugs. [Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the following free supplemental files: Additional figures and tables]
引用
收藏
页码:1694 / 1702
页数:9
相关论文
共 33 条
  • [1] Antibacterial effect of some benzopyrone derivatives
    Amin, Rehab
    Krammer, Barbara
    Abdel-Kader, Nora
    Verwanger, Thomas
    El-Ansary, Aida
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (01) : 372 - 378
  • [2] New Cu(II), Co(II), Ni(II) complexes with aroyl-hydrazone based ligand. Synthesis, spectroscopic characterization and in vitro antibacterial evaluation
    Angelusiu, Madalina Veronica
    Barbuceanu, Stefania-Felicia
    Draghici, Constantin
    Almajan, Gabriela Laura
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) : 2055 - 2062
  • [3] [Anonymous], INORG CHEM
  • [4] [Anonymous], 2004, ORGANOTIN CHEM
  • [5] Main group metal complexes of semicarbazones and thiosemicarbazones.: A structural review
    Casas, JS
    García-Tasende, MS
    Sordo, J
    [J]. COORDINATION CHEMISTRY REVIEWS, 2000, 209 : 197 - 261
  • [6] Demertzi D. K., 1995, INORG CHIM ACTA, V239, P177
  • [7] Novel thiosemicarbazone derivatives as potential antitumor agents: Synthesis, physicochemical and structural properties, DNA interactions and antiproliferative activity
    Dilovic, Ivica
    Rubcic, Mirta
    Vrdoljak, Visnja
    Pavelic, Sandra Kraljevic
    Kralj, Marijeta
    Piantanida, Ivo
    Cindric, Marina
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (09) : 5189 - 5198
  • [8] Gielen M., 2005, METALLOTHERAPEUTIC D, V22
  • [9] Synthesis and anticancer activity of thiosemicarbazones
    Hu, WX
    Zhou, W
    Xia, CN
    Wen, X
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (08) : 2213 - 2218
  • [10] N-15, C-13, AND SN-119 NMR AND OTHER SPECTROSCOPIC STUDIES OF 8-QUINOLINOL, ITS O-METHYL AND N-METHYL DERIVATIVES, AND CHELATE DI-ORGANOTIN(IV) AND TRI-ORGANOTIN(IV) COMPLEXES
    JAIN, VK
    MASON, J
    SARASWAT, BS
    MEHROTRA, RC
    [J]. POLYHEDRON, 1985, 4 (12) : 2089 - 2096