Synthesis, structural characterization and antimicrobial activities of 4-and 6-coordinate nickel(II) complexes with three thiosemicarbazones and semicarbazone ligands

被引:213
作者
Kasuga, NC [1 ]
Sekino, K [1 ]
Koumo, C [1 ]
Shimada, N [1 ]
Ishikawa, M [1 ]
Nomiya, K [1 ]
机构
[1] Kanagawa Univ, Fac Sci, Dept Mat Sci, Hiratsuka, Kanagawa 2591293, Japan
关键词
4-and 6-coordinate Nickel(II) complexes thiosemicarbazones; semicarbazone; antimicrobial activities; X-ray crystal structures;
D O I
10.1016/S0162-0134(00)00221-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
To investigate the relationship between antimicrobial activities and the molecular structures of nickel(II) complexes with thiosemicarbazone and semicarbazone ligands, nickel(II) complexes with ligands Hmtsc, Hatsc, Hasc and H(2)dmtsc, were prepared and characterized by elemental analysis, FT-IR, H-1 and C-13 NMR spectroscopies, magnetic susceptibility measurements, UV-Vis absorption spectra, TG/DTA and single-crystal X-ray analysis. Their antimicrobial activities were evaluated by the MIC against four bacteria (B. subtilis, S. aureus, E. coli and P. aeruginosa), two yeasts (C. albicans and S, cerevisiae) and two molds (A. niger and P. citrinum). The 4-coordinate, diamagnetic nickel(II) complexes showed antimicrobial activities which were different from those of free ligands or the starting nickel(II) compounds; [Ni(mtsc)(OAc)] 1 showed selective and effective antimicrobial activities against two Gram-positive bacteria (B. subtilis and S. aureus) and modest activities against a yeast (S. cerevisiae), [Ni(mtsc)Cl] 3 exhibited moderate activities against a Gram-positive bacterium (S. aureus), and [Ni(atsc)(OAc)] 5 showed modest activities against two Gram-positive bacteria (B. subtilis and S. aureus). On the other hand, the 6-coordinate, paramagnetic nickel(II) complexes with two protonated or deprotonated ligands ([Ni(mtsc)(2)] 2, [Ni(atsc)(mtsc)] 4, [Ni(atsc)(2)] 6, [Ni(Hatsc)(2)](NO3)(2)7, [Ni(Hatsc)(2)]Cl(2)8 and [Ni(Hasc)(2)](OAc)(2)9) and the sterically crowded 4-coordinate, diamagnetic nickel(II) complex ([Ni(dmtsc)] 10) did not inhibit the growth of the test organisms. The structure-activity correlation in this series of nickel(II) complexes was discussed based on their ligand-replacement abilities. (C) 2001 Elsevier Science B.V. All rights reserved.
引用
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页码:55 / 65
页数:11
相关论文
共 39 条
[1]
Synthesis and characterization of indium(III) complexes with tri- and pentadentate thiosemicarbazones. Crystal and molecular structure of [InCl2(HDAPTSC)]center dot 2DMSO, {O[In(HDAPTSC)(OH)](2))center dot 5MeOH, [InCl2-(APTSC)(MeOH)], [In(APTSC)(2)]PF6 and (H(2)APTSC)][InCl(APTSC)(mnt)]center dot 0.5H(2)O (H(2)DAPTSC equals 2,6-diacetylpyridine-bis(thiosemicarbazone), HAPTSC equals 2-acetylpyridine-thiosemicarbazone, mnt(2-) equals 1,2-dicyanoethene-1,2-dithiolate) [J].
Abram, S ;
MaichleMossmer, C ;
Abram, U .
POLYHEDRON, 1998, 17 (01) :131-143
[2]
Gold complexes with thiosemicarbazones:: reactions of bi- and tridentate thiosemicarbazones with dichloro[2-(dimethylaminomethyl)phenyl-C1,N]gold(III), [Au(damp-C1,N)Cl2] [J].
Abram, U ;
Ortner, K ;
Gust, R ;
Sommer, K .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (05) :735-744
[3]
Alphonsa CK, 1999, SYN REACT INORG MET, V29, P805
[4]
SOME HETEROCYCLIC THIOSEMICARBAZONES [J].
ANDERSON, FE ;
DUCA, CJ ;
SCUDI, JV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (10) :4967-4968
[5]
[Anonymous], 1995, TEXSAN CRYST STRUCT
[6]
UBER EMPROTIDE SCHWERMETALL-INNERKOMPLEXE DER ALPHA-DIKETONDI-THIOSEMICARBAZONE (THIAZONE) .4. UNTERSUCHUNGEN ZUR KONSTITUTION - KOMPLEXE VON THIAZON-ANALOGEN [J].
BAHR, G ;
SCHLEITZER, G .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1955, 280 (04) :161-179
[7]
Bermejo E, 1999, Z NATURFORSCH B, V54, P777
[8]
SEVERAL COORDINATION MODES OF THE PENTADENTATE LIGAND 2,6-DIACETYLPYRIDINEBIS(THIOSEMICARBAZONE) [J].
BINO, A ;
COHEN, N .
INORGANICA CHIMICA ACTA, 1993, 210 (01) :11-16
[9]
Structural characterization of a new ligand mode of 2,6-diacetylpyridine bis(semicarbazone), H2daps [J].
Carcelli, M ;
Ianelli, S ;
Pelagatti, P ;
Pelizzi, G .
INORGANICA CHIMICA ACTA, 1999, 292 (01) :121-126
[10]
Studies of nickel(II) complexes of 3-hydroxyiminobutanone thiosemicarbazone and 3-hydroxyiminobutanone (4-phenyl thiosemicarbazone). Crystal structure of bis(3-hydroxyiminobutanone) (4-phenyl thiosemicarbazone) nickel(II) nitrate, monohydrate, [Ni(C11H14N4OS)(2)](NO3)(2)center dot H2O [J].
Chattopadhyay, SK ;
Chattopadhyay, D ;
Banerjee, T ;
Kuroda, R ;
Ghosh, S .
POLYHEDRON, 1997, 16 (11) :1925-1930