Highly Stable Hexacoordinated Nonoxidovanadium(IV) Complexes of Sterically Constrained Ligands: Syntheses, Structure, and Study of Antiproliferative and Insulin Mimetic Activity

被引:63
作者
Dash, Subhashree P. [1 ]
Pasayat, Sagarika [1 ]
Bhakat, Saswati [1 ]
Roy, Satabdi [1 ]
Dinda, Rupam [1 ]
Tiekink, Edward R. T. [2 ]
Mukhopadhyay, Subhadip [3 ]
Bhutia, Sujit K. [3 ]
Hardikar, Manasi R. [4 ]
Joshi, Bimba N. [4 ]
Patil, Yogesh P. [5 ]
Nethaji, M. [5 ]
机构
[1] Natl Inst Technol, Dept Chem, Rourkela 769008, Odisha, India
[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
[3] Natl Inst Technol, Dept Life Sci, Rourkela 769008, Odisha, India
[4] Agharkar Res Inst, Biometry & Nutr Grp, Pune 411004, Maharashtra, India
[5] Indian Inst Sci, Dept Inorgan & Phys Chem, Bangalore 560012, Karnataka, India
关键词
TRIGONAL-PRISMATIC COORDINATION; OXO VANADIUM(IV) COMPLEXES; SCHIFF-BASE LIGANDS; X-RAY-STRUCTURE; IN-VITRO; CRYSTAL-STRUCTURE; OXOVANADIUM(IV) COMPLEX; ANTITUMOR-ACTIVITY; ISONICOTINOYL HYDRAZONE; DONOR LIGANDS;
D O I
10.1021/ic401866x
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three highly stable, hexacoordinated nonoxidovanadium(IV), V-IV(L)(2), complexes (1-3) have been isolated and structurally characterized with tridentate aroylhydrazonates containing ONO donor atoms. All the complexes are stable in the open air in the solid state as well as in solution, a phenomenon rarely observed in nonoxidovanadium(IV) complexes. The complexes have good solubility in organic solvents, permitting electrochemical and various spectroscopic investigations. The existence of nonoxidovanadium(IV) complexes was confirmed by elemental analysis, ESI mass spectroscopy, cyclic voltammetry, EPR, and magnetic susceptibility measurements. X-ray crystallography showed the N3O3 donor set to define a trigonal prismatic geometry in each case. All the complexes show in vitro insulin mimetic activity against insulin responsive L6 myoblast cells, with complex 3 being the most potent, which is comparable to insulin at the complex concentration of 4 mu M, while the others have moderate insulin mimetic activity. In addition, the in vitro antiproliferative activity of complexes 1-3 against the He La cell line was assayed. The cytotoxicity of the complexes is affected by the various functional groups attached to the bezoylhydrazone derivative and 2 showed considerable antiproliferative activity compared to the most commonly used chemotherapeutic drugs.
引用
收藏
页码:14096 / 14107
页数:12
相关论文
共 156 条
[1]   Bis(allixinato)oxovanadium(IV) complex is a potent antidiabetic agent: Studies on structure-activity relationship for a series of hydroxypyrone-vanadium complexes [J].
Adachi, Yusuke ;
Yoshida, Jiro ;
Kodera, Yukihiro ;
Katoh, Akira ;
Takada, Jitsuya ;
Sakurai, Hiromu .
JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (11) :3251-3256
[2]   Synthesis, Characterization, and Application of Vanadium-Salan Complexes in Oxygen Transfer Reactions [J].
Adaeo, Pedro ;
Pessoa, Joao Costa ;
Henriques, Rul T. ;
Kuznetsov, Maxim L. ;
Avecilla, Fernando ;
Maurya, Mannar R. ;
Kumar, Umesh ;
Correia, Isabel .
INORGANIC CHEMISTRY, 2009, 48 (08) :3542-3561
[3]  
Ahmed M., 2011, Biology and Medicine, V3, P60
[4]   Organoplatinum(II) Complexes with 2-Acetylthiophene Thiosemicarbazone: Synthesis, Characterization, Crystal Structures, and in Vitro Antitumor Activity [J].
Ali, Awadelkareem A. ;
Nimir, Hassan ;
Aktas, Cenk ;
Huch, Volker ;
Rauch, Ulrich ;
Schaefer, Karl-Herbert ;
Veith, Michael .
ORGANOMETALLICS, 2012, 31 (06) :2256-2262
[5]   AN OXOVANADIUM(IV) COMPLEX CONTAINING A PENTACOORDINATE SCHIFF-BASE LIGAND - SYNTHESIS AND CRYSTAL AND MOLECULAR-STRUCTURE OF N,N'-(3,3'-DIPROPYLAMINE)BIS (3-METHOXYSALICYLIDENEIMINATO)OXOVANADIUM(IV) DIHYDRATE [J].
ALYEA, EC ;
DEE, TD ;
FERGUSON, G .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1985, 15 (01) :29-43
[6]  
Anke Manfred, 2004, Anales de la Real Academia Nacional de Farmacia, V70, P961
[7]  
[Anonymous], 1996, SMART SAINT
[8]  
[Anonymous], TOPICS BIOL INORGANI
[9]  
[Anonymous], 2001, BIOL CHEM ELEMENTS
[10]   SYNTHESES AND CHARACTERIZATION OF STABLE PSEUDO-OCTAHEDRAL TRIS-PHENOLATO COMPLEXES OF VANADIUM-(III), VANADIUM-(IV), AND VANADIUM-(V) [J].
AUERBACH, U ;
DELLAVEDOVA, BSPC ;
WIEGHARDT, K ;
NUBER, B ;
WEISS, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (15) :1004-1006