Synthesis, spectral, structural characterization and biological activity of new palladium(II) complexes containing 3-acetyl-8-methoxy-2H-chromen-2-one derived Schiff bases

被引:14
作者
Kalaiarasi, G. [1 ]
Aswini, G. [1 ]
Rajkumar, S. Rex Jeya [2 ]
Dharani, S. [1 ]
Lynch, Vincent M. [3 ]
Prabhakaran, R. [1 ]
机构
[1] Bharathiar Univ, Dept Chem, Coimbatore 641046, Tamil Nadu, India
[2] Karunya Univ, Dept Biosci & Technol, Coimbatore 641114, Tamil Nadu, India
[3] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA
关键词
anticancer activity; BSA/HSA protein; coumarin Schiff bases; crystal structure; palladium(II) complexes; IN-VITRO; THIOSEMICARBAZONE COMPLEXES; ANTIBACTERIAL ACTIVITIES; DNA/PROTEIN BINDING; ANTITUMOR-ACTIVITY; ANTICANCER DRUGS; PROTEIN-BINDING; DNA; CYTOTOXICITY; CISPLATIN;
D O I
10.1002/aoc.4466
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Four different mononuclear palladium(II) complexes of 3-acetyl-8-methoxycoumarin Schiff bases were synthesized and characterized by spectrochemical techniques. Further analysis through X-ray crystallography confirmed the structures of the complexes. Their interactive ability with Calf Thymus DNA and protein (Bovine Serum Albumin and Human Serum Albumin) were investigated by means of absorption and emission methods. The intercalative mode of binding with DNA was supported by EB displacement studies and viscosity measurements. Configurational changes that occurred in the proteins have been analysed with the help of 3D fluorescence studies. The complexes were shown to have good antimicrobial activity against the tested bacterial and fungal pathogens. In addition, antiproliferative activity of the complexes was evaluated on A549 and MCF-7 cell lines and the complexes were comparatively more active than the standard drug cisplatin. Among the compounds, complex 3 was the most effective against MCF-7 (IC50 value of 5.20 +/- 0.15 mu M) and A549 (5.09 +/- 0.13 mu M) compared with the other complexes 1 (6.48 +/- 0.17 mu M; 5.98 +/- 0.09 mu M), 2 (5.53 +/- 0.12 mu M; 5.85 +/- 0.11 mu M), 4 (6.73 +/- 0.19 mu M; 6.63 +/- 0.16 mu M) and cisplatin (16.79 +/- 0.08 mu M; 15.10 +/- 0.05 mu M) respectively. LDH and NO release assays confirmed the cytotoxic potential of the synthesized complexes.
引用
收藏
页数:16
相关论文
共 47 条
[1]   Platinum group antitumor chemistry: Design and development of new anticancer drugs complementary to cisplatin [J].
Abu-Surrah, AS ;
Kettunen, M .
CURRENT MEDICINAL CHEMISTRY, 2006, 13 (11) :1337-1357
[2]   Synthesis, characterization and antiplasmodial evaluation of cyclopalladated thiosemicarbazone complexes [J].
Adams, Muneebah ;
de Kock, Carmen ;
Smith, Peter J. ;
Chibale, Kelly ;
Smith, Gregory S. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 736 :19-26
[3]   Synthesis, characterization, and DFT calculation of a Pd(II) Schiff base complex [J].
Akbari, Alireza ;
Alinia, Zahra .
TURKISH JOURNAL OF CHEMISTRY, 2013, 37 (06) :867-878
[4]  
Boulikas T, 2003, ONCOL REP, V10, P1663
[5]  
Budzisz E., 2004, EUR J INORG CHEM, V4412
[6]   Neutral NiII, PdII and PtII ONS-pincer complexes of 5-acetylbarbituric-4N-dimethylthiosemicarbazone: synthesis, characterization and properties [J].
Castineiras, Alfonso ;
Fernandez-Hermida, Nuria ;
Garcia-Santos, Isabel ;
Gomez-Rodriguez, Lourdes .
DALTON TRANSACTIONS, 2012, 41 (43) :13486-13495
[7]   Synthesis and in vitro evaluation of palladium(II) salicylaldiminato thiosemicarbazone complexes against Trichomonas vaginalis [J].
Chellan, Prinessa ;
Stringer, Tameryn ;
Shokar, Ajit ;
Dornbush, Padraick J. ;
Vazquez-Anaya, Guillermo ;
Land, Kirkwood M. ;
Chibale, Kelly ;
Smith, Gregory S. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2011, 105 (12) :1562-1568
[8]   Recent developments in the field of tumor-inhibiting metal complexes [J].
Galanski, M ;
Arion, VB ;
Jakupec, MA ;
Keppler, BK .
CURRENT PHARMACEUTICAL DESIGN, 2003, 9 (25) :2078-2089
[9]   Synthesis, characterization, interaction with DNA and cytotoxicity in vitro of dinuclear Pd(II) and Pt(II) complexes dibridged by 2,2′-azanediyldibenzoic acid [J].
Gao, Enjun ;
Zhu, Mingchang ;
Yin, Hongxi ;
Liu, Lei ;
Wu, Qiong ;
Sun, Yaguang .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (10) :1958-1964
[10]   Current Development of Pd(II) Complexes as Potential Antitumor Agents [J].
Gao, Enjun ;
Liu, Cong ;
Zhu, Mingchang ;
Lin, Huakuan ;
Wu, Qiong ;
Liu, Lei .
ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2009, 9 (03) :356-368