In Vitro Cytotoxicity Activity of Novel Schiff Base Ligand-lanthanide Complexes

Overview

Journal Sci Rep

Specialty Science

Date 2018 Feb 16

PMID 29445233

Citations 18

Authors

Kavitha Andiappan

Anandhavelu Sanmugam

Easwaramoorthy Deivanayagam

K Karuppasamy

Hyun-Seok Kim

Dhanasekaran Vikraman

Affiliations

Soon will be listed here.

Abstract

A Schiff base ligand (SBL), N, N-bis (anthracen-9-ylmethylene) pyridine-2, 3-diamine, was synthesized through the condensation of 2,6-diaminopyridine and anthracene-9-carbaldehyde using a 1:2 ratio. H NMR spectra confirmed the observation of non-involvement aromatic carboxylic proton in SBL. A novel series of lanthanide (i.e., praseodymium (Pr), erbium (Er), and ytterbium (Yb))-based SBL metal complexes was successfully synthesized, and their functional groups were elaborately demonstrated using UV-visible, Fourier transform infrared (FT-IR), and fluorescence spectroscopy analyses. FT-IR spectral studies revealed that SBL behaved as a bidentate ligand and it was structured with metal ions by the two azomethine nitrogens. The synthesized SBL-based metal complexes were elaborately performed for cytotoxicity activity versus Vero, human breast cancer (MCF7), and cervical (HeLa) anticancer cell lines.

Citing Articles

Advanced synthesis, comprehensive characterization, and potent cytotoxicity of 2,6-Bis(2-aminophenylimino)methyl)-4-methoxyphenol and its binuclear copper(II) complex.

Praveen S, Prabakarakrishnan R, Parinamachivayam G, Natarajan A, Venkatesan E, Geetha K Sci Rep. 2025; 15(1):6957.

PMID: 40011502 PMC: 11865585. DOI: 10.1038/s41598-025-89381-7.

Advances in Coordination Chemistry of Schiff Base Complexes: A Journey from Nanoarchitectonic Design to Biomedical Applications.

Abd-El-Aziz A, Li Z, Zhang X, Elnagdy S, Mansour M, ElSherif A Top Curr Chem (Cham). 2025; 383(1):8.

PMID: 39900838 DOI: 10.1007/s41061-025-00489-w.

"Synthesis and characterization of a novel pyridinium iodide-tagged Schiff base and its metal complexes as potential ACHN inhibitors".

Rai P, Dutta A, Kumar A, Sinha B Heliyon. 2024; 10(3):e25246.

PMID: 38322950 PMC: 10845909. DOI: 10.1016/j.heliyon.2024.e25246.

An Insight into the Effect of Schiff Base and their d and f Block Metal Complexes on Various Cancer Cell Lines as Anticancer Agents: A Review.

Presenjit , Chaturvedi S, Singh A, Gautam D, Singh K, Mishra A Anticancer Agents Med Chem. 2024; 24(7):488-503.

PMID: 38279753 DOI: 10.2174/0118715206280314231201111358.

Organic-inorganic hybrid salt and mixed ligand Cr(III) complexes containing the natural flavonoid chrysin: Synthesis, characterization, computational, and biological studies.

Alem M, Desalegn T, Damena T, Bayle E, Koobotse M, Ngwira K Front Chem. 2023; 11:1173604.

PMID: 37123873 PMC: 10130586. DOI: 10.3389/fchem.2023.1173604.

References

Abd el-Halim H, Omar M, Mohamed G . Synthesis, structural, thermal studies and biological activity of a tridentate Schiff base ligand and their transition metal complexes. Spectrochim Acta A Mol Biomol Spectrosc. 2010; 78(1):36-44. DOI: 10.1016/j.saa.2010.06.003. View

Zeng L, Gupta P, Chen Y, Wang E, Ji L, Chao H . The development of anticancer ruthenium(ii) complexes: from single molecule compounds to nanomaterials. Chem Soc Rev. 2017; 46(19):5771-5804. PMC: 5624840. DOI: 10.1039/c7cs00195a. View

Adsule S, Barve V, Chen D, Ahmed F, Dou Q, Padhye S . Novel Schiff base copper complexes of quinoline-2 carboxaldehyde as proteasome inhibitors in human prostate cancer cells. J Med Chem. 2006; 49(24):7242-6. DOI: 10.1021/jm060712l. View

Neelima , Poonia K, Siddiqui S, Arshad M, Kumar D . In vitro anticancer activities of Schiff base and its lanthanum complex. Spectrochim Acta A Mol Biomol Spectrosc. 2015; 155:146-54. DOI: 10.1016/j.saa.2015.10.015. View

Wang J, Qiao L, Li S, Yang G . Protective effect of ginsenoside Rb1 against lung injury induced by intestinal ischemia-reperfusion in rats. Molecules. 2013; 18(1):1214-26. PMC: 6270255. DOI: 10.3390/molecules18011214. View

Wang Z, Lin H, Zhu S, Fu Liu T, Chen Y . Spectroscopy, cytotoxicity and DNA-binding of the lanthanum(III) complex of an L-valine derivative of 1,10-phenanthroline. J Inorg Biochem. 2002; 89(1-2):97-106. DOI: 10.1016/s0162-0134(01)00395-6. View

Balashanmugam P, Durai P, BalaKumaran M, Kalaichelvan P . Phytosynthesized gold nanoparticles from C. roxburghii DC. leaf and their toxic effects on normal and cancer cell lines. J Photochem Photobiol B. 2016; 165:163-173. DOI: 10.1016/j.jphotobiol.2016.10.013. View

Delgado S, Santana A, Castillo O, Zamora F . Dynamic combinatorial chemistry in a solvothermal process of Cu(I,II) and organosulfur ligands. Dalton Trans. 2010; 39(9):2280-7. DOI: 10.1039/b914835c. View

Bruijnincx P, Sadler P . New trends for metal complexes with anticancer activity. Curr Opin Chem Biol. 2007; 12(2):197-206. PMC: 2923029. DOI: 10.1016/j.cbpa.2007.11.013. View

10.

Wang D, Lippard S . Cellular processing of platinum anticancer drugs. Nat Rev Drug Discov. 2005; 4(4):307-20. DOI: 10.1038/nrd1691. View

11.

Johnstone T, Suntharalingam K, Lippard S . The Next Generation of Platinum Drugs: Targeted Pt(II) Agents, Nanoparticle Delivery, and Pt(IV) Prodrugs. Chem Rev. 2016; 116(5):3436-86. PMC: 4792284. DOI: 10.1021/acs.chemrev.5b00597. View

12.

Zhao G, Li F, Lin H, Lin H . Synthesis, characterization and biological activity of complexes of lanthanum(III) with 2-(1'-phenyl- 2'-carboxyl-3'-aza-n-butyl)-1,10-phenanthroline and 2-(1'-p-phenol-2'-carboxyl-3'-aza-n-butyl)-1,10-phenanthroline. Bioorg Med Chem. 2006; 15(1):533-40. DOI: 10.1016/j.bmc.2006.09.032. View

13.

Bortner C, Oldenburg N, Cidlowski J . The role of DNA fragmentation in apoptosis. Trends Cell Biol. 1995; 5(1):21-6. DOI: 10.1016/s0962-8924(00)88932-1. View

14.

Rajarajeswari C, Loganathan R, Palaniandavar M, Suresh E, Riyasdeen A, Akbarsha M . Copper(II) complexes with 2NO and 3N donor ligands: synthesis, structures and chemical nuclease and anticancer activities. Dalton Trans. 2013; 42(23):8347-63. DOI: 10.1039/c3dt32992e. View

15.

Sparatore F, Pirisino G, Alamanni M, Satta M . [Azomethine derivatives with anti-inflammatory activity]. Boll Chim Farm. 1978; 117(11):638-51. View

16.

Kuzmin V, Artemenko A, Lozytska R, Fedtchouk A, Lozitsky V, Muratov E . Investigation of anticancer activity of macrocyclic Schiff bases by means of 4D-QSAR based on simplex representation of molecular structure. SAR QSAR Environ Res. 2005; 16(3):219-30. DOI: 10.1080/10659360500037206. View

17.

Li G, Du K, Wang J, Liang J, Kou J, Hou X . Synthesis, crystal structure, DNA interaction and anticancer activity of tridentate copper(II) complexes. J Inorg Biochem. 2012; 119:43-53. DOI: 10.1016/j.jinorgbio.2012.09.019. View

18.

LEVI J, Aroney R, Dalley D . Haemolytic anaemia after cisplatin treatment. Br Med J (Clin Res Ed). 1981; 282(6281):2003-4. PMC: 1505958. DOI: 10.1136/bmj.282.6281.2003. View

19.

Taylor R, Cullen S, Martin S . Apoptosis: controlled demolition at the cellular level. Nat Rev Mol Cell Biol. 2007; 9(3):231-41. DOI: 10.1038/nrm2312. View

20.

Baghbanzadeh M, Pilger C, Kappe C . Rapid nickel-catalyzed Suzuki-Miyaura cross-couplings of aryl carbamates and sulfamates utilizing microwave heating. J Org Chem. 2011; 76(5):1507-10. DOI: 10.1021/jo1024464. View