Skip to main content
Top
Published in: Journal of Materials Science 23/2020

16-05-2020 | Advanced Nano Materials

Monoclinic cerium(III) picrate tetraethylene glycol complex: design, synthesis and biological evaluation as anti-amoebic activity against Acanthamoeba sp.

Authors: Eny Kusrini, Fatimah Hashim, Muhammad Idiris Saleh, Rohana Adnan, Anwar Usman, Intan Nursuraya Zakaria, Wuwuh Wijang Prihandini, Nandy Putra, Eko Adi Prasetyanto

Published in: Journal of Materials Science | Issue 23/2020

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

In an effort to develop effective anti-amoebic agent, a salt type complex, namely [Ce(Pic)2(H2O)(EO4)](Pic)·H2O complex, was synthesized and screened for in vitro anti-amoebic activity against Acanthamoeba sp. This Ce(III) complex has been characterized by microelemental analysis, and IR and NMR spectroscopy, and the data suggested the structural formula. Single X-ray crystallography structure showed that the Ce(III) ion is bicapped square antiprismatic with the O2 and O5 atoms occupying the top of the capping position forming a 10-coordination number. The cytotoxicity indicated that Ce salt and Ce(III) complex have an excellent anti-amoebic activity with IC50 values as low as 3.75 and 3 µg/mL, respectively, with a significant decrease (p < 0.05) in Acanthamoeba sp. viability. The mode of cell death in Acanthamoeba cells upon treated with the Ce(III) complex was in the early apoptosis and necrosis. This is in contrast to the Ce(NO3)3·6H2O salt which exhibited necrosis. Both Ce(III) complex and Ce salt on the Acanthamoeba cell exhibited the genotoxic effect on the amoeba cells by looking at scoring DNA damage in types 3 and 4. The complexation form of Ce salt, picric acid (HPic) and tetraethylene glycol (EO4) to produce Ce(III) complex is expected to exhibit synergistic effects to show anti-amoebic activity. The molecular formula of Ce(III) complex and crystal packing hydrogen bonding of this compound is responsible for its cytotoxic and genotoxic effects. Overall results suggested the promising cytotoxic and genotoxic activities of monoclinic Ce(III) complex against Acanthamoeba sp., the preparation method using slow evaporation as a synthetic strategy to design lanthanide complex and the advancement in the synthesis of novel lanthanide complexes with comprehensive evaluation as anti-amoebic agents.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literature
2.
go back to reference Kaczmarek MT, Zabiszak M, Nowak M, Jastrza R (2018) Lanthanides: Schiff base complexes, applications in cancer diagnosis, therapy, and antibacterial activity. Coord Chem Rev 370:42–54CrossRef Kaczmarek MT, Zabiszak M, Nowak M, Jastrza R (2018) Lanthanides: Schiff base complexes, applications in cancer diagnosis, therapy, and antibacterial activity. Coord Chem Rev 370:42–54CrossRef
3.
go back to reference Refat MS, El-Hawary WF, Mohamed MA (2012) Study of the chemical chelates and anti-microbial effect of some metal ions in nanostructural form on the efficiency of antibiotic therapy “norfloxacin drug”. J Mol Struct 1013:45–54CrossRef Refat MS, El-Hawary WF, Mohamed MA (2012) Study of the chemical chelates and anti-microbial effect of some metal ions in nanostructural form on the efficiency of antibiotic therapy “norfloxacin drug”. J Mol Struct 1013:45–54CrossRef
4.
go back to reference Wang Y, Song S, Zhang S, Zhang H (2019) Stimuli-responsive nano theranostics based on lanthanide-doped up conversion nanoparticles for cancer imaging and therapy: current advances and future challenges. Nano Today 25:38–67CrossRef Wang Y, Song S, Zhang S, Zhang H (2019) Stimuli-responsive nano theranostics based on lanthanide-doped up conversion nanoparticles for cancer imaging and therapy: current advances and future challenges. Nano Today 25:38–67CrossRef
5.
go back to reference Wieszczycka K, Staszak K, Wozniak-Budych MJ, Jurga S (2019) Lanthanides and tissue engineering strategies for bone regeneration. Coord Chem Rev 388:248–267CrossRef Wieszczycka K, Staszak K, Wozniak-Budych MJ, Jurga S (2019) Lanthanides and tissue engineering strategies for bone regeneration. Coord Chem Rev 388:248–267CrossRef
6.
go back to reference Subhan AM, Rahman S, Alam K, Hasan M (2014) Spectroscopic analysis, DNA binding and antimicrobial activities of metal complexes with phendione and its derivative. Spectrochim Acta Part A 118:944–950CrossRef Subhan AM, Rahman S, Alam K, Hasan M (2014) Spectroscopic analysis, DNA binding and antimicrobial activities of metal complexes with phendione and its derivative. Spectrochim Acta Part A 118:944–950CrossRef
8.
go back to reference Kusrini E, Hashim F, Azmi WNNWN, Amin NM, Estuningtyas A (2016) A novel antiamoebic agent against Acanthamoeba sp.: a causative agent for eye keratitis infection. Spectrochim Acta Part A Mol Biomol Spectrosc 153:714–721CrossRef Kusrini E, Hashim F, Azmi WNNWN, Amin NM, Estuningtyas A (2016) A novel antiamoebic agent against Acanthamoeba sp.: a causative agent for eye keratitis infection. Spectrochim Acta Part A Mol Biomol Spectrosc 153:714–721CrossRef
9.
go back to reference Kusrini E, Hashim F, Gunawan C, Mann R, Azmi WNNWN, Amin NM (2018) Anti-amoebic activity of acyclic and cyclic-samarium complexes on Acanthamoeba. Parasitol Res 117:1409–1417CrossRef Kusrini E, Hashim F, Gunawan C, Mann R, Azmi WNNWN, Amin NM (2018) Anti-amoebic activity of acyclic and cyclic-samarium complexes on Acanthamoeba. Parasitol Res 117:1409–1417CrossRef
10.
go back to reference Kusrini E, Sabira K, Hashim F, Putra N, Prasetyanto EA, Abdullah NA, Usman A (2020) Design, synthesis, and antimirobial activity of dysprosium-based nanoparticles using contact lenses as carrier against Acanthamoeba keratitis. Acta Ophthalmol (under review) Kusrini E, Sabira K, Hashim F, Putra N, Prasetyanto EA, Abdullah NA, Usman A (2020) Design, synthesis, and antimirobial activity of dysprosium-based nanoparticles using contact lenses as carrier against Acanthamoeba keratitis. Acta Ophthalmol (under review)
11.
go back to reference Chávez-Galán L, Arenas-Del Angel MC, Zenteno E, Chávez R, Lascurain R (2009) Cell death mechanisms induced by cytotoxic lymphocytes. Cell Mol Immunol 6(1):15–25CrossRef Chávez-Galán L, Arenas-Del Angel MC, Zenteno E, Chávez R, Lascurain R (2009) Cell death mechanisms induced by cytotoxic lymphocytes. Cell Mol Immunol 6(1):15–25CrossRef
12.
go back to reference Ferrari S, Di Iorio E, Barbaro V, Ponzin D, Sorrentino FS, Parmeggiani F (2011) Retinitis pigmentosa: genes and disease mechanisms. Curr Genomics 12(4):238–249CrossRef Ferrari S, Di Iorio E, Barbaro V, Ponzin D, Sorrentino FS, Parmeggiani F (2011) Retinitis pigmentosa: genes and disease mechanisms. Curr Genomics 12(4):238–249CrossRef
13.
go back to reference Hernández-Martínez D, Reyes-Batlle M, Castelan-Ramírez I, Hernández-Olmos P, Vanzzini-Zago V, Ramírez-Flores E, Sifaoui I, Piñero JE, Lorenzo-Morales J, Omaña-Molina M (2019) Evaluation of the sensitivity to chlorhexidine, voriconazole and itraconazole of T4 genotype Acanthamoeba isolated from Mexico. Exp Parasitol 197:29–35CrossRef Hernández-Martínez D, Reyes-Batlle M, Castelan-Ramírez I, Hernández-Olmos P, Vanzzini-Zago V, Ramírez-Flores E, Sifaoui I, Piñero JE, Lorenzo-Morales J, Omaña-Molina M (2019) Evaluation of the sensitivity to chlorhexidine, voriconazole and itraconazole of T4 genotype Acanthamoeba isolated from Mexico. Exp Parasitol 197:29–35CrossRef
14.
go back to reference Abdullah NS, Ghani MKA, Nordin A (2012) In vitro sensitivity testing of acanthamoeba clinical isolates from patients with keratitis against polyhexamethylene biguanide (PHMB) and chlorhexidine. Sains Malaysiana 41(5):569–572 Abdullah NS, Ghani MKA, Nordin A (2012) In vitro sensitivity testing of acanthamoeba clinical isolates from patients with keratitis against polyhexamethylene biguanide (PHMB) and chlorhexidine. Sains Malaysiana 41(5):569–572
15.
go back to reference Sheldrick GM (1996) SAINT V4 software reference manual, siemens analytical X-ray systems, Madison, Wisconsin, USA Sheldrick GM (1996) SAINT V4 software reference manual, siemens analytical X-ray systems, Madison, Wisconsin, USA
16.
go back to reference Sheldrick GM (1996) SADABS program for empirical absorption correction of area detector data. University of Göttingen, Germany Sheldrick GM (1996) SADABS program for empirical absorption correction of area detector data. University of Göttingen, Germany
17.
go back to reference Sheldrick GM (1997) SHELXTL V5.1 Software Reference manual. Bruker AXS, Inc., Madison Sheldrick GM (1997) SHELXTL V5.1 Software Reference manual. Bruker AXS, Inc., Madison
18.
go back to reference Spek AL (1996) PLATON, an integrated tool for the analysis of the results of a single crystal structure determination. Acta Crystallogr A 46:c34 Spek AL (1996) PLATON, an integrated tool for the analysis of the results of a single crystal structure determination. Acta Crystallogr A 46:c34
19.
go back to reference Kusrini E, Saleh MI, Yulizar Y, Za’aba NK, Abd Majid WH (2011) Samarium(III) picrate tetraethylene glycol complex: photoluminescence study and active material in monolayer electroluminescent. J Lumin 131:1959–1965CrossRef Kusrini E, Saleh MI, Yulizar Y, Za’aba NK, Abd Majid WH (2011) Samarium(III) picrate tetraethylene glycol complex: photoluminescence study and active material in monolayer electroluminescent. J Lumin 131:1959–1965CrossRef
20.
go back to reference Saleh MI, Kusrini E, Saad B, Fun HK, Yamin BM (2009) Coordination of trivalent lanthanum with polyethylene glycol in the presence of picrate anion: spectroscopic and X-ray structural studies. J Alloys Compd 474:428–440CrossRef Saleh MI, Kusrini E, Saad B, Fun HK, Yamin BM (2009) Coordination of trivalent lanthanum with polyethylene glycol in the presence of picrate anion: spectroscopic and X-ray structural studies. J Alloys Compd 474:428–440CrossRef
21.
go back to reference Pedrosa MG, Da Silva JEC, Pimantel PM, Melo DMA, de Silva FRG (2004) Synthesis and optical investigation of systems involving mixed Ce and Er oxides. J Alloys Compd 374:223–225CrossRef Pedrosa MG, Da Silva JEC, Pimantel PM, Melo DMA, de Silva FRG (2004) Synthesis and optical investigation of systems involving mixed Ce and Er oxides. J Alloys Compd 374:223–225CrossRef
22.
go back to reference Nag A, Kutty TRN (2005) Photoluminescence due to efficient energy transfer from Ce3+ to Tb3+ and Mn2+ in Sr3Al10SiO20. Mater Chem Phys 91:524–531CrossRef Nag A, Kutty TRN (2005) Photoluminescence due to efficient energy transfer from Ce3+ to Tb3+ and Mn2+ in Sr3Al10SiO20. Mater Chem Phys 91:524–531CrossRef
23.
go back to reference Ayala JD, Zinner LB, Vicentini G, Del Pra A, Bombieri G (1993) Synthesis, structure and properties of lanthanide(III) picrate complexes with trans-1,4-dithiane-1,4-dioxide(TDTD). Inorg Chim Acta 211:161–166CrossRef Ayala JD, Zinner LB, Vicentini G, Del Pra A, Bombieri G (1993) Synthesis, structure and properties of lanthanide(III) picrate complexes with trans-1,4-dithiane-1,4-dioxide(TDTD). Inorg Chim Acta 211:161–166CrossRef
24.
go back to reference Rogers RD, Russel RD, Murdoch JM, Reyes E (1991) Macrocycle complexation chemistry: survey of the complexation of the open chain 15-crown-5 analogue tetraethylene glycol with the lanthanide chlorides. Inorg Chem 30:1445–1455CrossRef Rogers RD, Russel RD, Murdoch JM, Reyes E (1991) Macrocycle complexation chemistry: survey of the complexation of the open chain 15-crown-5 analogue tetraethylene glycol with the lanthanide chlorides. Inorg Chem 30:1445–1455CrossRef
25.
go back to reference Rogers RD, Zhang J, Bauer CB (1997) The effects of choice of anion (X = Cl−, SCN−, NO3−) and polyethylene glycol (PEG) chain length on the local and supramolecular structure of LnX3/PEG complexes. J Alloys Compd 249:41–48CrossRef Rogers RD, Zhang J, Bauer CB (1997) The effects of choice of anion (X = Cl, SCN, NO3) and polyethylene glycol (PEG) chain length on the local and supramolecular structure of LnX3/PEG complexes. J Alloys Compd 249:41–48CrossRef
26.
go back to reference Liyan F, Liu W, Gan X, Tang N, Tan M, Jiang W, Yu K (2000) Synthesis, crystal structure and fluorescence emission of complexes of lanthanide picrates with 2,29-[1,2-phenylenebis(oxy)]-bis(N,N-diphenylacetamide) (PBD). Polyhedron 19:779–783CrossRef Liyan F, Liu W, Gan X, Tang N, Tan M, Jiang W, Yu K (2000) Synthesis, crystal structure and fluorescence emission of complexes of lanthanide picrates with 2,29-[1,2-phenylenebis(oxy)]-bis(N,N-diphenylacetamide) (PBD). Polyhedron 19:779–783CrossRef
27.
go back to reference Weisman RA (1976) Differentiation in Acanthamoeba castellanii. Annu Rev Microbiol 30(1):189–219CrossRef Weisman RA (1976) Differentiation in Acanthamoeba castellanii. Annu Rev Microbiol 30(1):189–219CrossRef
28.
go back to reference Mascotti K, McCullough J, Burger S (2000) HPC viability measurement: trypan blue versus acridine orange and propidium iodide. Transfusion 40(6):693–696CrossRef Mascotti K, McCullough J, Burger S (2000) HPC viability measurement: trypan blue versus acridine orange and propidium iodide. Transfusion 40(6):693–696CrossRef
29.
go back to reference Darzynkiewicz Z, Juan G, Li X, Gorczyca W, Murakami T, Traganos F (1997) Cytometry in cell necrobiology: analysis of apoptosis and accidental cell death (necrosis). Cytometry J Int Soc Anal Cytol 27(1):1–20 Darzynkiewicz Z, Juan G, Li X, Gorczyca W, Murakami T, Traganos F (1997) Cytometry in cell necrobiology: analysis of apoptosis and accidental cell death (necrosis). Cytometry J Int Soc Anal Cytol 27(1):1–20
30.
go back to reference Minina EA, Bozhkov PV, Hofius D (2014) Autophagy as initiator or executioner of cell death. Trends Plant Sci 19(11):692–697CrossRef Minina EA, Bozhkov PV, Hofius D (2014) Autophagy as initiator or executioner of cell death. Trends Plant Sci 19(11):692–697CrossRef
31.
go back to reference Kim S, Moon E, Hong Y, Chung D, Kong H (2015) Experimental parasitology autophagy protein 12 plays an essential role in Acanthamoeba encystation. Exp Parasitol 159:46–52CrossRef Kim S, Moon E, Hong Y, Chung D, Kong H (2015) Experimental parasitology autophagy protein 12 plays an essential role in Acanthamoeba encystation. Exp Parasitol 159:46–52CrossRef
32.
go back to reference Amin NM, Muryany M, Hashim F, Rajab N, Mat Rashid Z, Mohd K, Mohamad H (2012) Anti-amoebic properties of a Malaysian marine sponge Aaptos sp. on Acanthamoeba castellanii. World J Microbiol Biotechnol 28:1237–1244CrossRef Amin NM, Muryany M, Hashim F, Rajab N, Mat Rashid Z, Mohd K, Mohamad H (2012) Anti-amoebic properties of a Malaysian marine sponge Aaptos sp. on Acanthamoeba castellanii. World J Microbiol Biotechnol 28:1237–1244CrossRef
33.
go back to reference Henderson L, Wolfreys J, Fedyk C, Bourne S, Windebank S (1998) The ability of comet assay to discriminate between genotoxins and cytotoxins. Mutagenesis 13:89–94CrossRef Henderson L, Wolfreys J, Fedyk C, Bourne S, Windebank S (1998) The ability of comet assay to discriminate between genotoxins and cytotoxins. Mutagenesis 13:89–94CrossRef
34.
go back to reference Collins AR (2004) The comet assay for DNA damage and repair: principles, applications, and limitations. Mol Biotechnol 26(3):249–261CrossRef Collins AR (2004) The comet assay for DNA damage and repair: principles, applications, and limitations. Mol Biotechnol 26(3):249–261CrossRef
Metadata
Title
Monoclinic cerium(III) picrate tetraethylene glycol complex: design, synthesis and biological evaluation as anti-amoebic activity against Acanthamoeba sp.
Authors
Eny Kusrini
Fatimah Hashim
Muhammad Idiris Saleh
Rohana Adnan
Anwar Usman
Intan Nursuraya Zakaria
Wuwuh Wijang Prihandini
Nandy Putra
Eko Adi Prasetyanto
Publication date
16-05-2020
Publisher
Springer US
Published in
Journal of Materials Science / Issue 23/2020
Print ISSN: 0022-2461
Electronic ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-020-04793-2

Other articles of this Issue 23/2020

Journal of Materials Science 23/2020 Go to the issue

Premium Partners