Skip to main content

Advertisement

SpringerLink
Log in

Synthesis of a ruthenium(II) tryptophan-associated complex and biological evaluation against Ehrlich murine breast carcinoma

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

The synthesis, characterization and effects on cell cycle arrest and induced apoptosis of the ruthenium(II) complex [Ru(Trp)(dppb)(bipy)]PF6 (Trp = tryptophan; dppb = 1,4-bis(diphenylphosphine)butane bipy = 2,2′-bipyridine) are reported. The complex was characterized by elemental analysis, spectroscopic and electrochemical techniques. It showed higher cytotoxic potential against Ehrlich tumor cells than L-929 basal cells, causing a decrease in cell proliferation and inducing cell death by apoptosis.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13

Similar content being viewed by others

References

  1. Hall IH, Lackey CB, Kistler TD, Durham RW, Jouad EM, Khan M, Thanh XD, Djebbar-Sid S, Benali-Baitich O, Bouet GM (2000) Pharmazie 55:937–941

    CAS  Google Scholar 

  2. Kopf-Maier P, Kopfs H (1987) Chem Rev 87:1137–1152

    Article  Google Scholar 

  3. Souza AR, Najjar R, Glikmanas S, Zyngier SB (1996) J Inorg Biochem 64:1–5

    Article  Google Scholar 

  4. Jin VX, Ranford JD (2000) Inorg Chim Acta 304:38–44

    Article  CAS  Google Scholar 

  5. Ma DL, Che CM, Siu FM, Yang MS, Wong KY (2007) Inorg Chem 46:740–749

    Article  CAS  Google Scholar 

  6. Mestroni G, Alessio E, Sava G, Pacor S, Coluccia M, Boccarelli A (1994) Met Based Drugs 1:41–63

    Article  CAS  Google Scholar 

  7. Boulikas T, Vougiouka M (2003) Oncol Rep 10:1663–1682

    CAS  Google Scholar 

  8. Brabec V, Novakova O (2006) Drug Resist Update 9:111–122

    Article  CAS  Google Scholar 

  9. Hartinger CG, Zorbas-Seifried S, Jakupec MA, Kynast B, Zorbas H, Keppler BK (2006) J Inorg Biochem 100:891–904

    Article  CAS  Google Scholar 

  10. Jakupec MA, Galanski M, Arion VB, Hartinger CG, Keppler BK (2008) Dalton Trans 183–194. http://www.ncbi.nlm.nih.gov/pubmed/18097483

  11. Alama A, Tasso B, Novelli F, Sparatore F (2009) Drug Discov Today 14:500–508

    Article  CAS  Google Scholar 

  12. Allardyce CS, Dyson PJ (2001) Platin Met Rev 45:62–69

    CAS  Google Scholar 

  13. Clarke MJ (2002) Coord Chem Rev 232:69–93

    Article  CAS  Google Scholar 

  14. Kostova I (2006) Curr Med Chem 13:1085–1107

    Article  CAS  Google Scholar 

  15. Lentz F, Drescher A, Lindauer A, Henke M, Hilger RA, Hartinger CG, Scheulen ME, Dittrich C, Keppler BK, Jaehde U (2009) R Cent Eur Soc Anticancer Drug AntiCancer Drugs 20:97–103

    CAS  Google Scholar 

  16. Rademaker-Lakhai JM, van den Bongard D, Pluim D, Beijnen JH, Schellens JHM (2004) Clin Cancer Res 10:3717–3727

    Article  CAS  Google Scholar 

  17. Ang WH, Dyson PJ (2006) Eur J Inorg Chem 4003–4018

  18. Reedijk J (2008) Macromol Symp 270:193–201

    Article  CAS  Google Scholar 

  19. Queiroz SL, Batista AA, Oliva G, Gambardella M, Santos RHA, MacFarlane KS, Rettig SJ, James BR (1998) Inorg Chim Acta 267:209–221

    Article  CAS  Google Scholar 

  20. Singh NP, McCoy MT, Tice RR, Schneider EL (1998) Exp Cell Res 175:184–191

    Article  Google Scholar 

  21. Tice RR, Agurell E, Anderson D, Burlinson B, Hartmann A, Kobayashi H, Miyamae Y, Rojas E, Ryu JC, Sasaki YF (2000) Environ Mol Mutagen 35:206–221

    Article  CAS  Google Scholar 

  22. Shinoda S, Inoue N, Takita K, Saito Y (1982) Inorg Chim Acta 65:L21–L23

    Article  CAS  Google Scholar 

  23. Ogura K, Kobayashi M, Nakayama M, Miho Y (1998) J Electroanal Chem 449:101–109

    Article  CAS  Google Scholar 

  24. Nakamoto K (2009) Infrared and Raman Spectra of Inorganic and Coordination Compounds Part B. In: Applications in Coordination, Organometallic, and Bioinorganic Chemistry, 6th edn. Wiley, New Jersey, p 67

  25. Nakamoto K, Martell AE, Morimoto Y (1961) J Am Chem Soc 83:4528–4532

    Article  CAS  Google Scholar 

  26. de Lima AP, Pereira FC, Vilanova-Costa CAST, Ribeiro A, Pavanin LA, dos Santos WB, Silveira-Lacerda EP (2010) J Biosci 35:371–378

    Article  Google Scholar 

  27. Almeida MAP (2009) Complexos de rutênio contendo aminoácidos, com propriedades citotóxicas em células tumorais. Master's Dissertation. Departamento de Química, Universidade Federal de São Carlos, São Carlos-SP, Brazil, pp 152

  28. Wang Z, Zhang B, Deng S, Chen S (2012) Chin Med J 125(4):657–661

    Article  CAS  Google Scholar 

  29. Shen K, Chen Z, Duh P (2012) Am J Chin Med 40:399–413

    Article  CAS  Google Scholar 

  30. Arnal N, de Alaniz MJT, Marra CA (2012) Biochim Biophys Acta-Gen Sub 1820:931–939

    Article  CAS  Google Scholar 

  31. Vilanova-Costa CAST, Porto HKP, Pereira FC, Lima AP, dos Santos WB, Silveira-Lacerda EP (2014) Biometals 27:459–469

    Article  CAS  Google Scholar 

  32. Vilaplana RA, Delmani F, Manteca C, Torreblanca J, Moreno J, Garcia-Herdugo G, Gonzalez-Vilchez F (2006) J Inorg Biochem 100:1834–1841

    Article  CAS  Google Scholar 

  33. Kou JF, Qian C, Wang JQ, Chen X, Wang LL, Chao H, Ji LN (2012) J Biol Inorg Chem 17:81–96

    Article  CAS  Google Scholar 

  34. Kisova A, Zerzankova L, Habtemariam A, Sadler PJ, Brabec V, Kasparkova J, Mole J (2011) Pharm 8:949–995

    CAS  Google Scholar 

  35. Sun RWY, Ng MFY, Wong ELM, Zhang J, Chui SSY, Shek L, Lau TC, Che CM (2009) Dalton Trans 28:10712–10726

    Article  Google Scholar 

  36. Tan CP, Wu SH, Lai SS, Wang MX, Chen Y, Zhou LJ, Zhu YP, Lian W, Peng WL, Ji LN, Xu AL (2011) Dalton Trans 40:8611–8621

    Article  CAS  Google Scholar 

  37. Huang HL, Li ZZ, Liang ZH, Yao JH, Liu YJ (2011) Eur J Med Chem 46:3282–3290

    Article  CAS  Google Scholar 

  38. Martinez A, Rajapakse CSK, Sanchez-Delgado RA, Varela-Ramirez A, Lema C, Aguilera RJ (2010) J Inorg Biochem 104:967–977

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors gratefully acknowledge the financial support of Research and Projects Financing (FINEP) for Grant No.01.06.0941.00/CT-Saúde to Elisângela de Paula Silveira-Lacerda, Foundation for the Support of Research in the State of Goiás (FAPEG), and Maranhão Research Foundation (FAPEMA). Authors also gratefully acknowledge the financial support of Coordination for the Advancement of Higher Education Staff (CAPES) through fellowship to Hellen Karine Paes Porto, Cesar Augusto Sam Tiago Vilanova-Costa, and Flávia de Castro Pereira; the Brazilian National Counsel of Technological and Scientific Development (CNPq) through fellowship to Aliny Pereira de Lima, and the São Paulo Research Foundation (FAPESP) through fellowship to Márcio Aurélio Pinheiro Almeida and Angelica Ellen Graminha. There are no financial or personal interests that might be viewed as inappropriate influences on the work presented herein. This manuscript was completely financed by governmental and nonprofit institutions, the Brazilian National Counsel of Technological and Scientific Development (CNPq), Coordination for the Advancement of Higher Education Staff (CAPES), São Paulo Research Foundation (FAPESP), Maranhão Research Foundation (FAPEMA) and Foundation for the Support of Research in the State of Goiás (FAPEG).

Ethical standard

No studies involving humans or experimental animals were conducted in this work. The murine breast carcinoma Ehrlich tumor (ATCC®# CCL-77™) and murine breast adipose fibroblasts L-929 (ATCC®# CCL-1™) cell lines were purchased from the American Type Culture Collection (ATCC, Rockville, MD, USA) and cultured in vitro.

Author information

Authors and Affiliations

  1. Laboratório de Genética Molecular e Citogenética, Instituto de Ciências Biológicas, Universidade Federal de Goiás, Goiânia, Goiás, CEP 74.001-970, Brazil

    Hellen Karine Paes Porto, Cesar Augusto Sam Tiago Vilanova-Costa, Francyelli Mariana dos Santos Mello, Wanderson Lucas da Costa, Aliny Pereira de Lima, Flávia de Castro Pereira & Elisângela de Paula Silveira-Lacerda

  2. Coordenação de Ciência e Tecnologia, Universidade Federal do Maranhão, São Luís, Maranhão, CEP 65.080-805, Brazil

    Márcio Aurélio Pinheiro Almeida

  3. Departamento de Química, Universidade Federal de São Carlos, São Carlos, São Paulo, CEP 13.565-905, Brazil

    Angelica Ellen Graminha & Alzir Azevedo Batista

Authors
  1. Hellen Karine Paes Porto
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Cesar Augusto Sam Tiago Vilanova-Costa
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Francyelli Mariana dos Santos Mello
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Wanderson Lucas da Costa
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Aliny Pereira de Lima
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Flávia de Castro Pereira
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Márcio Aurélio Pinheiro Almeida
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Angelica Ellen Graminha
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Alzir Azevedo Batista
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. Elisângela de Paula Silveira-Lacerda
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Hellen Karine Paes Porto.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 205 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Porto, H.K.P., Vilanova-Costa, C.A.S.T., dos Santos Mello, F.M. et al. Synthesis of a ruthenium(II) tryptophan-associated complex and biological evaluation against Ehrlich murine breast carcinoma. Transition Met Chem 40, 1–10 (2015). https://doi.org/10.1007/s11243-014-9882-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-014-9882-1

Keywords

Search

Navigation