Transition Metal Chemistry

, Volume 43, Issue 1, pp 83–89 | Cite as

Synthesis, crystal structures and biological activities of transition metal complexes of a salen-type ligand

  • Ratnamala S. Bendre
  • Samina K. Tadavi
  • Manohar M. Patil
Article

Abstract

Manganese(III), cobalt(II), nickel(II) and copper(II) complexes of a salen-type ligand, namely 6,6′-((1E,1′E)-(ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))bis(5-isopropyl-2-methylphenol) (H2L), have been synthesized and characterized by physicochemical and spectroscopic methods. In addition, single-crystal X-ray analysis confirmed the formulae of the manganese and nickel complexes as [Mn(OAc)(L)] and [Ni(L)], respectively. The free Schiff base and its complexes have been screened for in vitro antibacterial activity by colony count methods, and the antioxidant activity was assayed by DPPH radical scavenging. The ability of free H2L and its complexes to mediate DNA cleavage was studied by agarose gel electrophoresis.

Graphical Abstract

Notes

Acknowledgements

Authors gratefully thank UGC, New Delhi for sanctioning Major Research Project File No. 42 374/2013(SR) and for Rajiv Gandhi National Fellowship for ST Candidates (Grant No. F1 17.1/2013-14/RGNF-2013-14-ST-MAH-45781/(SA-III/WEBSITE)). We are also grateful to IIT Madras for extending help in solving crystal structure of manganese(III) and nickel(II) complexes.

Supplementary material

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References

  1. 1.
    Zhang HZ, He SC, Peng YJ, Zhang HJ, Gopala L, Tangadanchu VK, Gan LL, Zhou CH (2017) Eur J Med Chem 136:165–183CrossRefGoogle Scholar
  2. 2.
    Rizzotto M (2012) Complexes as antimicrobial agents. In: A search for antibacterial agents. InTech. http://www.intechopen.com/books/a-search-for-antibacterialagents
  3. 3.
    Peng YL, Liu XL, Wang XH, Zhao ZG (2014) Chem Pap 68:401–408CrossRefGoogle Scholar
  4. 4.
    Alekshun MN, Levy SB (2007) Molecular mechanisms of antibacterial multidrug resistance. Cell 128:1037–1050CrossRefGoogle Scholar
  5. 5.
    Lakshmi SS, Geetha K, Gayathri M, Ganesh S (2016) J Chem Sci 128:1095–1102CrossRefGoogle Scholar
  6. 6.
    Shrivastava HY, Devaraj SN, Nair BU (2004) J Inorg Biochem 98:387–392CrossRefGoogle Scholar
  7. 7.
    Peng Y, Zhong H, Chen ZF, Liu YC, Zhang GH, Qin QP, Liang H (2014) Chem Pharm Bull 62:221–228CrossRefGoogle Scholar
  8. 8.
    Chakravarty AR, Anreddy PA, Santra BK, Thomas AM (2002) Copper complexes as chemical nucleases. J Chem Sci 114:391–401CrossRefGoogle Scholar
  9. 9.
    Pogozelski WK, Tullius TD (1998) Oxidative strand scission of nucleic acids: routes initiated by hydrogen abstraction from the sugar moiety. Chem Rev 98:1089–1108CrossRefGoogle Scholar
  10. 10.
    Vaidyanathan VG, Nair BU (2003) J Inorg Biochem 94:121–126CrossRefGoogle Scholar
  11. 11.
    Tadavi SK, Rajput JD, Bagul SD, Hosamani AA, Sangshetti JN, Bendre RS (2017) Res Chem Intermed 43:4863–4879CrossRefGoogle Scholar
  12. 12.
    Version I. SAINT (version 7.03), and SADABS (version 2.11). Bruker advanced X-ray solutionsGoogle Scholar
  13. 13.
    Altomare A, Cascarano G, Giacovazzo C, Guagliardi A (1993) J Appl Crystallogr 26:343–350CrossRefGoogle Scholar
  14. 14.
    Sheldrick GM (2014) SHELXL-2014/7: program for the solution of crystal structures. University of Göttingen, GöttingenGoogle Scholar
  15. 15.
    Farrugia LJ (2002) ORTEP-3 for windows-a version of ORTEP-III with a Graphical User Interface (GUI). J Appl Crystallogr 30:565CrossRefGoogle Scholar
  16. 16.
    Bruno IJ, Cole JC, Edgington PR, Kessler M, Macrae CF, McCabe P, Pearson J, Taylor R (2002) Acta Crystallogr Sect B Struct Sci 58:389–397CrossRefGoogle Scholar
  17. 17.
    Samina KT, Jamatsingh DR, Suresh DR, Jaiprakash NS, Amar AH (2017) Mod Chem Appl.  https://doi.org/10.4172/2329-6798.1000211
  18. 18.
    Burits M, Bucar F (2000) Antioxidant activity of Nigella sativa essential oil. Phytother Res 14:323–328CrossRefGoogle Scholar
  19. 19.
    Bhat SS, Kumbhar AA, Heptullah H, Khan AA, Gobre VV, Gejji SP, Puranik VG (2010) Inorg Chem 50:545–558CrossRefGoogle Scholar
  20. 20.
    Ghaffari A, Behzad M, Dutkiewicz G, Kubicki M, Salehi M (2012) J Coord Chem 65:840–855CrossRefGoogle Scholar
  21. 21.
    Damercheli M, Dayyani D, Behzad M, Mehravi B, Shafiee Ardestani M (2015) J Coord Chem 68:1500–1513CrossRefGoogle Scholar
  22. 22.
    Chattopadhyay S, Ray MS, Chaudhuri S, Mukhopadhyay G, Bocelli G, Cantoni A, Ghosh A (2006) Inorg Chim Acta 359:1367–1375CrossRefGoogle Scholar
  23. 23.
    Ikiz M, Ispir E, Aytar E, Ulusoy M, Karabuğa Ş, Aslantaş M, Çelik O (2015) New J Chem 39:7786–7796CrossRefGoogle Scholar
  24. 24.
    Alan I, Kriza A, Badea M, Stanica N, Olar R (2013) J Therm Anal Calorim 111:483–490CrossRefGoogle Scholar
  25. 25.
    Abdallah SM, Mohamed GG, Zayed MA, El-Ela MS (2009) Spectrochim Acta Part A Mol Biomol Spectrosc 73:833–840CrossRefGoogle Scholar
  26. 26.
    Temel H, Şekerci M (2001) Synth React Inorg Met Org Chem 31:849–857CrossRefGoogle Scholar
  27. 27.
    Satpathy KC, Mishra HP, Mishra R (1981) J Inorg Nucl Chem 43:2765–2769CrossRefGoogle Scholar
  28. 28.
    Srinivasan S, Athappan P, Rajagopal G (2001) Transit Met Chem 26:588–593CrossRefGoogle Scholar
  29. 29.
    Raj BB, Kurup MP, Suresh E (2008) Spectrochim Acta Part A Mol Biomol Spectrosc 71:1253–1260CrossRefGoogle Scholar
  30. 30.
    Raman N, Raja YP, Kulandaisamy A (2001) Proc Indian Acad Sci Chem Sci 113:183–190CrossRefGoogle Scholar
  31. 31.
    Hathaway B, Billing DE (1970) Coord Chem Rev 5:143–207CrossRefGoogle Scholar
  32. 32.
    Hulme C, Pritchard R, McAuliffe C, Bermejo M (1997) J Chem Soc Dalton Trans 11:1805–1814CrossRefGoogle Scholar
  33. 33.
    Ghosh M, Fleck M, Mahanti B, Ghosh A, Pilet G, Bandyopadhyay D (2012) J Coord Chem 65:3884–3894CrossRefGoogle Scholar
  34. 34.
    Wissner A, Berger DM, Boschelli DH, Floyd MB, Greenberger LM, Gruber BC, Johnson BD, Mamuya N, Nilakantan R, Reich MF, Shen R (2000) J Med Chem 43:3244–3256CrossRefGoogle Scholar
  35. 35.
    Tadavi SK, Yadav AA, Bendre RS (2018) J Mol Struct 1152:223–231CrossRefGoogle Scholar

Copyright information

© Springer International Publishing AG, part of Springer Nature 2017

Authors and Affiliations

  • Ratnamala S. Bendre
    • 1
  • Samina K. Tadavi
    • 1
  • Manohar M. Patil
    • 1
  1. 1.School of Chemical SciencesNorth Maharashtra UniversityJalgaonIndia

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