Skip to main content

Advertisement

SpringerLink
Log in

Three novel complexes of copper: synthesis, characterization, crystal structure, HSA-binding and docking studies, and antiproliferative activity

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

The present study aims to synthesize new copper(II) complexes in the presence of maltol, sodium saccharin and 3-hydroxyflavone. Characterization of the structure of Cu(II) complexes was carried out by FT-IR, CHN analysis and X-ray crystallography. Methods including fluorescence spectroscopy and molecular docking methods were applied to investigate the interaction of copper(II) complexes with human serum albumin. The cytotoxicity of complexes was screened for antiproliferative activity against human breast cancer cells (MCF-7), and cis-platin used as a comparative standard by MTT assay. The experimental results indicated that the fluorescence quenching of HSA by complexes 1–5 was a static quenching. Also, the results showed that complex 3, [Cu(saccharin)(bpca)(H2O)], has higher cytotoxicity compared to other compounds and cis-platin.

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

Scheme 1
Scheme 2
Scheme 3
Fig. 1
Fig. 2
Scheme 4
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. E.S. Nossier, S.S. Abd El-Karim, N.M. Khalifa, A.S. El-Sayed, E.S.I. Hassan, S.M. El-Hallouty, Molecules 23, E3074 (2018)

    PubMed  Google Scholar 

  2. K. Collins, T. Jacks, N.P. Pavletich, Proc. Natl. Acad. Sci. USA 94, 2776 (1997)

    CAS  PubMed  Google Scholar 

  3. O.O. Erejuwa, S.A. Sulaiman, M.S. Wahab, Molecules 19, 2497 (2014)

    PubMed  PubMed Central  Google Scholar 

  4. A. Kretschmer, G. Ploussard, I. Heidegger, I. Tsaur, H. Borgmann, C. Surcel, R. Mathieu, P. de Visschere, M. Valerio, R.C.N. van den Bergh, G. Marra, C. Thibault, P. Ost, G. Gandaglia, D. Tilki, Eur. Urol. Focus (2020). https://doi.org/10.1016/j.euf.2020.01.017

    Article  PubMed  Google Scholar 

  5. Shagufta, I. Ahmad, Inorg. Chim. Acta 506, 119521 (2020)

    CAS  Google Scholar 

  6. Z. Kazemi, H.A. Rudbari, V. Mirkhani, M. Sahihi, M. Moghadam, S. Tangestaninejad, I. Mohammadpoor-Baltork, J. Mol. Struct. 1096, 110 (2015)

    CAS  Google Scholar 

  7. A. Beheshti, F. Hashemi, F. Behavndi, M. Zahedi, M. Kolahi, H. Motamedi, P. Mayer, Int. J. Biol. Macromol. 104, 1107 (2017)

    CAS  PubMed  Google Scholar 

  8. R.W. Sun, D.L. Ma, E.L. Wong, C.M. Che, Dalton Trans. 43, 4884 (2007)

    Google Scholar 

  9. N. Biswas, S. Khanra, A. Sarkar, S. Bhattacharjee, D. Prasad Mandal, A. Chaudhuri, S. Chakraborty, C. Roy Choudhury, New J. Chem. 41, 12996 (2017)

    CAS  Google Scholar 

  10. M. Galanski, V.B. Arion, M.A. Jakupec, B.K. Keppler, Curr. Pharm. Des. 9, 2078 (2003)

    CAS  PubMed  Google Scholar 

  11. M. Jopp, J. Becker, S. Becker, A. Miska, V. Gandin, C. Marzano, S. Schindler, Eur. J. Med. Chem. 132, 281 (2017)

    Google Scholar 

  12. N. Sanz Del Olmo, M. Maroto-Diaz, R. Gomez, P. Ortega, M. Cangiotti, M.F. Ottaviani, F.J. de la Mata, J. Inorg. Biochem. 177, 211 (2017)

    CAS  PubMed  Google Scholar 

  13. M.B. Shahsavani, S. Ahmadi, M.D. Aseman, S.M. Nabavizadeh, M.M. Alavianmehr, R. Yousefi, J. Photochem. Photobiol. B 164, 323 (2016)

    CAS  PubMed  Google Scholar 

  14. A.-M. Florea, D. Büsselberg, Cancers (Basel) 3, 1351 (2011)

    CAS  Google Scholar 

  15. T. Boulikas, M. Vougiouka, Oncol. Rep. 10, 1663 (2003)

    CAS  PubMed  Google Scholar 

  16. E. Wong, C.M. Giandomenico, Chem. Rev. 99, 2451 (1999)

    CAS  PubMed  Google Scholar 

  17. B. Rosenberg, L. Van Camp, J.E. Trosko, V.H. Mansour, Nature 222, 385 (1969)

    CAS  PubMed  Google Scholar 

  18. M. Alagesan, N.S.P. Bhuvanesh, N. Dharmaraj, Eur. J. Med. Chem. 78, 281 (2014)

    CAS  PubMed  Google Scholar 

  19. K. Dhara, J. Ratha, M. Manassero, X.Y. Wang, S. Gao, P. Banerjee, J. Inorg. Biochem. 101, 95 (2007)

    CAS  PubMed  Google Scholar 

  20. J. Ceramella, A. Mariconda, D. Iacopetta, C. Saturnino, A. Barbarossa, A. Caruso, C. Rosano, M.S. Sinicropi, P. Longo, Bioorg. Med. Chem. Lett. 30, 126905 (2020)

    CAS  PubMed  Google Scholar 

  21. S. Shenoy, Surg. Oncol. 34, 154 (2020)

    PubMed  Google Scholar 

  22. M. Cocchietto, G. Sava, Pharmacol. Toxicol. 87, 193 (2000)

    CAS  PubMed  Google Scholar 

  23. S. Zorzet, A. Sorc, C. Casarsa, M. Cocchietto, G. Sava, Met. Based Drugs 8, 1 (2001)

    CAS  PubMed  PubMed Central  Google Scholar 

  24. M. Magnarin, A. Bergamo, M.E. Carotenuto, S. Zorzet, G. Sava, Anticancer Res. 20, 2939 (2000)

    CAS  PubMed  Google Scholar 

  25. J.M. Rademaker-Lakhai, D. van den Bongard, D. Pluim, J.H. Beijnen, J.H. Schellens, Clin. Cancer Res. 10, 3717 (2004)

    CAS  PubMed  Google Scholar 

  26. F. Xue, C.-Z. Xie, Y.-W. Zhang, Z. Qiao, X. Qiao, J.-Y. Xu, S.-P. Yan, J. Inorg. Biochem. 115, 78 (2012)

    CAS  PubMed  Google Scholar 

  27. G.J. Brewer, Curr. Opin. Chem. Biol. 7, 207 (2003)

    CAS  PubMed  Google Scholar 

  28. G.J. Brewer, J. Am. Coll. Nutr. 28, 238 (2009)

    PubMed  Google Scholar 

  29. A. Jayamani, N. Sengottuvelan, S.K. Kang, Y.-I. Kim, Polyhedron 98, 203 (2015)

    CAS  Google Scholar 

  30. S.S. Hindo, M. Frezza, D. Tomco, M.J. Heeg, L. Hryhorczuk, B.R. McGarvey, Q.P. Dou, C.N. Verani, Eur. J. Med. Chem. 44, 4353 (2009)

    CAS  PubMed  PubMed Central  Google Scholar 

  31. Y. Gou, J. Li, B. Fan, B. Xu, M. Zhou, F. Yang, Eur. J. Med. Chem. 134, 207 (2017)

    CAS  PubMed  Google Scholar 

  32. Z. Boulsourani, S. Katsamakas, G.D. Geromichalos, V. Psycharis, C.P. Raptopoulou, D. Hadjipavlou-Litina, E. Yiannaki, C. Dendrinou-Samara, Mater. Sci. Eng. C Mater Biol. Appl. 76, 1026 (2017)

    CAS  PubMed  Google Scholar 

  33. T.S. Sheena, R. Dhivya, V. Rajiu, K. Jeganathan, M. Palaniandavar, G. Mathan, M.A. Akbarsha, Inorg. Chim. Acta 510, 119783 (2020)

    CAS  Google Scholar 

  34. P.A. Ajibade, A.A. Fatokun, F.P. Andrew, Inorg. Chim. Acta 504, 119431 (2020)

    CAS  Google Scholar 

  35. K.G. Daniel, P. Gupta, R.H. Harbach, W.C. Guida, Q.P. Dou, Biochem. Pharmacol. 67, 1139 (2004)

    CAS  PubMed  Google Scholar 

  36. F. Tisato, C. Marzano, M. Porchia, M. Pellei, C. Santini, Med. Res. Rev. 30, 708 (2010)

    CAS  PubMed  Google Scholar 

  37. S.P. Fricker, Dalton Trans. 43, 4903 (2007)

    Google Scholar 

  38. R.H.G. Teles, A.E. Graminha, C.M. Rivera-Cruz, D.H. Nakahata, A.L.B. Formiga, P.P. Corbi, M.L. Figueiredo, M.R. Cominetti, Toxicol. In Vitro 67, 104922 (2020)

    CAS  PubMed  Google Scholar 

  39. B. Shao, L. Mao, J. Shao, C.-H. Huang, L. Qin, R. Huang, Z.-G. Sheng, D. Cao, Z.-Q. Zhang, L. Lin, C.-Z. Zhang, B.-Z. Zhu, Free Radic. Biol. Med. 159, 107 (2020)

    CAS  PubMed  Google Scholar 

  40. M. Govindaraju, H.S. Shekar, S.B. Sateesha, P. Vasudeva Raju, K.R. Sambasiva Rao, K.S.J. Rao, A.J. Rajamma, J. Pharm. Anal. 3, 354 (2013)

    CAS  PubMed  PubMed Central  Google Scholar 

  41. I. Iakovidis, I. Delimaris, S.M. Piperakis, Mol. Biol. Int. 2011, 594 (2011)

    Google Scholar 

  42. U. Ndagi, N. Mhlongo, M.E. Soliman, Drug Des. Devel. Ther. 11, 599 (2017)

    CAS  PubMed  PubMed Central  Google Scholar 

  43. S. Puig, D.J. Thiele, Curr. Opin. Chem. Biol. 6, 171 (2002)

    CAS  PubMed  Google Scholar 

  44. I. Ott, R. Gust, Arch Pharm. (Weinheim) 340, 117 (2007)

    CAS  Google Scholar 

  45. C.F.N. da Silva, B. Possato, L.P. Franco, L.C.B. Ramos, S. Nikolaou, J. Inorg. Biochem. 186, 197 (2018)

    PubMed  Google Scholar 

  46. K. Alblawi, W. Henderson, B.K. Nicholson, J. Coord. Chem. 64, 679 (2011)

    CAS  Google Scholar 

  47. J.L. Lamboy, A. Pasquale, A.L. Rheingold, E. Meléndez, Inorg. Chim. Acta 360, 2115 (2007)

    CAS  Google Scholar 

  48. C.C. Lobato, M.E. Ordoñez, R.L. Queiroz, C.B.R. Santos, R.S. Borges, Chem. Data Coll. 28, 100464 (2020)

    CAS  Google Scholar 

  49. P. Rossi, S. Ciattini, M. Formica, V. Fusi, L. Giorgi, E. Macedi, M. Micheloni, P. Paoli, Inorg. Chim. Acta 470, 254 (2018)

    CAS  Google Scholar 

  50. C.I. Chukwuma, S.S. Mashele, K.C. Eze, G.R. Matowane, S.M. Islam, S.L. Bonnet, A.E.M. Noreljaleel, L.M. Ramorobi, Pharmacol. Res. 155, 104744 (2020)

    CAS  PubMed  Google Scholar 

  51. W. Kandioller, C.G. Hartinger, A.A. Nazarov, J. Kasser, R. John, M.A. Jakupec, V.B. Arion, P.J. Dyson, B.K. Keppler, J. Organomet. Chem. 694, 922 (2009)

    CAS  Google Scholar 

  52. V.D. Reddy, D. Dayal, D.J. Szalda, S.C. Cosenza, M.V. Ramana Reddy, J. Organomet. Chem. 700, 180 (2012)

    CAS  Google Scholar 

  53. J. Li, H. Hao, N. Guo, N. Wang, Y. Hao, Y. Luan, K. Chen, X. Huang, J. Mol. Liq. 243, 313 (2017)

    CAS  Google Scholar 

  54. K.R. Kiran, Chem. Sci. Trans. 3, 592 (2014)

    Google Scholar 

  55. L.F. Chin, S.M. Kong, H.L. Seng, K.S. Khoo, R. Vikneswaran, S.G. Teoh, M. Ahmad, S.B.A. Khoo, M.J. Maah, C.H. Ng, J. Inorg. Biochem. 105, 339 (2011)

    CAS  PubMed  Google Scholar 

  56. K. Murakami, K. Ishida, K. Watakabe, R. Tsubouchi, M. Naruse, M. Yoshino, Toxicol. Lett. 161, 102 (2006)

    CAS  PubMed  Google Scholar 

  57. K.H. Thompson, J. Chiles, V.G. Yuen, J. Tse, J.H. McNeill, C. Orvig, J. Inorg. Biochem. 98, 683 (2004)

    CAS  PubMed  Google Scholar 

  58. F. Shen, Y.-X. Liu, S.-M. Li, C.-K. Jiang, B.-F. Wang, Y.-H. Xiong, Z.-W. Mao, X.-Y. Le, New J. Chem. 41, 12429 (2017)

    CAS  Google Scholar 

  59. K.E. Prosser, S.W. Chang, F. Saraci, P.H. Le, C.J. Walsby, J. Inorg. Biochem. 167, 89 (2017)

    CAS  PubMed  Google Scholar 

  60. R. Artali, P.L. Barili, G. Bombieri, P.D. Re, N. Marchini, F. Meneghetti, P. Valenti, Il Farmaco. 58, 875 (2003)

    CAS  PubMed  Google Scholar 

  61. S. Bano, K. Javed, S. Ahmad, I.G. Rathish, S. Singh, M. Chaitanya, K.M. Arunasree, M.S. Alam, Eur. J. Med. Chem. 65, 51 (2013)

    CAS  PubMed  Google Scholar 

  62. A.K. Verma, R. Pratap, Tetrahedron 68, 8523 (2012)

    CAS  Google Scholar 

  63. H. Liu, A. Dong, C. Gao, C. Tan, Z. Xie, X. Zu, L. Qu, Y. Jiang, Bioorg. Med. Chem. 18, 6322 (2010)

    CAS  PubMed  Google Scholar 

  64. Z. Adiguzel, A.T. Baykal, O. Kacar, V.T. Yilmaz, E. Ulukaya, C. Acilan, J. Proteome Res. 13, 5240 (2014)

    CAS  PubMed  Google Scholar 

  65. P. Alper, M. Erkisa, H.M. Genckal, S. Sahin, E. Ulukaya, F. Ari, J. Mol. Struct. 1196, 783 (2019)

    CAS  Google Scholar 

  66. Q. Wang, H. Zhao, M. Zhu, L. Gao, N. Cheng, W. Cao, J. Mol. Struct. 1209, 127919 (2020)

    CAS  Google Scholar 

  67. V.T. Yilmaz, Y. Topcu, A. Karadag, Thermochim. Acta 383, 129 (2002)

    CAS  Google Scholar 

  68. A. Prakash, D. Adhikari, Int. J. Chem. Tech Res. 3, 1891 (2011)

    Google Scholar 

  69. P. Kumar, S. Dasari, A.K. Patra, Eur. J. Med. Chem. 136, 52 (2017)

    CAS  PubMed  Google Scholar 

  70. L.M.T. Frija, A.L. Fernandes, M.L.S. Cristiano, A.J.L. Pombeiro, J. Mol. Struct. 1222, 128831 (2020)

    CAS  Google Scholar 

  71. C. Icsel, V.T. Yilmaz, Ş. Aydinlik, M. Aygun, Eur. J. Med. Chem. 202, 112535 (2020)

    CAS  PubMed  Google Scholar 

  72. J.C. García-Ramos, G. Vértiz-Serrano, L. Macías-Rosales, R. Galindo-Murillo, Y. Toledano-Magaña, J.P. Bernal, F. Cortés-Guzmán, L. Ruiz-Azuara, Eur. J. Inorg. Chem. 2017, 1728 (2017)

    Google Scholar 

  73. G. Marcon, S. Carotti, M. Coronnello, L. Messori, E. Mini, P. Orioli, T. Mazzei, M.A. Cinellu, G. Minghetti, J. Med. Chem. 45, 1672 (2002)

    CAS  PubMed  Google Scholar 

  74. K. Abdi, H. Hadadzadeh, M. Salimi, J. Simpson, A.D. Khalaji, Polyhedron 44, 101 (2012)

    CAS  Google Scholar 

  75. M. Maghami, F. Farzaneh, J. Simpson, M. Azarkish, Inorg. Chim. Acta 445, 28 (2016)

    CAS  Google Scholar 

  76. S.A. Yasrebi, R. Takjoo, G.H. Riazi, J.T. Mague, Polyhedron 179, 114357 (2020)

    CAS  Google Scholar 

  77. U. Kragh-Hansen, V.T. Chuang, M. Otagiri, Biol. Pharm. Bull. 25, 695 (2002)

    CAS  PubMed  Google Scholar 

  78. R. Hosseinzadeh, R. Maleki, A.A. Matin, Acta Chim. Slov. 54, 126 (2007)

    CAS  Google Scholar 

  79. F.A. Beckford, J. Thessing, A. Stott, A.A. Holder, O.G. Poluektov, L. Li, N.P. Seeram, Inorg. Chem. Commun. 15, 225 (2012)

    CAS  PubMed  PubMed Central  Google Scholar 

  80. O. Dömötör, É.A. Enyedy, J. Biol. Inorg. Chem. 24, 703 (2019)

    PubMed  PubMed Central  Google Scholar 

  81. M.T. Behnamfar, H. Hadadzadeh, J. Simpson, F. Darabi, A. Shahpiri, T. Khayamian, M. Ebrahimi, H. Amiri Rudbari, M. Salimi, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 134, 502–516 (2015)

    CAS  Google Scholar 

  82. G.M. Morris, D.S. Goodsell, R.S. Halliday, R. Huey, W.E. Hart, R.K. Belew, A.J. Olson, J. Comput. Chem. 19, 1639 (1998)

    CAS  Google Scholar 

  83. R. Thomsen, M.H. Christensen, J. Med. Chem. 49, 3315 (2006)

    CAS  PubMed  Google Scholar 

  84. A. Barve, A. Kumbhar, M. Bhat, B. Joshi, R. Butcher, U. Sonawane, R. Joshi, Inorg. Chem. 48, 9120 (2009)

    CAS  PubMed  Google Scholar 

  85. S.Z. Haider, K.M.A. Malik, K.J. Ahmed, H. Hess, H. Riffel, M.B. Hursthouse, Inorg. Chim. Acta 72, 21 (1983)

    CAS  Google Scholar 

  86. E.H. Vock, W.K. Lutz, P. Hormes, H.D. Hoffmann, S. Vamvakas, Mutat. Res. Genet. Toxicol. Environ. Mutagen. 413, 83 (1998)

    CAS  Google Scholar 

  87. D.C. Crans, M.L. Tarlton, C.C. McLauchlan, Eur. J. Inorg. Chem. 2014, (2014)

  88. X.P. Zhou, D. Li, S.L. Zheng, X. Zhang, T. Wu, Inorg. Chem. 45, 7119 (2006)

    CAS  PubMed  Google Scholar 

  89. E.I. Lerner, S.J. Lippard, J. Americ, Chem. Soc. 98, 5397 (1976)

    CAS  Google Scholar 

  90. K. Abdi, H. Hadadzadeh, M. Weil, M. Salimi, Polyhedron 31, 638 (2012)

    CAS  Google Scholar 

  91. S.A. Yasrebi, R. Takjoo, G.H. Riazi, J. Mol. Struct. 1193, 53 (2019)

    CAS  Google Scholar 

  92. M. Li, S. Huang, C. Ye, Y. Xie, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 150, 290 (2015)

    CAS  Google Scholar 

  93. M. Bogdan, A. Pirnau, C. Floare, C. Bugeac, J. Pharm. Biomed. Anal. 47, 981 (2008)

    CAS  PubMed  Google Scholar 

  94. P.N. Naik, S.A. Chimatadar, S.T. Nandibewoor, J. Photochem. Photobiol. B Biol. 100, 147 (2010)

    CAS  Google Scholar 

  95. I. Correia, S. Borovic, I. Cavaco, C.P. Matos, S. Roy, H.M. Santos, L. Fernandes, J.L. Capelo, L. Ruiz-Azuara, J.C. Pessoa, J. Inorg. Biochem. 175, 284 (2017)

    CAS  PubMed  Google Scholar 

  96. B. Guhathakurta, A.B. Pradhan, S. Das, N. Bandyopadhyay, L. Lu, M. Zhu, J.P. Naskar, Spectrochim. Acta A Mol. Biomol. Spectrosc. 173, 740 (2017)

    CAS  PubMed  Google Scholar 

  97. S. Ketrat, D. Japrung, P. Pongprayoon, J. Mol. Graph. Model. 98, 107601 (2020)

    CAS  PubMed  Google Scholar 

  98. A. Sułkowska, B. Bojko, J. Równicka, W.W. Sułkowski, J. Mol. Struct. 792, 249 (2006)

    Google Scholar 

  99. S. Gorinstein, I. Goshev, S. Moncheva, M. Zemser, M. Weisz, A. Caspi, I. Libman, H.T. Lerner, S. Trakhtenberg, O. Martin-Belloso, J. Protein Chem. 19, 637 (2000)

    CAS  PubMed  Google Scholar 

  100. M. Amiri, K. Jankeje, J.R. Albani, J. Fluoresc. 20, 651 (2010)

    CAS  PubMed  Google Scholar 

  101. S. Bjelogrlic, T.R. Todorovic, I. Cvijetic, M.V. Rodic, M. Vujcic, S. Markovic, J. Araskov, B. Janovic, F. Emhemmed, C.D. Muller, N.R. Filipovic, J. Inorg. Biochem. 190, 45 (2019)

    CAS  PubMed  Google Scholar 

  102. J.R. Lakowicz, Principles of Fluorescence Spectroscopy, 3rd edn. (Springer, Berlin, 2006), pp. 48–78

    Google Scholar 

  103. Y.J. Hu, Y. Liu, J.B. Wang, X.H. Xiao, S.S. Qu, J. Pharm. Biomed. Anal. 36, 915 (2004)

    CAS  PubMed  Google Scholar 

  104. X. Duan, R. Gao, P. Xie, T. Cohen-Karni, Q. Qing, H.S. Choe, B. Tian, X. Jiang, C.M. Lieber, Nat. Nanotechnol. 7, 174 (2011)

    PubMed  PubMed Central  Google Scholar 

  105. P.D. Ross, S. Subramanian, Biochemistry 20, 3096 (1981)

    CAS  PubMed  Google Scholar 

  106. S. Shahraki, F. Shiri, M.H. Majd, Z. Razmara, J. Pharm. Biomed. Anal. 145, 273 (2017)

    CAS  PubMed  Google Scholar 

  107. A.A.A.-H. Labeeb, M. Shaif, S.A.A. Esmail, W.M. Al-Asbahy, R.A. Al-Fkeeh, Int. J. Chem. Biomed. Sci. 2, 17 (2016)

    Google Scholar 

Download references

Acknowledgements

The authors are grateful to Ferdowsi University of Mashhad, Mashhad, Iran, for financing this study. We are grateful for help provided by Buali Research Institute, Faculty of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran.

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, 91775-1436, Mashhad, Iran

    Malihe Zahmati Eraj & Amir Sh. Saljooghi

  2. Department of Materials and Environmental Chemistry, Stockholm University, 10691, Stockholm, Sweden

    Lars Eriksson

  3. Pharmaceutical Research Center, Mashhad University of Medical Sciences, Mashhad, Iran

    Mohammad Ramezani, Mona Alibolandi & Maryam Babaei

Authors
  1. Malihe Zahmati Eraj
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Lars Eriksson
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mohammad Ramezani
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Mona Alibolandi
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Maryam Babaei
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Amir Sh. Saljooghi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Amir Sh. Saljooghi.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 3559 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zahmati Eraj, M., Eriksson, L., Ramezani, M. et al. Three novel complexes of copper: synthesis, characterization, crystal structure, HSA-binding and docking studies, and antiproliferative activity. J IRAN CHEM SOC 18, 765–783 (2021). https://doi.org/10.1007/s13738-020-02067-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-020-02067-x

Keywords

Search

Navigation