Abstract
Two new organotin(IV) carboxylate complexes, [PhSnO(L1)]6 ·4(toluene) (1) (HL1 = 2-(4-methylbenzoyl)benzoic acid) and [PhSnO(L2)]6 (2) (HL2 = 2-(4-ethylbenzoyl)benzoic acid), were synthesized by the reaction of ligand acids with mono-organotin complex in 1:1 molar ratio. The synthesized complexes have been structurally characterized by elemental analysis, IR, 1H, 13C, 119Sn NMR spectroscopy and X-ray crystallography diffraction analyses. Both 1 and 2 are hexanuclear organotin complex with drum-shaped structure. In the solid state of 1 and 2, 1D and 2D supramolecular networks are formed by hydrogen bonds, C–H···π or π···π interactions. Furthermore, the preliminary antitumor activities of 1 and 2 have been studied. The antitumor results show they exhibit good biological activities and may be explored for potential antitumor drugs.
Similar content being viewed by others
References
N. Muhammad, Z.U. Rehman, S. Shujah, S. Ali, A. Shah, A. Meetsma, J. Coord. Chem. 67, 1110 (2014)
H.M. Wahba, M.J. Stevenson, A. Mansour, J. Sygusch, D.E. Wilcox, J.G. Omichinski, J. Am. Chem. Soc. 139, 910 (2017)
T.S.B. Baul, P. Kehie, A. Duthie, N. Guchhait, N. Raviprakash, R.B. Mokhamatam, S.K. Manna, N. Armata, M. Scopelliti, R. Wang, U. Englert, J. Inorg. Biochem. 168, 76 (2017)
M.K. Amir, S. Khan, Z.U. Rehman, A. Shah, I.S. Butler, Inorg. Chim. Acta 423(Part B), 14 (2014)
F.A. Shah, S. Ali, S. Shahzadi, C. Rizzoli, S. Ahmad, J. Iran. Chem. Soc. 9, 923 (2012)
N. Muhammad, Z.U. Rehman, S. Ali, A. Meetsma, F. Shaheen, Inorg. Chim. Acta 362, 2842 (2009)
M. Hussain, Z.U. Rehman, M. Hanif, M. Altaf, A.U. Rehman, S. Ali, K.J. Cavell, Appl. Organomet. Chem. 25, 412 (2011)
Z.U. Rehman, A. Shah, N. Muhammad, S. Ali, R. Qureshi, I.S. Butler, J. Organomet. Chem. 694, 1998 (2009)
Z.U. Rehman, A. Shah, N. Muhammad, S. Ali, R. Qureshi, A. Meetsma, I.S. Butler, Eur. J. Med. Chem. 44, 3986 (2009)
N. Muhammad, A. Shah, Z.U. Rehman, S. Shuja, S. Ali, R. Qureshi, A. Meetsma, M.N. Tahir, J. Organomet. Chem. 694, 3431 (2009)
S. Shujha, A. Shah, Z.U. Rehman, N. Muhammad, S. Ali, R. Qureshi, N. Khalid, A. Meetsma, Eur. J. Med. Chem. 45, 2902 (2010)
T.S.B. Baul, M.D. Serb, U. Englert, J. Clust. Sci. 27, 95 (2016)
Y.B. Dong, H.Y. Shi, J. Yang, Y.Y. Liu, J.F. Ma, Cryst. Growth Des. 15, 1546 (2015)
A.U. Rehman, M. Hussain, Z.U. Rehman, S. Ali, A. Rauf, F.H. Nasim, M. Helliwell, Inorg. Chim. Acta 370, 27 (2011)
X. Xiao, L. Yan, Z. Mei, D. Zhu, L. Xu, RSC Adv. 4, 3096 (2014)
V. Chandrasekhar, K. Gopal, S. Nagendran, A. Steiner, S. Zacchini, Cryst. Growth Des. 6, 267 (2006)
M. Hussain, Z.U. Rehman, M.S. Ahmad, M. Altaf, H.S. Evans, S. Ali, J. Coord. Chem. 66, 868 (2013)
D.D. Perrin, W.L.F. Armarego, D.R. Perrin, Purification of Laboratory Chemicals, 2nd edn. (Pergamon, Oxford, 1980)
G.M. Sheldrick, SHELXS-97, Programs for X-ray Crystal Structure Solution (University of Göttingen, Göttingen, 1997)
G.M. Sheldrick, SHELXS-97, Programs for X-ray Crystal Structure Refinement (University of Göttingen, Göttingen, 1997)
J. Styczynski, A. Kurylak, M. Wysocki, Anticancer Res. 25, 2253 (2005)
M. Nath, M. Vats, P. Roy, Med. Chem. Res. 24, 51 (2015)
C. Camacho-Camacho, I.R. Oviedo, A.G. Ortiz, R.A. Toscano, L.S. Sánchez, J. Cardenas, H.L. Muñoz, Appl. Organomet. Chem. 30, 199 (2016)
M. Tariq, S. Ali, M.N. Tahir, N. Khalid, J.H. Shirazi, J. Iran. Chem. Soc. 11, 839 (2014)
Q. Wang, J. Zhang, Y. Han, Heteroatom Chem. 27, 32 (2016)
V. Chandrasekhar, S. Nagendran, V. Baskar, Coord. Chem. Rev. 235, 1 (2002)
H.C. Clark, V.K. Jain, R.C. Mehrotra, B.P. Singh, G. Srivastava, T. Birchall, J. Organomet. Chem. 279, 385 (1985)
C.S. Rocha, B.P. de Morais, B.L. Rodrigues, C.L. Donnici, G.M. de Lima, J.D. Ardisson, J.A. Takahashi, R.S. Bitzer, Polyhedron 117, 35 (2016)
S. Kundu, A. Chakraborty, K. Mondal, V. Chandrasekhar, Cryst. Growth Des. 14, 861 (2014)
R.R. Holmes, C.G. Schmid, V. Chandrasekhar, R.O. Day, J.M. Holmes, J. Am. Chem. Soc. 109, 1408 (1987)
T.S.B. Baul, C. Masharing, G. Ruisi, R. Jirásko, M. Holčapek, D. de Vos, D. Wolstenholme, A. Linden, J. Organomet. Chem. 692, 4849 (2007)
Acknowledgements
We acknowledged the Science and Technology department of Jilin province (No. 20120440).
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Han, X., Tian, M., Xiao, X. et al. Syntheses, crystal structures and biological activities of two new drum-shaped organotin(IV) carboxylate complexes with 2-(4-alkylbenzoyl)benzoic acid (alkyl = methyl or ethyl). J IRAN CHEM SOC 15, 513–519 (2018). https://doi.org/10.1007/s13738-017-1251-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s13738-017-1251-5