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Di-μ-oxidovanadium(V) Complex with N'-[(Z)-Phenyl(pyridin-2-yl)methylidene]pyridine-4-carbohydrazide: Synthesis, Structural Characterization and in vitro Antidiabetic Inhibition Study
Corresponding Author(s) : R.N. Patel
Asian Journal of Chemistry,
Vol. 29 No. 10 (2017): Vol 29 Issue 10
Abstract
Schiff base and its one di-μ-oxidovanadium(V) complex have been synthesized by the reaction of vanadyl sulphate pentahydrate and N’-[(Z)-phenyl(pyridin-2-yl)methylidene]pyridine-4-carbohydrazide (HL). The HL and its complex [(L)VO(μ-O)2VO(L)] have been characterized by micro-analysis, UV-visible and electrochemical techniques. The ligand and its complex have also been characterized by single crystal X-ray technique. The ligand crystallizes in triclinic crystal system with P`1 space group while, complex crystallizes in monoclinic crystal system with P21/c space group. The electronic spectrum is as expected for vanadium(V) in an octahedral environment in each vanadium centers. The electronic structures of the ligand and the complex have been explained by density functional theory (DFT) calculations. In addition, in vitro insulin mimetic activity of the complex has also been evaluated.
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- Y. Shechter and S.J.D. Karlish, Nature, 284, 556 (1980); https://doi.org/10.1038/284556a0.
- G.R. Dubyyak and A. Kleinzeller, J. Biochem., 225, 5306 (1980).
- C.E. Heyliger, A.G. Tahiliani and J.H. McNeill, Science, 227, 1474 (1985); https://doi.org/10.1126/science.3156405.
- J. Meyerovitch, Z. Farfel, J. Sack and Y. Shechter, J. Biochem., 262, 6658 (1987).
- R.N. Patel, K. Maurya, Y.P. Singh, Y. Singh, S. Rather, A. Kamal and I.P. Tripathi, J. Indian Chem. Soc., 94, 347 (2017).
- V. Badmaev, S. Prakash and M. Majeed, J. Altern. Complement. Med., 5, 273 (1999); https://doi.org/10.1089/acm.1999.5.273.
- CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171.NET) (compiled Aug 13 2014, 18:06:01) Empirical Absorption Correction using Spherical Harmonics, Implemented in SCALE3 ABSPACK Scaling Algorithm.
- G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); https://doi.org/10.1107/S0108767307043930.
- G.M. Sheldrick, Acta Crystallogr. C, 71, 3 (2015); https://doi.org/10.1107/S2053229614024218.
- A.L. Spek, Acta Crystallogr. D Biol. Crystallogr., 65, 148 (2009); https://doi.org/10.1107/S090744490804362X.
- L.J. Farrugia, J. Appl. Cryst., 45, 849 (2012); https://doi.org/10.1107/S0021889812029111.
- S. Mishra, K.B. Pandeya, A.K. Tiwari, A.Z. Ali and T. Saradamani, J. Indian Chem. Soc., 88, 1195 (2011).
- M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian Inc., Wallingford CT, Gaussian 09, Revision D.01 (2009).
- M.R. Maurya, N. Chaudhary, F. Avecilla, P. Adão and J.C. Pessoa, Dalton Trans., 44, 1211 (2015); https://doi.org/10.1039/C4DT02474E.
- M.R. Maurya, C. Haldar, A. Kumar, M.L. Kuznetsov, F. Avecilla and J.C. Pessoa, Dalton Trans., 42, 11941 (2013); https://doi.org/10.1039/c3dt50469g.
- M.J. Clague, N.L. Keder and A. Butler, Inorg. Chem., 32, 4754 (1993); https://doi.org/10.1021/ic00074a017.
- C.J. Carrano, M. Mohan, S.M. Holmes, R. de la Rosa, A. Butler, J.M. Charnock and C.D. Garner, Inorg. Chem., 33, 646 (1994); https://doi.org/10.1021/ic00082a007.
- J.M. Arber, E. De Boer, C.D. Garner, S.S. Hasnain and R. Wever, Biochemistry, 28, 7968 (1989); https://doi.org/10.1021/bi00445a062.
- R.G. Bhirud and T.S. Srivastava, Inorg. Chim. Acta, 173, 121 (1990); https://doi.org/10.1016/S0020-1693(00)91063-6.
- A. Datta, S.C. Sheu, P.H. Liu and J.H. Huang, Acta Crystallogr., E67, m1852 (2011); https://doi.org/10.1107/S1600536811049671.
- R. Bikas, F. Sattari and B. Notash, Acta Crystallogr., E68, 132 (2012); https://doi.org/10.1107/S1600536811055772.
- H.H. Rassem, A. Salhin, B. Bin Salleh, M.M. Rosli and H.-K. Fun, Acta Crystallogr., E68, 1832 (2012); https://doi.org/10.1107/S1600536812021952.
- H. Kargar, R. Kia and M.N. Tahir, Acta Crystallogr., E68, 2321 (2012); https://doi.org/10.1107/S1600536812026633.
- M.R. Maurya, S. Agarwal, M. Abid, A. Azam, C. Bader, M. Ebel and D. Rehder, Dalton Trans., 937 (2006); https://doi.org/10.1039/B512326G.
- R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher and J.P. Jasinski, Polyhedron, 133, 102 (2017); https://doi.org/10.1016/j.poly.2017.05.028.
- N. Khadir, D.M. Boghaei, A. Assoud, O.R. Nascimento, A. Nicotina, L. Ghivelder and R. Calvo, Dalton Trans., 44, 2431 (2015); https://doi.org/10.1039/C4DT03322A.
- Z.D. Matovic, V.D. Miletic, M. Cendic, A. Meetsma, P.J. van Koningsbruggen and R.J. Deeth, Inorg. Chem., 52, 1238 (2013); https://doi.org/10.1021/ic301609t.
- Y.P. Singh, R.N. Patel, Y. Singh, D. Choquesillo-Lazarte and R.J. Butcher, Dalton Trans., 46, 2803 (2017); https://doi.org/10.1039/C6DT04661D.
- R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher, M. Zeller, R.K.B. Singh and O. U-wang, J. Mol. Struct., 1136, 157 (2017); https://doi.org/10.1016/j.molstruc.2017.01.083.
- S. Mishra, K.B. Pandeya, A.K. Tiwari, A.Z. Ali, T. Saradamani, S.B. Agawane and K. Madhusudana, Int. J. Nutr. Metab., 4, 11 (2012); https://doi.org/10.5897/IJNAM11.045.
References
Y. Shechter and S.J.D. Karlish, Nature, 284, 556 (1980); https://doi.org/10.1038/284556a0.
G.R. Dubyyak and A. Kleinzeller, J. Biochem., 225, 5306 (1980).
C.E. Heyliger, A.G. Tahiliani and J.H. McNeill, Science, 227, 1474 (1985); https://doi.org/10.1126/science.3156405.
J. Meyerovitch, Z. Farfel, J. Sack and Y. Shechter, J. Biochem., 262, 6658 (1987).
R.N. Patel, K. Maurya, Y.P. Singh, Y. Singh, S. Rather, A. Kamal and I.P. Tripathi, J. Indian Chem. Soc., 94, 347 (2017).
V. Badmaev, S. Prakash and M. Majeed, J. Altern. Complement. Med., 5, 273 (1999); https://doi.org/10.1089/acm.1999.5.273.
CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171.NET) (compiled Aug 13 2014, 18:06:01) Empirical Absorption Correction using Spherical Harmonics, Implemented in SCALE3 ABSPACK Scaling Algorithm.
G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); https://doi.org/10.1107/S0108767307043930.
G.M. Sheldrick, Acta Crystallogr. C, 71, 3 (2015); https://doi.org/10.1107/S2053229614024218.
A.L. Spek, Acta Crystallogr. D Biol. Crystallogr., 65, 148 (2009); https://doi.org/10.1107/S090744490804362X.
L.J. Farrugia, J. Appl. Cryst., 45, 849 (2012); https://doi.org/10.1107/S0021889812029111.
S. Mishra, K.B. Pandeya, A.K. Tiwari, A.Z. Ali and T. Saradamani, J. Indian Chem. Soc., 88, 1195 (2011).
M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian Inc., Wallingford CT, Gaussian 09, Revision D.01 (2009).
M.R. Maurya, N. Chaudhary, F. Avecilla, P. Adão and J.C. Pessoa, Dalton Trans., 44, 1211 (2015); https://doi.org/10.1039/C4DT02474E.
M.R. Maurya, C. Haldar, A. Kumar, M.L. Kuznetsov, F. Avecilla and J.C. Pessoa, Dalton Trans., 42, 11941 (2013); https://doi.org/10.1039/c3dt50469g.
M.J. Clague, N.L. Keder and A. Butler, Inorg. Chem., 32, 4754 (1993); https://doi.org/10.1021/ic00074a017.
C.J. Carrano, M. Mohan, S.M. Holmes, R. de la Rosa, A. Butler, J.M. Charnock and C.D. Garner, Inorg. Chem., 33, 646 (1994); https://doi.org/10.1021/ic00082a007.
J.M. Arber, E. De Boer, C.D. Garner, S.S. Hasnain and R. Wever, Biochemistry, 28, 7968 (1989); https://doi.org/10.1021/bi00445a062.
R.G. Bhirud and T.S. Srivastava, Inorg. Chim. Acta, 173, 121 (1990); https://doi.org/10.1016/S0020-1693(00)91063-6.
A. Datta, S.C. Sheu, P.H. Liu and J.H. Huang, Acta Crystallogr., E67, m1852 (2011); https://doi.org/10.1107/S1600536811049671.
R. Bikas, F. Sattari and B. Notash, Acta Crystallogr., E68, 132 (2012); https://doi.org/10.1107/S1600536811055772.
H.H. Rassem, A. Salhin, B. Bin Salleh, M.M. Rosli and H.-K. Fun, Acta Crystallogr., E68, 1832 (2012); https://doi.org/10.1107/S1600536812021952.
H. Kargar, R. Kia and M.N. Tahir, Acta Crystallogr., E68, 2321 (2012); https://doi.org/10.1107/S1600536812026633.
M.R. Maurya, S. Agarwal, M. Abid, A. Azam, C. Bader, M. Ebel and D. Rehder, Dalton Trans., 937 (2006); https://doi.org/10.1039/B512326G.
R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher and J.P. Jasinski, Polyhedron, 133, 102 (2017); https://doi.org/10.1016/j.poly.2017.05.028.
N. Khadir, D.M. Boghaei, A. Assoud, O.R. Nascimento, A. Nicotina, L. Ghivelder and R. Calvo, Dalton Trans., 44, 2431 (2015); https://doi.org/10.1039/C4DT03322A.
Z.D. Matovic, V.D. Miletic, M. Cendic, A. Meetsma, P.J. van Koningsbruggen and R.J. Deeth, Inorg. Chem., 52, 1238 (2013); https://doi.org/10.1021/ic301609t.
Y.P. Singh, R.N. Patel, Y. Singh, D. Choquesillo-Lazarte and R.J. Butcher, Dalton Trans., 46, 2803 (2017); https://doi.org/10.1039/C6DT04661D.
R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher, M. Zeller, R.K.B. Singh and O. U-wang, J. Mol. Struct., 1136, 157 (2017); https://doi.org/10.1016/j.molstruc.2017.01.083.
S. Mishra, K.B. Pandeya, A.K. Tiwari, A.Z. Ali, T. Saradamani, S.B. Agawane and K. Madhusudana, Int. J. Nutr. Metab., 4, 11 (2012); https://doi.org/10.5897/IJNAM11.045.