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Syntheses, crystal structures and in vitro anticancer activities of oxovanadium(IV) complexes of amino acid Schiff base and 1,10-phenanthroline ligands

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Abstract

Four oxovanadium(IV) complexes, namely [VO(desa-met)(phen)]·MeOH·2H2O (1) (desa-met = Schiff base derived from 4-(diethylamino)salicylaldehyde and dl-methionine, phen = 1,10-phenanthroline), [VO(o-van-met) (phen)]·MeOH·CH2Cl2·3H2O (2) (o-van-met = Schiff base derived from o-vanillin and dl-methionine), [VO(dtbs-napa)(phen)]·2H2O (3) (dtbs-napa = Schiff base derived from 3,5-di-tert-butyl salicylaldehyde and 3-(1-naphthyl)-l-alanine) and [VO(hyna-napa)(phen)]·1.5H2O (4) (hyna-napa = Schiff base derived from 2-hydroxy-1-naphthaldehyde and 3-(1-naphthyl)-l-alanine), were synthesized and characterized by IR, HRMS, UV–vis spectra, molar conductance and single-crystal X-ray diffraction (XRD). X-ray structural analysis showed that the V(IV) atoms in all four complexes are six-coordinated in a distorted octahedral environment. In the crystals of complexes 1 and 2, π–π stacking interactions together with hydrogen bonds connect the molecular units into 2D networks. Meanwhile, CH–π stacking interactions are observed between the aromatic rings in the crystals of 1 and 4, while the π–π stacking interactions between aromatic rings in the crystals of 2 and 3 are arranged with a face-to-face mode. The in vitro anticancer activities of these complexes against A-549 and HeGp2 cells were tested by MTT assay.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (81360471), the International Cooperation Project of Guizhou Province (No. [2012]7036), Science and the ‘Chunhui’ plan project of Ministry of Education (No. Z2014089) and the National Project of Training Programs of Innovation and Entrepreneurship for Undergraduates, China (No. 201510661007).

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Authors and Affiliations

  1. School of Pharmacy, Zunyi Medical University, No. 201 Dalian Road, Huichuan District, Zunyi, 563003, Guizhou Province, People’s Republic of China

    Yaping Cao, Cenlan Yi, Hongmei Liu, Haixia Li & Zeli Yuan

  2. School of Chemistry and Life Science, Zhaotong University, Zhaotong, 657000, Yunnan, People’s Republic of China

    Qipeng Li

  3. CSIRO Manufacturing, 36 Bradfield Road, West Lindfield, PO Box 218, Lindfield, NSW, 2070, Australia

    Gang Wei

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  1. Yaping Cao
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  2. Cenlan Yi
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  3. Hongmei Liu
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  4. Haixia Li
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  5. Qipeng Li
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Correspondence to Qipeng Li, Zeli Yuan or Gang Wei.

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Cao, Y., Yi, C., Liu, H. et al. Syntheses, crystal structures and in vitro anticancer activities of oxovanadium(IV) complexes of amino acid Schiff base and 1,10-phenanthroline ligands. Transit Met Chem 41, 531–538 (2016). https://doi.org/10.1007/s11243-016-0049-0

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