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New organotin(IV) complexes derived from 1-adamantanethiol: synthesis, crystal structure, DFT calculation, and in vitro antifungal activity and cytotoxicity

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Abstract

Five new organotin(IV) complexes, Me2SnL2 (1), n–Bu2SnL2 (2), t–Bu2SnL2 (3), Ph2SnL2 (4), and Ph3SnL (5), have been designed and synthesized by the reactions of the deprotonated 1-adamantanethiol ligand (L = C10H15S) with the corresponding R2SnCl2 (R = Me, n–Bu, t–Bu, Ph) and Ph3SnCl. The complexes were characterized by elemental analysis, FT-IR, NMR spectroscopy, and X-ray crystallography. Meanwhile, optimized geometrical parameters, harmonic vibrational frequencies, and frontier molecular orbitals were calculated. The in vitro cytotoxicities of the complexes were evaluated with HeLa and HepG-2. Furthermore, the antifungal activity of the newly synthesized complexes has been evaluated, and the SEM and TEM images were prepared from Alternaria kikuchiana Tanaka to analyze the macroscopic action of the drug on the fungus. As a result, complex 5 has good antifungal activity and cytotoxicity.

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Funding

This research was funded by National Natural Science Foundation of China (21371087) and Natural Science Foundation of Shandong Province (ZR2020MB019).

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Authors and Affiliations

  1. Institution of Functional Organic Molecules and Materials, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, 252059, China

    Zixuan Meng, Rufen Zhang, Hongliang Shi & Chunlin Ma

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  1. Zixuan Meng
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  2. Rufen Zhang
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  3. Hongliang Shi
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  4. Chunlin Ma
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Contributions

ZM synthesized the complexes, conducted most of the measurements, and wrote the original draft. HS collected the crystal structures. RZ and CM designed the study and supervised the project. All authors reviewed the manuscript.

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Correspondence to Rufen Zhang or Chunlin Ma.

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Meng, Z., Zhang, R., Shi, H. et al. New organotin(IV) complexes derived from 1-adamantanethiol: synthesis, crystal structure, DFT calculation, and in vitro antifungal activity and cytotoxicity. Transit Met Chem 48, 113–124 (2023). https://doi.org/10.1007/s11243-023-00528-9

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