Syntheses, structures, in vitro cytostatic activity and antifungal activity evaluation of four diorganotin(IV) complexes based on norfloxacin and levofloxacin

Four organotin(IV) complexes, [(Me2Sn)(4)O-2(C16H17FN3O3)(4)] (1), [Ph2Sn(C16H17FN3O3)(2)] (2), [(Me2Sn)(4)O-2(C18H19FN3O4)(4)] (3), and [Ph2Sn(C18H19FN3O4)(2)] (4), have been synthesized via the reaction of R2SnO (R = Me, and Ph) with the corresponding ligands [HL1 = C16H18FN3O3, norfloxacin; and HL2 = C18H20FN3O4, levofloxacin]. The four complexes were characterized via elemental analysis, FT-IR, NMR (H-1, C-13 and Sn-119), as well as through single crystal X-ray diffraction analysis. Crystal structure results disclosed that complexes 1 and 3 represent tetranuclear tin monomers, which exist as a ladder-like structure containing a tetraorganodistannoxane unit and four deprotonated ligands. Complexes 2 and 4 represented mononuclear tin monomers. Further C-H center dot center dot center dot F non-covalent intermolecular contacts form 1D chain structures for complex 1. The C-H center dot center dot center dot N and N-H center dot center dot center dot O intermolecular contacts construct 2D planar supramolecular structures for complex 2. The C-H center dot center dot center dot O intermolecular contacts form 2D planar supramolecular structures and 1D chain structures for complexes 3 and 4, respectively. Furthermore, complexes 1-4 were evaluated for their in vitro cytostatic activity against the human cervical carcinoma (HeLa) cell line, the human hepatocellular carcinoma (HepG-2) cell line and normal human colon cells (NCM460). The results indicated that complexes 2 and 4 displayed a high in vitro cytostatic activity. Meanwhile, four phytopathogenic fungi were used in antifungal activity screening for complexes 2 and 4. The study confirmed that complexes 2 and 4 exhibited good antifungal activity. Furthermore, morphological and ultrastructural studies were carried out on the fungi affected by complex 2, and the results indicated that complex 2 may act on the vacuoles of cells and ultimately lead to cell death.

Automated summary

Four organotin(IV) complexes were synthesized and evaluated for their cytostatic and antifungal activities. The results showed that two complexes exhibited high cytostatic and antifungal activities. Morphological and ultrastructural studies indicated that one of the complexes may act on the vacuoles of cells and ultimately lead to cell death.