1. Four organotin(IV) complexes derived from 2,6-difluoro-3-(propylsulfonamido)benzoic acid: synthesis, structure, in vitro cytostatic activity and antifungal activity evaluation.
- Author
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Shi, Hongliang, Ma, Junwei, Li, Qianli, Du, Xiumei, Meng, Zixuan, Ru, Jing, and Ma, Chunlin
- Subjects
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BENZOIC acid , *FUNGAL morphology , *X-ray crystallography , *ANTIFUNGAL agents , *TRANSMISSION electron microscopy , *PHYTOPATHOGENIC fungi , *PATHOGENIC fungi , *SCHIFF bases - Abstract
[Display omitted] Organotin(IV) complexes 2 and 4 exhibited strong cytostatic activity towards HeLa and HepG-2 cell lines. Meanwhile, the complex 4 exhibited much stronger inhibition against five common plant pathogenic fungi in vitro. Then, the scanning electron microscopy (SEM) and transmission electron microscopy (TEM) micrographs were used to study changes on the fungal morphology for the treatments with the complex 4, which indicated the complex 4 can damage the cell wall of mycelia. • The organotin(IV) complexes 1 – 4 formed varieties of supramolecular structures. • The organotin(IV) complexes 2 and 4 showed higher anticancer activities. • Complex 4 exhibited a broad spectrum of antifungal potential activity. • Complex 4 could break down the cell wall of the fungus. Four new organotin(IV) complexes, [(Me 2 Sn) 4 O 2 (C 10 H 10 F 2 NO 4 S) 4 ] (1), [(n -Bu 2 Sn) 4 O 2 (C 10 H 10 F 2 NO 4 S) 4 ] (2), [Me 3 SnC 10 H 10 F 2 NO 4 S] (3) and [ n -Bu 3 SnC 10 H 10 F 2 NO 4 S] (4) have been synthesized by the reactions of 2,6-difluoro-3-(propylsulfonamido)benzoic acid with R 2 SnO (R = Me, and n -Bu) or R 3 SnCl (R = Me, and n -Bu). The four complexes have been characterized by elemental analysis, FT-IR, NMR (1H, 13C and 119Sn), and X-ray crystallography. The X-ray crystallography analyses revealed that the complexes 1 and 2 represent tetranuclear tin ladder-like geometries. In comparison, complexes 3 and 4 exhibit 1D zig-zag chains. Complex 1 constructs a 2D planar structure by N H···O and C H···O intermolecular hydrogen bonding. Complex 2 constructs a 3D supramolecular framework via the C H···O and C H···F intermolecular hydrogen bonding. The 3D supramolecular frameworks of complexes 3 and 4 were formed by S O···H intermolecular hydrogen bonding, respectively. Furthermore, in vitro cytostatic activity of complexes 1 – 4 against the cervical carcinoma (HeLa) and the hepatocellular carcinoma (HepG-2) cell lines were examined by MTT screening. Results indicated that complexes 2 and 4 exhibited strong cytostatic activity. Meanwhile, the inhibition of complexes 1 – 4 against five common plant pathogenic fungi in vitro was obtained by the mycelial growth inhibition method, and the results revealed that complex 4 exhibited much stronger inhibition. The scanning electron microscopy (SEM) and transmission electron microscopy (TEM) micrographs were used to study changes on the fungal morphology for the treatments with complex 4. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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