Sulfonamides with hydroxyphenyl moiety: Synthesis, structure, physicochemical properties, and ability to form complexes with Rh(III) ion

Gawrońska, Małgorzata; Kowalik, Mateusz; Duch, Joanna; Kazimierczuk, Katarzyna; Makowski, Mariusz

doi:10.1016/j.poly.2022.115865

Cited by 3 publications

(1 citation statement)

References 57 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The results are summarized in Figure b. The sulfonamide molecule ( L ) is V-shaped with a dihedral angle between two aromatic rings of 51.6°, which is in accordance with our previous results. , The torsion angles (τ 1 , τ 2 , and τ 3 ) bear negative values, which suggests a (−)-synclinal conformation. The most important torsion angle (τ 2 ) allows the mobility of the –SO 2 NH– bridge and defines well the conformation of the whole molecule.…”

Section: Resultsmentioning

confidence: 99%

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Kowalik,

Masternak,

Olszewski

et al. 2024

Inorg. Chem.

Self Cite

View full text Add to dashboard Cite

Organometallic half-sandwich complexes [(η 5 -Cp)-IrCl(L)]PF 6 (1) and [(η 5 -Cp)RhCl(L)]PF 6 (2) were prepared using pentamethylcyclopentadienyl chloride dimers of iridium(III) or rhodium(III) with the 4-amino-N-(2,2′-bipyridin-5-yl)benzenesulfonamide ligand (L) and ammonium hexafluorophosphate. The crystal structures of L, 1, and 2 were analyzed in detail. The coordination reactions of the ligand with the central ions were confirmed using various spectroscopic techniques. Additionally, the interactions between sulfaligand, Ir(III), and Rh(III) complexes with carbonic anhydrase (CA), human serum albumin (HSA), and CT-DNA were investigated. The iridium(III) complex (1) did not show any antiproliferative properties against four different cancer cell lines, i.e., nonsmall cell lung cancer A549, colon cancer HCT-116, breast cancer MCF7, lymphoblastic leukemia Nalm-6, and a nonmalignant human embryonic kidney cell line HEK293, due to high binding affinity to GSH. The sulfonamide ligand (L) and rhodium(III) complex (2) were further studied. L showed competitive inhibition toward CA, while complexes 1 and 2, uncompetitive. All compounds interacted with HSA, causing a conformational change in the protein's α-helical structure, suggesting the induction of a more open conformation in HSA, reducing its biological activity. Both L and 2 were found to induce cell death through a caspase-dependent pathway. These findings position L and 2 as potential starting compounds for pharmaceutical, therapeutic, or medicinal research.

show abstract

Section: Resultsmentioning

confidence: 99%

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Kowalik,

Masternak,

Olszewski

et al. 2024

Inorg. Chem.

Self Cite

View full text Add to dashboard Cite

show abstract

Copper based azo dye catalysts for phenoxazinone synthase mimicking efficiency: Structure characterization and bioactivity evaluation

El‐Ghamry

Alkurbi

Alhasani

et al. 2023

Arabian Journal of Chemistry

View full text Add to dashboard Cite

Experimental and computational studies of gliclazide inclusion complexes with β-cyclodextrin

Soltani,

Kadri,

Kaipanchery

et al. 2024

Journal of Molecular Structure

View full text Add to dashboard Cite

Sulfonamides with hydroxyphenyl moiety: Synthesis, structure, physicochemical properties, and ability to form complexes with Rh(III) ion

Cited by 3 publications

References 57 publications

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Copper based azo dye catalysts for phenoxazinone synthase mimicking efficiency: Structure characterization and bioactivity evaluation

Experimental and computational studies of gliclazide inclusion complexes with β-cyclodextrin

Contact Info

Product

Resources

About

Sulfonamides with hydroxyphenyl moiety: Synthesis, structure, physicochemical properties, and ability to form complexes with Rh(III) ion

Cited by 3 publications

References 57 publications

Anticancer Study on IrIII and RhIII Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Anticancer Study on IrIII and RhIII Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Copper based azo dye catalysts for phenoxazinone synthase mimicking efficiency: Structure characterization and bioactivity evaluation

Experimental and computational studies of gliclazide inclusion complexes with β-cyclodextrin

Contact Info

Product

Resources

About

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand

Anticancer Study on Ir^III and Rh^III Half-Sandwich Complexes with the Bipyridylsulfonamide Ligand