Structural basis, chemical driving forces and biological implications of flavones as Cu(II) ionophores

A Catechol‐Type Resveratrol Analog Manifests Antiangiogenic Action by Constructing an Efficient Catalytic Redox Cycle with Intracellular Copper Ions and NQO1

“…Additionally, the development of angiogenesis inhibitors has attracted much attention due to the role of angiogenesis in tumor metastasis, which is one of the primary causes of cancer‐related death . In the course of our developing natural product‐inspired prooxidative anticancer agents, we have previously found that 3,4‐DHS, a catechol‐type model molecule, is capable of activating Nrf2 (an important target for cancer chemoprevention) by its copper‐dependent prooxidative role . In this work, we have further confirmed that by constructing an efficient catalytic redox cycle with intracellular copper ions and NQO1, 3,4‐DHS works as a potent ROS‐generating prooxidative agent to downregulate MMP‐9 and thus inhibit significantly angiogenesis, a critical step during the process of tumor metastasis ( Figure ).…”

Polyelectrolyte Multicomponent Colloidosomes Loaded with Nisin Z for Enhanced Antimicrobial Activity against Foodborne Resistant Pathogens

“…The sulforhodamine B (SRB) cell viability assay was used to detect the cytotoxicity of the nanocarrier systems against HepG2 (ATCC HB-8065TM) cell lines as described previously (Dai et al, 2017 ). Briefly, HepG2 cells were harvested overnight in 96-wells plates (15,000 cells/well), Next day, cells were exposed to nano-antimicrobials and incubated for 24 h at 37°C with 5% CO 2 .…”

Bismuth(III) Flavonolates: The Impact of Structural Diversity on Antibacterial Activity, Mammalian Cell Viability and Cellular Uptake

“…This reactivity is consistent with that observed for Cu II 3-hydroxyflavonolate [Cu(3-HF) 2 ], which was shown to dissociate and release3-hydroxyflavone in the presenceo fG SH. [20] The reaction of 6b and 6c with excess GSH was further studied by 1 HNMR spectroscopy using 10 mol equivalents of GSH. Due to the contrasting solubilities of the complexes and GSH, as olvent mixture of D 2 O + 15 %[ D 6 ]DMSO was used.…”

“…[14] The effective chelating a-hydroxy ketone moietyi nf lavonols, along with their pharmacological activity,h as led to the development of metal-flavonolate complexesf or biological applications. [15] An umber of Ru II , [16] Pt II , [17] Rh III , [18] Os II , [19] and Cu II [20] complexes with flavonolate ligandsh ave been synthesised and evaluated for in vitro anti-cancer activity.E xtensive work on Ru II -arenec omplexes with flavonolate ligands by the Hartinger group has shown that the flavonolate ligand largely mediates the cytotoxicity of the overall complexes. [16c] The 3hydroxyflavonolate ligand in the Cu II complex reported by Zhou and co-workersw as found to act as ap otent ionophore for facilitating Cu II uptake into HepG2 (human liver carcinoma) cells.…”

“…[16c] The 3hydroxyflavonolate ligand in the Cu II complex reported by Zhou and co-workersw as found to act as ap otent ionophore for facilitating Cu II uptake into HepG2 (human liver carcinoma) cells. [20] It is notable that the examples of metal flavonolates in the literature are largelyl imited to complexes with transitionmetal ions. [15] Motivated by the desirable biologicala ctivities of these complexes, we soughtt of urther expand the examples of metal flavonolates to biologically relevant main-group metals.…”