Rational Approach Towards Designing Metallogels From a Urea‐Functionalized Pyridyl Dicarboxylate: Anti‐inflammatory, Anticancer, and Drug Delivery

Abstract

As tructural rationalew as adopted to design a series of metallogels from an ewly synthesized urea-functionalized dicarboxylate ligand, namely,5 -[3-(pyridin-3-yl)ureido]isophthalic acid( PUIA), that produces metallogels upon reaction with various metal salts (Cu II ,Z n II ,C o II ,C d II ,a nd Ni II salts) at room temperature. Theg els werec haracterized by dynamic rheology and transmission electron microscopy (TEM). The existence of ac oordination bond in the gels tate was probed by FTIR and 1 HNMR spectroscopy in aZ n II metallogel (i.e., MG2). Single crystals isolated from the reaction mixture of PUIA and Co II or Cd II salts characterized by X-ray diffraction revealed lattice inclusiono fs olvent molecules, which was in agreement with the hypothesis based on which the metallogels were designed. MG2 displayed antiinflammatory response (prostaglandin E 2 assay) in the macrophage cell line (RAW264.7) and anticancer properties (cell migration assay) on ah ighly aggressive human breast cancer cell line (MDA-MB-231). The MG2 metallogel matrix could also be used to load and release( pH responsive) the anticancer drug doxorubicin. Fluorescence imaging of MDA-MB-231 cellst reated with MG2 revealed that it was successfully internalized.

A multi-cation responsive Ni(ii)-supramolecular metallogel mimics a molecular keypad lockviareversible fluorescence switching

“…The involvement of Ni( ii ) ions in protic solvents, organic synthesis, Schiff bases, framework materials and paramagnetic alloys has enormous significance. 10–12 Further, immobilization of metal ions within the solvent or liquid molecules leads to a dramatic change in topology and structure; for instance, Ni 2+ forms a supramolecular assembly and transforms the nanostructured organogels to chiral twist metallogels. 13 Moreover, Ni( ii )-metallogels are known to show magnetic, biological, optoelectronic, self-healing, reversible gas adsorption and thermoelectric properties.…”

Assemblies of salts of urea and thiourea derivatives and release of hosts from composites with calcium oxide

“…Urea and its derivatives are useful in various applied fields. [1][2][3][4][5] They find applications in catalysis [6][7][8][9] and molecular recognition where substrate binding by urea and its derivatives play a key role in their further activation and selective reactivity. [10][11][12][13][14] Urea and thiourea are analogous compounds, they show wide variations in hydrolytic stability as well as in the recognition of anions.…”

Pyridoxal-based low molecular weight progelator as a new chemosensor for the recognition of Ag+ and Hg2+ under different conditions

“…Low molecular weight gelators (LMWGs) or supramolecular gelators are an interesting and useful class of materials. The development of LMWGs for the construction of supramolecular gels and their subset, metallogels, have received immense interest in recent years due to their potential applications in a wide range of fields, including cell culture, 1,2 tissue engineering, 3,4 wound healing, 5 water purification, 6,7 drug delivery, 8,9 sensing and catalysis, 10,11 and optoelectronics. 12,13 These gels are viscoelastic semisolid materials that are formed owing to the self-assembly of small molecules into a large anisotropic three-dimensional (3D) network that entraps a large volume of solvent molecules.…”