Abstract
The novel ligand 2-[2'-(6-methoxybenzothiazolyl)azo]-3,5-dimethyl benzoic acid (6-MBTAMB), derived from 2-amino-6-methoxy benzothiazole, has been used to synthesize a series of new metal complexes of Ag(I), Pt(IV) and Au(III). The metal complexes were characterized by elemental analyses (CHNS), molar conductivity, crystal structure (XRD), spectroscopic techniques: FT-IR, 1H NMR, 13C NMR, UV–Vis, mass spectra, thermal analysis (TG–DTA), FE-SEM and magnetic properties. Results confirmed that the azo dye ligand behaves a tridentate and coordinates to the metal ion via nitrogen atom of azomethine group of heterocyclic benzothiazole ring, nitrogen atom of the azo group which is the farthest of the benzothiazole molecule and carboxylic oxygen. Antimicrobial properties of all newly synthesized azo compounds are also demonstrated against bacterial pathogenic organisms and fungi. These complexes are more effective against bacteria and less effective against fungi compared to standard antibacterial drugs (novobiocin) and antifungal drugs (cycloheximide). By using the DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging test, it was discovered that the complexes had good antioxidant properties. In addition, the (6-MBTAMB) and metal complexes were docked with the crystal structure of FGF Receptor 2 (FGFR2) kinase domain harboring the pathogenic gain of function K659E mutation identified in endometrial cancer using the molecular operating environment (MOE) module. In vitro studies on human endometrial cancer cell lines (MFE-296) as well as healthy human umbilical vein endothelial cells (HUVEC) show uptake of the intact compounds by the cancer cells and increased activity against the cancer cells.Graphical abstract
Highlights
Medicinal chemists are interested in benzothiazole derivatives because of their diverse biological functions, which include anti-inflammatory (Venkatesh and Pandeya 2009), analgesic (Verma, Martin, and Singh Sr 2014), antibacterial (Tang et al 2019), and antiviral (Kaur et al 2010)
The (6-MBTAMB) and metal complexes were docked with the crystal structure of FGF Receptor 2 (FGFR2) kinase domain harboring the pathogenic gain of function K659E mutation identified in endometrial cancer using the Molecular Operating Environment module (MOE)
The synthesized azo dye ligand (6-MBTAMB) and its complexes are very stable at room temperature in the solid state, insoluble water, but soluble in dimethyl sulfoxide (DMSO), dimethylformamide (DMF), ethanol (EtOH), methanol (MeOH), Acetone (CH3)2CO and formic acid (HCOOH)
Summary
Medicinal chemists are interested in benzothiazole derivatives because of their diverse biological functions, which include anti-inflammatory (Venkatesh and Pandeya 2009), analgesic (Verma, Martin, and Singh Sr 2014), antibacterial (Tang et al 2019), and antiviral (Kaur et al 2010). The benzothiazole derivative catalyzes the formation of sulfide links (reticulation) among unsaturated elastomeric polymers to obtain a flexible and elastic crosslinking material (Ibrahim, Arafa, and Behbehani 2018) Rubber accelerators such as 2-mercaptobenzothiazole (MBT/BTSH) are widely used in a variety of products including tire manufacturing (Vernack et al 2020). Various gold compounds have been used to treat cancer, HIV, rheumatoid arthritis (chrysotherapy), and other diseases (Stankovic et al 2019; Sun et al 2021; Currie 2018) This metal ion has unoccupied d-sublevels and is possible to form compounds with a wide range of oxidation states, between -1 to +5. Transition metal complexes, rather than platinum related compounds, are in use as medicine for treating some tumors, diagnosing diseases, and validating DNA sequences (Boulikas and Vougiouka 2003; Sirajuddin and Ali 2016). Further investigation of structure is guided by elemental analyses (C.H.N.S), FT-IR, 1H & 13C-NMR, UV-Vis, thermal stability (TGA/DTA), crystal structure (XRD), FE-SEM, magnetic moment and molar conductance
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
