New ferrocene integrated amphiphilic guanidines: Synthesis, spectroscopic elucidation, DFT calculation and in vitro α-amylase and α-glucosidase inhibition combined with molecular docking approach.

Three N, N', N″-trisubstituted ferrocenyl guanidines (MG-10, MG-12 and MG-14) were synthesized, characterized by several analytical methods such as FT-IR, 1H and 13C NMR, elemental analysis and UV-visible spectroscopy. These compounds have long chain aliphatic groups therefore their aliphatic nature has been evaluated by determining their critical micelle concentration (CMC). CMC point decreases from 0.036 mM to 0.013 mM with increase in the aliphatic chain length. The quantum mechanical parameters such as the energy of frontier molecular orbitals (EHOMO and ELUMO) and the Mulliken charge distribution on the optimized structures were determined using a DFT/B3LYP method combined with the 6-31G (d,p) basis set in the gas phase. The in vitro antidiabetic activity of synthesized compounds showed that MG-12 has IC50value 23.10 µg/mL against α-amylase while MG-10 has IC50value 27.32 µg/mL against α-glucosidase with the respective standard Acarbose (IC50value 20.12 µg/mL). Theoretical docking analysis demonstrated that MG-10 and MG-12 interacted with α-amylase by 3 types of interaction, including hydrogen bonds, hydrophobic interactions and electrostatic interactions.

Effectiveness of the engineered pinecone-derived biochar for the removal of fluoride from water.

Drinking fluoride (F-)-contaminated water (>1.5 mg L-1) causes severe dental and skeletal disorders. In the central province of Pakistan, ∼20 times higher levels of F- in the drinking groundwater (compared with the 1.5 mg L-1 permissible limit of the World Health Organization) are triggering bone abnormalities in teenagers. In this study, we demonstrated the potential of pinecone-derived biochar (pristine) impregnated with Fe- and Al-salts (engineered) to defluoridate water. Batch mode adsorption experiments were carried out under variable conditions of solution pH, F- initial concentration, adsorbent dose, and contact time. The engineered biochars resulted in greater adsorption than that of pristine biochar. Specifically, the AlCl3-modified biochar exhibited a maximum adsorption capacity of 14.07 mg g-1 in spiked water and 13.07 mg g-1 in in-situ groundwater. The equilibrium isothermal and kinetic models predicted monolayer, cooperative, and chemisorption types of the adsorption process. The chemical interaction and outer-sphere complexation of F- with Al, Na, and H elements were further confirmed by the post-adsorption analysis of the AlCl3-modified biochar by FTIR and XRD. The AlCl3-modified biochar resulted in 87.13% removal of F- from the in-situ F--contaminated groundwater, even in the presence of naturally occurring competing ions (such as Cl-, HCO3-, SO42-, and NO3-). We conclude that the AlCl3-modified biochar derived from pinecone could be a promising cost-effective adsorbent for the defluoridation of water.

Facile synthesis of fluoro, methoxy, and methyl substituted ferrocene-based urea complexes as potential therapeutic agents.

In the present work, the synthesis, characterization (FT-IR, multinuclear (1H and 13C) NMR, AAS, Raman, and elemental analysis), DNA binding (cyclic voltammetry, UV-Vis spectroscopy and viscometry), and in vitro biological assessment of nine new ferrocene-based ureas are reported. The desulphurization of ferrocenyl thioureas to the corresponding oxo analogues using aqueous sodium hydroxide and mercuric chloride led to the ferrocenyl ureas (F1-F9) in high yields. The DNA binding studies performed by cyclic voltammetry and UV-Vis spectroscopy produced results that are in close agreement with one another for the binding constants (K) and an electrostatic mode of interaction was observed. The nature and the extent of interaction with DNA was further investigated by viscometry. The DFT/B3LYP method was used to determine the charge distribution and HOMO/LUMO energies of the optimized structure. The DFT calculated HOMO and LUMO energies correlate well with the experimentally determined redox potential values. The synthesized ferrocenyl derivatives exhibited good scavenging activity against 1,1-diphenyl-2-picrylhydrazyl radical (DPPH). These complexes were also scanned for their in vitro cytotoxicity against human carcinoma cell line THP-1 (leukemia cells). The results showed a moderate level of cytotoxicity against the subjected cancer cell line as compared with the standard chemotherapeutic drug (cisplatin).