A new 4-hydroxyphthalazin-1(2H)-one derivative 3 is prepared by reacting phthalic anhydride with 4-aminobenzohydrazide. Compound 3 reacted with selected aldehydes to yield highly active Schiff base phthalazine derivatives 4a-e by using facile techniques. The synthesized compounds were characterized by FTIR, 1H NMR, and mass spectral analyses. All compounds were evaluated for their antibacterial, antifungal, and antioxidant activities using standard laboratory assays. The result demonstrated that some of the newly synthesized compounds exhibited remarkable biological activities.
Benzo[b][1,4]oxazines constitute an important scaffold in synthetic organic chemistry in terms of having special applications in drug discovery and bioactive compounds. Thus, finding new methods for their synthesis is of high importance. In the present study, we have synthesized 2H-benzo[b][1,4]oxazine-3-carboxamide derivatives through a one-pot sequence of SN cyclization-Ugi reaction in ionic liquid, [emim][BF4], as the reaction solvent. Thus, a series of five novel derivatives of the target structure were obtained in 74%-80% yields via a four-component procedure. It was observed that the efficiency of the process under [emim][BF4] conditions is improved in comparison to the conventional Ugi reaction in MeOH medium.
A series of 5-methoxy aryl benzimidazole derivatives were designed and synthesized using a simple two-step facile method. The novel benzimidazole derivatives were characterized through FT-IR, H-1-NMR,C-13-NMR, and LC-MS. The synthesized compounds (C1-C9) were screened for their in vitro anticancer activity against MCF-7 (human breast adenocarcinoma), HeLa (cervical cancer), and A549 (non-small-cell lung carcinoma) cell lines using cell viability assays. These cell lines exhibit high basal surface expression of EGFR, the cytotoxic effects were evaluated over a broad concentration range (0.625 to 300 & micro;g/mL), and the IC50 values were determined. Doxorubicin was used as a standard reference drug for comparison. In the designed 5-methoxy aryl benzimidazole derivatives, C1 and C7 were the top hits in molecular docking. They had better interaction than the standard reference, with interaction energies of -9.280 and -9.250 kcal/mol, respectively. They had hydrogen bond interactions with THR798 and MET801 at the ATP-binding site of EGFR kinase. Among the tested compounds, C7 and C1 demonstrated significant anticancer activity, showing potent growth inhibition with an IC50 value of 9.2 +/- 0.5 & micro;M against the MCF-7 cell line, highlighting its potential as a strong candidate for breast cancer therapy. Similarly, Compound C1 demonstrated notable potency against the A549 cell line, with an IC50 value of 16.6 +/- 2.3 & micro;M. These novel 5-methoxy aryl benzimidazole derivatives exhibited potent anticancer activity.
A bionic superhydrophobic method was conducted by combining hydrophobic modification of three-dimensional (3D) and two-dimensional (2D) materials with surface nanostructure regulation. Polydimethylsiloxane (PDMS)-modified nanosilica (SiO2) was utilized with heteroatom-functionalized aminosilane (KH550) as a key coupling agent to prepare a uniformly dispersed PDMS/SiO2 composite solution, which was then coated onto 3D polyurethane (PU) foam and 2D cellulose membranes (CF) to mimic the "lotus leaf" micro-nano papillary structure. A homogeneous nanoscale rough surface was achieved on the modified material, with a water contact angle of 152.3 degrees and an oil contact angle approaching 0 degrees, demonstrating exceptional superhydrophobicity and superoleophilicity. Separation experiments indicated selective adsorption of organic solvents typical in pharmaceutical processes, with a dichloromethane adsorption capacity of 21.07 g/g. After 10 adsorption-squeezing cycles, the material retained over 85% of its initial adsorption capacity, highlighting its durability. This study provides a cost-effective and environmentally friendly approach for developing high-efficiency materials for the removal and recovery of organic solvents from aqueous streams in pharmaceutical manufacturing and wastewater treatment.
A convenient approach for the synthesis of 2-acetyl-4-phenylquinoline designed monospiro-pyrrolidine/thiapyrrolizidine hybrids has been achieved via a 1,3-dipolar cycloaddition reaction of various azomethine ylides derived from isatin/acenaphthylene-1,2-dione/ninhydrin, ortho -phenylenediamine and sarcosine/ L -4-thiazolidinecarboxylic acid with 2-acetyl-4-phenylquinoline chalcone derivatives as dipolarophile. The regio- and stereochemistry of formation of the cycloadducts were determined by proton, carbon and 2D NMR and HR-MS techniques. Additionally, the formation of products based on the secondary orbital interaction mechanism and intrinsic reaction coordinate calculation (HOMO and LUMO) on the proposed TS structure was unambiguously confirmed by the density functional theory using the B3LYP/6-311G(d,p) levels of theory.
