6-Amino-2-thio- and 6-Aminouracils as Precursors for the Synthesis of Antiviral and Antimicrobial Methylenebis(2-thiouracils), Tricyclic Pyrimidines,and 6-Alkylthiopurine-2-ones

Summary. Several derivatives of 5-arylmethylenebis(1-methyl-6-amino-2-thiouracils) and 5-aryldipyrimidopyridines were prepared by stirring of 6-amino-1-methyl-2-thiouracil and 6-amino-1-benzyluracil with different aromatic aldehydes in ethanol in the presence of HCl or refluxing with AcOH. On the other hand, 6-alkylthio-3,9-dimethylpurine-2-ones were synthesized by the alkylation of 3,9-dimethyl-6-thioxanthine which was prepared by treatment of 3,9-dimethylxanthine with P₂S₅. The structures of the novel compounds were characterized by spectroscopic methods. The effects of the novel compounds on both HAV and HSV type 1 were investigated. Also, some compounds showed inhibitory effects on Gram-positive and Gram-negative bacteria as well as yeast and fungi. On leave from Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt     

Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes

The lipophilicity of a series of Schiff base ligands and their complexes with nickel(II) and copper(II) has been determined by reversed-phase thin-layer chromatography using binary dioxane-water mobile phase. Chelate ligands were prepared by condensation of diamine and the corresponding beta-diketone. Copper(II) and nickel(II) complexes with chelate ligands containing ethane-1,2-diamine or propane-1,2-diamine as the amine part and pentane-2,4-dione and/or 1-phenylbutane-1,3-dione, pentane-2,4-dione and/or 1,1,1-trifluoropentane-2,4-dione, or 1,1,1-trifluoropentane-2,4-dione and/or 1-phenylbutane-1,3-dione as the beta-diketone part were synthesized. Some of investigated compounds were screened for their in vitro antifungal activity against Sacharomyces cerevisiae and antibacterial activity against Escherichia coli. Chromatographically obtained lipophilicity parameters were correlated both with calculated n-octanol-water partition coefficient C log P and antimicrobial activities. Satisfactory correlations were obtained. Chromatographic data proved to be reliable parameters for describing the lipophilic properties of the investigated compounds. Additionally, the principal components analysis was performed on the data chromatographically obtained. This statistical method was useful for distinguishing compounds and objective comparison of their lipophilicity parameters.     

Metal–organic frameworks in diagnostics,therapeutics, and other biomedical applications

Metal–organic frameworks (MOFs) are emerging porous coordination polymers constructed by metal ions and organic linkers that have attracted numerous interests in recent years. The large surface area, high porosity, tunable size, and versatile functionality make them promising materials for cargo delivery (i.e., drugs, mRNA, dyes) and sensing (i.e., nucleic acids, small molecules, ions). In addition, the metal ions released from MOFs offer antibacterial and antifungal utility. This review presents a snapshot of current MOF-related research, highlighting the synthesis approaches, and the various bioapplications of MOFs in terms of biosensing platforms, drug delivery, and antimicrobial agents, exposing potential for future research in the MOF field.     

Cationic amphiphiles based on diethanolamine esters with amino acids in the polar block

A series of new cationic amphiphiles based on diethanolamine esters with Gly, βAla, GABA, Lys, Orn amino acid residues in the hydrophilic block were prepared. The sample containing the Lys residue showed the best activity against gram-positive and gram-negative bacteria. For model membranes comprising combinations of DOPC, DOPG and DOPE phospholipids, the sample can electrostatically bind to the surface of a bacterial cell and destroy it by formation of through defects.     

Synthesis of new quinoxalinophenazinediones and tetrahydrobenzodipyrrolotetrones of biological interest

The reaction of two equivalents of sodium azide with diarylaminodibromo-p-benzoquinone (I) in DMF for 15–24 h produced quinoxalinophenazinediones together with a byproduct identified as diarylaminodiaminobenzoquinone. On the other hand, the reaction of bromanil with active methylenes, such as diethyl malonate and ethyl acetoacetate, resulted in disubstitution products which, on treatment with primary amines, cyclized into benzodipyrroletetrones. Comparative antifungal and antibacterial studies were made.     

Self‐Assembly of the Cyclic Lipopeptide Daptomycin: Spherical Micelle Formation Does Not Depend on the Presence of Calcium Chloride

The cyclic lipopeptide Daptomycin, used as a treatment for infections where antimicrobial resistance is observed, is shown to self‐assemble into spherical micelles above a critical aggregation concentration. Micelles are observed either in the absence or presence of CaCl₂, in contrast to claims in the literature that CaCl₂ is required for micellization.     

Versatile coordination behaviors of a tetrapodal Schiff base ligand scaffold: formation of the dinuclear and trinuclear complexes and their antimicrobial activity

Four new complexes have been prepared and characterized from reaction of the tetrapodal Schiff base ligand 1,1,1,1-tetrakis[(3-methoxysalicylaldimino)methyl]methane (H₄L) with Cu(II), Ni(II) and Cd(II). X-ray diffraction experiments revealed that 1 ([Cu₂L·2H₂O]·H₂O) and 2 ([Cu₂L·2CH₃OH]·3H₂O) are dinuclear complexes, with the same tetragonal pyramidal coordination geometries around their Cu(II) ions. Complex 3 ([Ni₂L]·2H₂O) is dinuclear with two square planar Ni(II) ions coordinated to two pairs of the pendant branches of H₄L. Complex 4 ([Cd₃(HL)₂]·3H₂O) is a linear trinuclear species with three Cd(II) ions, which were intermolecularly coordinated to three pendant branches of two H₄L ligands via an uncommon intermolecular phenoxo oxygen face-sharing mode. The in vitro antimicrobial activities of H₄L and its complexes were evaluated against four micro-organisms (Colibacillus, Staphylococcus aureus, Pseudomonas aeruginosa, and Bacillus subtilis) using the tube-dilution method. The results revealed that 3 showed good inhibitory activity against the Gram-positive bacteria S. aureus and B. subtilis with MIC values of 62.5 and 31.0 μg mL, respectively.     

Synthesis,characterization and antimicrobial activity of pentagonal-bipyramidal isothiocyanato Co(II) and Ni(II) complexes with 2,6-diacetylpyridine bis(trimethylammoniumacetohydrazone)

Pentagonal-bipyramidal isothiocyanato Co(II) and Ni(II) complexes with condensation product of 2,6-diacetylpyridine and trimethylammoniumacetohydrazide (Girard’s T reagent) were synthesized and characterized by elemental analyses, IR and UV–vis spectra, molar conductivity, and magnetic susceptibility. Crystal structures of the Co(II) and Ni(II) complexes were also determined. Antimicrobial activities of the ligand and metal complexes were examined.     

Mononuclear,homo- and hetero-binuclear complexes of 1-(5-(1-(2-aminophenylimino)ethyl)-2,4-dihydroxyphenyl)ethanone: synthesis,magnetic, spectral,antimicrobial, antioxidant,and antitumor studies

A new Schiff base, H₂L, was prepared by condensation of 4,6-diacetylresorcinol with o-phenylenediamine in molar ratio 1?:?1. The ligand reacted with copper(II), nickel(II), cobalt(II), iron(III), zinc(II), oxovanadium(IV), and dioxouranium(VI) ions in the absence and presence of LiOH to yield mononuclear and homobinuclear complexes. The mononuclear dioxouranium(VI) complex [(HL)-(UO₂)(OAc)(H₂O)]·5H₂O was used to synthesize heterobinuclear complexes. The ligand and its metal complexes were characterized by elemental analyses, IR, ¹H-, and ¹³C-NMR, electronic, ESR and mass spectra, conductivity, and magnetic susceptibility measurements as well as thermal analysis. In the absence of LiOH, mononuclear complexes (1, 4, and 9) were obtained; in the presence of LiOH, binuclear complexes (3, 5, 7, and 10) as well as mononuclear complexes (2, 6, and 8) were obtained. In the mononuclear complexes, the coordinating sites are the phenolic oxygen, azomethine nitrogen, and amino nitrogen. In addition to these coordinating sites, the free carbonyl and phenolic OH are involved in coordination in binuclear complexes. The metal complexes exhibited octahedral, tetrahedral, and square planar geometries while the uranium is seven-coordinate. The antimicrobial and antioxidant activities of the ligand and its complexes were investigated. The ligand and the metal complexes showed antitumor activity against Ehrlich Acites Carcinoma.