Complexes of the type [ML′L(OH)(H 2 O)], where M = Ni(II), Co(II) or Mn(II), L′ = isatin and HL = 3-(2-phenylhydrazono)acetylacetone, 3-(2-(4--chlorophenyl)hydrazono)acetylacetone or 3-(2-(4-bromophenyl)hydrazono)-acetylacetone, were synthesized by equimolar reaction of a metal(II) chloride with isatin and a 3-(2-arylhydrazono)acetylacetone. The resulting complexes were characterized by elemental analyses, molar conductivity, spectral data (IR and mass spectrometry) and magnetic moments. Furthermore, the ligands and their metal complexes were screened for their cytotoxicity against different human cancer cell lines using the sulforhodamine B (SRB) assay. The results showed that most of the mixed ligand metal complexes have high cytotoxicity in comparison with the reference drugs used.
Cyanuration of 2-naphthaldehyde (1) and 5-methyl-2-furaldehyde (2) yielded the racemic 2-hydroxy-2-(β-naphthyl)ethanenitrile (R,S)-3 and 2-hydroxy-2-(5-methyl-2-furyl)ethanenitrile (R,S)-5, respectively. The same reaction can be completed by using acetone cyanohydrin (4) as a transcyanating agent. The optically active (R)-3 and (S)-5 could be respectively obtained by hydrocyanation of 1 and 2 using (R)-hydroxynitrile lyase (R)-PaHNL [EC 4.1.2.10] from almonds (Prunus amygdalus) as a chiral catalyst. Cyanohydrins 3 and 5 in their racemic and optically active forms undergo a number of transformations which involve either the hydroxyl group or the cyanide function. Moreover, derivatization of 3 and 5 with (S)-Naproxen ® chloride (S)-14 gave the respective diastereoisomers. The optical activity of (R)-3 and (S)-5 as well as their derivatives were recorded. The postulated structures for the new products were supported with compatible elementary and spectroscopic (IR, 1 H NMR, 13 C NMR, MS, and single crystal X-Ray crystallography) analyses. The antimicrobial activity of some selected racemic new products and their respective optically active analogues were also undertaken.
Preparation of 2-azidoquinoline-3-carboxaldehyde has been attempted and its tautomerism has been discussed. The reactivity of 2-azidoquinoline-3-carboxaldehyde towards primary amines, hydrazines and active methylene compounds has been investigated. Analytical and spectroscopic measurements have assisted the assignment of appropriate structures to the new reaction products.
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