Quinoline-based compounds are one of the most important classes of N-heterocyclics exhibiting a wide spectrum of biological activities. There is a constant demand for the synthesis of new quinoline-based molecules suitable for therapeutic applications. Here a new strategy is developed to synthesize different quinoline-based quinazolinones catalytically using InCl 3 through a cyclocondensation reaction of isatoic anhydride and aniline with 2-substituted-quinoline-3-carbaldehyde to produce 2-(2-phenoxyquinolin-3-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one derivatives (> 90 % yields). In contrast, the reduced electrophilicity at the metal center allows the hydrazide ligand to bind In(III) and serendipitously forms benzoic(2-phenoxyquinoline-3-carbonyl) carbamic anhydride (∼ 70 % yields). The mechanistic aspects of these reactions were rationally explained. The structure and purity of all the isolated derivatives were assessed by spectroscopic and analytical data. In view of a strong correlation existing between inflammation and cancer progression, the ex-vivo anti-inflammatory effect of the ligands was established. The anti-cancer property of the proposed ligand was delineated with a specific SIRT protein family. Further, the computational docking studies on the binding abilities of 22 synthesized compounds with the Sirt1 protein were discussed in detail.
A series of bisphosphoramides of the type R2P(O)NHCH2CH2NHP(O)R2 (L) (where R=n‐butyl, n‐hexyl, n‐octyl, ethoxy, phenyl) is synthesized in two‐steps by Atherton‐Todd reaction of ethylenediamine and H‐phosphonate derived from the reaction of diethylphosphite and the Grignard reagent. These ligands were employed in the preparation of La(III) and Th(IV)complexes of the general type [LaCl3(L)2]n and [Th(NO3)4Th(IV)2]. Notably, La(III) complexes of bisphosphoramides are found as infinite coordination polymers with bridging phosphine oxide ligands in an intermolecular fashion. In contrast, Th(IV) complexes are formed with two chelating bisphosphoramide ligands around the metal center intramolecularly. All these ligands and the corresponding metal complexes are characterized by spectroscopic and analytical data. The single‐crystal X‐ray analyses of lanthanum and thorium complexes each confirm the coordination modes. Further, these ligands were evaluated to check the extraction behavior with Am(III), U(VI), Th(IV), and Pu(IV) as a function of nitric acid concentration.
Recent updates on the synthesis of CF3-containing spirocyclic-oxindoles by employing N-2,2,2-trifluoroethylisatin ketimines are described in this review article.
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