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1.
RSC Adv ; 14(26): 18478-18488, 2024 Jun 06.
Artigo em Inglês | MEDLINE | ID: mdl-38860258

RESUMO

This manuscript reports on the synthesis and characterization of a new polymeric copper complex ([Cu3(DMAP)8(µ3-CO3)2]I2) n ·xH2O and its successful application in C-O and C-S cross coupling reactions for the synthesis of biologically important phenoxypyrimidine and arylthiopyrimidine scaffolds. In an attempt to synthesize [Cu(DMAP)4I]I by adopting a procedure reported by Roy et al. with slight modification, the authors discovered a new polymeric Cu-complex that contains µ3-CO3 bridges. The polymeric linear structure of the complex was established using single crystal X-ray analysis. FT-IR, UV-vis and DSC studies were also performed on the polymeric complex. This novel polymeric Cu-complex was found to efficiently catalyse C-O/C-S cross coupling reactions between chloropyrimidines and phenols/thiophenols in an aqueous medium within a short reaction time, delivering their corresponding phenoxypyrimidines and arylthiopyrimidines. Using this protocol, 22 phenoxypyrimidines and 6 arylthiopyrimidines were successfully synthesized. The synthesized novel compounds were well characterized using 1H and 13C NMR spectroscopy and HRMS analysis and were screened for their drug-likeness properties using the SwissADME webtool.

2.
Chem Biodivers ; 20(2): e202200718, 2023 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-36562215

RESUMO

Three underutilized leafy vegetables Sarcochlamys pulcherrima (Roxb.) Gaudich (SP), Ipomoea aquatica Forssk. (IA) and Zanthoxylum rhetsa (Roxb.) DC (ZR) were extracted with different solvents viz. 95 % ethyl alcohol, methanol and hot water. The extracts were evaluated for their antioxidant potential via DPPH, ABTS and FRAP assay along with electroanalytical studies using cyclic voltammetry. The antidiabetic potential was determined by recording their α-amylase and α-glucosidase inhibitory assay. The total phenolic content (TPC), total flavonoid content (TFC) and the liquid chromatography-mass spectrometry (LC/MS) based phytochemical profiles of the extracts were also determined. All three extracts of SP exhibited significant antioxidant capacity. The antidiabetic potential of the IA and ZR extracts was found to be higher than or at par with that of standard acarbose. LC/MS studies reveal the presence of hitherto reported antioxidant and antidiabetic compounds like gamma-aminobutyric acid, cinnamic acid, caffeic acid, α-viniferin, piperlonguminine, niacin, kaempferol, etc., in the extracts.


Assuntos
Antioxidantes , Hipoglicemiantes , Antioxidantes/química , Plantas Comestíveis , Extratos Vegetais/química , Índia
3.
J Org Chem ; 87(17): 11846-11851, 2022 09 02.
Artigo em Inglês | MEDLINE | ID: mdl-35976814

RESUMO

This letter describes the first synthetic methodology for phenoxypyrimidines that avoids the direct use of phenols or their salts. In contrast to the general trend of delivering Suzuki-Miyaura cross-coupling products in reactions between aryl or alky halides and arylboronic acids, the substrate pairs used herein (chloropyrimidines and arylboronic acids) led to C-O bond formation under the reaction conditions. In total, 25 phenoxypyrimidines were successfully synthesized using the described protocol, 6 of which had a structural resemblance to etravirine.


Assuntos
Ácidos Borônicos , Cobre , Ácidos Borônicos/química , Catálise , Cobre/química , Estrutura Molecular , Sais
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