Synthesis of functionalized dihydroimidazo[1,2-A]pyridines and 4-thiazolidinone derivatives from maleimide, as new class of antimicrobial agents

被引：11

作者：

Salhi, Lydia ^{[1
]}

Achouche-Bouzroura, Samia ^{[1
]}

Nechak, Rosa ^{[1
]}

Nedjar-Kolli, Bellara ^{[1
]}

Rabia, Cherifa ^{[2
]}

Merazig, Hocine ^{[3
]}

Poulain-Martini, Sophie ^{[4
]}

Dunach, Elisabet ^{[4
]}

机构：

[1] Univ Sci & Technol, Lab Appl Organ Chem, Algiers, Algeria

[2] Univ Sci & Technol, Lab Nat Gas Chem, Algiers, Algeria

[3] Univ Constantine, Fac Exact Sci, Dept Chem, Chem Res Unit Environm & Mol Struct CHEMS, Constantine, Algeria

[4] Univ Cote dAzur, Chem Inst Nice, CNRS, Nice 2, France

来源：

SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 03期

关键词：

Antibacterial activity; cyclization; imidazole; maleimide; nucleophilic reagents; thiazolidinone; BIOLOGICAL EVALUATION; ANTICANCER ACTIVITY; POTENT ACTIVITY; IMIDAZOPYRIDINE; DESIGN; SAR;

D O I：

10.1080/00397911.2019.1699933

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New dihydroimidazo[1,2-a]pyridines and 4-thiazolidinone derivatives have been synthesized by condensation reaction of substituted maleimide with 2,3-diaminopyridine or thiosemicarbazone under neutral or acidic medium in low and good yields. Structures and purity of these new products were confirmed by HRMS, H-1, C-13 NMR, IR spectroscopy and crystal X-ray analysis. Optimization of reaction conditions for the preparation of dihydroimidazo[1,2-a]pyridine was studied by using a Keggin-type heteropolyacid catalyst. All the synthesized compounds were evaluated in vitro for their antibacterial and antifungal activities against six pathogenic bacteria and a strain of yeast. Compounds 4d, 7b, and 7d were more potent than the reference drug, against Candida albicans IPA (200). Compounds 4a, 4b, 7a, and 7b possessed the highest inhibitory effect or bactericidal activity against SARM.

引用

页码：412 / 422

页数：11

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