Catalyst free regiospecific amination, structural elucidation, and potential utilization of pyran-2,4-dione derivatives as novel antimicrobial agents

被引：0

作者：

Sarhan, Ahmed A. M. ^{[1
]}

Haukka, Matti ^{[2
]}

Soliman, Saied M. ^{[3
]}

Barakat, Assem ^{[4
]}

Boraei, Ahmed T. A. ^{[5
]}

机构：

[1] Arish Univ, Fac Sci, Chem Dept, Al Arish 45511, Egypt

[2] Univ Jyvaskyla, Dept Chem, POB 35, FI-40014 Jyvaskyla, Finland

[3] Alexandria Univ, Fac Sci, Chem Dept, POB 426, Ibrahimia 21321, Alexandria, Egypt

[4] King Saud Univ, Coll Sci, Chem Dept, POB 2455, Riyadh 11451, Saudi Arabia

[5] Suez Canal Univ, Fac Sci, Chem Dept, Ismailia 41522, Egypt

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2025年 / 1334卷

关键词：

Pyran-2,4-dione; 4-hydroxy-2-pyrones; Free catalyst; regiospecific amination; Antimicrobial agent; Gram-positive bacteria; NATURAL-PRODUCTS; ALPHA-PYRONES; POGOSTONE; SCAFFOLDS; 2-PYRONE;

D O I：

10.1016/j.molstruc.2025.141893

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Catalyst-free regiospecific amination at the C-4 position of 3-benzoyl-4-chloro-6-phenyl-2H-pyran-2-one precursor 3 was explored using various aminating agents such as ammonium acetate, primary aliphatic and aromatic amines in methanol. Structural investigation mainly based on NMR and X-ray single crystal analyses are presented. In addition, topology analysis of molecular packing was performed using Hirshfeld calculations. The antimicrobial activity of the newly synthesized aminated analogues compared to their (1-enamino-pyran2,4-dione isomers was assessed against S. aureus and C. albicans. In general, the (1-enamino-pyran-2,4-diones displayed better antimicrobial activity against S. aureus and C. albicans compared to their C4-aminated isomers and conventional medications (Neomycin, Streptomycin, and Amoxicillin + Co-amoxiclav).

引用

页数：11

共 40 条

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