MOLECULAR GEOMETRY AND BIOLOGICAL ACTIVITY OF 2-(4-SUBSTITUTED-PHENYLIMINO)THIAZOLIDIN-4-ONE COMPOUNDS

被引：3
|
作者：
El-Rayyes, Ali [1 ]
Mogharbel, Roaa T. [1 ]
Abdel-Rhman, Mohamed H. [2 ]
Ismail, Mohamed A. [2 ]
Abdel-Latif, Ehab [2 ]
机构：
[1] Northern Border Univ, Fac Sci, Chem Dept, Ar Ar 1321, Saudi Arabia
[2] Mansoura Univ, Fac Sci, Dept Chem, Mansoura 35516, Egypt
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA | 2023年 / 37卷 / 05期
关键词：
N-aryl-2-chloroacetamides; Ammonium thiocyanate; 2-(Arylimino)thiazolidin-4-ones; Mulliken's charges; Dipole moment; ABTS assay; ELECTRONIC-STRUCTURE; ANTICANCER; 4-THIAZOLIDINONES; CHEMISTRY; DESIGN; DERIVATIVES; POTENT; NMR; NBO;
D O I：
10.4314/bcse.v37i5.18
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of 2-(4-substituted-phenylimino)thiazolidin-4-one compounds was synthesized via heterocyclizing the corresponding N-aryl-2-chloroacetamides with ammonium thiocyanate. Their chemical structures were elucidated based on an extensive analysis of their spectroscopic data, including infrared, 1H NMR, 13C NMR, and mass analyses. The possible tautomeric forms of synthesized thiazolidine-4-ones were studied. The tautomerization equilibrium parameters, Delta H, Delta G, and Keq were calculated using the DFT/B3LYP methodology, where it has been indicated that the tautomeric form, phenylimino, is more favourable than the phenylamino form. The antibacterial and antioxidant properties of the synthesized thiazolidin-4-ones were investigated. 2(Chlorophenyl-imino)thiazolidin-4-one displayed potent antibacterial activity against E. coli (88.46%) and S. aureus (91.66%), and highest percent of inhibition (81.8%, ABTS assay).
引用
收藏
页码：1275 / 1286
页数：12
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