Synthesis, Characterization and Biological Studies of Some New Dinitrone Compounds


  • Batool S. Haddad Department of Chemistry, College of Science, University of Basrah, Basrah, Iraq


N-(2-hydroxylethylamine), (MIC), LD50, Dinitrone, Antibacterial


Nitrone compounds are known to possess antioxidant, anticancer and antibacterial activities. In the present study, different dinitrone derivatives were synthesized by the reaction of substituted benzil with N-(2-hydroxylethylamine) and characterized by elemental analysis, UV, IR, 1HNMR and 13C-NMR. The synthesized compounds showed good activity against Staphylococcus aureus and Escherichia coli. N4 showed the highest antimicrobial activity among all the synthesized compounds, and hence, Minimum Inhibitory Concentration (MIC) was determined for this compound against the gram-positive and gram-negative bacteria. When these compounds were tested for their Median Lethal Dose (LD50), it was noted that they were all moderately toxic.


Rosselin M, Choteau F, Zeamari K, Nash K, Das A, Lauricella R. Reactivities of substituted alpha-Phenyl -N-tert- butyl Nitrones. J Org Chem.

; 79:6615-6626.

Anderson L. Diverse applications of nitrones for the synthesis of heterocyclic compounds. Asian J Org Chem. 2016; 5:9−30.

Mason R. Imaging free radicals in organelles, cells, tissue, and in vivo with immuno-spin trapping. Redox Biol. 2016; 8:422−429.

Floyd R, Neto H, Zimmerman G, Hensley K, Towner R. Nitronebased therapeutics for neurodegenerative diseases: Their use alone or in combination with lanthionines. Free Radic Biol Med. 2013; 62:145−156.

Lipsky B, Berendt A, Deery H, Embil J, Joseph W, Karchmer A, Lefrock J, Lew D, Mader J, Norden C. Diagnosis and treatment of diabetic foot infections. Clin. Infect. Dis. 2004; 39:885–910.

Zhang Q, Gao X, Liu S, Yu L, Zhu J, Qiu S. Therapies for cognitive impairment in breast cancer survivors treated with chemotherapy: A protocol for systematic review. Medicine (Baltimore). 2020; 99(19):20092.

Vincent T and Edward C. A History of Cancer Chemotherapy. Cancer Research. 2008; 68(21):8643-53.

D’Adamio G, Parmeggiani C, Goti A, Cardona F. Gold supported on silica catalyzes the aerobic oxidation of N, N-disubstituted hydroxylamines to Nitrones. European J Org Chem. 2015; 6541−6546.

Alessandro D, Santiago F. Synthesis of N-Benzyl Nitrones. J Synthetic Comm. 1994; 24(18):2537-2550.

Petra A, Bradley A, Hyuk S, Naranjo S, Xue X, Yiwen H, et al. Synthesis of Symmetrical Dibenzyl Diselenides and Disulfides. J Synth. 2016; 48(11):1711-1718.

Gould K. Antibiotics: From prehistory to the present day. J Antimicrob Chemoth. 2016; 71(3):572–575.

Zink O and Nesvadba P. New Alkoxyamines from the Addition of Free Radicals to Nitrones or Nitroso Compounds as Initiators for Living Free Radical Polymerization. J Macromol. 2000; 33:8106-8108.

Torssell KBG. Nitrile Oxides, Nitrones and Nitronates in Organic Synthesis, Chapter 2, Wiley-VCH, Weinheim, Germany, (2008).

Wang Larrik YJ . Antioxidant Nitroxides and Nitrones as Therapeutic Agents, US Patent No.6852889, February 08 (2005).

Shun M, Yasushi I. Synthesis and Transformations of Nitrones for Organic Synthesis. Chem Rev. 2019; 119(7):4684–4716.

Batool S and Ali A. Cytotoxicity of New Selenoimine, Selenonitrone and Nitrone Derivatives Against Human Breast Cancer MDA-MB231 Cells. Egy J Chem. 2020; 63(11):4607- 4613.

Christopher J, Gerry, Zhenhua Y, Michele S. DNA-Compatible [3 + 2] Nitrone–Olefin Cycloaddition Suitable for DEL Syntheses. J. Org. Lett. 2019; 21(5):1325–1330.

Batool S and Kawthar K. Synthesis and Characterization of New Selenonitrone Derivative and Its Effect on Breast Cancer Cell Line Viability in Vitro. J Baghdad Sci. 2019; 16:754-763.

Haddad B. Synthesis of Some New Selenonitrone Compounds. J Oreintal Chem. 2017; 33(6):2821-2826.

Spooner D and Sykes G. Laboratory assessment of antibacterial activity. Methods in Microbiology. 1972; 102:222-224.

Jaya R, Mohineesh C, Tirath D, Dogra, Monika P, Anupuma R. Determination of Median Lethal Dose of Combination of Endosulfan and Cypermethrin in Wistar Rat. Toxicol Int. 2013; 20(1):1–5.




How to Cite

Haddad, B. S. (2022). Synthesis, Characterization and Biological Studies of Some New Dinitrone Compounds: Tropical Journal of Natural Product Research (TJNPR), 6(11), 1836–1839. Retrieved from