Designing and Synthesising Novel Benzophenone Biscyclic Imides Comprising Drug Moity with Investigating their Antimicrobial Activity

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Zaynab Hussein Fadel
Ahlam Marouf Al-Azzawi


The present work involved designing and synthesizing of a series of new. compounds which their molecules are composed from two biologically active components namely sulfamethoxazole or β-lactam containing drugs and cyclic imides. The target new compounds were synthesized by two steps in the first one a series of six bis (N-drug phthalamic acid_4-yl) ketone (1-6) were prepared from the reaction of sulfamethoxazole or β-lactam containing drugs with benzophenone 3, 3′, 4, 4′ -tetracarboxylic dianhydride.

In the second step, compounds (1-6) were introduced in dehydration reaction via fusion process producing the target compounds bis (N-drug phthalimidyl-4-yl) ketone (7-12). The antibacterial and antifungal high activities of the prepared compounds (7-12) were tested against (Bacillus subtilis, Klebsiella pneumoniae, Pseudomonas auroginosa and Staphylococcus aurus) and all compounds showed good to high antibacterial activity. However, the maximum inhibition zone was 38 mm against Staphyloccus aurus, 36 mm against Bacillus subtilis, 35 mm against Pseudomonas auroginosa, 28mm against Klebsiella pneumoniae and 19 mm against Rhizosporium fungi.


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Fadel ZH, Al-Azzawi AM. Designing and Synthesising Novel Benzophenone Biscyclic Imides Comprising Drug Moity with Investigating their Antimicrobial Activity. Baghdad Sci.J [Internet]. 2022 Oct. 1 [cited 2022 Nov. 30];19(5):1027. Available from:


Zhenghui L, Peng W, Hualin O, Zhenzhong Y, Suqing C, Xingxing T, et al. Preparation of cyclic imides from alkene-tethered amides: application of homogeneous Cu(II) catalytic systems. Rsc Adv. 2020; (10):7698–7707.

Ravindra D, Prashant C, Shankarsing R. Synthesis of Pyridine and Phenyl Succinimides by Green Pathway and Their Antimicrobial Assay. Am J Hetero Chem. 2018; 4(1): 26-29.

Jelena BPD, Anita SK, Željko SŽ, Iva na ZM, Branko JD. Antiproliferative and antibacterial activity of some glutarimide derivatives. J Enzyme Inhib Med Chem. 2016; 32(6): 915-923.

Ahlam M A A, Kafa K H AO. Synthesis and Antimicrobial Screening of New Bisschiff Bases and their Acetyl Oxadiazole Azetidinone derivatives Derived from Pyromeliticdiimide. Int J Res Pharm. Chem. 2016; 6(1):1-8.

Dorimar S, Rogério C, Felicia D D, Giovanna S, Valdir C F. Synthesis of Cyclic Imides (Methylphtalimides, Carboxylic Acid Phtalimides and Itaconimides) and Evaluation of their Antifungal Potential. Med Chem. 2016; (12):647-654.

Alaa AM A A, Adel S El A, Sabry M A, Abdulrahman M A O, Mohamed A AO, Hussein I E S. Synthesis and biological evaluation of some novel cyclic-imides as hypoglycaemic, anti-hyperlipidemic agents. Euro J Med Chem. 2011; (46):4324-4329.

Sham MS, Reshma R, Amarendra D D, P R. Synthesis of Some Heterocyclic Imides and Azomethine Derivatives Under Solvent Free Condition and Their Anti-Inflammatory Activity Evaluation. J Hetero Chem. 2009; 46 (6):1369 -1374.

Ahmed S H, Ahlam M A A. Synthesis and Antimicrobial Screening of New Sulfonamides bearing Pharmacologically Active Components. Res J Biotech. 2019; (14): 94-102.

Sanaa A. A. Characterization and Biological Activity of Some New Derivatives Derived from Sulfamethoxazole Compound. Baghdad. Sci J. 2020; 17(2): 471-480.

Mohammad F, Arun C, Raza K, Mohammad O. Amoxicillin-bearing microparticles: potential in thetreatment of Listeria monocytogenes infection in Swiss albino mice. Bio.Sci. Reports. 2011; 31(4):265-272.

Kunio F, Masashi S, Tsubasa M, Yasuhiro M. Immunocytochemistry for Amoxicillin and Its Use for Studying Uptake of the Drug in the Intestine, Liver, and Kidney of Rats. Antimicrob Agents Ch. 2011; 55(1): 62-71.

Delpiccolo CM, Fraga MA, Mata EG. An efficient stereo selective solid-phase synthesis of β-lactams using Mukaiyama’s Salt for the Staudinger Reaction. J. Comb Chem. 2003; (5):208-210.

Farhan A K, Sidra M, Sadia N, Umar F, Asma Z, Syed M B, Abdur R, Mohammad S M. Sulfonamides as Potential Bioactive Scaffolds. Curr Org Chem. 2018; 22(8): 818-830.

Ratchanok P, Prasit M, Veda P, Supaluk P, Somsak R, Virapong P. Synthesis, molecular docking, and QSAR study ofsulfonamide-based indoles as aromatase inhibitors. Eur J Med Chem. 2018; (143): 1604-1615.

Alessandra A, Barbara D F, Letizia G, Rosa A. N-acylsulfonamides: synthetic routes and biological potential in medicinal chemistry. Chem. Bio. Drug Des. 2017; (90):1094-1105.

Ahlam. M A A, Marwa. S A A. Synthesis, Characterization and Antimicrobial Screening of New Schiff Bases Linked to Phthalimidyl Phenyl Sulfonate. Baghdad. Sci. J. 2014; 11(2): 438-446.

Baraa H L, Ahlam M A A. Synthesis and Antibacterial Activity Screening of New Cyclic Imides Comprising Antipyrine and Oxazole Cycles. Biochem. Cell. Arch. 2019; 19(2): 4419-4424.

Ahlam M A A, Ali A A K R, Synthesis and Antibacterial Screening of New Schiff Bases Based on N-(4-acetophenyl) Succinimide. J.Sci. 2017; 58(4A): 1790-1801.

Raquel F V, Normando A S C, Helivaldo D S S, Luiz E G C, Kelyonara M S A, Edeltrudes O L, et al. Synthesis, in silico Study, Theoretical Stereochemistry Elucidation and Antifungal Activity of New Imides Derived from Safrole. J Braz Chem Soc. 2020; 31(10): 2091-2103.

Robert M S, Francis X, Webster, David J K. Spectroscopic Identification of Organic Compounds. 4th ed. John Wiley and Sons: New York; 2005. 72-204p.

G. Aruldhas. Molecular structure and Spectroscopy. 2nd ed. Asoke K G, P.H.I. Learning Private Limited. New Delhi. 2008. Ch 7&10. 176-273pp.