European Journal of Chemistry 2017, 8(1), 76-81 | doi: https://doi.org/10.5155/eurjchem.8.1.76-81.1542 | Get rights and content






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Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents


Yousry Ahmed Ammar (1) , Samir Youssef Abbas (2) , Marwa Ahmed Mohamed Shehab El-Sharief (3) , Mohamed Abd El-Rashid Salem (4,*) , Ahmed Ragab Mohamed (5)

(1) Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, 11284, Egypt
(2) Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, 12622, Egypt
(3) Applied Organic, Chemistry Department, National Research Centre, Cairo, 11284, Egypt
(4) Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, 11284, Egypt
(5) Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, 11284, Egypt
(*) Corresponding Author

Received: 03 Jan 2017 | Revised: 26 Jan 2017 | Accepted: 29 Jan 2017 | Published: 31 Mar 2017 | Issue Date: March 2017

Abstract


A series of new imidazolidineiminothiones (2-4) and bis-imidazolidineiminothiones (5) were synthesized through the cycloaddition reaction of N-arylcyanothioformamides (1) with some electrophilic reagents. Structure of imidazolidineiminothione derivatives were established based on spectroscopic IR, 1H NMR, 13C NMR, MS and elemental analyses data. These compounds were screened for their antibacterial and antifungal activities. Among the synthesized compounds, imidazolidineiminothione derivative 3a showed about 25% less potent effect than Ampicillin against S. epidermidis and B. subtilis (MIC, 0.49 μg/mL) and about 50 % less potent effect than Amphotericin B against A. clavatus and G. Candidum. Bis-imidazolidineiminothione derivative 5a was equipotent to the Gentamycin in inhibiting the growth of N. gonorrhoeae (MIC, 0.49 μg/mL), and displayed 50% less active than Amphotericin B against A. clavatus.


Keywords


Cycloaddition; Antifungal activity; Antibacterial activity; Imidazolidine iminothiones; N-Arylcyanothioformanilides; Bis-Imidazolidine iminothiones

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DOI: 10.5155/eurjchem.8.1.76-81.1542

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[1]. Samir Y. Abbas, Marwa A. M. Sh. El-Sharief, Mohamed A. Salem, Ahmed M. Sh. El-Sharief
Utilization of cyanothioformamides in the syntheses of various types of imidazole derivatives
Synthetic Communications  50(5), 621, 2020
DOI: 10.1080/00397911.2019.1700524
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[2]. Marwa A.M.Sh. El-Sharief, Samir Y. Abbas, Ahmed M.Sh. El-Sharief, Nermien M. Sabry, Ziad Moussa, Shahenda M. El-Messery, Ahmed R. Elsheakh, Ghada S. Hassan, Mardia T. El Sayed
5-Thioxoimidazolidine-2-one derivatives: Synthesis, anti-inflammatory activity, analgesic activity, COX inhibition assay and molecular modelling study
Bioorganic Chemistry  87, 679, 2019
DOI: 10.1016/j.bioorg.2019.03.075
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[3]. Mohamed A. Salem, Ahmed Ragab, Ahmed A. Askar, Abeer El-Khalafawy, Abeer H. Makhlouf
One-pot synthesis and molecular docking of some new spiropyranindol-2-one derivatives as immunomodulatory agents and in vitro antimicrobial potential with DNA gyrase inhibitor
European Journal of Medicinal Chemistry  188, 111977, 2020
DOI: 10.1016/j.ejmech.2019.111977
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[4]. Mohamed A. Salem, Ahmed Ragab, Abeer El-Khalafawy, Abeer H. Makhlouf, Ahmed.A. Askar, Yousry A. Ammar
Design, synthesis, in vitro antimicrobial evaluation and molecular docking studies of indol-2-one tagged with morpholinosulfonyl moiety as DNA gyrase inhibitors
Bioorganic Chemistry  96, 103619, 2020
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[5]. Zeid Hassan Abood, Hussein Ali Qabel, Hayder Raheem Ali
Microwave Synthesis of 2,3-Disubstituted-5-methyl-1,3-imidazolidines-4-one Bearing Benzothiazole Moiety and Elementarily Assessment of Their Antibacterial Action
Journal of Physics: Conference Series  1032, 012058, 2018
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How to cite


Ammar, Y.; Abbas, S.; El-Sharief, M.; Salem, M.; Mohamed, A. Eur. J. Chem. 2017, 8(1), 76-81. doi:10.5155/eurjchem.8.1.76-81.1542
Ammar, Y.; Abbas, S.; El-Sharief, M.; Salem, M.; Mohamed, A. Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents. Eur. J. Chem. 2017, 8(1), 76-81. doi:10.5155/eurjchem.8.1.76-81.1542
Ammar, Y., Abbas, S., El-Sharief, M., Salem, M., & Mohamed, A. (2017). Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents. European Journal of Chemistry, 8(1), 76-81. doi:10.5155/eurjchem.8.1.76-81.1542
Ammar, Yousry, Samir Youssef Abbas, Marwa Ahmed Mohamed Shehab El-Sharief, Mohamed Abd El-Rashid Salem, & Ahmed Ragab Mohamed. "Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents." European Journal of Chemistry [Online], 8.1 (2017): 76-81. Web. 11 Jul. 2020
Ammar, Yousry, Abbas, Samir, El-Sharief, Marwa, Salem, Mohamed, AND Mohamed, Ahmed. "Synthesis and characterization of new imidazolidineiminothione and bis-imidazolidineiminothione derivatives as potential antimicrobial agents" European Journal of Chemistry [Online], Volume 8 Number 1 (31 March 2017)

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DOI Link: https://doi.org/10.5155/eurjchem.8.1.76-81.1542

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