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

Yousry Ahmed Ammar; Samir Youssef Abbas; Marwa Ahmed Mohamed Shehab El-Sharief; Mohamed Abd El-Rashid Salem; Ahmed Ragab Mohamed

doi:10.5155/eurjchem.8.1.76-81.1542

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.

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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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Citations

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Bioorganic Chemistry 87, 679, 2019
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[2]. Ashraf S. Hassan, Nesrin M. Morsy, Hassan M. Awad, Ahmed Ragab
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[3]. Mohamed A. Salem, Samir Y. Abbas, Mohamed H. Helal, Abdullah Y. Alzahrani
Synthesis and antimicrobial evaluation of new 2‐pyridinone and 2‐iminochromene derivatives containing morpholine moiety
Journal of Heterocyclic Chemistry 58(11), 2117, 2021
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[4]. Ahmed Ragab, Doaa M. Elsisi, Ola A. Abu Ali, Moustafa S. Abusaif, Ahmed A. Askar, Awatef A. Farag, Yousry A. Ammar
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[5]. Doaa M. Elsisi, Ahmed Ragab, Ahmed A. Elhenawy, Awatef A. Farag, Abeer M. Ali, Yousry A. Ammar
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Journal of Molecular Structure 1247, 131314, 2022
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[6]. Mohammed M.S. Wassel, Yousry A. Ammar, Gameel A.M. Elhag Ali, Amany Belal, Ahmed B.M. Mehany, Ahmed Ragab
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[7]. Samir Y. Abbas, Marwa A. M. Sh. El-Sharief, Mohamed A. Salem, Ahmed M. Sh. El-Sharief
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[8]. Yousry A. Ammar, Awatef A. Farag, Abeer M. Ali, Ahmed Ragab, Ahmed A. Askar, Doaa M. Elsisi, Amany Belal
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[9]. Mohamed A. Salem, Ahmed Ragab, Ahmed A. Askar, Abeer El-Khalafawy, Abeer H. Makhlouf
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[10]. Mohamed A. Salem, Ahmed Ragab, Abeer El-Khalafawy, Abeer H. Makhlouf, Ahmed.A. Askar, Yousry A. Ammar
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[11]. Eman A. Fayed, Yousry A. Ammar, Marwa A. Saleh, Ashraf H. Bayoumi, Amany Belal, Ahmed B.M. Mehany, Ahmed Ragab
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[12]. Zeid Hassan Abood, Hussein Ali Qabel, Hayder Raheem Ali
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[13]. Yousry A. Ammar, Sondos M.A. Abd El-Hafez, Sadia A. Hessein, Abeer M. Ali, Ahmed A. Askar, Ahmed Ragab
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[14]. Essam S. A. E. H. Khattab, Ahmed Ragab, Mahmoud A. Abol-Ftouh, Ahmed A. Elhenawy
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[15]. Ahmed Ragab, Sawsan A. Fouad, Ola A. Abu Ali, Entsar M. Ahmed, Abeer M. Ali, Ahmed A. Askar, Yousry A. Ammar
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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. 3 Jun. 2023

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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