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URLhttps://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350
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Meta TitleExploring the Anticancer, Antibacterial Potency, and Molecular Docking of Synthesized Azo‐Ether and Azo‐Sulfone Compounds - Issa - 2025 - ChemistrySelect - Wiley Online Library
Meta DescriptionThe study investigates about synthesis of two products (bis-azo ether- based and bis-azo sulfone- based). The products were tested against breast cancer and lung cancer cell lines, as well as against..., Abstract This study presents efficient synthesis and characterization of two compounds; a bis azo ether (4) and a bis azo sulfone (7), obtaining via a fast, easy, and high-yield method. The synthes...
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This study presents efficient synthesis and characterization of two compounds; a bis azo ether (4) and a bis azo sulfone (7), obtaining via a fast, easy, and high-yield method. The synthesis involved diazotization of 4,4′-oxydianiline (for product 4) or 4,4-sulfonyldianiline (for product 7) in a cold acidic medium, followed by coupling with 2-naphthol in a cold basic medium. The synthesis of the products were characterized by (IR, UV, 1 HNMR, 13 CNMR, and elemental analysis). Both targeted compounds exhibited significant biological activity, demonstrating potent anticancer effects against breast cancer cells (MCF-7) with IC 50 values of 6.06 and 5.696, and reduce the survival rate of lung cancer cells (A549) by IC 50 values of 6.372 and 5.768 for compounds 4 and 7, respectively. Moreover, the products showed strong antibacterial activity against Escherichia coli and Staphylococcus aureus . Computational studies supported the experimental findings, suggesting their potential as promising dual-action anticancer and antibacterial agents.
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[\[email protected\]](https://chemistry-europe.onlinelibrary.wiley.com/cdn-cgi/l/email-protection#ed86829b8c83c38984818c9a889fad998498c3888998c3849c "Link to email address") - [orcid.org/0000-0003-2860-0246](https://orcid.org/0000-0003-2860-0246) Medical Analysis Department, Tishk International University, Erbil, Kurdistan Region, 44001 Iraq E-mail: [\[email protected\]](https://chemistry-europe.onlinelibrary.wiley.com/cdn-cgi/l/email-protection#b0dbdfc6d1de9ed4d9dcd1c7d5c2f0c4d9c59ed5d4c59ed9c1 "Link to email address") [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Issa/Kovan+Dilawer) [Dalia A. Abdul](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Abdul/Dalia+A.), Dalia A. Abdul Department of Chemistry, College of Science, University of Sulaimani, Sulaimani, Kurdistan Region, 46001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Abdul/Dalia+A.) [Soran O. Mamand](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Mamand/Soran+O.), Soran O. Mamand Department of Chemistry, College of Science, University of Sulaimani, Sulaimani, Kurdistan Region, 46001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Mamand/Soran+O.) [Nihayat Omar Ahmad](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Ahmad/Nihayat+Omar), Nihayat Omar Ahmad Department of Chemistry, College of Science, Salahaddin University-Erbil, Erbil, Kurdistan Region, 44001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Ahmad/Nihayat+Omar) [Amnah Mohammed Salih](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Salih/Amnah+Mohammed), Amnah Mohammed Salih Medical Analysis Department, Tishk International University, Erbil, Kurdistan Region, 44001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Salih/Amnah+Mohammed) [Sangar Ali Hassan](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Hassan/Sangar+Ali), Sangar Ali Hassan Department of Chemistry, College of Sciences, University of Raparin, Kurdistan Regional Government, Ranyah, 46012 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Hassan/Sangar+Ali) [Kovan Dilawer Issa](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Issa/Kovan+Dilawer), Corresponding Author Kovan Dilawer Issa - [\[email protected\]](https://chemistry-europe.onlinelibrary.wiley.com/cdn-cgi/l/email-protection#0962667f6867276d6065687e6c7b497d607c276c6d7c276078 "Link to email address") - [orcid.org/0000-0003-2860-0246](https://orcid.org/0000-0003-2860-0246) Medical Analysis Department, Tishk International University, Erbil, Kurdistan Region, 44001 Iraq E-mail: [\[email protected\]](https://chemistry-europe.onlinelibrary.wiley.com/cdn-cgi/l/email-protection#315a5e47505f1f55585d50465443714558441f5455441f5840 "Link to email address") [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Issa/Kovan+Dilawer) [Dalia A. Abdul](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Abdul/Dalia+A.), Dalia A. Abdul Department of Chemistry, College of Science, University of Sulaimani, Sulaimani, Kurdistan Region, 46001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Abdul/Dalia+A.) [Soran O. Mamand](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Mamand/Soran+O.), Soran O. Mamand Department of Chemistry, College of Science, University of Sulaimani, Sulaimani, Kurdistan Region, 46001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Mamand/Soran+O.) [Nihayat Omar Ahmad](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Ahmad/Nihayat+Omar), Nihayat Omar Ahmad Department of Chemistry, College of Science, Salahaddin University-Erbil, Erbil, Kurdistan Region, 44001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Ahmad/Nihayat+Omar) [Amnah Mohammed Salih](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Salih/Amnah+Mohammed), Amnah Mohammed Salih Medical Analysis Department, Tishk International University, Erbil, Kurdistan Region, 44001 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Salih/Amnah+Mohammed) [Sangar Ali Hassan](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Hassan/Sangar+Ali), Sangar Ali Hassan Department of Chemistry, College of Sciences, University of Raparin, Kurdistan Regional Government, Ranyah, 46012 Iraq [Search for more papers by this author](https://chemistry-europe.onlinelibrary.wiley.com/authored-by/Hassan/Sangar+Ali) First published: 09 September 2025 <https://doi.org/10.1002/slct.202502350> [Read the full text](https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/slct.202502350) [About]() [![](https://chemistry-europe.onlinelibrary.wiley.com/specs/products/acropolis/pericles/releasedAssets/images/pdf-icon-169a2eb30e52100e76dfa5f4b66998e6.png)PDF](https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/slct.202502350 "ePDF") [Tools](https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350) - [Request permission](https://chemistry-europe.onlinelibrary.wiley.com/action/rightsLink?doi=10.1002%2Fslct.202502350&mode=) - [Export citation](https://chemistry-europe.onlinelibrary.wiley.com/action/showCitFormats?doi=10.1002%2Fslct.202502350) - [Add to favorites](https://chemistry-europe.onlinelibrary.wiley.com/personalize/addFavoritePublication?doi=10.1002%2Fslct.202502350) - [Track citation](https://chemistry-europe.onlinelibrary.wiley.com/action/addCitationAlert?doi=10.1002%2Fslct.202502350) [Share](https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350)[Share](https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350) Give access [Share full text access](https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350) Share full-text access Share a link Share on - [Email]("Email") - [Facebook]("Facebook") - [x]("x") - [LinkedIn]("LinkedIn") - [Reddit]("Reddit") - [Wechat]("Wechat") - [Bluesky]("Bluesky") ### Graphical Abstract The study investigates about synthesis of two products (bis-azo ether- based and bis-azo sulfone- based). The products were tested against breast cancer and lung cancer cell lines, as well as against *Escherichia coli* and *Staphylococcus aureus*. The results showed efficient activity of the products to stop the proliferation of the cancer cells and inhibit the growth of bacteria. The molecular docking performed and located the efficiency of the products to bind the proteins. [![Description unavailable](https://chemistry-europe.onlinelibrary.wiley.com/cms/asset/d53c7122-ba73-4633-becc-4f4837085db1/slct71172-gra-0001-m.png)](https://chemistry-europe.onlinelibrary.wiley.com/cms/asset/45a337be-7361-418f-888b-f40138fe9b9a/slct71172-gra-0001-m.jpg) ### Abstract This study presents efficient synthesis and characterization of two compounds; a bis azo ether (4) and a bis azo sulfone (7), obtaining via a fast, easy, and high-yield method. The synthesis involved diazotization of 4,4′-oxydianiline (for product 4) or 4,4-sulfonyldianiline (for product 7) in a cold acidic medium, followed by coupling with 2-naphthol in a cold basic medium. The synthesis of the products were characterized by (IR, UV, 1HNMR, 13CNMR, and elemental analysis). Both targeted compounds exhibited significant biological activity, demonstrating potent anticancer effects against breast cancer cells (MCF-7) with IC50 values of 6.06 and 5.696, and reduce the survival rate of lung cancer cells (A549) by IC50 values of 6.372 and 5.768 for compounds 4 and 7, respectively. Moreover, the products showed strong antibacterial activity against *Escherichia coli* and *Staphylococcus aureus*. Computational studies supported the experimental findings, suggesting their potential as promising dual-action anticancer and antibacterial agents. ## Conflict of Interests The authors declare no conflict of interest. ## [Open Research](https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202502350) # # Data Availability Statement The data that support the findings of this study are available from the corresponding author upon reasonable request. ## [Supporting Information]() | Filename | Description | |---|---| | [slct71172-sup-0001-SuppMat.docx](https://chemistry-europe.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fslct.202502350&file=slct71172-sup-0001-SuppMat.docx)1\.1 MB | Supporting Information | Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. 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