Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents

Sabah Abbas; Ahmed A. Majed; Rehab G. Abood; Dunya AL-Duhaidahawi; Radwan Alanjjar; Huda Hadi Nameh; Naser A. Naser; Ahmed Y. Hammood; Mohammad Y. Alfaifi; Ali A. Shati; Serag Eldin I. Elbehairi; Ahmed M. Hussein; Mohammed Aufy

doi:10.1080/17518253.2025.2541058

Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents

Sabah Abbas
, Ahmed A. Majed
, Rehab G. Abood
, Dunya AL-Duhaidahawi
, Radwan Alanjjar
, Huda Hadi Nameh
, Naser A. Naser
, Ahmed Y. Hammood
, Mohammad Y. Alfaifi
, Ali A. Shati
, Serag Eldin I. Elbehairi
, Ahmed M. Hussein
, Mohammed Aufy

Department of Pharmaceutical Sciences

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

A series of N,N'-(1,4-phenylene) bis(3-acetyl-2-arylthiazolidine-4-carboxamide) derivatives (M1-M5) was synthesized, characterized, and evaluated for antibacterial and anticancer activities. Literature from 2000 to 2023 was reviewed using PubMed and Scopus to guide compound selection. Structural characterization was confirmed via FT-IR, ¹H, ¹³C-NMR, and mass spectrometry. Antibacterial activity was assessed using the disk diffusion method against S. aureus, E. coli, and S. mutans, with M4, M5, and M3 surpassing cefixime, exhibiting MIC values of 9.7, 39.5, and 79 µg/ML against S. aureus. M3 and M5 also showed notable activity against S. mutans. MTT assays revealed potent cytotoxicity of M4, M5, and M3 against PC3 cells, with M4 (IC50 = 19.56 µg/ML) outperforming Darolutamide drug (IC50 = 52.82 µg/ML). Molecular docking suggested EGFR inhibition. M4 induced apoptosis and G1 phase arrest in PC3 cells, demonstrating its potential as a dual-purpose therapeutic agent.

Original language	English
Article number	2541058
Journal	Green Chemistry Letters and Reviews
Volume	18
Issue number	1
DOIs	https://doi.org/10.1080/17518253.2025.2541058
Publication status	Published - 2025

Funding

The authors gratefully acknowledge the Deanship of Research and Graduate Studies at King Khalid University for funding this work through a Large Research Project grant (No. RGP.1/330/45). The authors express their sincere gratitude to the University of Misan, the University of Basrah, the University of Kufa, and the Ministry of Higher Education and Scientific Research (Iraq) for their invaluable resources, support, and assistance in the successful completion of this project. Additionally, we appreciate the open access funding generously provided by the University of Vienna. The authors express their sincere gratitude to the University of Misan, the University of Basrah, the University of Kufa, and the Ministry of Higher Education and Scientific Research (Iraq) for their invaluable resources, support, and assistance in the successful completion of this project. Additionally, we appreciate the open access funding generously provided by the University of Vienna.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Austrian Fields of Science 2012

301206 Pharmacology

Keywords

1,3 Thiazolidine
antibacterial
anticancer
cell cycle
docking
dynamic
PC3
phenylenediamine

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Abbas, S., Majed, A. A., G. Abood, R., AL-Duhaidahawi, D., Alanjjar, R., Hadi Nameh, H., Naser, N. A., Hammood, A. Y., Alfaifi, M. Y., Shati, A. A., Elbehairi, S. E. I., Hussein, A. M., & Aufy, M. (2025). Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents. Green Chemistry Letters and Reviews, 18(1), Article 2541058. https://doi.org/10.1080/17518253.2025.2541058

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title = "Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents",

abstract = "A series of N,N'-(1,4-phenylene) bis(3-acetyl-2-arylthiazolidine-4-carboxamide) derivatives (M1-M5) was synthesized, characterized, and evaluated for antibacterial and anticancer activities. Literature from 2000 to 2023 was reviewed using PubMed and Scopus to guide compound selection. Structural characterization was confirmed via FT-IR, ¹H, ¹³C-NMR, and mass spectrometry. Antibacterial activity was assessed using the disk diffusion method against S. aureus, E. coli, and S. mutans, with M4, M5, and M3 surpassing cefixime, exhibiting MIC values of 9.7, 39.5, and 79 µg/ML against S. aureus. M3 and M5 also showed notable activity against S. mutans. MTT assays revealed potent cytotoxicity of M4, M5, and M3 against PC3 cells, with M4 (IC50 = 19.56 µg/ML) outperforming Darolutamide drug (IC50 = 52.82 µg/ML). Molecular docking suggested EGFR inhibition. M4 induced apoptosis and G1 phase arrest in PC3 cells, demonstrating its potential as a dual-purpose therapeutic agent.",

keywords = "1,3 Thiazolidine, antibacterial, anticancer, cell cycle, docking, dynamic, PC3, phenylenediamine",

author = "Sabah Abbas and Majed, \{Ahmed A.\} and \{G. Abood\}, Rehab and Dunya AL-Duhaidahawi and Radwan Alanjjar and \{Hadi Nameh\}, Huda and Naser, \{Naser A.\} and Hammood, \{Ahmed Y.\} and Alfaifi, \{Mohammad Y.\} and Shati, \{Ali A.\} and Elbehairi, \{Serag Eldin I.\} and Hussein, \{Ahmed M.\} and Mohammed Aufy",

note = "Publisher Copyright: {\textcopyright} 2025 The Author(s). Published by Informa UK Limited, trading as Taylor \& Francis Group.",

year = "2025",

doi = "10.1080/17518253.2025.2541058",

language = "English",

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journal = "Green Chemistry Letters and Reviews",

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Abbas, S, Majed, AA, G. Abood, R, AL-Duhaidahawi, D, Alanjjar, R, Hadi Nameh, H, Naser, NA, Hammood, AY, Alfaifi, MY, Shati, AA, Elbehairi, SEI, Hussein, AM & Aufy, M 2025, 'Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents', Green Chemistry Letters and Reviews, vol. 18, no. 1, 2541058. https://doi.org/10.1080/17518253.2025.2541058

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T1 - Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents

AU - Abbas, Sabah

AU - Majed, Ahmed A.

AU - G. Abood, Rehab

AU - AL-Duhaidahawi, Dunya

AU - Alanjjar, Radwan

AU - Hadi Nameh, Huda

AU - Naser, Naser A.

AU - Hammood, Ahmed Y.

AU - Alfaifi, Mohammad Y.

AU - Shati, Ali A.

AU - Elbehairi, Serag Eldin I.

AU - Hussein, Ahmed M.

AU - Aufy, Mohammed

PY - 2025

Y1 - 2025

N2 - A series of N,N'-(1,4-phenylene) bis(3-acetyl-2-arylthiazolidine-4-carboxamide) derivatives (M1-M5) was synthesized, characterized, and evaluated for antibacterial and anticancer activities. Literature from 2000 to 2023 was reviewed using PubMed and Scopus to guide compound selection. Structural characterization was confirmed via FT-IR, ¹H, ¹³C-NMR, and mass spectrometry. Antibacterial activity was assessed using the disk diffusion method against S. aureus, E. coli, and S. mutans, with M4, M5, and M3 surpassing cefixime, exhibiting MIC values of 9.7, 39.5, and 79 µg/ML against S. aureus. M3 and M5 also showed notable activity against S. mutans. MTT assays revealed potent cytotoxicity of M4, M5, and M3 against PC3 cells, with M4 (IC50 = 19.56 µg/ML) outperforming Darolutamide drug (IC50 = 52.82 µg/ML). Molecular docking suggested EGFR inhibition. M4 induced apoptosis and G1 phase arrest in PC3 cells, demonstrating its potential as a dual-purpose therapeutic agent.

AB - A series of N,N'-(1,4-phenylene) bis(3-acetyl-2-arylthiazolidine-4-carboxamide) derivatives (M1-M5) was synthesized, characterized, and evaluated for antibacterial and anticancer activities. Literature from 2000 to 2023 was reviewed using PubMed and Scopus to guide compound selection. Structural characterization was confirmed via FT-IR, ¹H, ¹³C-NMR, and mass spectrometry. Antibacterial activity was assessed using the disk diffusion method against S. aureus, E. coli, and S. mutans, with M4, M5, and M3 surpassing cefixime, exhibiting MIC values of 9.7, 39.5, and 79 µg/ML against S. aureus. M3 and M5 also showed notable activity against S. mutans. MTT assays revealed potent cytotoxicity of M4, M5, and M3 against PC3 cells, with M4 (IC50 = 19.56 µg/ML) outperforming Darolutamide drug (IC50 = 52.82 µg/ML). Molecular docking suggested EGFR inhibition. M4 induced apoptosis and G1 phase arrest in PC3 cells, demonstrating its potential as a dual-purpose therapeutic agent.

KW - 1,3 Thiazolidine

KW - antibacterial

KW - anticancer

KW - cell cycle

KW - docking

KW - dynamic

KW - PC3

KW - phenylenediamine

UR - https://www.scopus.com/pages/publications/105013389709

U2 - 10.1080/17518253.2025.2541058

DO - 10.1080/17518253.2025.2541058

M3 - Article

AN - SCOPUS:105013389709

SN - 1751-8253

VL - 18

JO - Green Chemistry Letters and Reviews

JF - Green Chemistry Letters and Reviews

IS - 1

M1 - 2541058

ER -

Design, synthesis, biological assessment, and in silico analysis of bisthiazolidine amide derivatives as potential anti-bacterial and anti-prostate cancer agents

Abstract

Funding

UN SDGs

Austrian Fields of Science 2012

Keywords

Access to Document

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