Cytotoxicity, Cell Line Selectivity and Proapoptotic Activity of New Anticancer Agents Derived From N,N’‐Functionalised Benzimidazolium Salts and Their Silver(I)‐N‐Heterocyclic Carbene Complexes DOI

Choon Hoe Wong,

Boon‐Keat Khor,

Vikneswaran Murugaiyah

et al.

Drug Development Research, Journal Year: 2025, Volume and Issue: 86(3)

Published: May 1, 2025

ABSTRACT A new series of N ‐decyl‐ ’‐benzylbenzimidazolium ‐heterocyclic carbene (NHC) precursors and their mononuclear silver(I)‐NHC complexes were synthesised characterised. The benzyl group was functionalised with various para substituents (H, CH 3 , F, Cl, Br, CN, NO 2 ). effect these on cytotoxicity cell line selectivity against human cervical cancer (HeLa), oestrogen‐positive breast (MCF‐7), normal skin fibroblasts (Hs‐27) investigated. All compounds exhibited significant growth inhibition the tested lines. activity influenced by type line. electron‐donating methylated NHC precursor its silver complex generally demonstrated higher potentials than analogues electron‐withdrawing groups, except in two cases where fluorinated more potent Hs‐27 HeLa, while chlorinated active MCF‐7. Notably, all compounds, particularly complexes, towards MCF‐7 but less toxic Hs‐27. methyl‐, bromo‐, cyano‐containing broadened safety windows (selectivity indices ≥ 3). most selective (against MCF‐7) ROS‐mediated proapoptotic activity, which indicated that promoted death inducing intracellular ROS formation accumulation. Our findings highlight potential use design development safe anticancer agents.

Language: Английский

Fluorinated N-Heterocyclic Carbene Silver(I) Complexes with High Cancer Cell Selectivity DOI Creative Commons

Oliver S. King,

Benjamin J. Hofmann,

Aran E. Boakye-Smith

et al.

Organometallics, Journal Year: 2024, Volume and Issue: 43(20), P. 2662 - 2673

Published: Sept. 19, 2024

This work presents the synthesis of five new functionalized (benz)imidazolium

Language: Английский

Citations

4
Synergistic Antiproliferative Activity of Newly Synthesized Benzimidazole-Based Silver(I) Complexes on MCF-7 and T47D Cell Lines, CT-DNA Interactions Supported by Computational Studies DOI Creative Commons

Naima Munir,

Nevın Gürbüz, Gul-e-Saba Chaudhry

et al.

ACS Omega, Journal Year: 2025, Volume and Issue: unknown

Published: March 28, 2025

This article reports the synthesis, characterization, and antitumor properties of newly synthesized benzimidazole-based Ag(I)-(BNHCs) complexes from their proligands. All compounds underwent comprehensive characterization using techniques such as 1H, COSY, 13C NMR, IR spectroscopy, electrospray ionization (ESI)-mass, elemental, single-crystal X-ray diffraction (XRD) analysis. Density functional theory (DFT) studies were carried out to observe electronic effects bound ligands modulate selectivity reactivity silver complexes. Time-dependent DFT (TD-DFT) assessed optical further highlighted by orbital contributions with oscillator strengths. tested against breast cancer MCF-7 T47D cell lines. The synergistic benzimidazole-incorporated aryl constituent structuring also observed. Nearly all have been found be promising anticancer agents added benefit low cytotoxic toward normal cells. Intriguingly, [AgL 4 (Cl)] exhibited best activity among our screened IC50 values for both 9 ± 1.04 11 1.41, respectively. apoptosis mode death was confirmed phosphatidylserine exposure annexin V/PI staining imaging method. CT-DNA interactions most active complex ([AgL (Cl)]) its proligand (HL (Cl)) support compound-DNA interaction. Strong DNA binding affinities (K b) through electrostatic intercalation modes induced structural changes in DNA. Moreover, molecular docking comprehend possible various receptors EGFR (epidermal growth factor receptor), VEGFR2 (vascular endothelial receptors), FGFR (fibroblast SRC (proto-oncogene tyrosine kinase protein) family serves crucial cancer.

Language: Английский

Citations

0
Synthesis, Characterization, Computational Studies and Biological Activities of Novel NHC Precursor and its Silver (I) and Selenium Compounds DOI
Sümeyya Seri̇n, Gürkan Karakaş, Akın Mumcu

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142372 - 142372

Published: April 1, 2025

Language: Английский

Citations

0
Cytotoxicity, Cell Line Selectivity and Proapoptotic Activity of New Anticancer Agents Derived From N,N’‐Functionalised Benzimidazolium Salts and Their Silver(I)‐N‐Heterocyclic Carbene Complexes DOI

Choon Hoe Wong,

Boon‐Keat Khor,

Vikneswaran Murugaiyah

et al.

Drug Development Research, Journal Year: 2025, Volume and Issue: 86(3)

Published: May 1, 2025

ABSTRACT A new series of N ‐decyl‐ ’‐benzylbenzimidazolium ‐heterocyclic carbene (NHC) precursors and their mononuclear silver(I)‐NHC complexes were synthesised characterised. The benzyl group was functionalised with various para substituents (H, CH 3 , F, Cl, Br, CN, NO 2 ). effect these on cytotoxicity cell line selectivity against human cervical cancer (HeLa), oestrogen‐positive breast (MCF‐7), normal skin fibroblasts (Hs‐27) investigated. All compounds exhibited significant growth inhibition the tested lines. activity influenced by type line. electron‐donating methylated NHC precursor its silver complex generally demonstrated higher potentials than analogues electron‐withdrawing groups, except in two cases where fluorinated more potent Hs‐27 HeLa, while chlorinated active MCF‐7. Notably, all compounds, particularly complexes, towards MCF‐7 but less toxic Hs‐27. methyl‐, bromo‐, cyano‐containing broadened safety windows (selectivity indices ≥ 3). most selective (against MCF‐7) ROS‐mediated proapoptotic activity, which indicated that promoted death inducing intracellular ROS formation accumulation. Our findings highlight potential use design development safe anticancer agents.

Language: Английский

Citations

0