Synthesis, Spectroscopic Characterizations, Antimicrobial, Anticancer & Anitoxidant Activities, Molecular Docking and DFT Calculations of Noval Zinc (II) Complex of 2- (Benzoylamino)-3-Sulfanylpropanoic Acid
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The complex with zinc (II) of Ligand (2- (benzoylamino)-3-sulfanylpropanoic) acid was made and analyzed using FT-IR, UV-visible, mass spectrometry, 1H NMR, 13C NMR, SEM and powder XRD. DFT calculations were also used to detect the electronic properties & structural stability. The antimicrobial investigation demonstrated that the zinc (II) complex had better bacterial killing action against E. coli (MIC: zinc (II) complex > Ciprofloxacin > Ligand) and antifungal action against A. niger (MIC: zinc (II) complex > Ligand > Amphotericin B). And the Zn (II) complex was more antioxidant active than the free ligand in the DPPH assay, as evidenced by its lower IC 50 (~420 0). Molecular docking experiments have indicated a better binding affinity of the zinc (II) complex with major antioxidant, antimicrobial, and enzyme inhibitory proteins compared to the free ligand. The anticancer effect of the Zn (II) complex on MCF-7 cells was demonstrated to be stronger than that of the free ligand in the MTT assay, revealing that the Zn (II) complex is suitable for further development as a drug. Docking of 3D ribbon structures was used to confirm these interactions. The improved stability and electronic features of the complex, due to zinc coordination, explain the increase in its activity.
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H.R. Sonawane, B.T. Vibhute, B.D. Aghav, J.V. Deore, S.K. Patil, Versatile applications of transition metal incorporating quinoline Schiff base metal complexes: An overview, Eur. J. Med. Chem. 258 (2023) 115549. DOI: https://doi.org/10.1016/j.ejmech.2023.115549.
S.F. Kainat, M.B. Hawsawi, E.U. Mughal, N. Naeem, A.M. Almohyawi, H.M. Altass, E.M. Hussein, A. Sadiq, Z. Moussa, A.S. Abd-El-Aziz, Recent developments in the synthesis and applications of terpyridine-based metal complexes: a systematic review, RSC Adv. 14 (2024) 21464–21537.
DOI: https://doi.org/10.1039/D4RA04119D.
Z. Kazemi, N. Moini, H.A. Rudbari, N. Micale, A comprehensive review on the development of chiral Cu, Ni, and Zn complexes as pharmaceutical agents over the past decades: Synthesis, molecular structure and biological activity, Med. Res. Rev. (2024) med.22083. DOI: https://doi.org/10.1002/med.22083.
M. Biswas, K.K. Choudhury, A. Banerjee, R.K. Pathak, Elevating the discourse on drug delivery: A fresh perspective on the utilisation of coordination chemistry-driven metal-drug conjugates, Coord. Chem. Rev. 517 (2024) 216026. DOI: https://doi.org/10.1016/j.ccr.2024.216026.
L. Li, C. Ma, Y. Yang, B. Wang, X. Liu, Y. Wang, X. Bian, G. Zhang, N. Zhang, Exploring the Potential of Plant-Derived Metal Ion Binding Peptides: Preparation, Structure-Activity Relationship, and Biological Activities, Trends Food Sci. Technol. (2024) 104650. DOI: https://doi.org/10.1016/j.tifs.2024.104650.
P. Marinova, K. Tamahkyarova, Synthesis and Biological Activities of Some Metal Complexes of Peptides: A Review, BioTech 13 (2024) 9. DOI: https://doi.org/10.3390/biotech13020009.
S.S. Ibrahim, M.Y. Al-darwesh, S.W. Arkawazi, K.A. Babakr, I.N. QADER, Synthesis, Characterization, Antioxidant, Antibacterial Activity, and Molecular Docking Studies of Zn (II) and Cu (II) Complexes Nanoparticles, J. Mol. Struct. (2024) 141120. DOI: https://doi.org/10.1016/j.molstruc.2024.141120.
Z. Razmara, P. Karimi, E. Parisi, Single crystal structure features, optimization of ultrasonic conditions, density functional theory studies, and antibacterial activity of a new organic compound, J. Mol. Struct. 1322 (2025) 140437. DOI: https://doi.org/10.1016/j.molstruc.2024.140437.
X. Zhao, J. Wei, T. Song, Z. Wang, D. Yang, X. Zhang, F. Huo, Y. Zhang, H.-M. Xiong, Computational insights into carbon dots: Evolution of structural models and structure–activity relationships, Chem. Eng. J. (2024) 148779. DOI: https://doi.org/10.1016/j.cej.2024.148779.
S. Sakthiveni, A. Xavier, M. Tamilelakkiya, R. Sakthivadivel, P. Suguna, P. Pandi, P. Velusamy, S.E. Muthu, K.A. Kumar, Synthesis and characterization of novel Schiff base ligands and their Cu (II), Zn (II), Co (II), and Ni (II) complexes: DNA binding, antibacterial activity, and docking studies, J. Mol. Struct. (2024) 141000. DOI: https://doi.org/10.1016/j.molstruc.2024.141000.
M. Ajmal, A.K. Mahato, M. Khan, S. Rawat, A. Husain, E.B. Almalki, M.A. Alzahrani, A. Haque, M.J.M. Hakme, A.S. Albalawi, M. Rashid, Significance of Triazole in Medicinal Chemistry: Advancement in Drug Design, Reward and Biological Activity, Chem. Biodivers. 21 (2024) e202400637. DOI: https://doi.org/10.1002/cbdv.202400637.
A. Kumar, S. Ahmed, M. Bhardwaj, S. Imtiaz, D. Kumar, A.R. Bhat, B. Sood, S. Maji, In vitro Anti-microbial, DNA-binding, In silico Pharmacokinetics and Molecular Docking Studies of Schiff-based Cu (II), Zn (II) and Pd (II) Complexes, J. Mol. Struct. (2024) 138695. DOI: https://doi.org/10.1016/j.molstruc.2024.138695.
H. Kargar, M. Fallah-Mehrjardi, K.S. Munawar, Metal complexes incorporating tridentate ONO pyridyl hydrazone Schiff base ligands: Crystal structure, characterization and applications, Coord. Chem. Rev. 501 (2024) 215587. DOI: https://doi.org/10.1016/j.ccr.2023.215587.
A.A. Mohamed, S.A. Sadeek, N.G. Rashid, H.S. Elshafie, I. Camele, Synthesis, Characterization and Evaluation of the Antimicrobial and Herbicidal Activities of Some Transition Metal Ions Complexes with the Tranexamic Acid, Chem. Biodivers. 21 (2024) e202301970. DOI: https://doi.org/10.1002/cbdv.202301970.
S. Maity, S. Kolay, S. Chakraborty, A. Devi, A. Patra, A. comprehensive review of atomically precise metal nanoclusters with emergent photophysical properties towards diverse applications, Chem. Soc. Rev. (2025). DOI: https://doi.org/10.1039/D4CS00962B.
A. Schultheiss, J. White, K. Le, N. Boone, U. Riaz, D.K. Taylor, The Synthesis, Characterization, and Theoretical Study of Ruthenium (II) Polypyridyl Oligomer Hybrid Structures with Reduced Graphene Oxide for Enhanced Optoelectronic Applications, Int. J. Mol. Sci. 25 (2024) 12989. DOI: https://doi.org/10.3390/ijms252312989.
T. Salah, A.B. Ahmed, N. Krayem, A. Guesmi, N.B. Hamadi, L. Khezami, H. Naïli, B. Hamdi, Two different coordination polyhedra in the crystal structure of a novel Zn (II) hybrid complex: DFT investigation, biological activities and emission properties, J. Mol. Struct. 1296 (2024) 136863. DOI: https://doi.org/10.1016/j.molstruc.2023.136863.
J. Żygowska, M. Orlikowska, I. Zhukov, W. Bal, A. Szymańska, Copper interaction with cystatin C: effects on protein structure and oligomerization, FEBS J. 291 (2024) 1974–1991. DOI: https://doi.org/10.1111/febs.17092.
R. Rajamohan, P. Muthuraja, S. Ashokkumar, M. Muralikrishnan, K. Murugavel, C. Govindasamy, Y.R. Lee, A non-toxic inclusion complexation of loxoprofen with hydroxypropyl-β-cyclodextrin for complete solubility and anti-inflammatory efficacy, J. Mol. Liq. 410 (2024) 125612. DOI: https://doi.org/10.1016/j.molliq.2024.125612.
L. Chen, L. Wang, L. Ma, C. Wang, X. Qin, M. Wang, X. Zhang, R. Yang, B. Fang, J. An, Synergistic Antioxidant Effects of Cysteine Derivative and Sm-Cluster for Food Applications, Antioxidants 13 (2024) 910. DOI: https://doi.org/10.3390/antiox13080910.
S. Shaaban, K.T. Abdullah, K. Shalabi, T.A. Yousef, O.K. Al Duaij, G.M. Alsulaim, H.A. Althikrallah, M. Alaasar, A.S.M. Al‐Janabi, A.M. Abu‐Dief, Synthesis, Structural Characterization, Anticancer, Antimicrobial, Antioxidant, and Computational Assessments of Zinc(II), Iron(II), and Copper(II) Chelates Derived From Selenated Schiff Base, Appl. Organomet. Chem. 38 (2024) e7712.
DOI: https://doi.org/10.1002/aoc.7712.
O. Hakami, A.M.A. Alaghaz, T. Zelai, S.A.H. Albohy, Bio‐evaluation of pyrazolone‐furan derived Schiff base Cr(III), Co(II), Ni(II), Cu(II), and Zn(II) nano‐sized complexes: Design, spectral characterization, antimicrobial efficacy, antioxidant activity, apoptotic activity, and cell cycle analysis, Appl. Organomet. Chem. 38 (2024) e7488. DOI: https://doi.org/10.1002/aoc.7488.
A. Aguilar Garrido, Waste-derived Technosols for the treatment of soil and water affected by potentially harmful elements, PhD Thesis, Universidad de Granada, 2024.
https://digibug.ugr.es/bitstream/handle/10481/94671/93363.pdf?sequence=4&isAllowed=y (accessed December 28, 2024).
A. Das, S.A. Hussain, H. Banik, D. Maiti, T. Aktar, B. Paul, P. Debnath, L. Sieroń, A. Bhattacharya, K.L. Bhowmik, Cd (II) and Zn (II) complexes with 2-mercaptopyridine: Synthesis, crystal structure, Hirshfeld surface analysis, luminescent properties, aggregation behaviours, current-voltage characteristic and antibacterial assay, Polyhedron 247 (2024) 116747. DOI: https://doi.org/10.1016/j.poly.2023.11674.
Z. Li, M. Chen, W. Zhu, R. Xin, J. Yang, S. Hu, J. You, D.Y. Ryu, S.-H. Lim, S. Li, Advances and perspectives of composite nanoarchitectonics of nanocellulose/metal-organic frameworks for effective removal of volatile organic compounds, Coord. Chem. Rev. 520 (2024) 216124. DOI: https://doi.org/10.1016/j.ccr.2024.216124,
H.M. Abd El-Lateef, A.M. Ali, M.M. Khalaf, A. Abdou, New Fe (III), Co (II), Ni (II), Cu (II), and Zn (II) mixed-ligand complexes: strucMorocco, DFT, biological, and molecular docking studies, Bull. Chem. Soc. Ethiop. 38 (2024) 397–416. DOI: https://doi.org/10.4314/bcse.v38i2.9.
S. Singh, M. Choudhary, Synthesis of Zn (ii) coordination complexes, their molecular design and docking with SARS-CoV-2 RBD protein and Omicron spike protein, New J. Chem. 48 (2024) 9287–9313. DOI: https://doi.org/10.1039/D3NJ04714H.
A.I. Osman, A. Ayati, P. Krivoshapkin, B. Tanhaei, M. Farghali, P.-S. Yap, A. Abdelhaleem, Coordination-driven innovations in low-energy catalytic processes: advancing sustainability in chemical production, Coord. Chem. Rev. 514 (2024) 215900.
DOI: https://doi.org/10.1016/j.ccr.2024.215900.
K. Manogaran, T. Sivaranjani, P. Sengeny, V.S.K. Venkatachalapathy, M. Mahadevan, K. Elangovan, S. Armaković, S.J. Armaković, B.F. Abramović, Investigation on molecular and biomolecular spectroscopy of the novel 2BCA molecule to analyse its biological activities and binding interaction with Nipah viral protein, Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 321 (2024) 124737. DOI: https://doi.org/10.1016/j.saa.2024.124737.
S. Haddou, K. Mounime, E. Loukili, D. Ou-Yahia, A. Hbika, M.Y. Idrissi, A. Legssyer, H. Lgaz, A. Asehraou, R. Touzani, Investigating the Biological Activities of Moroccan Cannabis Sativa L Seed Extracts: Antimicrobial, Anti-inflammatory, and Antioxidant Effects with Molecular Docking Analysis, Morocco. J. Chem. 11 (2023) 11–4. DOI: https://doi.org/10.48317/IMIST.PRSM/morjchem-v11i04.42100.
I.S. Sow, M. Gelbcke, F. Meyer, M. Vandeput, M. Marloye, S. Basov, M.J. Van Bael, G. Berger, K. Robeyns, S. Hermans, D. Yang, V. Fontaine, F. Dufrasne, Synthesis and biological activity of iron(II), iron(III), nickel(II), copper(II) and zinc(II) complexes of aliphatic hydroxamic acids, J. Coord. Chem. 76 (2023) 76–105. DOI: https://doi.org/10.1080/00958972.2023.2166407.
R. Chand, M. Ahmed, B.K. Singh, A Review: Recent Advances in Chemistry and Applications of 2, 4-Dihydroxybenzaldehyde Oxime and Its Transition Metal Complexes, J. Adv. Chem. Sci. (2024) 808–812. DOI: https://doi.org/10.30799/jacs.264.24100401.
K.M. Ismail, F.B. Rashidi, S.S. Hassan, Ultrasonic synthesis, characterization, DFT and molecular docking of a biocompatible Zn-based MOF as a potential antimicrobial, anti-inflammatory and antitumor agent, Sci. Rep. 14 (2024) 21989.
DOI: https://www.nature.com/articles/s41598-024-71609-7#citeas
S. Shaaban, K.T. Abdullah, K. Shalabi, T.A. Yousef, O.K. Al Duaij, G.M. Alsulaim, H.A. Althikrallah, M. Alaasar, A.S.M. Al‐Janabi, A.M. Abu‐Dief, Synthesis, Structural Characterization, Anticancer, Antimicrobial, Antioxidant, and Computational Assessments of Zinc(II), Iron(II), and Copper(II) Chelates Derived From Selenated Schiff Base, Appl. Organomet. Chem. 38 (2024) e7712. DOI: https://doi.org/10.1002/aoc.7712.
X. Chen, G. Chen, M. Li, Z. Liu, W. Dai, F. Wang, H. Zhang, F. Liu, Y. Zhu, Structural characterization, biological activities, and rheological behavior of an exopolysaccharide from tea-bacteria Herbaspirillum sp. S-1, Carbohydr. Polym. Technol. Appl. (2025) 100842. DOI: https://doi.org/10.1016/j.carpta.2025.100842.
E.M. Abdalla, S.A. Aly, Using Coordination Compounds as Antioxidants, in: Power Antioxid.-Unleashing Nat. Def. Oxidative Stress, IntechOpen, 2025. https://www.intechopen.com/chapters/1186865 (accessed May 30, 2025). DOI: https://doi.org/10.5772/intechopen.1005817
Y. Min, Y. Wei, P. Wang, X. Wang, H. Li, N. Wu, S. Bauer, S. Zheng, Y. Shi, Y. Wang, J. Wu, D. Zhao, J. Zeng, From Static to Dynamic Structures: Improving Binding Affinity Prediction with Graph‐Based Deep Learning, Adv. Sci. 11 (2024) 2405404. DOI: https://doi.org/10.1002/advs.202405404.
M.D. Rahman, G.J. Quadri, B. Doppalapudi, D.A. Szafir, P. Rosen, A qualitative analysis of standard practices in annotations: A taxonomy and design space, IEEE Trans. Vis. Comput. Graph. (2024). DOI: https://doi.org/10.1109/TVCG.2024.3456359.
P. Taweechat, P. Boonamnaj, M. Samsó, P. Sompornpisut, Significance of Zn2+ in RyR1 for Structural Integrity and Ligand Binding: Insight from Molecular Dynamics, J. Phys. Chem. B 128 (2024) 4670–4684. DOI: https://doi.org/10.1021/acs.jpcb.4c01189.
H.M. Abd El-Lateef, M.M. Khalaf, A. Abdou, Exploring the molecular structure and in vitro biological potential of newly synthesised Fe (III), Co (II), and Ni (II) coordination compounds with 2-(pyridin-2-yl)-1H-benzimidazole and phenylalanine ligands, Polyhedron (2024) 117103.
DOI: https://doi.org/10.1016/j.poly.2024.117103.
M.S.A. Mansour, A.T. Abd-Elkarim, A.A. El-Sherif, W.H. Mahmoud, Manganese, cobalt, and cadmium complexes of quinazoline schiff base ligand and methionine: synthesis, characterization, DFT, docking studies and biomedical application, Egypt. J. Chem. 67 (2024) 479–506.
DOI: https://dx.doi.org/10.21608/ejchem.2024.266673.9275.
O. Danilescu, P. Bourosh, I. Bulhac, S. Shova, V.C. Kravtsov, M.N. Caraba, I.V. Caraba, R. Popescu, M. Crisan, D. Haidu, Laminated dihydrazone Zn (II) coordination polymer with prospects for sensory and multifunctional biomedical applications, Polyhedron 258 (2024) 117039. DOI: https://doi.org/10.1016/j.poly.2024.117039.
T. Salah, A.B. Ahmed, N. Krayem, A. Guesmi, N.B. Hamadi, L. Khezami, H. Naïli, B. Hamdi, Two different coordination polyhedra in the crystal structure of a novel Zn (II) hybrid complex: DFT investigation, biological activities and emission properties, J. Mol. Struct. 1296 (2024) 136863. DOI: https://doi.org/10.1016/j.molstruc.2023.136863.
H.M. Abd El-Lateef, A.M. Ali, M.M. Khalaf, A. Abdou, New iron (III), cobalt (II), nickel (II), copper (II), zinc (II) mixed-ligand complexes: Synthesis, structural, DFT, molecular docking and antimicrobial analysis, Bull. Chem. Soc. Ethiop. 38 (2024) 147–166. DOI: https://doi.org/10.4314/bcse.v38i1.12.
Tihauan, Bianca & Berca, Lavinia & Adascălului, Marian & Sanmartin, Angel & Nica, Silvia &Cimponeriu, Danut & Duta, Denisa. (2020). Experimental in vitro cytotoxicity evaluation of plant bioactive compounds and phytoagents: a review. Romanian Biotechnological Letters. 25. 1832-1842. DOI: https://doi.org/10.25083/rbl/25.4/1832.1842.