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Başlık: Synthesis, structures and biomolecular interactions of new silver(I) 5,5-diethylbarbiturate complexes of monophosphines targeting Gram-positive bacteria and breast cancer cells
Yazarlar: Büyükgüngör, Orhan
Uludağ Üniversitesi/Fen-Edebiyet Fakültesi/Kimya Bölümü.
Uludağ Üniversitesi/Fen-Edebiyat Fakültesi/Biyoloji Bölümü.
Uludağ Üniversitesi/Veteriner Fakültesi/Farmakoloji ve Toksikoloji Anabilim Dalı.
0000-0002-2849-3332
0000-0002-2717-2430
0000-0001-5238-2432
Yılmaz, Veysel T.
İçsel, Ceyda
Batur, Jenaidullah
Aydınlık, Seyma
Cengiz, Murat
L-7238-2018
AAI-3342-2021
ABI-2909-2020
ABE-5935-2020
56441123900
55551960400
57194706926
57190280044
16635026700
Anahtar kelimeler: Chemistry
Heterocyclic carbene complexes
Bovine serum-albumin
Crystal-structures
Dna-binding
2,2'-dipyridylamine synthesis
Antimicrobial activity
Antibacterial agents
Antioxidant activity
Phosphorus ligands
Molecular docking
Bacteria
Binding energy
Bins
Cell culture
Cell death
Cells
Complexation
Crystallography
Cytology
Cytotoxicity
Diseases; E
Escherichia coli
Hydrophobicity
Ligands
Phosphorus compounds
Platinum compounds
Self assembly
Silver
X ray crystallography
Synthesis (chemical)
5 ,5-diethylbarbiturate
Anti-microbial activity
Biomolecular interactions
Gram-positive bacterium
Groove binding modes
Hydrophobic interactions
Silver sulfadiazines
Triphenyl phosphines
Yayın Tarihi: 24-May-2017
Yayıncı: Royal Soc Chemistry
Atıf: Yılmaz, V. T. vd. (2017). ''Synthesis, structures and biomolecular interactions of new silver(I) 5,5-diethylbarbiturate complexes of monophosphines targeting Gram-positive bacteria and breast cancer cells''. Dalton Transactions. 46(25), 8110-8124.
Özet: A series of new silver(I) 5,5-diethylbarbiturate (barb) complexes with the formulas [Ag-2(mu-barb)(2)(PPh3)(2)] (1), [Ag(barb)(PPh2Cy)] (2), [Ag(barb)(PPhCy2)] (3) and [Ag(barb)(PCy3)] (4) (PPh3 = triphenylphosphine, PPh2Cy = diphenylcyclohexylphosphine, PPhCy2 = dicyclohexylphenylphosphine and PCy3 = tricyclo-hexylphosphine) were synthesized and fully characterized by elemental analysis, IR, NMR, ESI-MS and X-ray crystallography. All the complexes display a significant affinity towards DNA with a groove binding mode and also strongly bind to BSA via hydrophobic interactions. Lipophilicity increases from 1 to 4 with an increasing number of Cy groups in the phosphine ligands. Screening of the in vitro antimicrobial activity of 1-4 against the strains of Gram-negative (S. typhimurium ATCC 14028, E. coli ATCC 25922 and O157:H7) and Gram-positive (L. garvieae 40456, S. aureus ATCC 25923, and ATCC 33591) bacteria demonstrated that all the complexes exhibit very high activity and specific selectivity against the Gram-positive bacteria, compared to AgNO3 and silver sulfadiazine. Furthermore, the growth inhibitory effects of 1-4 on four human cancer cell lines (MCF-7, PC-3, A549 and HT-29) showed that 4 has a potent cytotoxic activity against MCF-7 cells, significantly higher than cisplatin and carboplatin. The effects of the complexes on the inhibition of the cells are closely related to their lipophilicity as well as DNA/protein binding. The induction of apoptosis of MCF-7 cells treated with 4 was probed through Hoechst 33342 staining, Annexin V positivity and caspase 3/7 activity. In addition, increased ROS levels in the presence of 4 are most likely responsible for damage to both mitochondria and genomic DNA.
URI: https://doi.org/10.1039/c7dt01286a
1477-9234
https://pubs.rsc.org/en/content/articlelanding/2017/DT/C7DT01286A
http://hdl.handle.net/11452/30043
ISSN: 1477-9226
Koleksiyonlarda Görünür:Scopus
Web of Science

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