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dc.creatorWarżajtis, Beata
dc.creatorGlišić, Biljana Đ.
dc.creatorSavić, Nada D.
dc.creatorPavić, Aleksandar
dc.creatorVojnović, Sandra
dc.creatorVeselinović, Aleksandar
dc.creatorNikodinović-Runić, Jasmina
dc.creatorRychlewska, Urszula
dc.creatorĐuran, Miloš I.
dc.date.accessioned2019-06-10T09:28:04Z
dc.date.available2018-01-17
dc.date.issued2017
dc.identifier.issn1477-9226
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/3107
dc.description.abstractGold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.
dc.publisherRoyal Soc Chemistry, Cambridge
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172036/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173048/RS//
dc.relationSupraMedChem'Balkans.Net SCOPES Institutional Partnership [IZ74Z0_160515]
dc.rightsembargoedAccess
dc.sourceDalton Transactions
dc.titleMononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion
dc.typearticle
dc.rights.licenseBY-NC-ND
dcterms.abstractВеселиновић, Aлександар; Павић, Aлександар; Никодиновић-Рунић, Јасмина ; Wарзајтис, Беата; Глишић, Биљана Д.; Савић, Нада Д.; Војновић, Сандра; Рyцхлеwска, Урсзула; Ђуран, Милош И.;
dc.citation.volume46
dc.citation.issue8
dc.citation.spage2594
dc.citation.epage2608
dc.identifier.wos000395864900022
dc.identifier.doi10.1039/c6dt04862e
dc.citation.rankM22
dc.description.otherThis is the peer-reviewed version of the following article: Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. [https://doi.org/10.1039/c6dt04862e]
dc.description.otherSupplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3108]
dc.type.versionacceptedVersion
dc.identifier.scopus2-s2.0-85013631334
dc.identifier.fulltexthttp://cherry.chem.bg.ac.rs/bitstream/id/7514/10.1039@c6dt04862e.pdf


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