A novel copper(I) complex, [CuI(2,2′-biquinoline)P(CH2N(CH2CH2)2O)3] – Synthesis, characterisation and comparative studies on biological activity

Starosta, Radosław; Brzuszkiewicz, Anna; Bykowska, Aleksandra; Komarnicka, Urszula K.; Bażanów, Barbara; Florek, Magdalena; Gadzała, Łukasz; Jackulak, Natalia; Król, Jarosław; Marycz, Krzysztof

doi:10.1016/j.poly.2012.11.033

Cited by 30 publications

(43 citation statements)

References 54 publications

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“…For complexes described in this work two signals appeared on the 31 P{ 1 H} NMR spectrum in contrast to the previously synthesised compounds, 26,34,36,65 where only one phosphorus signal was observed. Spectroscopic studies showed that all the complexes are stable in solutions for several days, also in the presence of water and oxygen.…”

Section: Discussioncontrasting

confidence: 74%

“…5 It is becoming popular to modify the structures that are used in medical therapeutics by attaching other chemical moieties thereto, responsible for their more-selective transport or for changing the biological properties. [19][20][21][22][23][24] They show antitumour, 23,25,26 antibacterial, 27 antiviral, 28,29 antifungal 30 and anti-inflammatory 31 activities, which make them very good candidates as drugs. [9][10][11] A wide range of coordination numbers and geometries, the different redox states available, various thermodynamic and kinetic properties, as well as the intrinsic properties of metal ions may result in a variety of reactions.…”

Section: Introductionmentioning

confidence: 99%

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Copper(i) complexes with phosphine derived from sparfloxacin. Part I – structures, spectroscopic properties and cytotoxicity

et al. 2015

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In this paper we present new copper(i) iodide or copper(i) thiocyanate complexes with hydroxymethyldiphenylphosphine (PPh2(CH2OH)) or phosphine derivatives of sparfloxacin, a 3(rd) generation fluoroquinolone antibiotic agent (PPh2(CH2-Sf)) and 2,9-dimethyl-1,10-phenanthroline (dmp) or 2,2'-biquinoline (bq) auxiliary ligands. The synthesised complexes were fully characterised by NMR and UV-Vis spectroscopy as well as by mass spectrometry. Selected structures were additionally analysed using X-ray and DFT methods. All complexes proved to be stable in solution in the presence of water and atmospheric oxygen for several days. The cytotoxic activity of the complexes was tested against two cancer cell lines (CT26 - mouse colon carcinoma and A549 - human lung adenocarcinoma). Applying two different incubation times, the studies enabled a preliminary estimation of the dependence of the selectivity and the mechanism of action on the type of diimine and phosphine ligands. The results obtained showed that complexes with PPh2(CH2-Sf) are significantly more active than those with PPh2(CH2OH). On the other hand, the relative impact of diimine on cytotoxicity is less pronounced. However, the dmp complexes are characterised by strong inhibitory properties, while the bq ones are rather not. This confirms the interesting and promising biological properties of the investigated group of copper(i) complexes, which undoubtedly are worthy of further biological studies.

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Section: Discussioncontrasting

confidence: 74%

Section: Introductionmentioning

confidence: 99%

Copper(i) complexes with phosphine derived from sparfloxacin. Part I – structures, spectroscopic properties and cytotoxicity

et al. 2015

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“…Obtained results suggested rather a mixed mechanism of the quenching of the surface Trp‐134 residue, rather than involving the quenching of the pocket Trp‐212. However, our previous studies on the quenching of the tryptophan luminescence in BSA and HSA together with the competitive interactions with warfarin [site I marker ] performed for 1I and [CuI(2,2′‐biquinoline) 1 ] , strongly suggest that these complexes bind to the albumins in site I located in subdomain IIA.…”

Section: Resultsmentioning

confidence: 99%

“…This work is a part of our ongoing studies on tris(aminomethyl)phosphines and their complexes with copper(I) iodide or isothiocyanate and diimines . Our previously obtained results indicate that the copper(I) iodide complexes with tris(aminomethyl)phosphines and with 2,9‐dimethyl‐1,10‐phenanthroline (dmp) ligand showed much higher antimicrobial activity than the ones with 1,10‐phenanthroline (phen) or 2,2′‐biquinoline (bq) . Therefore, we decided to continue our research and investigate the impact of phosphine ligands and (pseudo)halogen anions on the observed biological properties.…”

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confidence: 99%

Copper(I) (Pseudo)Halide Complexes with Neocuproine and Aminomethylphosphines Derived from Morpholine and Thiomorpholine – In Vitro Cytotoxic and Antimicrobial Activity and the Interactions with DNA and Serum Albumins

et al. 2013

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Herein, a series of CuI or CuNCS complexes with neocuproine (2,9-dimethyl-1,10-phenanthroline: dmp) and two tris(aminomethyl)phosphines derived from morpholine (P(CH2 N(CH2 CH2 )2 O)3 ) or thiomorpholine (P(CH2 N(CH2 CH2 )2 S)3 ) were tested as cytotoxic agents in vitro towards mouse colon carcinoma (CT26) and human lung adenocarcinoma (A549). The studies showed that the complexes exhibit potential antitumor properties, displayed by IC50 values below 10 μm towards the tested cell lines, in the case of 4-h incubation time with the examined compounds. Moreover, a high antimicrobial activity of all the complexes was observed against Staphylococcus aureus and Candida albicans with minimal inhibitory concentrations equal to 1-2 μg/mL. To gain insight into the molecular mechanism of biological activity of the complexes, we investigated also their interactions with plasmid DNA (pUC18) and the human and bovine serum albumins. Gel electrophoresis experiments demonstrated that all the compounds were comparably efficient in DNA degradation process; however, luminescence quenching showed surprising dependence on the interactions strength of the used compounds with the albumins. Apart from exceptionally effective [CuI(dmp)P(CH2 N(CH2 CH2 )2 O)3 ], the complexes with P(CH2 N(CH2 CH2 )2 O)3 quenched more strongly luminescence of bovine serum albumin, while the complexes with P(CH2 N(CH2 CH2 )2 S)3 were more active in the quenching of human serum albumin luminescence.

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“…There is also a possibility of relatively rapid implementation of a quantitative measurement of the elements in the material studied using scanning electron microscopy with an energy-dispersive X-ray spectroscopy (SEM-EDX). SEM-EDX method is now widely recognized as a tool, which is applied in many scientific disciplines [18][19][20][21][22][23] . This technique allows precise identification and imaging of the distribution of ions of chemical elements being a part of the organic material under test.…”

Section: Introductionmentioning

confidence: 99%

Domuz Beslenmesinde Biyoaktif Yem Katkı Maddelerinin Önemi ve Özellikle Besinlerin Sindirimi Üzerine Etkisi

Basinska¹,

Michalak²,

Janeczek³

et al. 2015

Kafkas Univ Vet Fak Derg

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In recent years, bioactive additives have become a subject of interest in the field of nutrition of farm animals. Therefore, the application of biosorptive properties of components is an alternative to inorganic mineral compounds and can play an important role in innovative nutritional strategies. The study presents a quantitative measurement of mineral components such as manganese, zinc, copper, and iron by using the scanning electron microscopy with an energy-dispersive X-ray spectroscopy (SEM-EDX). The research material was the feces collected from 39 growing-finishing pigs divided into 3 groups: control one, receiving inorganic mineral compounds, and experimental groups, fed organic mineral mixtures constituting 100% and 125% of the recommended daily intake. Each group of animals consisted of 13 animals (n=13). The results showed a difference in the elemental composition of the pooled samples of all three groups. The highest bioavailability of minerals had the group receiving 100% of the recommended dose of the experimental organic compounds. In the control group, the differences were statistically significant (P<0.05) in the case of manganese, zinc and iron. The study showed that the mineral supplements obtained in the biosorption process showed a high rate of absorption from the gastrointestinal tract and did not require the intake of doses greater than 100% of the daily requirement. The high proportion of trace elements in the second experimental group did not increase their bioavailability and contributed to the reduced digestibility of nutrients. Keywords: Biosorption, Trace minerals, Pig, Digestibility Domuz Beslenmesinde Biyoaktif Yem Katkı Maddelerinin Önemi ve Özellikle Besinlerin Sindirimi Üzerine Etkisi ÖzetBiyoaktif katkı maddeleri son yıllarda çiftlik hayvanlarının beslenme alanında önemli bir konu haline gelmiştir. Bu nedenle bioabsorptif maddeler bileşenlerinden dolayı uygulamada kullanılan inorganik mineraller için alternatif oluşturmakta ve yenilikçi besleme stratejilerinde önemli bir rol oynamaktadır. Bu çalışmada enerji dispersif X-ışın spektroskopisi (SEM-EDX) ile desteklenmiş, taramalı elektron mikroskobu kullanarak manganez, çinko, bakır ve demir gibi mineral bileşenlerin nicel bir ölçümü sunulmuştur. Araştırmada kullanılan dışkı, 39 adet ve 3 gruba ayrılmış deney hayvanlarından toplanmıştır. Kontrol 1 grubu inorganic mineral bileşenleri aldı ve 2 deney grubu, %100 ve %125 inorganik mineral içeren bileşiklerden oluşturulan yemle günlük beslendi. Her bir grup 13 hayvandan (n=13) oluşmuştur. Sonuçlar oluşturulan havuzlarda toplandı ve her üç grupta da farklılık gösterdi. Bioabsorptiflik; minerallerin önerilen dozunun %100 olduğu grupta en yüksek seviyede oldu. Kontrol grubunda, farklılıklar; manganez, çinko ve demir durumunda istatistiksel olarak anlamlı (P<0.05) bulundu. Çalışma, mineral takviyelerinin büyük dozlarda uygulandığında gastrointestinal sistemde bioabsorptifliğinin düşmesi nedeniyle %100 ün üzerinde alınmasının gerekli olmadığını gösterdi. İkinci deney grubunda eser e...

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A novel copper(I) complex, [CuI(2,2′-biquinoline)P(CH2N(CH2CH2)2O)3] – Synthesis, characterisation and comparative studies on biological activity

Cited by 30 publications

References 54 publications

Copper(i) complexes with phosphine derived from sparfloxacin. Part I – structures, spectroscopic properties and cytotoxicity

Copper(i) complexes with phosphine derived from sparfloxacin. Part I – structures, spectroscopic properties and cytotoxicity

Copper(I) (Pseudo)Halide Complexes with Neocuproine and Aminomethylphosphines Derived from Morpholine and Thiomorpholine – In Vitro Cytotoxic and Antimicrobial Activity and the Interactions with DNA and Serum Albumins

Domuz Beslenmesinde Biyoaktif Yem Katkı Maddelerinin Önemi ve Özellikle Besinlerin Sindirimi Üzerine Etkisi

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