Ferrocenyl chalcone difluoridoborates inhibit HIV-1 integrase and display low activity towards cancer and endothelial cells

Monserrat, Jean‐Philippe; Al-Safi, Rasha I.; Tiwari, Keshri Nath; Quentin, Lionel; Chabot, Guy G.; Vessières, Anne; Jaouen, Gérard; Neamati, Nouri; Hillard, Elizabeth A.

doi:10.1016/j.bmcl.2011.07.078

Cited by 34 publications

(23 citation statements)

References 14 publications

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“…used ten new of ferrocenyl chalcone difluoride borate compounds as potential cancer and endothelial cells. This study showed that the ferrocenyl chalcone difluoridoborates furthermore exhibited low cytotoxicity against cancer cells and low morphological activity against epithelial cells …”

Section: Introductionmentioning

confidence: 86%

Synthesis and Characterization of the Hemi‐Salen Ligands and Their Triboron Complexes: Spectroscopy and Examination of Anticancer Properties

Kılıç

Koyuncu

Durgun

et al. 2017

Chemistry & Biodiversity

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The synthesis, spectroscopic properties, and in vitro cytotoxicity activity of a series of various salen-based triboron complexes have been designed and prepared from hemi-salen (L 1 H 3 -L 4 H 3 ) ligands and BF 3 ÁEt 2 O or BPh 3 under simple reaction conditions. The hemi-salen (L 1 H 3 -L 4 H 3 ) ligands and their BF 2 or BPh 2 chelating triboron complexes were characterized by means of NMR ( 1 H, 13 C, 19 F, and 11 B) spectra, FT-IR spectra, UV/VIS spectra, fluorescence spectra, mass spectra, melting point, as well as elemental analysis. The triboron [L (1 -4) (BF 2 ) 3 ] and [L (1 -4) (BPh 2 ) 3 ] complexes were investigated for their absorption and emission properties, and these complexes are also good chelates towards boron(III) fragments such as BF 2 or BPh 2 quantum yield in solution reaching up to 38%. The hemisalen (L 1 H 3 -L 4 H 3 ) ligands and their BF 2 or BPh 2 chelating triboron complexes were tested for the in vitro anticancer activity against various cancer and normal cells (HeLa, DLD-1, ECC-1, PC-3, PNT-1A, and CRL-4010), and it was found that the cell viability of cancer cells was decreased while most of the healthy cells could still be viable. Also, the cytotoxicity studies showed that anticancer activity of hemi-salenligands showing the strongest cytotoxic effect in PC-3 cells were found to exhibit anticancer activity with apoptosis by increasing the level of ROS in the PC-3 cells.

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Section: Introductionmentioning

confidence: 86%

Synthesis and Characterization of the Hemi‐Salen Ligands and Their Triboron Complexes: Spectroscopy and Examination of Anticancer Properties

Kılıç

Koyuncu

Durgun

et al. 2017

Chemistry & Biodiversity

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“…Considerable interest has been focused in their broad range of biological activities such as antibacterial [20], antitumour [21], antioxidant [22], antihyperglycemic [23] and anti-HIV [24]. Very recently, ferrocenyl chalcones have also been studied with regard to their nematocidal activities [25], fluorescent and electrochemical properties [26] as well as radicalscavenging capacities [27], molecular chemosensor activities [28] and as precursors for the syntheses of ferrocenyl pyrazolines [29,30].…”

Section: Introductionmentioning

confidence: 99%

Cyrhetrenyl chalcones: Synthesis, characterization and antimalarial evaluation

Arancibia

Biot

Delaney

et al. 2013

Journal of Organometallic Chemistry

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“…Chromone and its derivatives are plant metabolites of recognized medicinal importance [43,44]. Recently others [45,46,47,48] and our group [49,50,51,52] have demonstrated that adequately designed metallochromones show anticancer [45,46,47,50,51] and antibacterial [48,49] activity, and that they can also be utilized as luminescent probes in bioimaging [52]. Accordingly, the work reported herein was spurred by these interesting results and by the abovementioned medicinal relevance of gold complexes.…”

Section: Introductionmentioning

confidence: 99%

Anticancer and Antibacterial Activity Studies of Gold(I)-Alkynyl Chromones

et al. 2015

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Three gold(I) complexes of alkynyl chromones were synthesized and characterized. The single-crystal X-ray structure analysis of a dinuclear compound and of a flavone derivative exhibit a typical d 10 gold(I)-alkynyl linear arrangement. All complexes were evaluated as anticancer and antibacterial agents against four human cancer cell lines and four pathogenic bacterial strains. All compounds show antiproliferative activity at lower micromolar range concentrations. Complex 4 showed a broad activity profile, being more active than the reference drug auranofin against HepG2, MCF-7 and CCRF-CEM cancer cells. The cellular uptake into MCF-7 cells of the investigated complexes was measured by atomic absorption spectroscopy (AAS). These measurements showed a positive correlation between an increased cellular gold content and the incubation time of the complexes. Unexpectedly an opposite effect was observed for the most active compound. Biological assays revealed various molecular mechanisms for these compounds, comprising: (i) thioredoxin reductase (TrxR) inhibition, (ii) caspases-9 and -3 activation; (iii) DNA damaging activity and (iv) cell cycle disturbance. The gold(I) complexes were also bactericidal against Gram-positive methicillin-sensitive Staphylococcus aureus (MSSA) and methicillin-resistant S. aureus (MRSA) bacterial strains, while showing no activity against the Gram-negative Escherichia coli bacterial strain.

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Ferrocenyl chalcone difluoridoborates inhibit HIV-1 integrase and display low activity towards cancer and endothelial cells

Cited by 34 publications

References 14 publications

Synthesis and Characterization of the Hemi‐Salen Ligands and Their Triboron Complexes: Spectroscopy and Examination of Anticancer Properties

Synthesis and Characterization of the Hemi‐Salen Ligands and Their Triboron Complexes: Spectroscopy and Examination of Anticancer Properties

Cyrhetrenyl chalcones: Synthesis, characterization and antimalarial evaluation

Anticancer and Antibacterial Activity Studies of Gold(I)-Alkynyl Chromones

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