Ferrocene incorporated selenoureas as anticancer agents

Hussain, Raja Azadar; Badshah, Amin; Pezzuto, John M.; Ahmed, Nadeem; Kondratyuk, Tamara P.; Park, Eun-Jung

doi:10.1016/j.jphotobiol.2015.04.024

Cited by 28 publications

(8 citation statements)

References 55 publications

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“…Nearly 17 ferrocenyl-selenoureas have been developed and they were studied for their DNA binding properties, antioxidant activity, cytotoxicity in neuroblastoma cell lines like MYCN2, SK-N-SH, liver hepatocarcinoma cell line Hepa1c1c7, and breast cancer cell line MCF-7. Most of the compounds exhibited cytotoxicity towards cancer cell lines (90%) with low μM concentrations (Hussain et al 2015). Another selenourea derivative was tested in vivo with prostate cancer mouse xenograft model and it suppressed tumor growth around 80% without any troublesome effects (Ibanez et al 2012).…”

Section: Selenoureasmentioning

confidence: 99%

Selenium and selenoproteins: it’s role in regulation of inflammation

2020

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Selenium is an essential immunonutrient which holds the human's metabolic activity with its chemical bonds. The organic forms of selenium naturally present in human body are selenocysteine and selenoproteins. These forms have a unique way of synthesis and translational coding. Selenoproteins act as antioxidant warriors for thyroid regulation, male-fertility enhancement, and anti-inflammatory actions. They also participate indirectly in the mechanism of wound healing as oxidative stress reducers. Glutathione peroxidase (GPX) is the major selenoprotein present in the human body, which assists in the control of excessive production of free radical at the site of inflammation. Other than GPX, other selenoproteins include selenoprotein-S that regulates the inflammatory cytokines and selenoprotein-P that serves as an inducer of homeostasis. Previously, reports were mainly focused on the cellular and molecular mechanism of wound healing with reference to various animal models and cell lines. In this review, the role of selenium and its possible routes in translational decoding of selenocysteine, synthesis of selenoproteins, systemic action of selenoproteins and their indirect assimilation in the process of wound healing are explained in detail. Some of the selenium containing compounds which can acts as cancer preventive and therapeutics are also discussed. These compounds directly or indirectly exhibit antioxidant properties which can sustain the intracellular redox status and these activities protect the healthy cells from reactive oxygen species induced oxidative damage. Although the review covers the importance of selenium/selenoproteins in wound healing process, still some unresolved mystery persists which may be resolved in near future.

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Section: Selenoureasmentioning

confidence: 99%

Selenium and selenoproteins: it’s role in regulation of inflammation

2020

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“…More recently, selenourea derivatives have presented anticancer and antioxidant properties, such as diosgenin derived selonourea [39], selenourea based carbonic anhydrase (hCA) inhibitor SLC-0111 [40], selenourea mimic of norepinephrine [41], and selenourea linked to tacrine [42]. Acylselenoureas have also been reported ( Figure 1B) as hCA inhibitors [43], and are conjugated with ferrocenyl moieties as antiproliferative agents [44,45]. Palladium and ruthenium complexes of acylselenoureas have also been reported as antiproliferative against leukemia cell lines [46].…”

Section: Introductionmentioning

confidence: 99%

Novel N,N′-Disubstituted Acylselenoureas as Potential Antioxidant and Cytotoxic Agents

et al. 2020

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Selenium compounds are pivotal in medicinal chemistry for their antitumoral and antioxidant properties. Forty seven acylselenoureas have been designed and synthesized following a fragment-based approach. Different scaffolds, including carbo- and hetero-cycles, along with mono- and bi-cyclic moieties, have been linked to the selenium containing skeleton. The dose- and time-dependent radical scavenging activity for all of the compounds were assessed using the in vitro 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) assays. Some of them showed a greater radical scavenging capacity at low doses and shorter times than ascorbic acid. Therefore, four compounds were evaluated to test their protective effects against H2O2-induced oxidative stress. One derivative protected cells against H2O2-induced damage, increasing cell survival by up to 3.6-fold. Additionally, in vitro cytotoxic activity of all compounds was screened against several cancer cells. Eight compounds were selected to determine their half maximal inhibitory concentration (IC50) values towards breast and lung cancer cells, along with their selectivity indexes. The breast cancer cells turned out to be much more sensitive than the lung. Two compounds (5d and 10a) stood out with IC50 values between 4.2 μM and 8.0 μM towards MCF-7 and T47D cells, with selectivity indexes greater than 22.9. In addition, compound 10b exhibited dual antioxidant and cytotoxic activities. Although further evidence is needed, the acylselenourea scaffold could be a feasible frame to develop new dual agents.

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“…Vera et al reported ferrocene–carboxylate compounds with phenyl and halogen (F, I, Cl, and Br). Compound 78a exhibited good antiproliferative activity against MCF-7 cancer cells with an IC 50 value of 9.2 µM and compound 78b exhibited high antiproliferative activity against MCF-10A cancer cells with an IC 50 value of 7 µM [74,75] (Figure 27). Compound 79 anticancer activity was significant against both MCF-7 and MCF-10A cancer cells with IC 50 values 1.4 and 1.6 µM respectively [73,74].…”

Section: Ferrocene-based Compounds With Anticancer Activitymentioning

confidence: 99%

“…Hussain et al reported ferrocene incorporated with selenourea derivatives ( 81a – q ) (Figure 28) and tested them for their anticancer activity against liver cancer (Hepa 1c1c7), breast cancer (MCF-7), and neuroblastoma (MYCN2 and SK-N-SH), in vitro. Only four compounds ( 81c , 81h , 81j , and 81m ) exhibited moderate anticancer activity against the aforementioned cells, compound 81c displayed moderate cytotoxicity activity against MYCN-2 and MCF-7 with inhibition values of 26.5 and 27 µM, compound 81h exhibited better anticancer activity against MYCN-2 with an inhibition value of 12.2 µM, compound 81j was slightly cytotoxic with an IC 50 value of 18.9 µM against MYCN-2 and compound 81m showed low anticancer activity against MYCN-2 with inhibition value of 38.9 µM [75]. The ortho substitution on the phenyl ring attached with the carbonyl carbon influenced the cytotoxic effect of the compounds significantly.…”

Section: Ferrocene-based Compounds With Anticancer Activitymentioning

confidence: 99%

Ferrocene-Based Compounds with Antimalaria/Anticancer Activity

2019

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Malaria and cancer are chronic diseases. The challenge with drugs available for the treatment of these diseases is drug toxicity and resistance. Ferrocene is a potent organometallic which have been hybridized with other compounds resulting in compounds with enhanced biological activity such as antimalarial and anticancer. Drugs such as ferroquine were developed from ferrocene and chloroquine. It was tested in the 1990s as an antimalarial and is still an effective antimalarial. Many researchers have reported ferrocene compounds as potent compounds useful as anticancer and antimalarial agents when hybridized with other pharmaceutical scaffolds. This review will be focused on compounds with ferrocene moieties that exhibit either an anticancer or antimalarial activity.

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Ferrocene incorporated selenoureas as anticancer agents

Cited by 28 publications

References 55 publications

Selenium and selenoproteins: it’s role in regulation of inflammation

Selenium and selenoproteins: it’s role in regulation of inflammation

Novel N,N′-Disubstituted Acylselenoureas as Potential Antioxidant and Cytotoxic Agents

Ferrocene-Based Compounds with Antimalaria/Anticancer Activity

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