Azilsartan and its Zn(II) complex. Synthesis, anticancer mechanisms of action and binding to bovine serum albumin

Martínez, Valeria R.; Aguirre, Marina Laura; Todaro, Juan Santiago; Piro, Oscar E.; Echeverría, Gustavo A.; Ferrer, Evelina G.; Williams, Patricia Ana María

doi:10.1016/j.tiv.2018.01.009

Cited by 26 publications

(15 citation statements)

References 72 publications

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“…Various Zn-containing compounds have been tested for their anticancer potential. − The anticancer effects of Zn-containing complexes have been demonstrated to include among others apoptotic and oxidative stress-inducing mechanisms, as exemplified for instance by a binuclear Zn(II) complex with the angiotension II receptor blocker azilsartan in human lung cancer cells . However, the influence of these agents with respect to anticancer immune system activation is virtually unexplored.…”

Section: Immunological Effects Of Specific Metal Drugsmentioning

confidence: 99%

Metal Drugs and the Anticancer Immune Response

et al. 2018

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The immune system deploys a multitude of innate and adaptive mechanisms not only to ward off pathogens but also to prevent malignant transformation ("immune surveillance"). Hence, a clinically apparent tumor already reflects selection for those malignant cell clones capable of evading immune recognition ("immune evasion"). Metal drugs, besides their well-investigated cytotoxic anticancer effects, massively interact with the cancer-immune interface and can reverse important aspects of immune evasion. This topic has recently gained intense attention based on combination approaches with anticancer immunotherapy (e.g., immune checkpoint inhibitors), a strategy recently delivering first exciting results in clinical settings. This review summarizes the promising but still extremely fragmentary knowledge on the interplay of metal drugs with the fidelity of anticancer immune responses but also their role in adverse effects. It highlights that, at least in some cases, metal drugs can induce long-lasting anticancer immune responses. Important steps in this process comprise altered visibility and susceptibility of cancer cells toward innate and adaptive immunity, as well as direct impacts on immune cell populations and the tumor microenvironment. On the basis of the gathered information, we suggest initiating joint multidisciplinary programs to implement comprehensive immune analyses into strategies to develop novel and smart anticancer metal compounds.

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Section: Immunological Effects Of Specific Metal Drugsmentioning

confidence: 99%

Metal Drugs and the Anticancer Immune Response

et al. 2018

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“…The therapeutic potential of a benzimidazole molecule dates back to 1944 [ 20 ]. The presence of the benzimidazole molecule in bioactive compounds has an impact on antiparasitic, anticonvulsant, analgesic, antihistaminic, antiulcer, antihypertensive, antiviral, anticancer, antifungal and anti-inflammatory agents, and this compound has anticoagulant properties [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 ]. In this work, we focused on the design and creation of medically active coordination compounds containing a benzimidazole core, with potential anticancer properties and an element essential for all living organisms—zinc [ 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 ].…”

Section: Introductionmentioning

confidence: 99%

Zinc Coordination Compounds with Benzimidazole Derivatives: Synthesis, Structure, Antimicrobial Activity and Potential Anticancer Application

Raducka

Świątkowski

Korona-Głowniak

et al. 2022

IJMS

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Developing new, smart drugs with the anticancer activity is crucial, especially for cancers, which cause the highest mortality in humans. In this paper we describe a series of coordination compounds with the element of health, zinc, and bioactive ligands, benzimidazole derivatives. By way of synthesis we have obtained four compounds named C1, C2, C4 and C4. Analytical analyses (elemental analysis (EA), flame atomic absorption spectrometry (FAAS)), spectroscopic (Fourier transform infrared spectroscopy (FT-IR), mass spectrometry (MS)) and thermogravimetric (TG) methods and the definition of crystal structures were used to explore the nature of bonding and to elucidate the chemical structures. The collected analytical data allowed the determination of the stoichiometry in coordination compounds, thermal stability, crystal structure and way of bonding. The cytotoxicity effect of the new compounds as a potential antitumor agent on the glioblastoma (T98G), neuroblastoma (SK-N-AS) and lung adenocarcinoma (A549) cell lines and human normal skin fibroblasts (CCD-1059Sk) was also determined. Cell viability was determined by the MTT assay. The results obtained confirmed that conversion of ligands into the respective metal complexes significantly improved their anticancer properties. The complexes were screened for antibacterial and antifungal activities. The ADME technique was used to determine the physicochemical and biological properties.

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“…In addition to the expected biological properties of the Schiff base compounds, [30][31][32][33][34][35] binding the cobalt, copper and zinc atoms to this unit make these complexes a good prospect for biologically active compounds [36][37][38][39][40][41][42][43][44][45][46][47][48][49][50] (31)(32)(33)(34)(35) for zinc, 36-40 for cobalt, 41-45 for copper). For the study of the biological activities of new ligand (H 3 L Br ) and its complexes 1-3, docking calculations were run to investigate the possibility of interaction between these compounds with nine protein targets, including: BRAF kinase, cathepsin B (CatB), DNA gyrase, histone deacetylase (HDAC7), recombinant human albumin (rHA), ribonucleotide reductases (RNR), thioredoxin reductase (TrxR), thymidylate synthase (TS), topoisomerase II (Top II).…”

Section: Introductionmentioning

confidence: 99%