Antiparasitic, anti-inflammatory and cytotoxic activities of 2D coordination polymers based on 1H-indazole-5-carboxylic acid

Garcı́a-Valdivia, Antonio A.; García-García, Amalia; Jannus, Fatin; Zabala-Lekuona, Andoni; Méndez‐Arriaga, José M.; Fernández, Belén; Medina-O'Donnell, Marta; Ramírez-Rodríguez, Gloria Belén; Delgado-López, José Manuel; Pastrana‐Martínez, Luisa M.; Cepeda, Javier; Lupiáñez, José A.; Reyes‐Zurita, Fernando J.; Rodríguez-Diéguez, Antonio

doi:10.1016/j.jinorgbio.2020.111098

Cited by 13 publications

(4 citation statements)

References 49 publications

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“…Its production is activated in response to pro-inflammatory signals as cytokines such as TNFα (tumor necrosis factor α) or INF-γ (interferon-γ), enterotoxin, or LPS (either bacterial lipopolysaccharide), in macrophages [ 44 ]. Here, the decrease of NO concentration has been used as an indirect marker of the inflammatory process [ 44 , 45 ]. In the inflammatory response process, NO is released as an intermediate or second messenger.…”

Section: Resultsmentioning

confidence: 99%

Diclofenac N-Derivatives as Therapeutic Agents with Anti-Inflammatory and Anti-Cancer Effect

Pretel

Jannus

García-García

et al. 2021

IJMS

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A series of diclofenac N-derivatives (2, 4, 6, 8c, 9c, 10a-c) were synthesized in order to test their anti-cancer and anti-inflammatory effects. The anticarcinogen activity has been assayed against three cancer cell lines: HT29, human colon cancer cells; Hep-G2, human hepatic cells; and B16-F10, murine melanoma cells. First, we determined the cytotoxicity of the different compounds, finding that the most effective compound was compound 8c against all cell lines and both compounds 4 and 6 in human Hep-G2 and HT29 cell lines. Compounds 4 and 8c were selected for the percentage of apoptosis determination, cell cycle distribution, and mitochondrial membrane potential measure because these products presented the lowest IC50 values in two of the three cancer cell lines assayed (B16-F10 and HepG2), and were two of the three products with lowest IC50 in HT29 cell line. Moreover, the percentages of apoptosis induction were determined for compounds 4 and 8c, showing that the highest values were between 30 to 60%. Next, the effects of these two compounds were observed on the cellular cycle, resulting in an increase in the cell population in G2/M cell cycle phase after treatment with product 8c, whereas compound 4 increased the cells in phase G0/G1, by possible differentiation process induction. Finally, to determine the possible apoptosis mechanism triggered by these compounds, mitochondrial potential was evaluated, indicating the possible activation of extrinsic apoptotic mechanism. On the other hand, we studied the anti-inflammatory effects of these diclofenac (DCF) derivatives on lipopolysaccharide (LPS) activated RAW 264.7 macrophages-monocytes murine cells by inhibition of nitric oxide (NO) production. As a first step, we determined the cytotoxicity of the synthesized compounds, as well as DCF, against these cells. Then, sub-cytotoxic concentrations were used to determine NO release at different incubation times. The greatest anti-inflammatory effect was observed for products 2, 4, 8c, 10a, 10b, and 9c at 20 µg·mL−1 concentration after 48 h of treatment, with inhibition of produced NO between 60 to 75%, and a concentration that reduces to the 50% the production of NO (IC50 NO) between 2.5 to 25 times lower than that of DCF. In this work, we synthesized and determined for the first time the anti-cancer and anti-inflammatory potential of eight diclofenac N-derivatives. In agreement with the recent evidences suggesting that inflammation may contribute to all states of tumorigenesis, the development of these new derivatives capable of inducing apoptosis and anti-inflammatory effects at very low concentrations represent new effective therapeutic strategies against these diseases.

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Section: Resultsmentioning

confidence: 99%

Diclofenac N-Derivatives as Therapeutic Agents with Anti-Inflammatory and Anti-Cancer Effect

Pretel

Jannus

García-García

et al. 2021

IJMS

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“…Green block single crystals of Ni–Ci-2D were obtained from the same synthetic procedure used for Co–Ci-2D except that Co(NO 3 ) 2 ·6H 2 O was replaced by Ni(NO 3 ) 2 ·6H 2 O, which is different from the reported methods. 101 Yield: 53% based on H 2 Ci·HCl. IR (KBr, cm −1 ): 3286(br), 3122(m), 2994(w), 2960(m), 2926(m), 2877(m), 2806(w), 2492(w), 2307(w), 1657(s), 1627(s), 1586(m), 1562(m), 1549(m), 1510(w), 1494(w), 1450(m), 1394(vs), 1349(w), 1295(w), 1257(m), 1216(m), 1121(w), 1102(m), 1081(m), 1059(w), 960(m), 919(m), 894(w), 865(m), 821(m), 780(s), 739(w), 685(m), 663(m), 584(w), 545(w), 441(w).…”

Section: Experimental Methodsmentioning

confidence: 99%

Structural transformation of metal–organic frameworks and identification of electrocatalytically active species during the oxygen evolution reaction under neutral conditions

Liang

Wang

Feng

et al. 2023

Inorg. Chem. Front.

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“…The antiprotozoan activity of indazole derivatives has been recently reported ( 153 ). The indazole core is a very important basic structure in pharmacochemistry, and it is widely used to regulate the inflammatory response ( 154 , 155 ). Considering that protozoan infections are associated with the inflammatory response, researchers designed a group of 2H indazole derivatives to treat parasite infections.…”

Section: Extracellular Parasitesmentioning

confidence: 99%

The roles of COX-2 in protozoan infection

2023

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Protozoan diseases cause great harm in animal husbandry and require human-provided medical treatment. Protozoan infection can induce changes in cyclooxygenase-2 (COX-2) expression. The role played by COX-2 in the response to protozoan infection is complex. COX-2 induces and regulates inflammation by promoting the synthesis of different prostaglandins (PGs), which exhibit a variety of biological activities and participate in pathophysiological processes in the body in a variety of ways. This review explains the roles played by COX-2 in protozoan infection and analyzes the effects of COX-2-related drugs in protozoan diseases.

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Antiparasitic, anti-inflammatory and cytotoxic activities of 2D coordination polymers based on 1H-indazole-5-carboxylic acid

Cited by 13 publications

References 49 publications

Diclofenac N-Derivatives as Therapeutic Agents with Anti-Inflammatory and Anti-Cancer Effect

Diclofenac N-Derivatives as Therapeutic Agents with Anti-Inflammatory and Anti-Cancer Effect

Structural transformation of metal–organic frameworks and identification of electrocatalytically active species during the oxygen evolution reaction under neutral conditions

The roles of COX-2 in protozoan infection

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