Synthesis and anticancer activity of some 5-fluoro-2′-deoxyuridine phosphoramidates

Lewandowska, Marta; Ruszkowski, Piotr; Chojnacka, Kinga; Kleczewska, Natalia; Hoffmann, Marcin; Kacprzak, Karol; Celewicz, Lech

doi:10.1016/j.bmc.2016.04.003

Cited by 9 publications

(5 citation statements)

References 47 publications

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“…Based on the results obtained by the MTT assay, only compound 2e approximated the cytotoxic level of doxorubicin. However, a previous report showed that cytarabine displayed lower cytotoxic activity with GI 50 values of 3–5 μM when determined with the SRB assay . Based on this, it can be assumed that the four compounds exhibited similar cytotoxic activity levels as compared with cytarabine.…”

Section: Resultsmentioning

confidence: 85%

Cytotoxic and trypanocidal activities of cinchona alkaloid derivatives

et al. 2018

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A series of 27 cinchona alkaloid derivatives (1f-w, 2a-e and 3a-d) were investigated for their cytotoxic and trypanocidal activities using seven different cancer cell lines (KB, HeLa, MCF-7, A-549, Hep-G2, U-87 and HL-60), two normal cell lines (HDF and CHO) and bloodstream forms of Trypanosoma brucei brucei, respectively. Four compounds (1u, 1w, 2e and 3d) were identified with promising cytotoxic activity with 50% growth inhibition (GI ) values below 10 μM. Two (2e and 3d) of the four compounds also exhibited potent anti-trypanosomal activity with GI values of 0.3-0.4 μM. All four active compounds represented derivatives modified at their C-9 hydroxy group. With respect to anti-proliferative activity and selectivity, 2e (epi-N-quinidyl-N'-bis(3,5-trifluoromethyl)phenylthiourea) proved to be the most promising derivative for both cancer cells and bloodstream forms of T. b. brucei. The cytotoxic activity of compounds 1u, 1w, 2e and 3d was attributed to their ability to induce apoptosis in cancer cells. The results demonstrate the potential of cinchona alkaloid derivatives as novel anti-cancer and anti-trypanosome drug candidates.

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Section: Resultsmentioning

confidence: 85%

Cytotoxic and trypanocidal activities of cinchona alkaloid derivatives

et al. 2018

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“…Advanced and metastatic breast cancer patients are in urgent need for therapeutic innovations. Others and we previously reported a series of phosphoramidate substituted nucleoside analogs as potential anti-cancer drugs [1][2][3][4][5][6][7]. An aryl phosphate derivative of zidovudine showed promising activity in preclinical models of leukemia [8].…”

Section: Introductionmentioning

confidence: 99%

Chemopreventive efficacy of stampidine in a murine breast cancer model

Şahin

Orhan

Ozercan

et al. 2020

Expert Opinion on Therapeutic Targets

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Background:The purpose of the present study was to examine the chemopreventive effect of Stampidine, an aryl phosphate derivative of stavudine, in side by side comparison with the standard anti-breast cancer drug paclitaxel in the well-established 7,12-dimethylbenz(a)anthracene (DMBA)-induced murine breast cancer model. Methods: Groups of 20 female mice were challenged with the chemical carcinogen DMBA. DMBA-challenged mice were assigned to various chemoprevention treatments, including stampidine alone, paclitaxel alone, and stampidine plus paclitaxel according to the same treatment schedules for 25 weeks.

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“…The prolonged pre‐reproductive period in rotifers indicated increased maternal age; thus, the decreased hatching rate might also have been associated with a prolonged pre‐reproductive period under FUdR stress. Furthermore, FUdR disrupts the supplement of thymidine deoxynucleotide, thus preventing DNA synthesis and cell proliferation, and retarding mitosis in embryos (Lewandowska et al, 2016; Rico et al, 2018; Van Ginkel et al, 2015). In this study, the hatching rate of rotifer eggs was fully inhibited by an FUdR concentration of 260 μg/L.…”

Section: Resultsmentioning

confidence: 99%

“…The 5-fluoro-2'-deoxyuridine (FUdR) is a nucleoside anticancer that can prevent DNA synthesis and cell proliferation by disrupting the supplement of thymidine deoxynucleotide and is an FDAapproved (Food and Drug Administration, US) medication for the treatment of cancer. (Lewandowska et al, 2016;Mcguigan et al, 2011;Parker, 2009;Rico et al, 2018). In ecological toxicology research, FUdR has been used to eliminate the interference caused by rotifer reproduction (Van Ginkel et al, 2015).…”

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confidence: 99%

Possibilities of using 5‐Fluoro‐2'‐deoxyuridine in controlling rotifer contamination in cultivation of Spirulina platensis

Lian

Chai

et al. 2022

Aquaculture Research

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To develop an effective technique for decreasing rotifer contamination in Spirulina platensis cultivation, the effects of 5‐fluoro‐2'‐deoxyuridine (FUdR; 0, 60, 110, 160, 210, and 260 μg/L) on the development, reproduction and population growth of the rotifer, Brachionus plicatilis and on the growth, photosynthetic properties and nutritional composition of S. platensis were investigated. The results showed that the negative effects of FUdR on the pre‐reproductive period, the number of total eggs per female and the egg hatching rate of rotifers were dose‐dependent. The egg hatching of rotifers was fully inhibited by exposure to 260 μg/L FUdR. The effects of FUdR on the biomass, maximum quantum yield (Fv/Fm), effective quantum yield (φPSII), amino acid content and fatty acid composition of S. platensis were not significant. Therefore, these results suggest that FUdR has excellent potential for controlling grazing zooplankton contamination in microalgal cultivation.

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Synthesis and anticancer activity of some 5-fluoro-2′-deoxyuridine phosphoramidates

Cited by 9 publications

References 47 publications

Cytotoxic and trypanocidal activities of cinchona alkaloid derivatives

Cytotoxic and trypanocidal activities of cinchona alkaloid derivatives

Chemopreventive efficacy of stampidine in a murine breast cancer model

Possibilities of using 5‐Fluoro‐2'‐deoxyuridine in controlling rotifer contamination in cultivation of Spirulina platensis

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