In this study we designed and synthesized sixteen new derivatives of 7-amino-4-methylquinolin-2(1H)-one with potential anticancer activity. The structures of synthesized compounds were confirmed by 1H and 13C NMR. The activity of novel substances was evaluated by cell viability assay and wound healing assay. In vitro tests for series of sixteen novel compounds were performed. The results showed that examined compounds are selective for cancer cells, but their activity for various types of cancer is different. Three of new compounds presented ability to inhibit cells migration. The novel compounds constitute a good starting point for further studies and optimization of structure for new therapeutically effective anti-cancerous drugs. Seven compounds, which showed the highest rate of cell inhibition, were selected for further studies.
Thymus serpyllum L. (T.serpyllum) has a great interest as a potential plant component, which is used in the production of fermented milk products with anticancer effect. The plant material was collected at the flowering stage. Chemical composition of essential oil and flavonoids from the aerial parts of the T. serpyllum, grown in the Southern Altai of the East Kazakhstan region, has been investigated for the first time. Output of the essential oil received from the aerial part of the plant in the flowering stage was on average 0,2%. Forty-one compounds were identified in T. serpyllum essential oil, which accounts for 96, 1% of the total oil. The main components of the oil were thymol (41,8%), γ-terpinene (15,3%), o-cymene (10,9%). Apart from the composition of essential oils, there were shown some flavonoids, such asapigenin 7 glucoside (0.24 % of dried plant material), luteolin (0,039 %), quercetin (0,006 %), which demonstrated a cytotoxic effect on cancer cells. In our experiments, luteolin had greater cytotoxic effect on cancer cells HCT-15 than quercetin. IC50 value of quercetin (100 μM) was higher than that of luteolin (50 μM).
Selenium is a trace element supplied to the human body with food of plant and animal origin. It is a component of many enzymes with antioxidant activity, such as: glutathione peroxidase, seleniumprotein P, thioredoxin reductase and phospholipid hydroperoxide glutathione peroxidase. Being a component of enzymes, it protects cells against deformation and genetic damage thanks to the properties that inhibit the processes of lipid peroxidation, nucleic acids (DNA, RNA). The human body contains about 10-15 mg of selenium, 60% of which is found in erythrocytes, and 40% in blood. The problem of Poland and neighboring countries is the lack of this element in the soil, and therefore in the organisms of herbivorous farm animals. The lack of selenium in the meat of these animals causes significant deficiencies in the human body. In addition, due to the lack of this element in the soil, vegetables and preparations obtained from it do not constitute a suitable dietary source and intensify the problem of deficiency of this element in Europeans. Many studies indicate that both organic and inorganic selenium compounds reduce the progression of cancer by reducing the migration of cancer cells, inhibiting angiogenesis, and consequently reduce metastases.
In this study we designed and synthesized twenty new derivatives of 2-(4-benzoyl-1-piperazinyl)-quinoline and 2-(4-cinnamoyl-1-piperazinyl)-quinoline with potential anticancer activity. The structures of synthesized compounds were confirmed by 1H and 13C NMR spectroscopy and MS spectrometry. The activity of novel compounds was evaluated in the cell viability assay as well as in the wound healing assay. Presented data show that examined substances have anticancer activity in cell culture. Seven compounds which showed a high rate of cell growth inhibition were selected for further studies. Three of them strongly reduced growth of B16F10 cells. The novel compounds constitute a good base for further studies and optimization of structure for new therapeutically effective anti-cancerous drugs.
This work concentrated on the utility of hydrazonoyl halides in synthesis of bioactive heterocycles like triazoles, pyrazoles, pyrimidines and their fused derivatives which have a wide spectrum of pharmaceutical value. Herein we discussed the synthesis of new heterocyclic compounds containing fused pyrimidine rings derived from hydrazonoyl halides and their significant pharmaceutical importance as anticancer agents. New fused pyrimidine derivatives bearing 1,2,3-triazole moiety were prepared via reaction of enaminone 2 with and 6-amino-2-thioxo-pyrimidin-4-one and then with hydrazonoyl chlorides 6a-h. In addition 3-amino-6-(2-oxo-2H-chromen-3-yl)pyridine-2-carbonitrile (12) was submitted to react with carbon dioxide to afford 3-(1,2,3,4-tetrahydro-2,4-dithioxopyrido[2,3-d]pyrimidin-7-yl)-2H-chromen-2-one (15), which act as key molecule for synthesis of new series of fused prymidinethione derivatives containing coumarine moiety via its reaction with different selected derivatives of hydrazonoyl halides 6a-h. Structures of the newly synthesized compounds were confirmed using spectral data (IR, H1NMR and Mass spectrometry) and microanalytical methods. Also, they screened for their anticancer activity.
Genistein, the principal isoflavone constituent of soybean, attracts much attention as a natural molecule with significant affinity towards targets of potential medicinal interest, but also as a food supplement or prospective chemopreventive agent. Since its physicochemical properties are considered suboptimal for drug development, much effort has been invested in designing its analogs and conjugates in hope to obtain compounds with improved efficacy and selectivity. The aim of this article is to summarize current knowledge about the properties of synthetic genistein derivatives and to discuss possible clinical application of selected novel compounds. Some basic information concerning chemical reactivity of genistein, relevant to the synthesis of its derivatives, is also presented.
A series of new benzimidazole derivatives were synthesized and tested in vitro for possible anticancer activity. Their effect of proliferation into selected tumor cell lines at normoxia and hypoxia conditions was determined by WST-1 test. Additionally, apoptosis test (caspase 3/7 assay) was used to check the mode caused by the agents of cell death. Four of the examined compounds (7, 8, 13, 11) showed a very good antiproliferative effect and three of them were specific for hypoxia conditions (8, 14, 11). Compound 8 was the most cytotoxic against human lung adenocarcinoma A549 cells at hypoxic conditions. Hypoxia/ normoxia cytotoxic coefficient of compound 14 (4.75) is close to hypoxia/normoxia cytotoxic coefficient of tirapazamine (5.59) - a reference compound in our experiments and this parameter locates it between mitomycin C and 2-nitroimidazole (misonidazole). Screening test of caspase-dependent apoptosis proved that exposure to A549 cells of compounds 7-8 and 13-14 for 48 h promote apoptotic cell death. These results supplement our earlier study of the activity of new potentialy cytotoxic heterocyclic compounds against selected tumor cells.
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