scholarly journals The Cytotoxic Properties of Some Tricyclic 1,3-Dithiolium Flavonoids

Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2459 ◽  
Author(s):  
Laura G. Sarbu ◽  
Sergiu Shova ◽  
Dragos Peptanariu ◽  
Isabela A. Sandu ◽  
Lucian M. Birsa ◽  
...  

Background: Due to the emergence of multidrug resistant microorganisms, new classes of antibiotics are needed. In this paper, we present the cytotoxic effects of five tricyclic flavonoids, one of which was previously identified as a potent antimicrobial agent. Methods: All five derivatives were tested against human HOS and MCF7 cancer cell lines using a wound scratch assay. The cytotoxic properties of previously reported flavonoid 4a were also evaluated using the standard MTS (3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium, inner salt) and live/dead assays, using NHDF, HOS and MCF7 cell lines. Results: All five derivatives were found to inhibit to some degree the proliferation of cancer cells. 4a was also found to be less toxic towards regular versus cancerous human cells. Moreover, the minimum bactericidal concentration of 4a against Staphylococcus aureus was found to be non-toxic for any of the tested human cell lines. Conclusions: Derivative 4a has the potential of being used as a therapeutic agent against certain microorganisms. Further structure optimization is required for use against tumors.

Author(s):  
Samira Hasanbeiglu ◽  
Kamran Hosseini ◽  
Ommoleila Molavi ◽  
Parina Asgharian ◽  
Vahideh Tarhriz

Background: Eryngium is genus flowering plants in the Umbelliferae family having pharmacological properties such as anti-inflammatory and anti-diabetic. Given the nature of melanoma and breast cancers in recent years and the fact that the anti-cancer properties of Eryngium billardieri on mentioned cell lines have not been studied, the present study conducted to explore these properties. Objective: The mechanisms of cytotoxicity and apoptosis of aerial parts of various extracts and fractions of E. billardieri on cancerous cells and normal cells were investigated. Methods: Samples were collected from natural habitats, dried and then extracted by Soxhlet apparatus with solvents of n-Hex, DCM and methanol, respectively. The cytotoxic effects of the extracts were investigated by MTT method on MCF7, B16 and HFF-2 classes for 24 and 48 hours. Flowcytometry, was also used to investigate the mechanism of cytotoxicity and confirming by Real-time PCR of p53 and Bax genes, which codes apoptosis regulator proteins. Meanwhile, volatile compounds of extracts were identified by GC-MS method. Results: The obtained data showed that the n-Hex extract of E. billardieri on B-16 and MCF7 cell lines and dichromethane extract on MCF7 cell line had the most significant cytotoxic effect compared to DMSO control (p value <0.001). Our finding showed that the mechanism of n-Hex extract with 80% and 100% vlc fractions on B16 induced apoptotic compared to HFF-2 control cells, moreover, n-Hex extract and 80% vlc fraction on MCF7 was apoptotic. The major compounds of n-Hex, DCM and 80% and 100% fractions of n-Hex extract obtained from GC-MS are non-terpenoid. Conclusion: Non-terpenoids compounds of E. billardieri can be the responsible for showing the most cytotoxic effects on MCF7 and B16 cell lines with apoptotic mechanism and n-Hex extract had the most significant inhibitory effect on cancerous cells compared to the HFF-2 control cells by the mechanism of apoptosis.


2020 ◽  
Vol 2020 ◽  
pp. 1-11
Author(s):  
Michel-Gael F. Guefack ◽  
Francois Damen ◽  
Armelle T. Mbaveng ◽  
Simplice Beaudelaire Tankeo ◽  
Gabin T. M. Bitchagno ◽  
...  

The global cancer burden remains a serious concern with the alarming incidence of one in eight men and one in eleven women dying in developing countries. This situation is aggravated by the multidrug resistance (MDR) of cancer cells that hampers chemotherapy. In this study, the cytotoxicity of the methanol extract (HRB), fractions (HRBa, HRBb, and HRBa1-5), and compounds from the bark of Hypericum roeperianum (HRB) was evaluated towards a panel of 9 cancer cell lines. The mode of action of the HRB and trichadonic acid (1) was also studied. Column chromatography was applied to isolate the constituents of HRB. The cytotoxicity of botanicals and phytochemicals was evaluated by the resazurin reduction assay (RRA). Caspase-Glo assay was used to evaluate the activity of caspases, and reactive oxygen species (ROS) (H2DCFH-DA) were assessed by flow cytometry. Phytochemicals isolated from HRB were trichadonic acid (1), fridelan-3-one (2), 2-hydroxy-5-methoxyxanthone (3), norathyriol (4), 1,3,5,6-tetrahydroxyxanthone (5), betulinic acid (6), 3′-hydroxymethyl-2′-(4″-hydroxy-3″,5″-dimethoxyphenyl)-5′,6′:5,6-(6,8-dihydroxyxanthone)-1′,4′-dioxane (7), and 3′-hydroxymethyl-2′-(4″-hydroxy-3″,5″-dimethoxyphenyl)-5′,6′:5,6-(xanthone)-1′,4′-dioxane (8). Botanicals HRB, HRBa, HRBa2-4, HRBb, and doxorubicin displayed cytotoxic effects towards the 9 tested cancer cell lines. The recorded IC50 values ranged from 11.43 µg/mL (against the P-glycoprotein (gp)-overexpressing CEM/ADR5000 leukemia cells) to 26.75 µg/mL (against HCT116 (p53+/+) colon adenocarcinoma cells) for the crude extract HRB. Compounds 1, 5, and doxorubicin displayed cytotoxic effects towards the 9 tested cancer cell lines with IC50 values varying from 14.44 µM (against CCRF-CEM leukemia cells) to 44.20 µM (against the resistant HCT116 (p53−/−) cells) for 1 and from 38.46 µM (against CEM/ADR5000 cells) to 112.27 µM (against the resistant HCT116 (p53−/−) cells) for 5. HRB and compound 1 induced apoptosis in CCRF-CEM cells. The apoptotic process was mediated by enhanced ROS production for HRB or via caspases activation and enhanced ROS production for compound 1. This study demonstrated that Hypericum roeperianum is a potential source of cytotoxic phytochemicals such as trichadonic acid and could be further exploited in cancer chemotherapy.


2003 ◽  
Vol 144 ◽  
pp. s58 ◽  
Author(s):  
I. De Angelis ◽  
A. Giuliano Albo ◽  
C. Nebbia ◽  
A. Stammati ◽  
F. Zampaglioni ◽  
...  

1983 ◽  
Vol 17 (3) ◽  
pp. 239-247 ◽  
Author(s):  
Toshihiro Miyoshi ◽  
Shigeo Ogawa ◽  
Toshinori Kanamori ◽  
Masahiro Nobuhara ◽  
Masayoshi Namba

2021 ◽  
Vol 12 ◽  
Author(s):  
Gaoran Liu ◽  
Ruiyun Huo ◽  
Yanan Zhai ◽  
Ling Liu

Three new secondary metabolites pestalothenins A–C (1–3), including two new humulane-derived sesquiterpeniods (1 and 2) and one new caryophyllene-derived sesquiterpeniod (3), together with five known compounds (4–8) were isolated from the crude extract of the plant endophytic fungus Pestalotiopsis theae (N635). Their structures were elucidated by the extensive analyses of HRESIMS and NMR spectroscopic data. The absolute configurations of 1–3 were determined by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. The cytotoxic effects of these compounds were evaluated in vitro. Compound 6 showed moderate cytotoxicity against T24 and MCF7 cell lines. In addition, compounds 1–8 were also evaluated for antibacterial activity.


2015 ◽  
Vol 2015 ◽  
pp. 1-9 ◽  
Author(s):  
Petra Lovecka ◽  
Marketa Thimova ◽  
Petra Grznarova ◽  
Jan Lipov ◽  
Zdenek Knejzlik ◽  
...  

The benzonitrile herbicides bromoxynil, chloroxynil, dichlobenil, and ioxynil have been used actively worldwide to control weeds in agriculture since 1970s. Even though dichlobenil is prohibited in EU since 2008, studies addressing the fate of benzonitrile herbicides in the environment show that some metabolites of these herbicides are very persistent. We tested the cytotoxic effects of benzonitrile herbicides and their microbial metabolites using two human cell lines, Hep G2 and HEK293T, representing liver and kidneys as potential target organs in humans. The cell viability and proliferation were determined by MTT test and RTCA DP Analyzer system, respectively. The latter allows real-time monitoring of the effect of added substances. As the cytotoxic compounds could compromise cell membrane integrity, the lactate dehydrogenase test was performed as well. We observed high toxic effects of bromoxynil, chloroxynil, and ioxynil on both tested cell lines. In contrast, we determined only low inhibition of cell growth in presence of dichlobenil and microbial metabolites originating from the tested herbicides.


Author(s):  
Jamal I. Elzwai ◽  
Mohamed A. Ahmed ◽  
Kofi A. Aidoo ◽  
Allan A. Candlish ◽  
Alyaa M. Homoud

Author(s):  
Rim Timoumi ◽  
Ines Amara ◽  
Intidhar Ben Salem ◽  
Salwa Abid‐Essefi

Chemosphere ◽  
2013 ◽  
Vol 92 (9) ◽  
pp. 1117-1125 ◽  
Author(s):  
Josefina Cortés-Eslava ◽  
Sandra Gómez-Arroyo ◽  
Francisco Arenas-Huertero ◽  
Saúl Flores-Maya ◽  
Martha E. Díaz-Hernández ◽  
...  

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