Cytotoxic and antioxidant potentials of ellagic acid derivatives from <i>Conocarpus lancifolius</i> (Combretaceae)

Purpose: Isolation, characterisation and structure elucidation of compounds obtained from Conocarpus lancifolius and screening of their pharmacological effects in vitro.Methods: After collection, authentication and extraction from whole C. lancifolius plants, screening for secondary metabolites, thin-layer chromatography and subsequent open column chromatography were performed for phytochemical analysis and subsequent purification of the compounds. The chemical structures of the isolated compounds were elucidated using spectroscopic (UV-visible, infrared and mass) spectroscopy, and nuclear magnetic resonance (1H-NMR, 13C-NMR including BB, DEPT-135, 90 and two-dimensional correlation techniques, including HMBC and HSQC). The cytotoxic and antioxidant potentials of extracts and compounds obtained from C. lancifolius were evaluated using in vitro models.Results: Two ellagic acid derivatives, 2,3,8-tri-o-methylellagic acid (A) and 3-O-methylellagic acid 4-O-β-D-glucopyranoside (B), were isolated. Both compounds (A and B) were cytotoxic in a variety of cancer cell lines, including murine lymphocytic leukaemia (P-388, half-maximal inhibitory concentration (IC50) =3.60 and 2.40 μg/mL, respectively), human colon cancer (Col-2, IC50 = 0.76 and 0.92 μg/mL, respectively) and human breast cancer (MCF-7, IC50 = 0.65 and 0.54 μg/mL, respectively). Moreover, both compounds showed significant antioxidant potential in vitro.Conclusion: C. lancifolius extract and isolated ellagic acid derivatives (compounds A and B) possess cytotoxic and antioxidant properties. These findings suggest that C. lancifolius contains bioactive compounds that can be potentially developed as natural cytotoxic and antioxidant compounds. Keywords: Conocarpus lancifolius, Ellagic acid, Combretaceae, Cytotoxic activity, Antioxidant

Download Full-text

Phytochemical and Molecular Dynamic Analysis of Novel Biomolecule Lancifotarene Extracted From Conocarpus Lancifolius as Cytotoxic, Antiurease and Antidiabetic Agent

10.21203/rs.3.rs-182619/v1 ◽

2021 ◽

Author(s):

Malik Saadullah ◽

Muhammad Asif ◽

Shabana Bibi ◽

Muhammad Ajmal Shah ◽

Tahir Ali Chohan ◽

...

Keyword(s):

Molecular Dynamic ◽

Antioxidant Properties ◽

Human Colon ◽

Lymphocytic Leukemia ◽

Human Lung Cancer ◽

Dynamic Simulations ◽

Human Colon Cancer ◽

Human Embryonic Kidney Cells ◽

Experimental Findings

Abstract A systematic study is designed to evaluate medicinal effects of dichloromethane extract and a novel compound from Conocarpus lancifolius which belongs to Family Combretaceae. Pharmacological experimental and computational analysis is performed for evaluation of anticancer, antidiuretic, alpha-glycosidase and antioxidant properties. Pharmacological potential of C. lancifolius extract and novel compound was determined for cytotoxic, antidiuretic, alpha glycosidase and antioxidant by using in vitro experimental analysis. Isolated novel compound lancifotarene showed cytotoxicity towards cancer cell lines including murine lymphocytic leukemia (P-388, IC50 = 2.65 μg/ml), human colon cancer (Col-2, IC50 = 0.84 μg/ml), human breast cancer (MCF-7, IC50 = 0.72 μg/ml), while no cytotoxicity observed towards human lung cancer (Lu-1), rat normal glioma cells (ASK, IC50 = 11.6 μg/ml) and human embryonic kidney cells (Kek293, IC50 = 6.74 μg/ml). Percentage inhibition at 0.5 mM of lancifotarene towards Urease inhibition was 66.54 ± 0.26 with IC50 = 162.70 ± 0.21 μM, and 82.58 ± 0.19 with IC50 = 72.45 ± 0.20 μM towards α-glucosidase inhibition. Molecular docking and molecular dynamic simulations reveal the stability of complexes by evaluation of root mean square deviation which correlate with the experimental findings, and identified lancifotarene as potential anti-proliferative, urease and alpha-glucosidase inhibitory agent.

Download Full-text

New Discorhabdin B Dimers with Anticancer Activity from the Antarctic Deep-Sea Sponge Latrunculia biformis

Marine Drugs ◽

10.3390/md18020107 ◽

2020 ◽

Vol 18 (2) ◽

pp. 107 ◽

Cited By ~ 3

Author(s):

Fengjie Li ◽

Dorte Janussen ◽

Deniz Tasdemir

Keyword(s):

Anticancer Activity ◽

Deep Sea ◽

Cancer Cell Line ◽

Human Colon ◽

Colon Cancer Cell Line ◽

Human Colon Cancer ◽

Chemical Structures ◽

Ic50 Values ◽

The Antarctic

Latrunculia sponges represent a rich source of discorhabdin-type pyrroloiminoquinone alkaloids, a few of which comprise a dimeric structure. The anticancer-activity-guided isolation of the n-hexane subextract of the Antarctic deep-sea sponge Latrunculia biformis yielded the known compound (−)-(1R,2R,6R,8S,6’S)-discorhabdin B dimer (1) and two new derivatives, (−)-(1S,2R,6R,8S,6’S)-discorhabdin B dimer (2) and (−)-(1R,2R,6R,8S,6’S)-16’,17’-dehydrodiscorhabdin B dimer (3). The chemical structures of compounds 1–3 were elucidated by means of HR-ESIMS, NMR, [α]D, ECD spectroscopy, and a comparison with the previously reported discorhabdin analogs. Compounds 1 and 2 showed significant in vitro anticancer activity against the human colon cancer cell line (HCT-116), with IC50 values of 0.16 and 2.01 µM, respectively. Compared to monomeric discorhabdins, dimeric discorhabdins are very rare in Nature. This study adds two new discorhabdin dimers (2 and 3) to this small pyrroloiminoquinone subfamily. This is also the first report of compound 1 as a natural product and the first assessment of its in vitro anticancer activity.

Download Full-text

Spectroscopic Characterization and Cytotoxicity Assessment towards Human Colon Cancer Cell Lines of Acylated Cycloartane Glycosides from Astragalus boeticus L.

Molecules ◽

10.3390/molecules24091725 ◽

2019 ◽

Vol 24 (9) ◽

pp. 1725 ◽

Cited By ~ 3

Author(s):

Vittoria Graziani ◽

Assunta Esposito ◽

Monica Scognamiglio ◽

Angela Chambery ◽

Rosita Russo ◽

...

Keyword(s):

Cell Lines ◽

Cell Model ◽

Growth Factor Receptor ◽

Human Colon ◽

Spectroscopic Characterization ◽

Human Colon Cancer ◽

Phytochemical Study ◽

Chemical Structures ◽

Cycloartane Glycosides

In several European countries, especially in Sweden, the seeds of the species Astragalus boeticus L. were widely used as coffee substitutes during the 19th century. Nonetheless, data regarding the phytochemistry and the pharmacological properties of this species are currently extremely limited. Conversely, other species belonging to the Astragalus genus have already been extensively investigated, as they were used for millennia for treating various diseases, including cancer. The current work was addressed to characterize cycloartane glycosides from A. boeticus, and to evaluate their cytotoxicity towards human colorectal cancer (CRC) cell lines. The isolation of the metabolites was performed by using different chromatographic techniques, while their chemical structures were elucidated by nuclear magnetic resonance (NMR) (1D and 2D techniques) and electrospray-ionization quadrupole time-of-flight (ESI-QTOF) mass spectrometry. The cytotoxic assessment was performed in vitro by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assays in Caco-2, HT-29 and HCT-116 CRC cells. As a result, the targeted phytochemical study of A. boeticus enabled the isolation of three new cycloartane glycosides, 6-O-acetyl-3-O-(4-O-malonyl)-β-d-xylopyranosylcycloastragenol (1), 3-O-(4-O-malonyl)-β-d-xylopyranosylcycloastragenol (2), 6-O-acetyl-25-O-β-d-glucopyranosyl-3-O-β-d-xylopyranosylcycloastragenol (3) along with two known compounds, 6-O-acetyl-3-O-β-d-xylopyranosylcycloastragenol (4) and 3-O-β-d-xylopyranosylcycloastragenol (5). Importantly, this work demonstrated that the acetylated cycloartane glycosides 1 and 4 might preferentially inhibit cell growth in the CRC cell model resistant to epidermal growth factor receptor (EGFR) inhibitors.

Download Full-text

Promising Potential of Crude Polysaccharides from Sparassis crispa against Colon Cancer: An In Vitro Study

Nutrients ◽

10.3390/nu13010161 ◽

2021 ◽

Vol 13 (1) ◽

pp. 161

Author(s):

Natalia Nowacka-Jechalke ◽

Renata Nowak ◽

Marta Kinga Lemieszek ◽

Wojciech Rzeski ◽

Urszula Gawlik-Dziki ◽

...

Keyword(s):

Colon Cancer ◽

Antioxidant Properties ◽

Membrane Integrity ◽

In Vitro Study ◽

Human Colon ◽

Human Colon Cancer ◽

Sparassis Crispa ◽

Normal Human ◽

Cancer Types

The aim of the present study was to evaluate in vitro the beneficial potential of crude polysaccharides from S. crispa (CPS) in one of the most common cancer types—colon cancer. The determination of the chemical composition of CPS has revealed that it contains mostly carbohydrates, while proteins or phenolics are present only in trace amounts. 1H NMR and GC–MS methods were used for the structural analysis of CPS. Biological activity including anticancer, anti-inflammatory and antioxidant properties of CPS was investigated. CPS was found to be non-toxic to normal human colon epithelial CCD841 CoN cells. Simultaneously, they destroyed membrane integrity as well as inhibited the proliferation of human colon cancer cell lines: Caco-2, LS180 and HT-29. Antioxidant activity was determined by various methods and revealed the moderate potential of CPS. The enzymatic assays revealed no influence of CPS on xanthine oxidase and the inhibition of catalase activity. Moreover, pro-inflammatory enzymes such as cyclooxygenase-2 or lipooxygenase were inhibited by CPS. Therefore, it may be suggested that S. crispa is a valuable part of the regular human diet, which may contribute to a reduction in the risk of colon cancer, and possess promising activities encouraging further studies regarding its potential use as chemopreventive and therapeutic agent in more invasive stages of this type of cancer.

Download Full-text

QUALITATIVE AND QUANTITATIVE PHYTOCHEMICAL SCREENING AND IN VITRO ANTIOXIDANT EVALUATION OF PERGULARIA DAEMIA

FLORA AND FAUNA ◽

10.33451/florafauna.v24i2pp350-354 ◽

2018 ◽

Vol 24 (2) ◽

Author(s):

GITA MISHRA ◽

HEMESHWER KUMAR CHANDRA ◽

NISHA SAHU ◽

SATENDRA KUMAR NIRALA ◽

MONIKA BHADAURIA

Keyword(s):

Reducing Sugars ◽

Antioxidant Properties ◽

Phytochemical Analysis ◽

Phytochemical Screening ◽

Qualitative And Quantitative ◽

The Family ◽

Ethanolic Extracts ◽

Antioxidant Evaluation ◽

In Vitro Antioxidant Activity

Pergularia daemia belongs to the family Asclepiadaceae, known to have anticancer, anti-inflammatory activity. Aim of the present study was to evaluate qualitative and quantitative phytochemical and antioxidant properties of ethanolic extracts of leaf, stem and root parts of P. daemia . Preliminary phytochemical analysis and in vitro antioxidant properties were evaluated by standard methods. The qualitative phytochemical analysis of P. daemia showed presence of flavonoids, tannins, alkaloid, phytosterol, carbohydrate, phenol, saponin, glycosides, terpenoids, steroids proteins and reducing sugars. Quantitative analysis showed polyphenol, flavonoid, flavonone, flavone and flavonol in P. daemia leaves, stem and root in considerable quantity. The in vitro antioxidant activity of P. daemia clearly demonstrated that leaf, stem and root parts have prominent antioxidant properties and was effective in scavenging free radicals.

Download Full-text

Preliminary Study on Pasta Samples Characterized in Antioxidant Compounds and Their Biological Activity on Kidney Cells

Nutrients ◽

10.3390/nu13041131 ◽

2021 ◽

Vol 13 (4) ◽

pp. 1131 ◽

Cited By ~ 1

Author(s):

Federico Di Marco ◽

Francesco Trevisani ◽

Pamela Vignolini ◽

Silvia Urciuoli ◽

Andrea Salonia ◽

...

Keyword(s):

Indoleacetic Acid ◽

Antioxidant Properties ◽

Antioxidant Compounds ◽

Kidney Cells ◽

Hek 293 ◽

293 Cells ◽

High Concentrations ◽

Β Carotene ◽

Egg Pasta

Pasta is one of the basic foods of the Mediterranean diet and for this reason it was chosen for this study to evaluate its antioxidant properties. Three types of pasta were selected: buckwheat, rye and egg pasta. Qualitative–quantitative characterization analyses were carried out by HPLC-DAD to identify antioxidant compounds. The data showed the presence of carotenoids such as lutein and polyphenols such as indoleacetic acid, (carotenoids from 0.08 to 0.16 mg/100 g, polyphenols from 3.7 to 7.4 mg/100 g). To assess the effect of the detected metabolites, in vitro experimentation was carried out on kidney cells models: HEK-293 and MDCK. Standards of β-carotene, indoleacetic acid and caffeic acid, hydroalcoholic and carotenoid-enriched extracts from samples of pasta were tested in presence of antioxidant agent to determine viability variations. β-carotene and indoleacetic acid standards exerted a protective effect on HEK-293 cells while no effect was detected on MDCK. The concentrations tested are likely in the range of those reached in body after the consumption of a standard pasta meal. Carotenoid-enriched extracts and hydroalcoholic extracts showed different effects, observing rescues for rye pasta hydroalcoholic extract and buckwheat pasta carotenoid-enriched extract, while egg pasta showed milder dose depending effects assuming pro-oxidant behavior at high concentrations. The preliminary results suggest behaviors to be traced back to the whole phytocomplexes respect to single molecules and need further investigations.

Download Full-text

Extraction of Antioxidant Compounds from Blueberry Fruit Waste and Evaluation of Their In Vitro Biological Activity in Human Keratinocytes (HaCaT)

Food Analytical Methods ◽

10.1007/s12161-021-02056-7 ◽

2021 ◽

Author(s):

Tomasz Piechowiak ◽

Bartosz Skóra ◽

Katarzyna Grzelak-Błaszczyk ◽

Michał Sójka

Keyword(s):

Antioxidant Activity ◽

Antioxidant Properties ◽

Waste Material ◽

Lower Amount ◽

Process Time ◽

Antioxidant Compounds ◽

Mass Unit ◽

Diet Supplements ◽

Study Results

AbstractThe purpose of this study was to investigate the biological properties of an extract obtained from the waste of blueberry fruit. The study covered the optimization of extraction of antioxidants from blueberry pomace and the determination of antioxidant properties of the extract using HaCaT as the model organism. Research showed that the yield of antioxidants extraction from blueberry waste was dependent on the applied extraction conditions. Based on the mathematical models, the optimal conditions of extraction process in which the maximum quantity of antioxidant compounds is achieved from the waste mass unit, i.e., the relation of the waste mass to the volume of ethanol equal to 1:17.36, and process time equal to 1000 s. The obtained extract was characterized by high antioxidant activity, which was shaped by high content of polyphenols, mainly anthocyanins. Moreover, the extract showed a high ability to protect HaCaT cells from the occurrence of oxidative stress induced by H2O2. Cells treated with the extract and H2O2 generated a lower amount of ROS than cells treated with H2O2 only. The obtained results will be base of further studies on applying the extract in production of diet supplements and functional foods with increased antioxidant activity. Moreover, the main research material is blueberry pomace which is a troublesome waste material for juice producers. Consequently, according to a sustainable development idea, the study results will provide an opportunity to increase interest in the problem of rational use of the waste material to a certain extent.

Download Full-text