scholarly journals Host-Guest Complexation of Oxaliplatin and Para-Sulfonatocalix[n]Arenes for Potential Use in Cancer Therapy

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5926
Author(s):  
Sherif Ashraf Fahmy ◽  
Fortuna Ponte ◽  
Iten M. Fawzy ◽  
Emilia Sicilia ◽  
Udo Bakowsky ◽  
...  
Keyword(s):  
Cancer Therapy ◽  
Cancer Therapeutics ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Therapeutic Drugs ◽  
Plot Analysis ◽  
The Stability ◽  
Reaction Stoichiometry ◽  
Potential Use ◽  
Mcf 7

P-sulfonatocalix[n]arenes have demonstrated a great potential for encapsulation of therapeutic drugs via host-guest complexation to improve solubility, stability, and bioavailability of encapsulated drugs. In this work, guest-host complexes of a third-generation anticancer drug (oxaliplatin) and p-4-sulfocalix[n]arenes (n = 4 and 6; p-SC4 and p-SC6, respectively) were prepared and investigated, using 1H NMR, UV, Job’s plot analysis, and DFT calculations, for use as cancer therapeutics. The peak amplitude of the prepared host-guest complexes was linearly proportional to the concentration of oxaliplatin in the range of 1.0 × 10−5 M−1 to 2.1 × 10−4 M−1. The reaction stoichiometry between either p-SC4 or p-SC6 and oxaliplatin in the formed complexes was 1:1. The stability constants for the complexes were 5.07 × 104 M−1 and 6.3 × 104 M−1. These correspond to complexation free energy of −6.39 and −6.52 kcal/mol for p-SC4 and p-SC6, respectively. Complexation between oxaliplatin and p-SC4 or p-SC6 was found to involve hydrogen bonds. Both complexes exhibited enhanced biological and high cytotoxic activities against HT-29 colorectal cells and MCF-7 breast adenocarcinoma compared to free oxaliplatin, which warrants further investigation for cancer therapy.

scholarly journals New Cytotoxic Cerebrosides from the Red Sea Cucumber Holothuria spinifera Supported by In-Silico Studies

Marine Drugs ◽  
2020 ◽  
Vol 18 (8) ◽  
pp. 405
Author(s):  
Reda F. A. Abdelhameed ◽  
Enas E. Eltamany ◽  
Dina M. Hal ◽  
Amany K. Ibrahim ◽  
Asmaa M. AboulMagd ◽  
...  
Keyword(s):  
Red Sea ◽  
Sea Cucumber ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Cholesterol Sulfate ◽  
Standard Drug ◽  
Chemical Structures ◽  
In Silico Studies ◽  
Red Sea Cucumber ◽  
Mcf 7

Bioactivity-guided fractionation of a methanolic extract of the Red Sea cucumber Holothuria spinifera and LC-HRESIMS-assisted dereplication resulted in the isolation of four compounds, three new cerebrosides, spiniferosides A (1), B (2), and C (3), and cholesterol sulfate (4). The chemical structures of the isolated compounds were established on the basis of their 1D NMR and HRMS spectral data. Metabolic profiling of the H. spinifera extract indicated the presence of diverse secondary metabolites, mostly hydroxy fatty acids, diterpenes, triterpenes, and cerebrosides. The isolated compounds were tested for their in vitro cytotoxicities against the breast adenocarcinoma MCF-7 cell line. Compounds 1, 2, 3, and 4 displayed promising cytotoxic activities against MCF-7 cells, with IC50 values of 13.83, 8.13, 8.27, and 35.56 µM, respectively, compared to that of the standard drug doxorubicin (IC50 8.64 µM). Additionally, docking studies were performed for compounds 1, 2, 3, and 4 to elucidate their binding interactions with the active site of the SET protein, an inhibitor of protein phosphatase 2A (PP2A), which could explain their cytotoxic activity. This study highlights the important role of these metabolites in the defense mechanism of the sea cucumber against fouling organisms and the potential uses of these active molecules in the design of new anticancer agents.

scholarly journals Citrus sinensis and Vitis vinifera Protect Cardiomyocytes from Doxorubicin-Induced Oxidative Stress: Evaluation of Onconutraceutical Potential of Vegetable Smoothies

Antioxidants ◽  
2020 ◽  
Vol 9 (5) ◽  
pp. 378 ◽  
Author(s):  
Giacomo Pepe ◽  
Emanuela Salviati ◽  
Shara Francesca Rapa ◽  
Carmine Ostacolo ◽  
Stella Cascioferro ◽  
...  
Keyword(s):  
Oxidative Stress ◽  
Vitis Vinifera ◽  
Citrus Sinensis ◽  
Breast Adenocarcinoma ◽  
Vitis Vinifera L ◽  
Stress Evaluation ◽  
Apoptotic Activity ◽  
And Oxidative Stress ◽  
Potential Use ◽  
Mcf 7

The interest towards nutraceuticals able to counteract drug side effects is continuously growing in current chemotherapeutic protocols. In the present study, we demonstrated that smoothies containing mixtures of Citrus sinensis and Vitis vinifera L. cv. Aglianico N, two typical fruits of the Mediterranean diet, possess bioactive polyphenols that protect cardiomyocytes against doxorubicin-induced oxidative stress. The polyphenolic extracts isolated from Citrus sinensis- and Vitis vinifera-based functional smoothies were deeply characterized by Liquid Chromatography-Mass Spectrometry methods. Subsequently, the functional smoothies and relative mixtures were tested to verify their ability to affect cellular viability and oxidative stress parameters in embryonic cardiomyocyte cells (H9c2), and human breast adenocarcinoma cell line (MCF-7) exposed to doxorubicin. Interestingly, we found that the mix resulting from Citrus sinensis and Vitis vinifera association in ratio 1:1 was able to reduce cardiomyocytes damage induced by anthracyclines, without significantly interfering with the pro-apoptotic activity of the drug on breast cancer cells. These results point out the potential use of vegetable smoothies as adjuvants functional foods for chemotherapeutic anticancer protocols.

scholarly journals A Sterol from Soft Coral Induces Apoptosis and Autophagy in MCF-7 Breast Cancer Cells

Marine Drugs ◽  
2018 ◽  
Vol 16 (7) ◽  
pp. 238 ◽  
Author(s):  
Jing-Ru Weng ◽  
Chang-Fang Chiu ◽  
Jing-Lan Hu ◽  
Chia-Hsien Feng ◽  
Chiung-Yao Huang ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cancer Therapy ◽  
B Cell Lymphoma ◽  
Parp Cleavage ◽  
Breast Adenocarcinoma ◽  
Ros Generation ◽  
Peroxisome Proliferator ◽  
Peroxisome Proliferator Activated Receptor ◽  
Pre Treatment ◽  
Mcf 7

The peroxisome proliferator-activated receptor γ (PPARγ) is a nuclear receptor that plays a key role in regulating cellular metabolism, and is a therapeutic target for cancer therapy. To search for potential PPARγ activators, a compound library comprising 11 marine compounds was examined. Among them, a sterol, 3β,11-dihydroxy-9,11-secogorgost-5-en-9-one (compound 1), showed the highest PPARγ activity with an IC50 value of 8.3 μM for inhibiting human breast adenocarcinoma cell (MCF-7) growth. Western blotting experiments showed that compound 1 induces caspase activation and PARP cleavage. In addition, compound 1 modulated the expression of various PPARγ-regulated downstream biomarkers including cyclin D1, cyclin-dependent kinase (CDK)6, B-cell lymphoma 2 (Bcl-2), p38, and extracellular-signal-regulated kinase (ERK). Moreover, compound 1 increased reactive oxygen species (ROS) generation, upregulated the phosphorylation and expression of H2AX, and induced autophagy. Interestingly, pre-treatment with the autophagy inhibitor 3-methyladenine rescued cells from compound 1-induced growth inhibition, which indicates that the cytotoxic effect of compound 1 is, in part, attributable to its ability to induce autophagy. In conclusion, these findings suggest the translational potential of compound 1 in breast cancer therapy.

scholarly journals Synthesis and Cytotoxic Activity of New 1,3,4-Thiadiazole Thioglycosides and 1,2,3-Triazolyl-1,3,4-Thiadiazole N-glycosides

Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3738 ◽  
Author(s):  
Alminderej ◽  
Elganzory ◽  
El-Bayaa ◽  
Awad ◽  
El-Sayed
Keyword(s):  
Cell Lines ◽  
Human Cancer ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Acetylenic Derivative ◽  
Thiol Compounds ◽  
Reference Drug ◽  
Human Cancer Cells ◽  
Hct 116 ◽  
Mcf 7

New 1,3,4-thiadiazole thioglycosides linked to substituted arylidine systems were synthesized via glycosylation of the prepared 1,3,4-thiadiazole thiol compounds. Click strategy was also used for the synthesis of new 1,3,4-thiadiazole and 1,2,3-triazole hybrid glycosides by reaction of the acetylenic derivatives with different glycosyl azids followed by deacetylation process. The cytotoxic activities of the prepared compounds were studied against HCT-116 (human colorectal carcinoma) and MCF-7 (human breast adenocarcinoma) cell lines using the MTT assay. The results showed that the key thiadiazolethione compounds 2 and 3, the triazole glycosides linked to p-methoxyarylidine derivatives 14 and 15 in addition to the free hydroxyl glycoside 20 were found potent in activity comparable to the reference drug doxorubicin against MCF-7 human cancer cells. The acetylenic derivative 2 and glycoside 20 were also found highly active against HCT-116 cell lines.

scholarly journals Evaluation of antimicrobial, antioxidant and cytotoxic activities and characterization of bioactive substances from freshwater blue-green algae

2019 ◽  
Keyword(s):  
Antimicrobial Activity ◽  
Cytotoxic Activity ◽  
Active Material ◽  
Acetone Extract ◽  
Mesityl Oxide ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Bacterial Strains ◽  
Cyanobacterial Species ◽  
Mcf 7

<p>Organic solvent extracts of three cyanobacterial species (Anabaena oryzae, Oscillatoria sp. and Stigonema ocellatum) were tested for antimicrobial activity against human pathogenic fungal and bacterial strains as well as for antioxidant and cytotoxic activity against human breast adenocarcinoma (MCF-7). The acetone extract of Anabaena oryzae was found to be the most active one against tested fungal and bacterial strains. It showed a maximum antimicrobial activity against Serratia marcescens and Candida albicans. The methanol extract of Oscillatoria sp. exhibited the best total antioxidant capacity compared to the other solvents and algal species. Acetone and methanol extracts of Anabaena oryzae exhibited high toxicity against MCF-7 cell line with IC50 of 45.1 and 44.4 µg/L, respectively. Acetone was the best solvent for extracting the active material. The acetone extracts were characterized by Gas Chromatography Mass Spectrophotometer (GC–MS) to identify the compounds responsible for such activities. Pharmaceutical important compounds in the acetone extract of cyanobacterial species like diacetone alcohol, acetic acid butyl ester mesityl oxide and heptadecane were present as a major component. These results indicate that extracts of studied cyanobacterial species exhibited appreciable antimicrobial, antioxidant and cytotoxic activity and could be a source of valuable bioactive materials for health products.</p>

scholarly journals Synthesis and Characterization of New Dihydronaphthalene Candidates as Potent Cytotoxic Agents against MCF-7 Human Cancer Cells

2020 ◽  
Vol 2020 ◽  
pp. 1-10
Author(s):  
Nesreen S. Ahmed ◽  
Alaadin E. Sarhan ◽  
Aisha A. K. Al-Ashmawy ◽  
Abd El-Galil E. Amr ◽  
Mogedda E. Haiba ◽  
...  
Keyword(s):  
Human Cancer ◽  
Catalytic Amount ◽  
Biological Data ◽  
Cytotoxic Agents ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Reference Drug ◽  
Hydrazine Derivative ◽  
Solvent Free Conditions ◽  
Mcf 7

In the present work, a new series of dihydronaphthalene derivatives were synthesized starting with 6-methoxy-1-tetralone 1, and the corresponding hydrazine derivative 2. Reaction of compound 2 with aryl isothiocyanates produced thiosemicarbazides 3a-d, which were reacted with ethyl chloroacetate to give thiazolidinone derivatives 4a-d. Pyrano thiazolecarbonitrile derivatives 5a-f were prepared by heating a mixture of compounds 4a or 4c, aryl aldehydes, and malononitrile utilizing distilled water in the presence of catalytic amount of potassium hydrogen phthalate. Also, treatment of 4a with DMF-DMA under solvent-free conditions gave enaminone derivative 6, which condensed with ethyl acetoacetate or acetylacetone or malononitrile or cyanothioacetamide to give compounds 7-10, respectively. Finally, reaction of the enaminone 6 with 2-aminoimidazol or 2-aminothiazol in the presence of glacial acetic acid produced derivatives 11 and 12, respectively. Cytotoxic evaluation of eleven compounds, against MCF-7 (human breast adenocarcinoma) cell lines, was estimated. Results revealed that five of the examined compounds 5a, 5d, 5e, 10, and 3d showed potent cytotoxic activities recording, IC50 values; 0.93 ± 0.02 , 1.76 ± 0.04 , 2.36 ± 0.06 , 2.83 ± 0.07 , and 3.73 ± 0.09  μM, respectively, which were more potent than the reference used (Saturosporin, IC50 6.08 ± 0.15  μM). The new products were also examined towards normal epithelial breast cells (MCF10A). All of them showed very good safety profile with different degrees and were safer than the reference drug used. Compound 5a was the most effective against MCF-7 cells and was less toxic than Saturosporin by about 18.45-folds towards MCF01A normal cells. All the new compounds were fully characterized by the different spectral and analytical tools. Herein, detailed syntheses, spectroscopic, and biological data are reported.

scholarly journals Six New Phenolic Glycosides and a New Ceramide from the Flowers of Wedelia biflora and Their Cytotoxicity Against Some Cancer Cell Lines

2013 ◽  
Vol 8 (3) ◽  
pp. 1934578X1300800
Author(s):  
Nguyen T. H. Thu ◽  
Le T. Ha ◽  
Vo T. Nga ◽  
Pham N. K. Tuyen ◽  
Ton T. Quang ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
2D Nmr ◽  
Cancer Cell Lines ◽  
Phenolic Glycosides ◽  
Cytotoxic Activities ◽  
2D Nmr Spectroscopy ◽  
New Compounds ◽  
Potential Use ◽  
Mcf 7

The plant Wedelia biflora has been used in traditional medicine in India and Vietnam to treat various symptoms. However, the chemical composition of its flowers remains mostly unknown. Therefore, we now report the isolation and structural elucidation of six new phenolic glycosides {wedebicoside A – F (1–6)} and one new ceramide [wedebiceramide (9)], together with six known compounds, 1- O-(2′,4′-diangeloyloxy- β-D-fucopyranosyl)-6-hydroxythymol (7), 1- O-[2′,4′-diangeloyloxy-3′-(3′'-angeloyloxy- β-D-fucopyranosyl)- β-D-fucopyranosyl]-6-hydroxythymol (8), anhydrosecoisolariciresinol (10), friedeline (11), epifriedelanol (12) and stigmasterol (13) from the flowers of Wedelia biflora. Their structures were established by 1D and 2D NMR spectroscopy, as well as by high resolution ESI–MS analysis and comparison with literature data. The cytotoxic activities against HeLa, MCF-7 and NCI–H460 were evaluated on some purified compounds at the concentration of 100 μg/mL. Compounds 1, 2, 3 and 5 showed strong cytotoxic activities against three surveyed cancer cell lines. Consequently, this study elucidated the phytochemical composition of W. biflora, as well as the potential use of some of the new compounds against some cancers.

scholarly journals Isolation of lupeol from Grewia lasiocarpa stem bark: Antibacterial, antioxidant, and cytotoxicity activities

2020 ◽  
Vol 21 (12) ◽  
Author(s):  
Nneka Akwu ◽  
Yougasphree Naidoo ◽  
Moganavelli Singh ◽  
Sadashiva Channangihalli Thimmegowda ◽  
Nirasha Nundkumar ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Mobile Phase ◽  
Methicillin Resistant Staphylococcus Aureus ◽  
Stem Bark ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Antioxidant Power ◽  
Methicillin Resistant ◽  
Cytotoxicity Activities ◽  
Mcf 7

Abstract. Akwu N, Naidoo Y, Singh M, Thimmegowda SC, Nundkumar N, Lin J. 2020. Isolation of lupeol from Grewia lasiocarpa stem bark: Antibacterial, antioxidant, and cytotoxicity activities. Biodiversitas 21: 5684-5691. Lupeol a pentacyclic triterpenoid, was extracted from the stem bark of Grewia lasiocarpa. Stem bark was macerated with chloroform (CHCl3) at 25 ± 2°C, and then purified using a silica gel column. The mobile phase was hexane (100%) and hexane: ethyl acetate (80:20) as the mobile phase. The structure of lupeol was identified by 1HNMR, and 13C NMR spectral data, compared with reported data. The antibacterial, antioxidant and cytotoxicity activities of lupeol were evaluated using agar-well diffusion against six clinic bacteria isolates, namely Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), Klebsiella pneumoniae (ATCC 314588), and Salmonella typhimurium (ATCC 14026) Gram-positive bacteria: Staphylococcus aureus (ATCC 25923), methicillin-resistant Staphylococcus aureus (MRSA) (ATCC BAA-1683). The antioxidants assays were performed using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP). Cytotoxicity activity was carried out by MTT (3-(4,5-dimethylthiazol)-2,5-diphenyl tetrazolium bromide) assay was carried out against HEK293 (human embryonic kidney), HeLa (cervical carcinoma), and MCF-7 (breast adenocarcinoma) cell lines. The concentration range of lupeol was 240-15 µg/mL. Lupeol at the concentration of 240 and 120 µg/mL have no antibacterial activity against Methicillin-resistant Staphylococcus aureus (MRSA) (ATCC BAA-1683). The antioxidant activity was dose-dependent, while cytotoxic activities were observed in HEK293, HeLa, and MCF-7 cells. This study was the first report on the extraction, isolation, and biological activities of lupeol, from the stem bark of G. lasiocarpa.

scholarly journals An Efficient Synthetic Approach Towards Benzo[b]pyrano[2,3-e][1,4]diazepines, and Their Cytotoxic Activity

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2051
Author(s):  
Islam H. El Azab ◽  
Nadia A.A. Elkanzi
Keyword(s):  
Human Tumor ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Synthetic Approach ◽  
Standard Drug ◽  
In Vitro Investigation ◽  
Ic50 Values ◽  
Hct 116 ◽  
Mcf 7

In search of unprecedented tri and/or tetrapod pharmacophoric conjugates, a series of 32 new 4-ethyl-1H-benzo[b][1,4]diazepin-2(3H)-ones were synthesized and properly elucidated using MS, IR, NMR, and elemental analysis. In vitro investigation of 11 compounds of this series, using a panel of two human tumor cell lines namely; human breast adenocarcinoma (MCF-7), and human colorectal carcinoma (HCT-116), revealed promising cytotoxic activities. Among all synthesized compounds, analogue 9 displayed maximum cytotoxicity with IC50 values of 16.19 ± 1.35 and 17.16 ± 1.54 μM against HCT-116 and MCF-7, respectively, compared to standard drug doxorubicin.

scholarly journals Molecular attributes and apoptosis-inducing activities of a putative serine protease isolated from Tiger Milk mushroom (Lignosus rhinocerus) sclerotium against breast cancer cells in vitro

PeerJ ◽  
2018 ◽  
Vol 6 ◽  
pp. e4940 ◽  
Author(s):  
Hui Yeng Y. Yap ◽  
Nget Hong Tan ◽  
Szu Ting Ng ◽  
Chon Seng Tan ◽  
Shin Yee Fung
Keyword(s):  
Cold Water ◽  
Water Extract ◽  
Cancer Therapeutics ◽  
Breast Adenocarcinoma ◽  
Activity Measurement ◽  
Cytotoxic Activities ◽  
Nucleotide Polymorphisms ◽  
Anticancer Activities ◽  
Mcf7 Cells

Background The highly valued medicinal tiger milk mushroom (also known as Lignosus rhinocerus) has the ability to cure numerous ailments. Its anticancer activities are well explored, and recently a partially purified cytotoxic protein fraction termed F5 from the mushroom’s sclerotial cold water extract consisting mainly of fungal serine proteases was found to exhibit potent selective cytotoxicity against a human breast adenocarcinoma cell line (MCF7) with IC50 value of 3.00 μg/ml. However, characterization of its cell death-inducing activity has yet to be established. Methods The mechanism involved in the cytotoxic activities of F5 against MCF7 cells was elucidated by flow cytometry-based apoptosis detection, caspases activity measurement, and expression profiling of apoptosis markers by western blotting. Molecular attributes of F5 were further mined from L. rhinocerus’s published genome and transcriptome for future exploration. Results and Discussion Apoptosis induction in MCF7 cells by F5 may involve a cross-talk between the extrinsic and intrinsic apoptotic pathways with upregulation of caspase-8 and -9 activities and a marked decrease of Bcl-2. On the other hand, the levels of pro-apoptotic Bax, BID, and cleaved BID were increased accompanied by observable actin cleavage. At gene level, F5 composed of three predicted non-synonymous single nucleotide polymorphisms (T > C) and an alternative 5′ splice site. Conclusions Findings from this study provide an advanced framework for further investigations on cancer therapeutics development from L. rhinocerus.

Sign in / Sign up

Export Citation Format

Share Document