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  1. Article ; Online: Dose-dependent cytotoxic effects of boldine in HepG-2 cells-telomerase inhibition and apoptosis induction.

    Noureini, Sakineh Kazemi / Wink, Michael

    Molecules (Basel, Switzerland)

    2015  Volume 20, Issue 3, Page(s) 3730–3743

    Abstract: Plant metabolites are valuable sources of novel therapeutic compounds. In an anti-telomerase screening study of plant secondary metabolites, the aporphine alkaloid boldine (1,10-dimethoxy-2,9-dihydroxyaporphine) exhibited a dose and time dependent ... ...

    Abstract Plant metabolites are valuable sources of novel therapeutic compounds. In an anti-telomerase screening study of plant secondary metabolites, the aporphine alkaloid boldine (1,10-dimethoxy-2,9-dihydroxyaporphine) exhibited a dose and time dependent cytotoxicity against hepatocarcinoma HepG-2 cells. Here we focus on the modes and mechanisms of the growth-limiting effects of this compound. Telomerase activity and expression level of some related genes were estimated by real-time PCR. Modes of cell death also were examined by microscopic inspection, staining methods and by evaluating the expression level of some critically relevant genes. The growth inhibition was correlated with down-regulation of the catalytic subunit of telomerase (hTERT) gene (p < 0.01) and the corresponding reduction of telomerase activity in sub-cytotoxic concentrations of boldine (p < 0.002). However, various modes of cell death were stimulated, depending on the concentration of boldine. Very low concentrations of boldine over a few passages resulted in an accumulation of senescent cells so that HepG-2 cells lost their immortality. Moreover, boldine induced apoptosis concomitantly with increasing the expression of bax/bcl2 (p < 0.02) and p21 (p < 0.01) genes. Boldine might thus be an interesting candidate as a potential natural compound that suppresses telomerase activity in non-toxic concentrations.
    MeSH term(s) Antioxidants/pharmacology ; Apoptosis/drug effects ; Aporphines/pharmacology ; Blotting, Western ; Carcinoma, Hepatocellular/drug therapy ; Carcinoma, Hepatocellular/enzymology ; Carcinoma, Hepatocellular/pathology ; Cell Proliferation/drug effects ; Cells, Cultured ; Dose-Response Relationship, Drug ; HEK293 Cells ; Humans ; Liver Neoplasms/drug therapy ; Liver Neoplasms/enzymology ; Liver Neoplasms/pathology ; RNA, Messenger/genetics ; Real-Time Polymerase Chain Reaction ; Reverse Transcriptase Polymerase Chain Reaction ; Telomerase/antagonists & inhibitors ; Telomerase/genetics ; Telomerase/metabolism
    Chemical Substances Antioxidants ; Aporphines ; RNA, Messenger ; boldine (8I91GE2769) ; TERT protein, human (EC 2.7.7.49) ; Telomerase (EC 2.7.7.49)
    Language English
    Publishing date 2015-02-24
    Publishing country Switzerland
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules20033730
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  2. Article ; Online: Antiproliferative effect of the isoquinoline alkaloid papaverine in hepatocarcinoma HepG-2 cells--inhibition of telomerase and induction of senescence.

    Noureini, Sakineh Kazemi / Wink, Michael

    Molecules (Basel, Switzerland)

    2014  Volume 19, Issue 8, Page(s) 11846–11859

    Abstract: Cancer cells are often immortal through up-regulation of the hTERT gene, which encodes the catalytic subunit of a special reverse transcriptase to overcome end-replication problem of chromosomes. This study demonstrates that papaverine, an isoquinoline ... ...

    Abstract Cancer cells are often immortal through up-regulation of the hTERT gene, which encodes the catalytic subunit of a special reverse transcriptase to overcome end-replication problem of chromosomes. This study demonstrates that papaverine, an isoquinoline alkaloid from the Papaveraceae, can overcome telomerase dependent immortality of HepG-2 cells that was used as a model of hepatocarcinoma. Although this alkaloid does not directly interact with telomeric sequences, papaverine inhibits telomerase through down-regulation of hTERT, which was analysed using thermal FRET and qRT-PCR, respectively. The IC50 values for the reduction of both telomerase activity and hTERT expression was 60 µM, while IC50 for cytotoxicity was 120 µM. Repeated treatments of the cells with very low non-toxic concentrations of papaverine resulted in growth arrest and strong reduction of population doublings after 40 days. This treatment induced senescent morphology in HepG-2 cells, which was evaluated by beta-galactosidase staining. Altogether, papaverine can be regarded as a promising model compound for drug design targeting cancer development.
    MeSH term(s) Aging/drug effects ; Alkaloids/administration & dosage ; Antineoplastic Agents/administration & dosage ; Apoptosis/drug effects ; Carcinoma, Hepatocellular/drug therapy ; Carcinoma, Hepatocellular/pathology ; Cell Proliferation/drug effects ; Cellular Senescence/drug effects ; Hep G2 Cells ; Humans ; Isoquinolines/administration & dosage ; Liver Neoplasms/drug therapy ; Liver Neoplasms/pathology ; Papaverine/administration & dosage ; Telomerase/antagonists & inhibitors ; Telomere/drug effects ; Telomere/metabolism
    Chemical Substances Alkaloids ; Antineoplastic Agents ; Isoquinolines ; Papaverine (DAA13NKG2Q) ; Telomerase (EC 2.7.7.49) ; isoquinoline (JGX76Y85M6)
    Language English
    Publishing date 2014-08-08
    Publishing country Switzerland
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules190811846
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  3. Article ; Online: Multiple mechanisms of cell death induced by chelidonine in MCF-7 breast cancer cell line.

    Noureini, Sakineh Kazemi / Esmaili, Hosein

    Chemico-biological interactions

    2014  Volume 223, Page(s) 141–149

    Abstract: In a preliminary study screening anti-proliferative natural alkaloids, a very potent benzophenanthridine, chelidonine showed strong cytotoxicity in cancer cells. While several modes of death have been identified, most of anti-cancer attempts have focused ...

    Abstract In a preliminary study screening anti-proliferative natural alkaloids, a very potent benzophenanthridine, chelidonine showed strong cytotoxicity in cancer cells. While several modes of death have been identified, most of anti-cancer attempts have focused on stimulation of cells to undergo apoptosis. Chelidonine seems to trigger multiple mechanisms in MCF-7 breast cancer cells. It induces both apoptosis and autophagy modes of cell death in a dose dependent manner. Alteration of expression levels of bax/bcl2, and dapk1a by increasing concentration of chelidonine approves switching the death mode from apoptosis induced by very low to autophagy by high concentrations of this compound. On the other hand, submicromolar concentrations of chelidonine strongly suppressed telomerase at both enzyme activity and hTERT transcriptional level. Long exposure of the cells to 50 nanomolar concentration of chelidonine considerably accelerated senescence. Altogether, chelidonine may provide a promising chemistry from nature to treat cancer.
    MeSH term(s) Antineoplastic Agents, Phytogenic/administration & dosage ; Antineoplastic Agents, Phytogenic/pharmacology ; Apoptosis/drug effects ; Autophagy/drug effects ; Benzophenanthridines/administration & dosage ; Benzophenanthridines/pharmacology ; Breast Neoplasms/drug therapy ; Breast Neoplasms/metabolism ; Breast Neoplasms/pathology ; Cellular Senescence/drug effects ; Death-Associated Protein Kinases/genetics ; Dose-Response Relationship, Drug ; Down-Regulation/drug effects ; Female ; Humans ; MCF-7 Cells ; Proto-Oncogene Proteins c-bcl-2/genetics ; RNA, Messenger/genetics ; RNA, Messenger/metabolism ; RNA, Neoplasm/genetics ; RNA, Neoplasm/metabolism ; Telomerase/antagonists & inhibitors ; Telomerase/genetics ; bcl-2-Associated X Protein/genetics
    Chemical Substances Antineoplastic Agents, Phytogenic ; BAX protein, human ; BCL2 protein, human ; Benzophenanthridines ; Proto-Oncogene Proteins c-bcl-2 ; RNA, Messenger ; RNA, Neoplasm ; bcl-2-Associated X Protein ; chelidonine (8K7EK8446J) ; DAPK1 protein, human (EC 2.7.11.1) ; Death-Associated Protein Kinases (EC 2.7.11.1) ; Telomerase (EC 2.7.7.49)
    Language English
    Publishing date 2014-11-05
    Publishing country Ireland
    Document type Journal Article
    ZDB-ID 218799-1
    ISSN 1872-7786 ; 0009-2797
    ISSN (online) 1872-7786
    ISSN 0009-2797
    DOI 10.1016/j.cbi.2014.09.013
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: The effects and side effects of laquinimod for the treatment of multiple sclerosis patients: a systematic review and meta-analysis of clinical trials.

    Rouhi, Faeze / Mohammadpour, Zinat / Noureini, Sakineh Kazemi / Abbastabar, Hedayat / Harirchian, Mohammad Hossein / Bitarafan, Sama

    European journal of clinical pharmacology

    2020  Volume 76, Issue 5, Page(s) 611–622

    Abstract: Purpose: Although studies have shown the efficacy of laquinimod (LAQ) on disease progression in patients with multiple sclerosis (MS), there is some controversy about whether it improves the types of outcomes and side effects. The main purpose of the ... ...

    Abstract Purpose: Although studies have shown the efficacy of laquinimod (LAQ) on disease progression in patients with multiple sclerosis (MS), there is some controversy about whether it improves the types of outcomes and side effects. The main purpose of the present study was to systematically review and meta-analyze the efficacies and side effects of LAQ in patients with relapsing-remitting MS (RRMS).
    Methods: PubMed, Scopus, and Web of Science databases were searched with relevant keywords for articles published up to June 2019. Six randomized control trials that examined LAQ vs. placebo in adult patients with MS were included. Information on the effectiveness and side effects of LAQ were extracted. The quality of the included studies was appraised using Jadad scores, and the data were divided into subgroups according to different doses and periods.
    Results: Efficacy of LAQ: The number of Gadolinium-enhancing (GDE) lesions significantly decreased after treatment with LAQ (SMD = -0.15, 95% CI: -0.23, -0.07), but there was no significant reduction in the number of T2 lesions (SMD = -0.38, 95% CI: -1.04, 0.28). The relapse rate (SMD = -0.13, 95% CI: -0.21, -0.04) and MS Functional Composite (MSFC) score significantly decreased with LAQ treatment (SMD =0.14, 95% CI: 0.05, 0.23). Risk of adverse events: The risk of diarrhea, nausea, abdominal pain, and all adverse events did not significantly increase (p > 0.05) with treatment with LAQ; however, the risk of back pain, headache, and vomiting significantly increased (p < 0.05). The change in mortality rate was not significant (OR = 0.25, 95% CI: 0.04, 1.50).
    Conclusions: LAQ can considerably improve clinical and imaging outcomes in RRMS patients. The most effective dose of LAQ with lower side effects may be 0.6 mg/day for at least 2 years, but more evidence is needed to confirm these results.Laquinimod can improve clinical and imaging outcomes in patients with multiple sclerosis.Back pain and headache are probable side effects of laquinimod in patients with multiple sclerosis.The most effective and safe dose of laquinimod for patients with multiple sclerosis may be 0.6 mg/day for 2 years.
    MeSH term(s) Adult ; Female ; Humans ; Multiple Sclerosis/drug therapy ; Multiple Sclerosis, Relapsing-Remitting/drug therapy ; Quinolones/adverse effects ; Quinolones/pharmacology
    Chemical Substances Quinolones ; laquinimod (908SY76S4G)
    Language English
    Publishing date 2020-02-04
    Publishing country Germany
    Document type Journal Article ; Meta-Analysis ; Systematic Review
    ZDB-ID 121960-1
    ISSN 1432-1041 ; 0031-6970
    ISSN (online) 1432-1041
    ISSN 0031-6970
    DOI 10.1007/s00228-019-02827-6
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  5. Article ; Online: DNA damage and telomere length shortening in the peripheral blood leukocytes of 20 years SM-exposed veterans.

    Behboudi, Hossein / Noureini, Sakineh Kazemi / Ghazanfari, Tooba / Ardestani, Sussan K

    International immunopharmacology

    2018  Volume 61, Page(s) 37–44

    Abstract: Sulfur mustard (SM) is a vesicant chemical warfare agent, and a very potent alkylating agent. SM exerts its cytotoxicity via direct alkylation of biomacromolecules, and overproduction of reactive oxygen species (ROS). Previous studies have shown that SM- ... ...

    Abstract Sulfur mustard (SM) is a vesicant chemical warfare agent, and a very potent alkylating agent. SM exerts its cytotoxicity via direct alkylation of biomacromolecules, and overproduction of reactive oxygen species (ROS). Previous studies have shown that SM-induced oxidative stress has adverse effects on antioxidant defense system, and damages lipids and proteins. The aim of this study was to investigate the effect of SM-induced oxidative stress on DNA damage, and cellular senescence in SM-exposed victims. For this purpose, MDA levels as a measure of oxidative stress in the serum, 8-oxo-dG content of the genomic DNA, and OGG1 expression as two biomarkers of oxidative DNA damage, as well as, telomere length, and p16
    MeSH term(s) Adult ; Cellular Senescence ; Chemical Warfare Agents/toxicity ; Cyclin-Dependent Kinase Inhibitor p16/metabolism ; DNA Damage ; DNA Glycosylases/genetics ; DNA Glycosylases/metabolism ; Deoxyguanosine/analogs & derivatives ; Deoxyguanosine/metabolism ; Humans ; Iran ; Leukocytes, Mononuclear/physiology ; Middle Aged ; Mustard Gas/toxicity ; Oxidative Stress ; Reactive Oxygen Species/metabolism ; Telomere/genetics ; Time Factors ; Veterans
    Chemical Substances Chemical Warfare Agents ; Cyclin-Dependent Kinase Inhibitor p16 ; Reactive Oxygen Species ; 8-oxo-7-hydrodeoxyguanosine (88847-89-6) ; DNA Glycosylases (EC 3.2.2.-) ; oxoguanine glycosylase 1, human (EC 3.2.2.-) ; Deoxyguanosine (G9481N71RO) ; Mustard Gas (T8KEC9FH9P)
    Language English
    Publishing date 2018-05-24
    Publishing country Netherlands
    Document type Journal Article
    ZDB-ID 2043785-7
    ISSN 1878-1705 ; 1567-5769
    ISSN (online) 1878-1705
    ISSN 1567-5769
    DOI 10.1016/j.intimp.2018.05.008
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  6. Article ; Online: Antiproliferative effects of crocin in HepG2 cells by telomerase inhibition and hTERT down-regulation.

    Noureini, Sakineh Kazemi / Wink, Michael

    Asian Pacific journal of cancer prevention : APJCP

    2012  Volume 13, Issue 5, Page(s) 2305–2309

    Abstract: Crocin, the main pigment of Crocus sativus L., has been shown to have antiproliferative effects on cancer cells, but the involved mechanisms are only poor understood. This study focused on probable effect of crocin on the immortality of hepatic cancer ... ...

    Abstract Crocin, the main pigment of Crocus sativus L., has been shown to have antiproliferative effects on cancer cells, but the involved mechanisms are only poor understood. This study focused on probable effect of crocin on the immortality of hepatic cancer cells. Cytotoxicity of crocin (IC50 3 mg/ml) in hepatocarcinoma HepG2 cells was determined after 48 h by neutral red uptake assay and MTT test. Immortality was investigated through quantification of relative telomerase activity with a quantitative real-time PCR-based telomerase repeat amplification protocol (qTRAP). Telomerase activity in 0.5 μg protein extract of HepG2 cells treated with 3 mg/ml crocin was reduced to about 51% as compared to untreated control cells. Two mechanisms of inhibition, i.e. interaction of crocin with telomeric quadruplex sequences and down regulation of hTERT expression, were examined using FRET analysis to measure melting temperature of a synthetic telomeric oligonucleotide in the presence of crocin and quantitative real-time RT-PCR, respectively. No significant changes were observed in the Tm telomeric oligonucleotides, while the relative expression level of the catalytic subunit of telomerase (hTERT) gene showed a 60% decrease as compared to untreated control cells. In conclusion, telomerase activity of HepG2 cells decreases after treatment with crocin, which is probably caused by down-regulation of the expression of the catalytic subunit of the enzyme.
    MeSH term(s) Apoptosis/drug effects ; Carcinoma, Hepatocellular/drug therapy ; Carcinoma, Hepatocellular/genetics ; Carcinoma, Hepatocellular/pathology ; Carotenoids/pharmacology ; Cell Proliferation/drug effects ; Humans ; Liver Neoplasms/drug therapy ; Liver Neoplasms/genetics ; Liver Neoplasms/pathology ; Real-Time Polymerase Chain Reaction ; Reverse Transcriptase Polymerase Chain Reaction ; Telomerase/antagonists & inhibitors ; Telomerase/genetics ; Telomerase/metabolism ; Telomere/genetics ; Tumor Cells, Cultured
    Chemical Substances Carotenoids (36-88-4) ; crocin (877GWI46C2) ; TERT protein, human (EC 2.7.7.49) ; Telomerase (EC 2.7.7.49)
    Language English
    Publishing date 2012-08-16
    Publishing country Thailand
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2218955-5
    ISSN 2476-762X ; 1513-7368
    ISSN (online) 2476-762X
    ISSN 1513-7368
    DOI 10.7314/apjcp.2012.13.5.2305
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  7. Article ; Online: Transcriptional down regulation of hTERT and senescence induction in HepG2 cells by chelidonine.

    Noureini, Sakineh Kazemi / Wink, Michael

    World journal of gastroenterology

    2009  Volume 15, Issue 29, Page(s) 3603–3610

    Abstract: Aim: To investigate the potential effects of chelidonine, the main alkaloid of Chelidonium majus, on telomerase activity and its regulation in HepG2 cells.: Methods: Cytotoxicity of chelidonine for HepG2 cells was determined by neutral red assay. A ... ...

    Abstract Aim: To investigate the potential effects of chelidonine, the main alkaloid of Chelidonium majus, on telomerase activity and its regulation in HepG2 cells.
    Methods: Cytotoxicity of chelidonine for HepG2 cells was determined by neutral red assay. A modified polymerase chain reaction (PCR)-based telomerase repeat amplification protocol was used to estimate relative telomerase activity in chelidonine-treated cells in comparison with the untreated control cells. Relative expression level of the catalytic subunit of telomerase (hTERT) gene and P-glycoprotein (pgp) were estimated using semi-quantitative real-time reverse transcription-PCR (RT-PCR). Cell senescence in treated cells was demonstrated using a beta-galactosidase test.
    Results: Cytotoxicity of chelidonine in HepG2 cells was not dose-dependent and tended to reach plateau immediately after the living cells were reduced in number to slightly higher than 50%. However, 12 micromol/L concentration of chelidonine was considered as LD(50), where the maximal attainable effects were realized. Real-time RT-PCR data showed that the expression of pgp increased three-fold in chelidonine treated HepG2 cells in comparison with the untreated controls. Morphologically, treated HepG2 cells showed apoptotic features after 24 h and a small fraction of cells appeared with single blister cell death. The relative expression level of Bcl-2 dropped to less than 50% of control cells at a sub-apoptotic concentration of chelidonine and subsequently increased to higher than 120% at LD(50). Telomerase activity was reduced considerably after administration of very low doses of chelidonine, whereas higher concentrations of chelidonine did not remarkably enhance the effect. Real-time RT-PCR experiments indicated a drastic decrease in expression level of hTERT subunit of telomerase under treatment with chelidonine. Repeated treatment of cells with very low doses of chelidonine caused a decline in growth rate by 4 wk and many of the cells appeared to be aged with large volume and dark staining in the beta-galactosidase assay.
    Conclusion: Chelidonine reduces telomerase activity through down-regulation of hTERT expression. Senescence induction might not be directly caused by reducing telomerase activity as it occurs after a few population doublings.
    MeSH term(s) ATP Binding Cassette Transporter, Subfamily B, Member 1/metabolism ; Antineoplastic Agents, Phytogenic/analysis ; Apoptosis/drug effects ; Benzophenanthridines/pharmacology ; Cell Line, Tumor ; Cellular Senescence/drug effects ; Chelidonium/chemistry ; Down-Regulation/drug effects ; Genes, bcl-2/drug effects ; Humans ; Proto-Oncogene Proteins c-bcl-2/metabolism ; Telomerase/metabolism ; beta-Galactosidase/metabolism
    Chemical Substances ATP Binding Cassette Transporter, Subfamily B, Member 1 ; Antineoplastic Agents, Phytogenic ; Benzophenanthridines ; Proto-Oncogene Proteins c-bcl-2 ; chelidonine (8K7EK8446J) ; TERT protein, human (EC 2.7.7.49) ; Telomerase (EC 2.7.7.49) ; beta-Galactosidase (EC 3.2.1.23)
    Language English
    Publishing date 2009-08-03
    Publishing country United States
    Document type Journal Article
    ZDB-ID 2185929-2
    ISSN 2219-2840 ; 1007-9327
    ISSN (online) 2219-2840
    ISSN 1007-9327
    DOI 10.3748/wjg.15.3603
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  8. Article ; Online: Considering the Effect of

    Dadkhah, Abolfazl / Fatemi, Faezeh / Malayeri, Mohammad Reza Mohammadi / Ashtiyani, Mohammad Hassan Karvin / Noureini, Sakineh Kazemi / Rasooli, Azadeh

    Turkish journal of pharmaceutical sciences

    2019  Volume 16, Issue 4, Page(s) 416–424

    Abstract: Objectives: Sepsis is a clinical illness with a high rate of mortality all over the world. Oxidative stress is considered the main phenomenon that occurs in sepsis. : Materials and methods: Cecal ligation and puncture (CLP) as a standard model was ... ...

    Abstract Objectives: Sepsis is a clinical illness with a high rate of mortality all over the world. Oxidative stress is considered the main phenomenon that occurs in sepsis.
    Materials and methods: Cecal ligation and puncture (CLP) as a standard model was used to induce sepsis in rats. Male adult rats were randomly divided into 5 groups. Different doses of
    Results: The essential oil was capable of modulating all of the oxidative stress, antioxidant, and anti-inflammatory parameters induced by CLP as characterized by elevations in MPO and MDA levels as well as increases in AST and ALT concentrations concomitant with PGE
    Conclusion: Our results showed that the essential oil has antioxidative and hepatoprotective activities through reducing the oxidative injury in sepsis caused by CLP.
    Language English
    Publishing date 2019-11-11
    Publishing country Turkey
    Document type Journal Article
    ZDB-ID 2238484-4
    ISSN 2148-6247 ; 2148-6247
    ISSN (online) 2148-6247
    ISSN 2148-6247
    DOI 10.4274/tjps.galenos.2018.58815
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  9. Article: Selectivity of major isoquinoline alkaloids from Chelidonium majus towards telomeric G-quadruplex: A study using a transition-FRET (t-FRET) assay

    Noureini, Sakineh Kazemi / Ali A. Saboury / Barira Islam / Farzane Abachi / Gary Parkinson / Hosein Esmaeili / Jiri Sponer / Marcin Hoffmann / Martyna Kuta / Shozeb Haider / Soraia Khiali

    Elsevier B.V. Biochimica et biophysica acta. 2017 Aug., v. 1861, no. 8

    2017  

    Abstract: Natural bioproducts are invaluable resources in drug discovery. Isoquinoline alkaloids of Chelidonium majus constitute a structurally diverse family of natural products that are of great interest, one of them being their selectivity for human telomeric G- ...

    Abstract Natural bioproducts are invaluable resources in drug discovery. Isoquinoline alkaloids of Chelidonium majus constitute a structurally diverse family of natural products that are of great interest, one of them being their selectivity for human telomeric G-quadruplex structure and telomerase inhibition.The study focuses on the mechanism of telomerase inhibition by stabilization of telomeric G-quadruplex structures by berberine, chelerythrine, chelidonine, sanguinarine and papaverine. Telomerase activity and mRNA levels of hTERT were estimated using quantitative telomere repeat amplification protocol (q-TRAP) and qPCR, in MCF-7 cells treated with different groups of alkaloids. The selectivity of the main isoquinoline alkaloids of Chelidonium majus towards telomeric G-quadruplex forming sequences were explored using a sensitive modified thermal FRET-melting measurement in the presence of the complementary oligonucleotide CT22. We assessed and monitored G-quadruplex topologies using circular dichroism (CD) methods, and compared spectra to previously well-characterized motifs, either alone or in the presence of the alkaloids. Molecular modeling was performed to rationalize ligand binding to the G-quadruplex structure.The results highlight strong inhibitory effects of chelerythrine, sanguinarine and berberine on telomerase activity, most likely through substrate sequestration. These isoquinoline alkaloids interacted strongly with telomeric sequence G-quadruplex. In comparison, chelidonine and papaverine had no significant interaction with the telomeric quadruplex, while they strongly inhibited telomerase at transcription level of hTERT. Altogether, all of the studied alkaloids showed various levels and mechanisms of telomerase inhibition.We report on a comparative study of anti-telomerase activity of the isoquinoline alkaloids of Chelidonium majus. Chelerythrine was most effective in inhibiting telomerase activity by substrate sequesteration through G-quadruplex stabilization.Understanding structural and molecular mechanisms of anti-cancer agents can help in developing new and more potent drugs with fewer side effects. Isoquinolines are the most biologically active agents from Chelidonium majus, which have shown to be telomeric G-quadruplex stabilizers and potent telomerase inhibitors.
    Keywords adverse effects ; antineoplastic agents ; berberine ; biobased products ; Chelidonium majus ; circular dichroism spectroscopy ; humans ; isoquinolines ; ligands ; messenger RNA ; molecular models ; oligonucleotides ; papaverine ; quantitative polymerase chain reaction ; sanguinarine ; stabilizers ; telomerase ; telomeres
    Language English
    Dates of publication 2017-08
    Size p. 2020-2030.
    Publishing place Elsevier B.V.
    Document type Article
    ZDB-ID 840755-1
    ISSN 0304-4165
    ISSN 0304-4165
    DOI 10.1016/j.bbagen.2017.05.002
    Database NAL-Catalogue (AGRICOLA)

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  10. Article: Selectivity of major isoquinoline alkaloids from Chelidonium majus towards telomeric G-quadruplex: A study using a transition-FRET (t-FRET) assay.

    Noureini, Sakineh Kazemi / Esmaeili, Hosein / Abachi, Farzane / Khiali, Soraia / Islam, Barira / Kuta, Martyna / Saboury, Ali A / Hoffmann, Marcin / Sponer, Jiri / Parkinson, Gary / Haider, Shozeb

    Biochimica et biophysica acta. General subjects

    2017  Volume 1861, Issue 8, Page(s) 2020–2030

    Abstract: Background: Natural bioproducts are invaluable resources in drug discovery. Isoquinoline alkaloids of Chelidonium majus constitute a structurally diverse family of natural products that are of great interest, one of them being their selectivity for ... ...

    Abstract Background: Natural bioproducts are invaluable resources in drug discovery. Isoquinoline alkaloids of Chelidonium majus constitute a structurally diverse family of natural products that are of great interest, one of them being their selectivity for human telomeric G-quadruplex structure and telomerase inhibition.
    Methods: The study focuses on the mechanism of telomerase inhibition by stabilization of telomeric G-quadruplex structures by berberine, chelerythrine, chelidonine, sanguinarine and papaverine. Telomerase activity and mRNA levels of hTERT were estimated using quantitative telomere repeat amplification protocol (q-TRAP) and qPCR, in MCF-7 cells treated with different groups of alkaloids. The selectivity of the main isoquinoline alkaloids of Chelidonium majus towards telomeric G-quadruplex forming sequences were explored using a sensitive modified thermal FRET-melting measurement in the presence of the complementary oligonucleotide CT22. We assessed and monitored G-quadruplex topologies using circular dichroism (CD) methods, and compared spectra to previously well-characterized motifs, either alone or in the presence of the alkaloids. Molecular modeling was performed to rationalize ligand binding to the G-quadruplex structure.
    Results: The results highlight strong inhibitory effects of chelerythrine, sanguinarine and berberine on telomerase activity, most likely through substrate sequestration. These isoquinoline alkaloids interacted strongly with telomeric sequence G-quadruplex. In comparison, chelidonine and papaverine had no significant interaction with the telomeric quadruplex, while they strongly inhibited telomerase at transcription level of hTERT. Altogether, all of the studied alkaloids showed various levels and mechanisms of telomerase inhibition.
    Conclusions: We report on a comparative study of anti-telomerase activity of the isoquinoline alkaloids of Chelidonium majus. Chelerythrine was most effective in inhibiting telomerase activity by substrate sequesteration through G-quadruplex stabilization.
    General significance: Understanding structural and molecular mechanisms of anti-cancer agents can help in developing new and more potent drugs with fewer side effects. Isoquinolines are the most biologically active agents from Chelidonium majus, which have shown to be telomeric G-quadruplex stabilizers and potent telomerase inhibitors.
    MeSH term(s) Alkaloids/pharmacology ; Benzophenanthridines/pharmacology ; Chelidonium/chemistry ; Circular Dichroism ; Fluorescence Resonance Energy Transfer/methods ; G-Quadruplexes ; Humans ; Isoquinolines/pharmacology ; MCF-7 Cells ; Models, Molecular ; Telomerase/antagonists & inhibitors
    Chemical Substances Alkaloids ; Benzophenanthridines ; Isoquinolines ; chelidonine (8K7EK8446J) ; chelerythrine (E3B045W6X0) ; Telomerase (EC 2.7.7.49)
    Language English
    Publishing date 2017-05-04
    Publishing country Netherlands
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 60-7
    ISSN 1879-2596 ; 1879-260X ; 1872-8006 ; 1879-2642 ; 1879-2618 ; 1879-2650 ; 0304-4165 ; 0006-3002 ; 0005-2728 ; 0005-2736 ; 0167-4838 ; 1388-1981 ; 0167-4889 ; 0167-4781 ; 0304-419X ; 1570-9639 ; 0925-4439 ; 1874-9399
    ISSN (online) 1879-2596 ; 1879-260X ; 1872-8006 ; 1879-2642 ; 1879-2618 ; 1879-2650
    ISSN 0304-4165 ; 0006-3002 ; 0005-2728 ; 0005-2736 ; 0167-4838 ; 1388-1981 ; 0167-4889 ; 0167-4781 ; 0304-419X ; 1570-9639 ; 0925-4439 ; 1874-9399
    DOI 10.1016/j.bbagen.2017.05.002
    Database MEDical Literature Analysis and Retrieval System OnLINE

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