Design, synthesis and biological evaluation of novel bischalcone derivatives as potential anticancer agents. 2021

Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, Turkey. Electronic address: sboglu@atauni.edu.tr.

Building on our previous work that discovered chalcone as a promising pharmacophore for anticancer activity, we have various other chalcone derivatives and have synthesized a series of novel bischalcone to explore their anticancer activity. Among all tested compounds, compounds 6a, 6b, and 6c showed the highest antiproliferative activity against A-549 cancer cell lines with the average IC50 values of 4.18, 4.52, and 5.05 µM, respectively. Moreover, compound 6c showed high antiproliferative activity against the Caco-2 cell line; thus, it was 2- and 4-fold more active than the reference compounds, i.e., methotrexate and capecitabine. Compound 6a also induced cell-cycle arrest in the S phase, whereas compounds 6b and 6c were observed to stop at the G0/G1 phase. Thereafter, we evaluated that compound 6c also had the highest apoptosis/necrosis ratio than other compounds and the standard compound. The anticancer property of the 6c was also supported by molecular docking studies carried out on the EGFR and HER2 receptors. Overall, we expect that these compounds can be further developed for the potential treatment of lung cancer.

UI MeSH Term Description Entries
D002453 Cell Cycle The complex series of phenomena, occurring between the end of one CELL DIVISION and the end of the next, by which cellular material is duplicated and then divided between two daughter cells. The cell cycle includes INTERPHASE, which includes G0 PHASE; G1 PHASE; S PHASE; and G2 PHASE, and CELL DIVISION PHASE. Cell Division Cycle,Cell Cycles,Cell Division Cycles,Cycle, Cell,Cycle, Cell Division,Cycles, Cell,Cycles, Cell Division,Division Cycle, Cell,Division Cycles, Cell
D002470 Cell Survival The span of viability of a cell characterized by the capacity to perform certain functions such as metabolism, growth, reproduction, some form of responsiveness, and adaptability. Cell Viability,Cell Viabilities,Survival, Cell,Viabilities, Cell,Viability, Cell
D004305 Dose-Response Relationship, Drug The relationship between the dose of an administered drug and the response of the organism to the drug. Dose Response Relationship, Drug,Dose-Response Relationships, Drug,Drug Dose-Response Relationship,Drug Dose-Response Relationships,Relationship, Drug Dose-Response,Relationships, Drug Dose-Response
D004354 Drug Screening Assays, Antitumor Methods of investigating the effectiveness of anticancer cytotoxic drugs and biologic inhibitors. These include in vitro cell-kill models and cytostatic dye exclusion tests as well as in vivo measurement of tumor growth parameters in laboratory animals. Anticancer Drug Sensitivity Tests,Antitumor Drug Screens,Cancer Drug Tests,Drug Screening Tests, Tumor-Specific,Dye Exclusion Assays, Antitumor,Anti-Cancer Drug Screens,Antitumor Drug Screening Assays,Tumor-Specific Drug Screening Tests,Anti Cancer Drug Screens,Anti-Cancer Drug Screen,Antitumor Drug Screen,Cancer Drug Test,Drug Screen, Anti-Cancer,Drug Screen, Antitumor,Drug Screening Tests, Tumor Specific,Drug Screens, Anti-Cancer,Drug Screens, Antitumor,Drug Test, Cancer,Drug Tests, Cancer,Screen, Anti-Cancer Drug,Screen, Antitumor Drug,Screens, Anti-Cancer Drug,Screens, Antitumor Drug,Test, Cancer Drug,Tests, Cancer Drug,Tumor Specific Drug Screening Tests
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000970 Antineoplastic Agents Substances that inhibit or prevent the proliferation of NEOPLASMS. Anticancer Agent,Antineoplastic,Antineoplastic Agent,Antineoplastic Drug,Antitumor Agent,Antitumor Drug,Cancer Chemotherapy Agent,Cancer Chemotherapy Drug,Anticancer Agents,Antineoplastic Drugs,Antineoplastics,Antitumor Agents,Antitumor Drugs,Cancer Chemotherapy Agents,Cancer Chemotherapy Drugs,Chemotherapeutic Anticancer Agents,Chemotherapeutic Anticancer Drug,Agent, Anticancer,Agent, Antineoplastic,Agent, Antitumor,Agent, Cancer Chemotherapy,Agents, Anticancer,Agents, Antineoplastic,Agents, Antitumor,Agents, Cancer Chemotherapy,Agents, Chemotherapeutic Anticancer,Chemotherapy Agent, Cancer,Chemotherapy Agents, Cancer,Chemotherapy Drug, Cancer,Chemotherapy Drugs, Cancer,Drug, Antineoplastic,Drug, Antitumor,Drug, Cancer Chemotherapy,Drug, Chemotherapeutic Anticancer,Drugs, Antineoplastic,Drugs, Antitumor,Drugs, Cancer Chemotherapy
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D014407 Tumor Cells, Cultured Cells grown in vitro from neoplastic tissue. If they can be established as a TUMOR CELL LINE, they can be propagated in cell culture indefinitely. Cultured Tumor Cells,Neoplastic Cells, Cultured,Cultured Neoplastic Cells,Cell, Cultured Neoplastic,Cell, Cultured Tumor,Cells, Cultured Neoplastic,Cells, Cultured Tumor,Cultured Neoplastic Cell,Cultured Tumor Cell,Neoplastic Cell, Cultured,Tumor Cell, Cultured
D015195 Drug Design The molecular designing of drugs for specific purposes (such as DNA-binding, enzyme inhibition, anti-cancer efficacy, etc.) based on knowledge of molecular properties such as activity of functional groups, molecular geometry, and electronic structure, and also on information cataloged on analogous molecules. Drug design is generally computer-assisted molecular modeling and does not include PHARMACOKINETICS, dosage analysis, or drug administration analysis. Computer-Aided Drug Design,Computerized Drug Design,Drug Modeling,Pharmaceutical Design,Computer Aided Drug Design,Computer-Aided Drug Designs,Computerized Drug Designs,Design, Pharmaceutical,Drug Design, Computer-Aided,Drug Design, Computerized,Drug Designs,Drug Modelings,Pharmaceutical Designs
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

Related Publications

Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
April 2024, Chemistry & biodiversity,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
February 2018, Bioorganic & medicinal chemistry letters,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
July 2021, Molecules (Basel, Switzerland),
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
January 2016, European journal of medicinal chemistry,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
January 2015, European journal of medicinal chemistry,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
June 2023, Fitoterapia,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
December 2018, Natural product research,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
June 2014, European journal of medicinal chemistry,
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
January 2022, Molecules (Basel, Switzerland),
Serdar Burmaoglu, and Arzu Gobek, and Busra Ozturk Aydin, and Emine Yurtoglu, and Busra Nur Aydin, and Gozde Yalcin Ozkat, and Ceylan Hepokur, and Nihal Simsek Ozek, and Ferhunde Aysin, and Ramazan Altundas, and Oztekin Algul
April 2014, Bioorganic chemistry,
Copied contents to your clipboard!