Abstract
A series of epoxyesters were lactonized by HClO4 to give corresponding ς-hydroxy-γ-lactones as a mixture of diastereoisomers: trans and cis. The mixtures of products were separated via column chromatography. The lactones synthesized were screened for anticancer activity against D17 and U2-OS cell lines. Only the trans isomer with naphthyl ring was found to exhibit significant activity against both cell lines.
Keywords: Lactones, epoxyesters, aromatic ring, diastereoisomers, hydroxlactonization, antiproliferative activity.
Graphical Abstract
Current Organic Synthesis
Title:β-Aryl-ς-Hydroxy-γ-Lactones: Synthesis, Structural Analysis and Cytotoxic Activity
Volume: 13 Issue: 6
Author(s): Barbara Gawdzik, Alicja Wzorek, Angelika Kamizela, Mariusz Urbaniak, Witold Gladkowski, Magdalena Lis, Bozena Obminska-Mrukowicz and Agata Bialonska
Affiliation:
Keywords: Lactones, epoxyesters, aromatic ring, diastereoisomers, hydroxlactonization, antiproliferative activity.
Abstract: A series of epoxyesters were lactonized by HClO4 to give corresponding ς-hydroxy-γ-lactones as a mixture of diastereoisomers: trans and cis. The mixtures of products were separated via column chromatography. The lactones synthesized were screened for anticancer activity against D17 and U2-OS cell lines. Only the trans isomer with naphthyl ring was found to exhibit significant activity against both cell lines.
Export Options
About this article
Cite this article as:
Gawdzik Barbara, Wzorek Alicja, Kamizela Angelika, Urbaniak Mariusz, Gladkowski Witold, Lis Magdalena, Obminska-Mrukowicz Bozena and Bialonska Agata, β-Aryl-ς-Hydroxy-γ-Lactones: Synthesis, Structural Analysis and Cytotoxic Activity, Current Organic Synthesis 2016; 13 (6) . https://dx.doi.org/10.2174/1570179413666151218201553
DOI https://dx.doi.org/10.2174/1570179413666151218201553 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Latest Insights into the Anticancer Activity of Gold(III)-Dithiocarbamato Complexes
Anti-Cancer Agents in Medicinal Chemistry A Review on Exploring Better Safety Prospects in Managing Cancer using Liposomal Combinations of Food Bioactive Compounds and Anticancer Drugs: Combisomes
Current Drug Delivery Primary Tumors of the Sacrum: Imaging Findings
Current Medical Imaging Retrocyclins: Using Past as Prologue
Current Protein & Peptide Science Peripheral Benzodiazepine Receptor (PBR) New Insight in Cell Proliferation and Cell Differentiation Review
Current Clinical Pharmacology Peptides or Small Molecules? Different Approaches to Develop More Effective CDK Inhibitors
Current Medicinal Chemistry Targeting SREBP-1-driven Lipid Metabolism to Treat Cancer
Current Pharmaceutical Design 15,16-dihydrotanshinone I Induces Apoptosis and Inhibits the Proliferation, Migration of Human Osteosarcoma Cell Line 143B in vitro
Anti-Cancer Agents in Medicinal Chemistry MDMA Administration and Heat Shock Proteins Response: Foreseeing a Molecular Link
Current Pharmaceutical Biotechnology Novel Target Sites for Drug Screening: A Special Reference to Cancer, Rheumatoid Arthritis and Parkinson’s Disease
Current Signal Transduction Therapy Screening GLP-1 Receptor Ligands from Natural Products in Herbs through High-Content Technique
Combinatorial Chemistry & High Throughput Screening Immunoliposomes: Synthesis, Structure, and their Potential as Drug Delivery Carriers
Current Cancer Therapy Reviews Protective Effects of Pituitary Adenylate Cyclase-Activating Polypeptide (PACAP) Against Apoptosis
Current Pharmaceutical Design Micro-/Nano-Scale Biointerfaces, Mechanical Coupling and Cancer Therapy
Current Topics in Medicinal Chemistry Bee Venom: Its Potential Use in Alternative Medicine
Anti-Infective Agents Role of Caspases, Bax and Bcl-2 in Chrysin-Induced Apoptosis in the A549 Human Lung Adenocarcinoma Epithelial Cells
Anti-Cancer Agents in Medicinal Chemistry Aminophosphonic Acids of Potential Medical Importance
Current Medicinal Chemistry - Anti-Cancer Agents Formulation and In Vitro Evaluation of Gelatin Nanospheres for the Oral Delivery of Selegiline
Current Nanoscience Berberine as a Promising Safe Anti-Cancer Agent- Is there a Role for Mitochondria?
Current Drug Targets New Platinum and Ruthenium Complexes - the Latest Class of Potential Chemotherapeutic Drugs - a Review of Recent Developments in the Field
Mini-Reviews in Medicinal Chemistry