Abstract
Two series of new ionone alkaloid derivatives were synthesized and evaluated for antitumor invasive activities in human MDA-MB-231 breast cancer cells. The structures of derivatives were elucidated by 1H, 13C NMR and mass spectrometric methods. Ionone alkaloid derivatives 1a, 1c, 1d, 4i, 4j and 4k revealed significant inhibitory effects on the invasion of MDA-MB-231 cells in invasion assay, and compound 4j bearing a 4-fluoro benzene group of ionone alkaloid exhibited potent anti-invasive activity with an IC50 value of 0.054 µM.
Keywords: Antitumor metastasis, Breast cancer cells, Derivative synthesis, Invasion assay, Ionone alkaloid, (E)-4-(3-[(4- fluorobenzyl)(methyl)amino]but-1-en-1-yl)-3, 5, 5-trimethylcyclohex-2-en-1-one.
Letters in Drug Design & Discovery
Title:Synthesis and Antitumor Invasive Activity of Novel Ionone Alkaloid Derivatives
Volume: 11 Issue: 4
Author(s): Hai-Jun Fang, Qian Liu, Chun-Chun Gan, Mei-Na Jin, Nan Qin and Hong-Quan Duan
Affiliation:
Keywords: Antitumor metastasis, Breast cancer cells, Derivative synthesis, Invasion assay, Ionone alkaloid, (E)-4-(3-[(4- fluorobenzyl)(methyl)amino]but-1-en-1-yl)-3, 5, 5-trimethylcyclohex-2-en-1-one.
Abstract: Two series of new ionone alkaloid derivatives were synthesized and evaluated for antitumor invasive activities in human MDA-MB-231 breast cancer cells. The structures of derivatives were elucidated by 1H, 13C NMR and mass spectrometric methods. Ionone alkaloid derivatives 1a, 1c, 1d, 4i, 4j and 4k revealed significant inhibitory effects on the invasion of MDA-MB-231 cells in invasion assay, and compound 4j bearing a 4-fluoro benzene group of ionone alkaloid exhibited potent anti-invasive activity with an IC50 value of 0.054 µM.
Export Options
About this article
Cite this article as:
Fang Hai-Jun, Liu Qian, Gan Chun-Chun, Jin Mei-Na, Qin Nan and Duan Hong-Quan, Synthesis and Antitumor Invasive Activity of Novel Ionone Alkaloid Derivatives, Letters in Drug Design & Discovery 2014; 11 (4) . https://dx.doi.org/10.2174/15701808113106660094
DOI https://dx.doi.org/10.2174/15701808113106660094 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
- 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
-
Multifunctional Hydroxyapatite-based Nanoparticles for Biomedicine: Recent Progress in Drug Delivery and Local Controlled Release
Current Mechanics and Advanced Materials Verification between Original and Biosimilar Therapeutic Antibody Infliximab Using nSMOL Coupled LC-MS Bioanalysis in Human Serum
Current Pharmaceutical Biotechnology Construction of a γ-Butyrolactone Moiety: A Facile Synthesis of 3β- Hydroxy-5,6-Dihydro-17β -Methoxy-Pregnan-21,16α-Carbalactone - a New D-Ring Fused Steroidal γ-Butyrolactone from an Abundant 20- Oxopregnane using Metal Mediated Halogenation as the Key Step
Letters in Organic Chemistry Effect of Boswellia serrata on Rat Trachea Contractility In Vitro
The Natural Products Journal Common Mechanisms of Excitatory and Inhibitory Imbalance in Schizophrenia and Autism Spectrum Disorders
Current Molecular Medicine Hyperthermia Associated Osteonecrosis in Young Patients with Pelvic Malignancies
Anti-Cancer Agents in Medicinal Chemistry Amberlyst-15® in PEG-400: Green Synthesis of 3-Benzoyl-5-Hydroxy Benzofuran and Naphtho[1,2-b]furan Derivatives at Room Temperature
Letters in Organic Chemistry Radiolabeled Imaging Probes Targeting Angiogenesis for Personalized Medicine
Current Pharmaceutical Design Quantitative Structure – Activity Relationship Study on Saponins as Cytotoxicity Enhancers
Letters in Drug Design & Discovery In Silico Study and Cytotoxicity of the Synthesized Open-chain Analogues of Antimycin A3 Against HEP-2 Laryngeal Cancer Cells
Current Cancer Therapy Reviews Absorption, Disposition and Pharmacokinetics of Nanoemulsions
Current Drug Metabolism Radiosensitizing Effect of Electrochemotherapy: A Systematic Review of Protocols and Efficiency
Current Drug Targets The Clinical and Immunological Features of Patients with Primary Antibody Deficiencies
Endocrine, Metabolic & Immune Disorders - Drug Targets Design, Synthesis and Studies on Novel Polymeric Prodrugs of Erlotinib for Colon Drug Delivery
Anti-Cancer Agents in Medicinal Chemistry The Role of Metabolism in Toxicity of Polycyclic Aromatic Hydrocarbons and their Non-genotoxic Modes of Action
Current Drug Metabolism Stability and Biological Activity of Human Intestinal Trefoil Factor Produced by Pichia pastoris
Protein & Peptide Letters An Update on the Other Telomerase Inhibitors: Non-G-Quadruplex Interactive Agent, Non-Antisense, Non-Reverse Transcriptase Telomerase Inhibitors
Medicinal Chemistry Reviews - Online (Discontinued) Human Whey Promotes Sessile Bacterial Growth, Whereas Alternative Sources of Infant Nutrition Promote Planktonic Growth
Current Nutrition & Food Science Elastography: A Decade of Progress (2000-2010)
Current Medical Imaging CRIM1, the Antagonist of BMPs, is a Potential Risk Factor of Cancer
Current Cancer Drug Targets