Abstract
Herein, a selected set of chiral N1-(4-oxochromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones (7a-k / 8a-k) were prepared via direct interaction of L-α-amino esters with N1-(4-oxochromen-7-yl) nitrile imines (generated in situ from their hydrazonoyl chloride precursors 5a,b by the action of triethylamine). These novel dihydrotriazinone-flavone hybrid compounds (7), their 2- methylchromenone analogs (8) and the L-proline homologs (9,10) were characterized by microanalytical and spectral (HRMS and NMR) data. Compounds 7a and 7i displayed good activity against (MCF-7) breast cancer.
Keywords: 7-Aminoflavone, 7-amino-2-methylchromen-4-one, 4-oxo-N-(chromen-7-yl)hydrazonoyl chlorides, antitumor activity L-α-amino esters, nitrileimine, substituted dihydro-1, 2, 4-triazin-6-ones, bactericidal, inhibitory, fungicidal, antiviral
Letters in Organic Chemistry
Title:Synthesis of Some 1-(Flavon-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones and Related Congeners
Volume: 9 Issue: 7
Author(s): Marwa N. Abu-Aisheh, Mohammad S. Mustafa, Mohammad S. Mubarak, Mustafa M. El-Abadelah and Wolfgang Voelter
Affiliation:
Keywords: 7-Aminoflavone, 7-amino-2-methylchromen-4-one, 4-oxo-N-(chromen-7-yl)hydrazonoyl chlorides, antitumor activity L-α-amino esters, nitrileimine, substituted dihydro-1, 2, 4-triazin-6-ones, bactericidal, inhibitory, fungicidal, antiviral
Abstract: Herein, a selected set of chiral N1-(4-oxochromen-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones (7a-k / 8a-k) were prepared via direct interaction of L-α-amino esters with N1-(4-oxochromen-7-yl) nitrile imines (generated in situ from their hydrazonoyl chloride precursors 5a,b by the action of triethylamine). These novel dihydrotriazinone-flavone hybrid compounds (7), their 2- methylchromenone analogs (8) and the L-proline homologs (9,10) were characterized by microanalytical and spectral (HRMS and NMR) data. Compounds 7a and 7i displayed good activity against (MCF-7) breast cancer.
Export Options
About this article
Cite this article as:
N. Abu-Aisheh Marwa, S. Mustafa Mohammad, S. Mubarak Mohammad, M. El-Abadelah Mustafa and Voelter Wolfgang, Synthesis of Some 1-(Flavon-7-yl)-4,5-dihydro-1,2,4-triazin-6(1H)-ones and Related Congeners, Letters in Organic Chemistry 2012; 9 (7) . https://dx.doi.org/10.2174/157017812802139573
DOI https://dx.doi.org/10.2174/157017812802139573 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
- 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
-
Recurrent Rearrangements in Prostate Cancer: Causes and Therapeutic Potential
Current Drug Targets An Integrative Informatics Approach to Explain the Mechanism of Action of N1-(Anthraquinon-2-yl) Amidrazones as BCR/ABL Inhibitors
Current Computer-Aided Drug Design Dysfunction of Mitochondrial ATP Production As a Target for Personalized Cancer Therapy
Current Pharmacogenomics and Personalized Medicine Fasting Insulin and Risk of Cancer Related Mortality in Non-diabetic Adults: A Dose-response Meta-analysis of Cohort Studies
Current Diabetes Reviews The Effects of the Endocrine Disruptors Dithiocarbamates on the Mammalian Ovary with Particular Regard to Mancozeb
Current Pharmaceutical Design Molecular Interaction and Computational Analytical Studies of Pinocembrin for its Antiangiogenic Potential Targeting VEGFR-2: A Persuader of Metastasis
Medicinal Chemistry Genetically Modified Viruses Vaccines by Design
Current Pharmaceutical Biotechnology CYR61 Confers the Sensitivity to Aromatase Inhibitor Letrozole in ER Positive Breast Carcinoma
Current Cancer Drug Targets Targeting STAT1 in Both Cancer and Insulin Resistance Diseases
Current Protein & Peptide Science Anthocyanins as a Potential Therapy for Diabetic Retinopathy
Current Medicinal Chemistry The Interaction of Zinc Oxide/Green Tea Extract Complex Nanoparticles and its Effect on Monosodium Glutamate Toxicity in Liver of Rats
Current Pharmaceutical Biotechnology Interview with Dr. Young-Ki Paik, President of the Human Proteome Organization (HUPO): Pharmacoproteomics and the Approaching Wave of “Proteomics Diagnostics”
Current Pharmacogenomics and Personalized Medicine The Novel Functions of cGMP-Specific Phosphodiesterase 5 and its Inhibitors in Carcinoma Cells and Pulmonary/Cardiovascular Vessels
Current Topics in Medicinal Chemistry Patent Selections
Recent Patents on Inflammation & Allergy Drug Discovery Familial Colorectal Cancer Type X
Current Genomics Genistein: A Boon for Mitigating Ischemic Stroke
Current Topics in Medicinal Chemistry CD93: Recent Advances and Implications in Disease
Current Drug Targets Parametric MR Dynamic Imaging for Breast Lesions Characterization and Prediction of Lymph Nodes Involvement
Current Radiopharmaceuticals Clinical Evidence of Herb-Drug Interactions: A Systematic Review by the Natural Standard Research Collaboration
Current Drug Metabolism microRNA-133: Expression, Function and Therapeutic Potential in Muscle Diseases and Cancer
Current Drug Targets