Abstract
A series of new “hybrid compounds”, Mannich base derivatives of planar polycyclic/heterocyclic starting materials, was designed and synthesized. The structures of the compounds were confirmed by spectroscopic methods and elemental analysis. Cytotoxicity of compounds was investigated in three cancer cell lines (PC3, HeLa, and MCF7) and one non-tumoral cell line (293 HEK). We tested the DNA-intercalating capability of the molecules by ethidium bromide (EtBr) fluorescence displacement experiment. Compounds' alkylation potency was investigated via in vitro incubation test using 2-mercaptoethanol, a biomimetic nucleophile. The five of the compounds (7s, 9d, 10b, 11b, 12c) are reported for first time in the literature. Our results suggest that compound 9d has a biological activity close to the reference compound doxorubicin, an intercalating agent in clinical use.
Keywords: Alkylation, cytotoxicity, ethidium bromide displacement, intercalation, mannich bases, mercaptoethanol.
Letters in Drug Design & Discovery
Title:Evaluation of Alkylating and Intercalating Properties of Mannich Bases for Cytotoxic Activity
Volume: 11 Issue: 9
Author(s): Huseyin Istanbullu, Yalcin Erzurumlu, Petek Ballar Kirmizibayrak and Ercin Erciyas
Affiliation:
Keywords: Alkylation, cytotoxicity, ethidium bromide displacement, intercalation, mannich bases, mercaptoethanol.
Abstract: A series of new “hybrid compounds”, Mannich base derivatives of planar polycyclic/heterocyclic starting materials, was designed and synthesized. The structures of the compounds were confirmed by spectroscopic methods and elemental analysis. Cytotoxicity of compounds was investigated in three cancer cell lines (PC3, HeLa, and MCF7) and one non-tumoral cell line (293 HEK). We tested the DNA-intercalating capability of the molecules by ethidium bromide (EtBr) fluorescence displacement experiment. Compounds' alkylation potency was investigated via in vitro incubation test using 2-mercaptoethanol, a biomimetic nucleophile. The five of the compounds (7s, 9d, 10b, 11b, 12c) are reported for first time in the literature. Our results suggest that compound 9d has a biological activity close to the reference compound doxorubicin, an intercalating agent in clinical use.
Export Options
About this article
Cite this article as:
Istanbullu Huseyin, Erzurumlu Yalcin, Kirmizibayrak Ballar Petek and Erciyas Ercin, Evaluation of Alkylating and Intercalating Properties of Mannich Bases for Cytotoxic Activity, Letters in Drug Design & Discovery 2014; 11 (9) . https://dx.doi.org/10.2174/1570180811666140529005029
DOI https://dx.doi.org/10.2174/1570180811666140529005029 |
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
-
Targeting Karyotypic Complexity and Chromosomal Instability of Cancer Cells
Current Drug Targets S100A1: Structure, Function, and Therapeutic Potential
Current Chemical Biology The Novel Synthesized Pyridazinone Derivates had the Antiproliferative and Apoptotic Effects in SHSY5Y and HEP3B Cancer Cell Line
Letters in Organic Chemistry A New Furanoxanthone from the Root Bark of Mesua ferrea
Letters in Organic Chemistry Role of Polysaccharides Mimetic Components in Targeted Cancer Treatment
Current Drug Targets A Novel Quinazoline-4-one Derivatives as a Promising Cytokine Inhibitors: Synthesis, Molecular Docking, and Structure-activity Relationship
Current Pharmaceutical Biotechnology The Role of Mitochondria in Cancer Induction, Progression and Changes in Metabolism
Mini-Reviews in Medicinal Chemistry Cardioprotective Effects of the Polyphenol Hydroxytyrosol from Olive Oil
Current Drug Targets Specificities of the Diabetic Population in French Guiana: The Health Barometer Survey
Current Diabetes Reviews A Facile “Click Chemistry” Approach to Novel Flavonol Glycoconjugates and Their Cytotoxic Activity
Letters in Organic Chemistry Flavonoids and Linderone from Lindera oxyphylla and their Bioactivities
Combinatorial Chemistry & High Throughput Screening Coumarine Analogues with Antimycobacterial and Immunomodulatory Activity
Current Bioactive Compounds The Plant Resources, Structure Characteristics, Biological Activities and Synthesis of Pyranoflavonoids
Current Medicinal Chemistry Rectal Cancer: Adjuvant Therapy and New Directions
Reviews on Recent Clinical Trials Review of Chemoradiotherapy for High-Risk Prostate Cancer
Reviews on Recent Clinical Trials Stabilization of Folding Intermediate States from Alkaline Induced Unfolded State of Bovine Serum Fetuin in Trifluoroethanol and Acetonitrile
Protein & Peptide Letters Nanomaterial Based Approaches for the Diagnosis and Therapy of Cardiovascular Diseases
Current Pharmaceutical Design Genetic and Pharmacogenetic Aspects of Alcohol-Dependence
Current Pharmacogenomics Self-assembly of DNA-based Nanomaterials and Potential Application in Drug Delivery
Current Topics in Medicinal Chemistry Nanotechnology on Duty in Medical Applications
Current Pharmaceutical Biotechnology