Abstract
The ability of garlic preparations to inhibit cancer cell-growth has been attributed to a group of structurally-related organosulfur compounds found in the crushed clove. Historically, interest has centred on three such compounds as allicin, diallyl disulfide and diallyl trisulfide, with less interest on E- and Z-ajoene. A recently developed synthetic route from our laboratory for preparing ajoene analogues allows access to derivatives containing the sulfoxide / vinyl disulfide core whilst varying the terminal end-group functionality. A small library has been synthesized and an advanced lead with p-methoxybenzyl end groups (8) identified. Data on the in vitro anti-proliferation activity of compound (8) is presented here on six cancer cell-lines in comparison with that of Z- and E-ajoene to reveal an enhancement in activity of up to twelvefold. In addition, a modest selectivity is observed for tumour over normal cell-lines of up to threefold. Data on ajoene and its derivatives is presented in the context of chemosensitization in drug-resistance, and ideas on ajoenes mode of action at the molecular level are presented and discussed.
Keywords: Garlic, Ajoene, Anti-Cancer, Ajoene Analogues, Disulfide, sulfenyl substituent, E- and Z-isomeric forms, E/Z-mixtures, tumorogenic lymphoid cells (BJA-B), proliferation, fibroblasts, para-methoxybenzyl groups, peripheral mononuclear, blood cells, Anti-Cancer Drug
Anti-Cancer Agents in Medicinal Chemistry
Title: Anti-Proliferative Activity of Synthetic Ajoene Analogues on Cancer Cell-Lines
Volume: 11 Issue: 3
Author(s): Catherine H. Kaschula, Roger Hunter, Hassan T. Hassan, Nashia Stellenboom, Jonathan Cotton, Xiao Q. Zhai and M. Iqbal Parker
Affiliation:
Keywords: Garlic, Ajoene, Anti-Cancer, Ajoene Analogues, Disulfide, sulfenyl substituent, E- and Z-isomeric forms, E/Z-mixtures, tumorogenic lymphoid cells (BJA-B), proliferation, fibroblasts, para-methoxybenzyl groups, peripheral mononuclear, blood cells, Anti-Cancer Drug
Abstract: The ability of garlic preparations to inhibit cancer cell-growth has been attributed to a group of structurally-related organosulfur compounds found in the crushed clove. Historically, interest has centred on three such compounds as allicin, diallyl disulfide and diallyl trisulfide, with less interest on E- and Z-ajoene. A recently developed synthetic route from our laboratory for preparing ajoene analogues allows access to derivatives containing the sulfoxide / vinyl disulfide core whilst varying the terminal end-group functionality. A small library has been synthesized and an advanced lead with p-methoxybenzyl end groups (8) identified. Data on the in vitro anti-proliferation activity of compound (8) is presented here on six cancer cell-lines in comparison with that of Z- and E-ajoene to reveal an enhancement in activity of up to twelvefold. In addition, a modest selectivity is observed for tumour over normal cell-lines of up to threefold. Data on ajoene and its derivatives is presented in the context of chemosensitization in drug-resistance, and ideas on ajoenes mode of action at the molecular level are presented and discussed.
Export Options
About this article
Cite this article as:
H. Kaschula Catherine, Hunter Roger, T. Hassan Hassan, Stellenboom Nashia, Cotton Jonathan, Q. Zhai Xiao and Iqbal Parker M., Anti-Proliferative Activity of Synthetic Ajoene Analogues on Cancer Cell-Lines, Anti-Cancer Agents in Medicinal Chemistry 2011; 11 (3) . https://dx.doi.org/10.2174/187152011795347450
DOI https://dx.doi.org/10.2174/187152011795347450 |
Print ISSN 1871-5206 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5992 |
Call for Papers in Thematic Issues
Induction of cell death in cancer cells by modulating telomerase activity using small molecule drugs
Telomeres are distinctive but short stretches present at the corners of chromosomes and aid in stabilizing chromosomal makeup. Resynthesis of telomeres supported by the activity of reverse transcriptase ribonucleoprotein complex telomerase. There is no any telomerase activity in human somatic cells, but the stem cells and germ cells undergone telomerase ...read more
Role of natural compounds as anti anti-cancer agents
Cancer is considered the leading cause of worldwide mortality, accounting for nearly 10 million deaths in 2022. Cancer outcome can be improved through an appropriate screening and early detection and through an efficient clinical treatment. Chemotherapy remains an important approach in treatment o f several types of cancers, even though ...read more
Signaling and enzymatic modulators in cancer treatment
Cancer accounts for nearly 10 million deaths in 2022 and is considered the leading cause of worldwide mortality. Cancer outcome can be improved through an appropriate screening and early detection and through an efficient clinical treatment. Chemotherapy, radiotherapy and surgery are the most important approach for the treatment of several ...read more
- 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
-
Reviewing the Role of Resveratrol as a Natural Modulator of Microglial Activities
Current Pharmaceutical Design Editorial [Hot topic: Nutritional Elements: Could they Play a Role in the Treatment of Arthritis? (Guest Editor: Kayo Masuko)]
Current Rheumatology Reviews Synthesis and In Vitro Evaluation of Novel 1,2,3,4-Tetrahydroisoquinoline Derivatives as Potent Antiglioma Agents
Anti-Cancer Agents in Medicinal Chemistry Scope and Limitations of The Co-Drug Approach to Topical Drug Delivery
Current Pharmaceutical Design The Role of Iron Toxicity in Oxidative Stress-induced Cellular Degeneration in Down Syndrome: Protective Effects of Phenolic Antioxidants
Current Nutrition & Food Science Bacterial Zinc Proteases and their Inhibition
Current Enzyme Inhibition Gene Therapy Strategies to Prevent Autoimmune Disorders
Current Gene Therapy Meet Our Editorial Board Member
Current Topics in Medicinal Chemistry Regulation of Cell Migration and Invasion by Specific Modules of uPA: Mechanistic Insights and Specific Inhibitors
Current Drug Targets Scaffold Vascularization: A Challenge for Three-Dimensional Tissue Engineering
Current Medicinal Chemistry Chloride Channels − New Targets for the Prevention of Stroke
Current Vascular Pharmacology Structural Insight of NICD-MAML Interactions: Virtual Screening, Docking and Molecular Dynamics Study for Identification of Potential Inhibitor
Letters in Drug Design & Discovery Towards Histone Deacetylase Inhibitors as New Antimalarial Drugs
Current Pharmaceutical Design An Overview of Emerging Immunotargets of Genitourinary Tumors
Current Drug Targets Drug Discovery Using Yeast as a Model System: A Functional Genomic and Proteomic View
Current Proteomics Role of Prolyl Isomerase Pin1 in Pathogenesis of Diseases and Remedy for the Diseases from Natural Products
Current Drug Targets New Direct and Frontal Tissue Acquisition Tools for Gene Expression Analysis in Personalized Medicine
Current Pharmacogenomics and Personalized Medicine Nanoparticulate Iron Oxide Contrast Agents for Untargeted and Targeted Cardiovascular Magnetic Resonance Imaging
Current Nanoscience Cytokine Therapy for Cancer
Current Pharmaceutical Design Diabetic Neuropathy: Update on Pathophysiological Mechanism and the Possible Involvement of Glutamate Pathways
Current Diabetes Reviews