Anti-Proliferative Activity of Synthetic Ajoene Analogues on Cancer Cell-Lines

ISSN: 1875-5992 (Online)
ISSN: 1871-5206 (Print)

Volume 17, 14 Issues, 2017

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Anti-Cancer Agents in Medicinal Chemistry

Formerly: Current Medicinal Chemistry - Anti-Cancer Agents

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  • 27th of 59 in Chemistry, Medicinal

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Michelle Prudhomme
Institut de Chimie de Clermont-Ferrand
Université Clermont Auvergne

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Anti-Proliferative Activity of Synthetic Ajoene Analogues on Cancer Cell-Lines

Anti-Cancer Agents in Medicinal Chemistry, 11(3): 260-266.

Author(s): Catherine H. Kaschula, Roger Hunter, Hassan T. Hassan, Nashia Stellenboom, Jonathan Cotton, Xiao Q. Zhai and M Iqbal Parker.

Affiliation: Department of Chemistry, University of Cape Town, Rondebosch, 7701, South Africa.


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.


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.

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Article Details

Volume: 11
Issue Number: 3
First Page: 260
Last Page: 266
Page Count: 7
DOI: 10.2174/187152011795347450
Price: $58
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