- Short Total Synthesis of Ajoene
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We describe a short total synthesis of ajoene, a major biologically active constituent of garlic. The instability of allicin as the only other known alternative starting material has led to the development of a reliable procedure for the synthesis of ajoene from simple building blocks that is also suitable for upscale operations.
- Silva, Filipa,Khokhar, Shaista S.,Williams, Danielle M.,Saunders, Robert,Evans, Gareth J. S.,Graz, Michael,Wirth, Thomas
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supporting information
p. 12290 - 12293
(2018/09/18)
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- Novel Ajoene derivatives, preparation method thereof, and pharmaceutical composition for use in preventing or treating cancer containing the same as an active ingredient
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The present invention relates to novel ajoene derivatives, to a preparation method thereof, and to a pharmaceutical composition for preventing or treating cancer containing the same as active ingredients, wherein the novel ajoene derivatives according to the present invention were confirmed to inhibit proliferation of human renal cancer cell line (ACHN), breast cancer cell line (MDA-MB-231), colorectal cancer cell line (HCT-15), prostate cancer cell line (PC-3), stomach cancer cell line (NUGC-3) and lung cancer cell line (NCI-H23) to be usefully used as a pharmaceutical composition for preventing or treating cancer containing the same as the active ingredients.COPYRIGHT KIPO 2018
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Paragraph 0204-0205; 0211-0214; 0330-0333; 0335-0338
(2018/03/01)
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- PROCESS FOR THE MANUFACTURE OF AJOENE DERIVATIVES
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The present invention relates to the compound (E,Z)-ajoene of formula (1) for use in treatment of bacterial infections. Another aspect of the present invention is a composition comprising (E,Z)-ajoene of formula (1) and at least one antibiotic. Yet another aspect of the invention relates to a method for manufacturing (E,Z) ajoene of formula (1) wherein the conformation of the internal C=C- bond can be either E or Z or a mixture thereof, said method comprising reacting allicin of formula (3) with an acid in the presence of a solvent to provide (E,Z ajoene) of formula (1) as defined above. Yet another aspect of the invention is (E,Z)-ajoene of formula 1 obtainable by the method described above.
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Page/Page column 19-20
(2012/06/30)
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- PROCESS FOR THE PREPARATION OF AJOENE
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The present invention is directed to a process for the preparation of ajoene, and to ajoene having a relatively high purity which may be obtained by the process. The invention also relates to processes for the preparation of allicin, to a process for freeze concentrating allicin.
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Page/Page column 23-24
(2010/09/18)
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- Substituted ajoenes as novel anti-cancer agents
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A new synthesis of the ajoene pharmacophore core is presented involving the regioselective radical addition of a thiyl radical to a terminal alkyne as the key step. The synthesis allows structural variation of the two end groups on sulfur, and a range of novel derivatives varying the R1 group (sulfoxide end) has been prepared and tested against CT-1 transformed fibroblast cells for anti-cancer activity. The results indicate comparable or even improved activity compared to the parent natural product ajoene isomers. This opens up the way to systematically studying the biology of the ajoene core.
- Hunter, Roger,Kaschula, Catherine H.,Parker, Iqbal M.,Caira, Mino R.,Richards, Philip,Travis, Susan,Taute, Francois,Qwebani, Thozama
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supporting information; experimental part
p. 5277 - 5279
(2009/05/07)
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- (E,Z)-Ajoene: A potent antithrombotic agent from garlic
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A report is presented of the structural characterization and simple synthesis of (E,Z)-ajoene.
- Block,Ahmad,Jain,et al.
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p. 8295 - 8296
(2007/10/02)
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