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Organosulfur compounds, a method of making organosulfur compounds and their use for inhibiting the growth of tumour cells

A compound and oxide technology, which is used in the field of inhibiting the growth of tumor cells and the preparation of drugs

Inactive Publication Date: 2011-08-31
UNIVERSITY OF CAPE TOWN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The results of these trials were conflicting depending on the type of tumor examined and the garlic preparation used

Method used

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  • Organosulfur compounds, a method of making organosulfur compounds and their use for inhibiting the growth of tumour cells
  • Organosulfur compounds, a method of making organosulfur compounds and their use for inhibiting the growth of tumour cells
  • Organosulfur compounds, a method of making organosulfur compounds and their use for inhibiting the growth of tumour cells

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Embodiment

[0110] Now, the present invention will be described in more detail by the following non-limiting examples.

[0111] The preparation of (E / Z)-4,5,9-trithiadodeca-1,6-diene-9-oxide (3) is described below. However, it is obvious to those skilled in the art that other compounds of formula (2) can be easily prepared using the same method.

[0112]

[0113] Scheme 1: Synthetic route of synthetic analog (3)

[0114] In the above synthesis, using thioglycolic acid, using 1,1'-azobis(cyclohexanecarbonitrile) (ACCN), 4-thia-1-heptyne (21 ) Is converted into thioester (E, Z)-S-1-(4-thiahept-1-enyl) ethanethioate (22), and is the thioester product ( 22) 2:1 E:Z mixture. Then in KOH / methanol at -40℃ (using acetonitrile / N 2 The low temperature bath) to form the thiol anion of (22), and then use the allylated thiotoluenesulfonate (24) to alkylate to form the disulfide 4,5,9-trithia in high yield Dodeca-1,6-diene (23). Then, at low temperature, m-chloroperbenzoic acid was used to oxidize the s...

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Abstract

Organosulfur compounds of the general formula (2) are described, wherein R1 and R2 are linear or branched C1- C5 alkyl; linear or branched C1- C5 alkenyl with the proviso that R1 is not prop-1-enyl (allyl); substituted linear or branched C1- C5 alkenyl or substituted linear or branched C1- C5 alkyl, in which the substituents are selected from OR3, NR4R5, COOR6, CONR7R8, in which R3 is selected from H, COR9, para- methoxybenzyl and trialkylsilyl, in which R9 is alkyl or substituted alkyl; R4 and R5 are alkyl or R4 and R5 together form a phthalimido group; R6 is alkyl or substituted alkyl; and R7 and R8 are alkyl or substituted alkyl; substituted or unsubstituted aromatic specifically where R1 and R2 are benzyl, para-methoxybenzyl and / or ortho,para- methoxybenzyl and substituted or unsubstituted heteroaromatic. The compounds can be used for inhibiting the growth of tumour cells and for treating cancer. A pharmaceutical composition and a method of preparing the compounds are also described.

Description

Background of the invention [0001] The present invention relates to a new compound, to a compound that can be used to inhibit the growth of tumor cells, to a new method for synthesizing the compound, to the use of the compound in the preparation of a drug for inhibiting the growth of tumor cells, and to Methods to inhibit the growth of tumor cells. [0002] Garlic (allium sativum) edible additives have shown the ability to reduce the risk of cancer in humans. The potential chemopreventive effects of garlic have been the subject of various clinical trials in the past. The results of these tests are conflicting depending on the type of tumor detected and the garlic preparation used. This is due to the fact that the crude extract of garlic contains many organosulfur compounds with different stability and biological activity. [0003] Many organosulfur compounds present in garlic have been well characterized. These compounds include allyl disulfide, allyl thiosulfinate and cysteine ...

Claims

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Application Information

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IPC IPC(8): C07C321/18C07C321/20C07C323/07C07C323/16C07C323/25C07C209/48A61K31/105A61K31/18A61K31/4035A61P35/00
CPCC07D209/48A61K31/18A61K31/4035A61K31/105C07C323/65A61P35/00
Inventor 凯瑟琳·哈特·卡舒拉罗杰·亨特穆罕默德·埃克巴·帕克
Owner UNIVERSITY OF CAPE TOWN
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