Varacin
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| Varacin | |
|---|---|
| Varacin skeletal structure | |
| 2-(6,7-dimethoxy-1,2,3,4,5-benzopentathiepin-9-yl)ethanamine | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 134029-48-4 |
| PubChem | 179269 |
| SMILES | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C10H13NO2S5 |
| Molar mass | 339.540 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Varacin is a bicyclic organosulfur compound originally found in marine ascidiacea from the Polycitor family.[1] It contains an unusual pentathiepin ring which reacts with DNA, and varacin and synthetic analogues have been investigated for their antimicrobial and anti-tumour properties.[2][3]
References
- ↑ Makarieva TN, Stonik VA, Dmitrenok AS, Grebnev BB, Isakov VV, Rebachyk NM, Rashkes YW. Varacin and three new marine antimicrobial polysulfides from the far-eastern ascidian Polycitor sp. Journal of Natural Products. 1995 Feb;58(2):254-8. PMID 7769392
- ↑ Greer A. On the origin of cytotoxicity of the natural product varacin. A novel example of a pentathiepin reaction that provides evidence for a triatomic sulfur intermediate. Journal of the American Chemical Society. 2001 Oct 24;123(42):10379-86. PMID 11603989
- ↑ Brzostowska EM, Greer A. The role of amine in the mechanism of pentathiepin (polysulfur) antitumor agents. Journal of the American Chemical Society. 2003 Jan 15;125(2):396-404. PMID 12517151
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