Vernolepin
 | |
| Names | |
|---|---|
| IUPAC name
(3aR,4S,5aR,9aR,9bR)-4-Hydroxy-3,9-bis(methylene)-5a-vinyloctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione | |
| Systematic IUPAC name
(3aR,4S,5aR,9aR,9bR)-4-Hydroxy-3,9-bis(methylene)-5a-vinyloctahydro-2H-furo[2,3-f]isochromene-2,8(3H)-dione | |
| Other names
Vernolepin | |
| Identifiers | |
| 18542-37-5 | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 390780 |
| KEGG | C09582 |
| PubChem | 442322 |
| |
| |
| Properties | |
| C15H16O5 | |
| Molar mass | 276.29 g·mol−1 |
| Melting point | 179 to 180 °C (354 to 356 °F; 452 to 453 K)[1] |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Vernolepin is a sesquiterpene lactone isolated from the dried fruit of Vernonia amygdalina. It shows platelet anti-aggregating properties[2] and is also an irreversible DNA polymerase inhibitor,[3] hence may have antitumor properties.
References
- ↑ Laekeman, G. M.; Mertens, J.; Totté, J.; Bult, H.; Vlietinck, A. J.; Herman, A. G. (1 March 1983). "Isolation and Pharmacological Characterization of Vernolepin". Journal of Natural Products. 46 (2): 161–169. doi:10.1021/np50026a003.
- ↑ Laekeman, G. M.; Clerck, F.; Vlietinck, A. J.; Herman, A. G. (1 January 1985). "Vernolepin: An antiplatelet compound of natural origin". Naunyn-Schmiedeberg's Archives of Pharmacology. 331 (1): 108–113. doi:10.1007/BF00498859.
- ↑ Clayden, Jonathan (2005). Organic chemistry (Reprinted (with corrections). ed.). Oxford [u.a.]: Oxford Univ. Press. p. 238. ISBN 978-0-19-850346-0.
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