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D-ring substituted rhazinilam analogues: semisynthesis and evaluation of antitubulin activity |
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| Authors: | Dupont C Guénard D Tchertanov L Thoret S Guéritte F |
| Affiliation: | Institut de Chimie des Substances Naturelles, Centre National de la Recherche Scientifique, avenue de la Terrasse, 91198, Gif-sur-Yvette Cedex, France |
| Abstract: | Novel (-)- and (+)-rhazinilam derivatives substituted on the D-ring (compounds 3, 4, 5 and 6) have been prepared from (+)-vincadifformine 7 and (-)-tabersonine and evaluated against the disassembly of microtubules into tubulin. Along with this study, a reproducible 'one pot' semisynthesis of (-)-rhazinilam 1 from (+)-1,2-didehydroaspidospermidine 2 was performed allowing the easy preparation of these new compounds. |
| Keywords: | Natural products rhazinilam tubulin cytotoxicity structure–activity relationships |
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