The total synthesis of (-)-callystatin A |
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Authors: | Kalesse Markus Chary Khandavalli P Quitschalle Monika Burzlaff Arne Kasper Cornelia Scheper Thomas |
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Institution: | Institut für Organische Chemie der Universit?t Hannover Schneiderberg 1B, 30167 Hannover, Germany. Kalesse@chemie.fu-berlin.de |
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Abstract: | Callystatin A is a prominent member of a class of natural products which display promising growth inhibition of cancer cells in their biological profile. The challenging structure and the interesting biological activity of (-)-callystatin A fueled our interest in the synthesis of this marine natural product. We achieved the total synthesis using a highly convergent approach joining four subunits together with a Wittig olefination, a selective Heck reaction and an aldol reaction as the pivotal steps. The aldol reaction as one of the final transformations during the synthesis opens fast access to a variety of structural analogues and circumvents tedious protecting group manipulations. Here we report an improved synthesis utilizing a modified vinyl iodide which shortens the synthesis by two steps. Additionally, first biological results will be reported. |
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Keywords: | aldol reaction antibiotics callystatin Heck reaction polyketides |
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