marizomib has been researched along with malonic-acid* in 1 studies
1 other study(ies) available for marizomib and malonic-acid
Article | Year |
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A concise and straightforward total synthesis of (+/-)-salinosporamide A, based on a biosynthesis model.
A 14-step total synthesis of (+/-)-salinosporamide A (1), a potent inhibitor of the 20S proteasome isolated from the marine bacterium Salinospora tropica, is described. The synthesis is based on a diastereoselective intramolecular aldolisation of a substituted beta-keto amide intermediate, i.e. 13, derived from a beta-keto acid, viz. 21, and an alpha-amino malonate, leading to the pyrrolidinone ring 24 in the natural product. This synthetic approach closely mimics the origin of the pyrrolidinone ring in salinosporamide A in vivo. Another key feature of the total synthesis is a regioselective reduction of the malonate derivative 31 to the key aldehyde intermediate 32, using Super-hydride. Topics: Aldehydes; Lactones; Malonates; Models, Biological; Molecular Structure; Proteasome Endopeptidase Complex; Proteasome Inhibitors; Pyrroles; Pyrrolidinones; Stereoisomerism | 2008 |