Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 13, Pages 6580-6588Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2008.05.019
Keywords
cyclodepsipeptide; cytoskeleton; amino acids; ring-closing metathesis
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In the recent years, we focused our attention on the cyclodepsipeptide Jaspamide 1, an interesting marine metabolite, possessing a potent inhibitory activity against breast and prostate cancer, as a consequence of its ability to disrupt actin cytoskeleton dynamics. Although its biological pro. le has been well determined, many mechanistic details are still missing in terms of molecular target identification. For this reason, we decided to synthetically modify the natural metabolite, obtaining small arrays of unnatural variants useful to illuminate the structural requirements essential for the activity. Here, we report the synthesis of seven new Jaspamide analogues 2-8, containing, as the parent compound, a beta-amino acid in the cyclopeptide backbone. Their biological pro. le is also described. (c) 2008 Elsevier Ltd. All rights reserved.
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