Total Synthesis of Fellutamide B and Deoxy-Fellutamides B, C, and D

Marine Drugs

Andrew M. Giltrap¹  Katie M. Cergol¹  Angel Pang²  Warwick J. Britton² 

[1] School of Chemistry, The University of Sydney, NSW 2006, Australia; E-Mails:;Centenary Institute of Cancer Medicine and Cell Biology, Newtown, NSW 2042, Australia; E-Mails:

关键词: marine peptides;    peptide synthesis;    lipopeptide;    Mycobacterium tuberculosis;    proteasome inhibitors;   

DOI  :  10.3390/md11072382

来源: mdpi

【 摘 要 】

The total syntheses of the marine-derived lipopeptide natural product fellutamide B and deoxy-fellutamides B, C, and D are reported. These compounds were accessed through a novel solid-phase synthetic strategy using Weinreb amide-derived resin. As part of the synthesis, a new enantioselective route to (3R)-hydroxy lauric acid was developed utilizing a Brown allylation reaction followed by an oxidative cleavage-oxidation sequence as the key steps. The activity of these natural products, and natural product analogues was also assessed against Mycobacterium tuberculosis in vitro.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.