125882-62-4Relevant articles and documents
Total synthesis of fellutamide b and deoxy-fellutamides B, C, and D
Giltrap, Andrew M.,Cergol, Katie M.,Pang, Angel,Britton, Warwick J.,Payne, Richard J.
, p. 2382 - 2397 (2013)
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.
Total synthesis of fellutamides, lipopeptide proteasome inhibitors. More sustainable peptide bond formation
Pirrung, Michael C.,Zhang, Fa,Ambadi, Sudhakar,Gangadhara Rao
, p. 8367 - 8375 (2016/09/09)
Solution-phase syntheses of three bioactive natural products of mixed polypeptide-polyketide biogenesis, fellutamides A, B, and C, have been achieved. Three peptide bonds are generated without the use of coupling reagents in each synthesis of the fellutamides, which act against proteasomes.
