Total synthesis of fellutamide B and deoxy-fellutamides B, C, and D.

Abstract:

: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.

journal_name

Mar Drugs

journal_title

Marine drugs

authors

Giltrap AM,Cergol KM,Pang A,Britton WJ,Payne RJ

doi

10.3390/md11072382

subject

Has Abstract

pub_date

2013-07-08 00:00:00

pages

2382-97

issue

7

issn

1660-3397

pii

md11072382

journal_volume

11

pub_type

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