In:
Angewandte Chemie, Wiley, Vol. 129, No. 46 ( 2017-11-13), p. 14819-14823
Abstract:
Asymmetric total synthesis of the cyclic depsipeptide BE‐43547A 2 was achieved in 15 linear steps on a 350 mg scale in one batch. The synthesis features the highly diastereoselective construction of an α‐hydroxy‐β‐ketoamide through α‐hydroxylation with a d.r. of up to 86:1. BE‐43547A 2 significantly reduces the percentage of pancreatic cancer stem cells (PCSCs) in Panc‐1 cell cultures, and dramatically reduces the tumorsphere‐forming capability of Panc‐1 cells. An in vivo tumor‐initiation assay, a gold standard for cancer stem cell assays, confirmed that BE‐43547A 2 can abolish the tumorigenesis of Panc‐1 cells. The anti‐PCSC activity of BE‐43547A 2 could make this depsipeptide scaffold a promising starting point for discovering new PCSC‐targeting drugs.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v129.46
DOI:
10.1002/ange.201709744
Language:
English
Publisher:
Wiley
Publication Date:
2017
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505872-7
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1479266-7
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