Total Synthesis and Stereochemical Assignment of Burkholdac B, a Depsipeptide HDAC Inhibitor

Hanae Benelkebir, Alison M. Donlevy, Graham Packham, A. Ganesan

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Three diastereomers of burkholdac B were prepared by total synthesis, enabling the full stereochemical assignment of the natural product. It is proposed that burkholdac B is identical to thailandepsin A independently isolated by Cheng from the same strain of Burkholderia thailandensis. Burkholdac B is the most potent among depsipeptide histone deacetylase inhibitors in growth inhibition of the MCF7 breast cancer cell line with an IC50 of 60 pM. © 2011 American Chemical Society.
Original languageEnglish
Pages (from-to)6334-6337
Number of pages4
JournalOrganic Letters
Volume13
Issue number24
DOIs
Publication statusPublished - 2011

Cite this