Total synthesis of the G2/M DNA damage checkpoint inhibitor psilostachyin C

Chao Li; Shanghui Tu; Shuguang Wen; Shan Li; Junbiao Chang; Feng Shao; Xiaoguang Lei

doi:10.1021/jo2001275

Total synthesis of the G2/M DNA damage checkpoint inhibitor psilostachyin C

J Org Chem. 2011 May 6;76(9):3566-70. doi: 10.1021/jo2001275. Epub 2011 Mar 21.

Authors

Chao Li¹, Shanghui Tu, Shuguang Wen, Shan Li, Junbiao Chang, Feng Shao, Xiaoguang Lei

Affiliation

¹ School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.

PMID: 21417227
DOI: 10.1021/jo2001275

Abstract

A concise total synthesis of the G2/M DNA damage checkpoint inhibitor psilostachyin C is reported using a 1,4-addition-aldol condensation-ring-closing metathesis (RCM) strategy. Initial biological studies indicate that psilostachyin C could enhance the sensitivity of the HeLa cell toward camptothecin (CPT) treatment via the activation of the caspase-3 mediated apoptosis pathway.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Division / drug effects*
Cell Division / genetics*
DNA Damage*
G2 Phase / drug effects*
G2 Phase / genetics*
HeLa Cells
Heterocyclic Compounds, 3-Ring / chemical synthesis*
Heterocyclic Compounds, 3-Ring / pharmacology*
Humans
Pyrones / chemical synthesis*
Pyrones / pharmacology*

Substances

Heterocyclic Compounds, 3-Ring
Pyrones
psilostachyin C