synthesis and biological evaluation of fully functionalized seco-pancratistatin analogues |
| |
Authors: | McNulty James Nair Jerald J Griffin Carly Pandey Siyaram |
| |
Institution: | Department of Chemistry, McMaster University, Hamilton, Ontario, Canada. jmcnult@mcmaster.ca |
| |
Abstract: | The total synthesis of fully functionalized polyhydroxyamide B,C- seco-analogues of the anticancer compound pancratistatin (PST) ( 1) is reported. Key steps include an Evans' MgCl 2-promoted anti-aldol reaction between a functionalized l-threose derivative and ( R)-(+)-oxazolidinone to stereoselectively form the C-1/C-10b bond and a regiospecific radical-mediated oxidative fragmentation of a 1,3-benzylidene. The B,C- seco compounds 25 and 26 exhibited low activity (ED 50 > 30 microg/mL) for inducing apoptosis in human cancer cells. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|