Efficient syntheses of novel C2'-alkylated (+/-)-K252a analogues.
Recent efforts in our laboratories have resulted in a synthetic approach toward C2'-alkylated K252a analogues via extension of a K252a cyclofuranosylation strategy. The bis-indole-N-glycosidic coupling of 6-N-(3,4-dimethoxybenzyl)-staurosporinone (21) with a number of highly functionalized carbohydrates has given access to previously unattainable, biologically relevant analogues.
Tamaki
K
K
Sterling Chemistry Laboratory, Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, USA.
Shotwell
J B
JB
White
R D
RD
Drutu
I
I
Petsch
D T
DT
Nheu
T V
TV
He
H
H
Hirokawa
Y
Y
Maruta
H
H
Wood
J L
JL
D000478:Alkylation; D002227:Carbazoles / Q000138:chemical synthesis*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D026121:Indole Alkaloids; D008968:Molecular Conformation; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*; D013237:Stereoisomerism
D002227:Carbazoles; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D026121:Indole Alkaloids; C049985:staurosporine aglycone; D011493:Protein Kinase C