New hexahydroxybiphenyl derivatives as inhibitors of protein kinase C.
We have previously shown that some ellagitannins are potent inhibitors of protein kinase C (PKC). On the basis of this finding, several series of hexahydroxybiphenyl derivatives of ellagic acid were synthesized as simple analogs of these ellagitannins and were evaluated for their inhibitory effect against PKC. Compounds 23 and 26 were found to be potent inhibitors of PKC, while hexakis-(benzyloxy)biphenyl derivatives exhibited weak anti-PKC activity.
Kashiwada
Y
Y
Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599.
Huang
L
L
Ballas
L M
LM
Jiang
J B
JB
Janzen
W P
WP
Lee
K H
KH
D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D003990:Dibenzoxepins / Q000138:chemical synthesis* / Q000494:pharmacology; D004610:Ellagic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors; D013329:Structure-Activity Relationship
D001713:Biphenyl Compounds; D003990:Dibenzoxepins; D011994:Recombinant Proteins; C085410:2,2',3,3',4,4'-hexahydroxy-1,1'-biphenyl-6,6'-dimethanol dimethyl ether; C085409:5,7-dihydro-1,2,3,9,10,11-hexahydroxydibenz(c,e)oxepin; D004610:Ellagic Acid; D011493:Protein Kinase C