Effect of alteration of the heterocyclic nucleus of ILV on its isoform selectivity for PKC. Palladium catalyzed route to benzofuran analogues of ILV.
A palladium catalyzed route for the preparation of several benzofuran analogues of the PKC activator indolactam V (ILV) is described together with the ability of these compounds to activate the isoforms of PKC. The benzofuran analogues of ILV are shown to activate PKC with a slightly different pattern of isotype selectivity than ILV or 7-n-octyl-ILV. Moreover, in an examination of the effect of stereochemistry at the C-14 center of the teleocidins on PKC binding activity, a clear preference for R-stereochemistry at the C-14 center was found, thus providing additional verification of previously published structural correlations between the families of PKC activators.
Kozikowski
A P
AP
Mayo Foundation for Medical Education and Research, Jacksonville, Florida 32224, USA.
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Lewin
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NE
Bumberg
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PM
D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D002273:Carcinogens / Q000138:chemical synthesis* / Q000494:pharmacology; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D007536:Isomerism; D007769:Lactams / Q000138:chemical synthesis* / Q000494:pharmacology; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*
D001572:Benzofurans; D002273:Carcinogens; D007211:Indoles; D007769:Lactams; C043969:indolactam V; D011493:Protein Kinase C