Synthesis and Protein Kinase C Inhibitory Activities of Balanol Analogs with Replacement of the Perhydroazepine Moiety
- 1 January 1997
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 40 (2) , 226-235
- https://doi.org/10.1021/jm960497g
Abstract
Balanol is a potent protein kinase C (PKC) inhibitor that is structurally composed of a benzophenone diacid, a 4-hydroxybenzamide, and a perhydroazepine ring. A number of balanol analogs in which the perhydroazepine moiety is replaced have been synthesized and their biological activities evaluated against both PKC and cAMP-dependent kinase (PKA). The results suggested that the activity and the isozyme/kinase selectivity of these compounds are largely related to the conformation about this nonaromatic structural element of the molecules.Keywords
This publication has 12 references indexed in Scilit:
- Total Synthesis of (−)- and (+)-Balanol1The Journal of Organic Chemistry, 1996
- Virtual kinetics: Using statistical experimental design for rapid analysis of enzyme inhibitor mechanismsBiochemical Pharmacology, 1995
- Two Practical Syntheses of Sterically Congested BenzophenonesThe Journal of Organic Chemistry, 1994
- Total Synthesis of (-)-BalanolThe Journal of Organic Chemistry, 1994
- Activation of purified human protein kinase C α and β I isoenzymes in vitro by Ca2+, phosphatidylinositol and phosphatidylinositol 4,5-bisphosphateBiochemical Journal, 1993
- Therapeutic potential of protein kinase C inhibitorsInflammation Research, 1993
- Protein kinase CPharmacology & Therapeutics, 1991
- Protein kinase C — a family affairMolecular and Cellular Endocrinology, 1989
- The molecular heterogeneity of protein kinase C and its implications for cellular regulationNature, 1988
- The role of protein kinase C in cell surface signal transduction and tumour promotionNature, 1984