Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 18, Issue 24, Pages 8642-8659Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2010.09.072
Keywords
BK channels; Channel openers; Oximation; Dehydroabietic acid; Podocarpic acid
Funding
- Japan Society for the Promotion of Science
- Innovation Foundation of Shanghai University
- Shanghai Pujiang Program [10PJ1403700]
- Shanghai Municipal Education Commission [J50102]
- Shorai Foundation for Science and Technology
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Oxime ether derivatives at the benzylic position of unsubstituted, dichloro, trichloro, and monobromo derivatives of the aromatic C-ring of dehydroabietic acid and podocarpic acid were synthesized and evaluated as BK channel openers in an assay system of CHO-K1 cells expressing hBK alpha channels. Detailed SAR analysis showed that the oximation was particularly effective in the cases of dehydroabietic acid derivatives, and some of these oxime derivatives showed more potent BK channel activities than the standard compound, NS1619. The present studies provide a new structural basis for development of efficient BK channel openers. (C) 2010 Elsevier Ltd. All rights reserved.
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