Ontology highlight
ABSTRACT:
SUBMITTER: Holden KG
PROVIDER: S-EPMC2111044 | biostudies-literature | 2007 Nov
REPOSITORIES: biostudies-literature
Holden Kenneth G KG Tidgewell Kevin K Marquam Alfred A Rothman Richard B RB Navarro Hernán H Prisinzano Thomas E TE
Bioorganic & medicinal chemistry letters 20070915 22
Modification of the C-1 ketone of salvinorin A (2a) produces analogues with opioid antagonist properties. Of particular significance is the finding that 1-deoxo-1,10-dehydrosalvinorin A (11a) is a moderately potent antagonist at all three opioid receptor subtypes, and that herkinorin (2b), a mu agonist, is converted to a weak antagonist by removal of the C-1 ketone (3b and 11b). These observations suggest that the ketone of 2b is a key structural feature responsible for mu agonist activity. ...[more]