Ontology highlight
ABSTRACT:
SUBMITTER: Munro TA
PROVIDER: S-EPMC2778035 | biostudies-literature | 2005 Nov
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20051101 24
[reaction: see text] Treatment of salvinorin A (1a) with KOH in MeOH gave the enedione 3, for which the dienone structure 7 was recently proposed. Also isolated, after methylation, were the secotriesters 4a-c. A mechanism for this unusual series of autoxidations is proposed. Surprisingly, 4a showed weak affinity at the kappa-opioid receptor. Divinatorins A-C (2a-c) showed no affinity at opioid receptors. Attempted reduction of 3 to a novel salvinorin diol (9d) was unsuccessful, but careful deace ...[more]