TY - JOUR
T1 - Synthetic studies of neoclerodane diterpenes from Salvia divinorum
T2 - Preparation and opioid receptor activity of salvinicin analogues
AU - Simpson, Denise S.
AU - Katavic, Peter L.
AU - Lozama, Anthony
AU - Harding, Wayne W.
AU - Parrish, Damon
AU - Deschamps, Jeffrey R.
AU - Dersch, Christina M.
AU - Partilla, John S.
AU - Rothman, Richard B.
AU - Navarro, Hernan
AU - Prisinzano, Thomas E.
PY - 2007/7/26
Y1 - 2007/7/26
N2 - Further modification of salvinorin A (1a), the major active component of Salvia divinorum, has resulted in the synthesis of novel neoclerodane diterpenes with opioid receptor affinity and activity. We report in this study that oxadiazole 11a and salvidivin A (12a), a photooxygenation product of 1a, have been identified as the first neoclerodane diterpenes with κ antagonist activity. This indicates that additional structural modifications of la may lead to analogues with higher potency and utility as drug abuse medications.
AB - Further modification of salvinorin A (1a), the major active component of Salvia divinorum, has resulted in the synthesis of novel neoclerodane diterpenes with opioid receptor affinity and activity. We report in this study that oxadiazole 11a and salvidivin A (12a), a photooxygenation product of 1a, have been identified as the first neoclerodane diterpenes with κ antagonist activity. This indicates that additional structural modifications of la may lead to analogues with higher potency and utility as drug abuse medications.
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U2 - 10.1021/jm070393d
DO - 10.1021/jm070393d
M3 - Article
C2 - 17580847
AN - SCOPUS:34547584197
SN - 0022-2623
VL - 50
SP - 3596
EP - 3603
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 15
ER -
