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Synthesis and cannabinoid receptor activity of ketoalkenes from echinacea pallida and nonnatural analogues

Egger, Michael, Pellett, Patrina, Nickl, Kathrin, Geiger, Sarah, Graetz, Stephanie, Seifert, Roland, Heilmann, Jörg and Koenig, Burkhard (2008) Synthesis and cannabinoid receptor activity of ketoalkenes from echinacea pallida and nonnatural analogues. Chemistry: a European journal 14 (35), pp. 10978-10987.

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Abstract

Despite its popularity and widespread use, the efficacy of Echinacea products remains unclear and controversial. Among the various compds. isolated from Echinacea, ketoalkenes and ketoalkenynes exclusively found in the pale purple coneflower (E. pallida) are major components of the exts. In contrast to E. purpurea alkamides, these compds. have not been synthesized and studied for ...

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Item type:Article
Date:2008
Additional Information (public):CAN 150:237281 26-9 Biomolecules and Their Synthetic Analogs 13965-03-2 (Bis(triphenylphosphine)dichloropalladium) Role: CAT (Catalyst use), USES (Uses) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity); 1115909-04-0P Role: PAC (Pharmacological activity), RCT (Reactant), SPN (Synthetic preparation), BIOL (Biological study), PREP (Preparation), RACT (Reactant or reagent) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity); 149301-78-0P; 1115909-10-8P Role: PAC (Pharmacological activity), SPN (Synthetic preparation), BIOL (Biological study), PREP (Preparation) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity); 107-19-7 (Propargyl alcohol); 502-42-1 (Cycloheptanone); 506-32-1; 536-74-3; 590-13-6 ((Z)-1-Bromo-1-propene); 590-15-8 ((E)-1-Bromo-1-propene); 928-94-9 ((Z)-2-Hexen-1-ol); 1066-54-2; 6089-04-9 (1-(Tetrahydropyranyloxy)-2-propyne) Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity); 3761-94-2P; 20739-58-6P (2-Octyn-1-ol); 26001-58-1P; 26806-12-2P; 36602-98-9P; 53384-66-0P; 56922-75-9P; 60099-86-7P; 66432-72-2P; 75359-52-3P; 80639-28-7P; 82168-14-7P; 108965-88-4P; 122712-60-1P; 343950-99-2P; 1115908-75-2P; 1115908-92-3P; 1115908-96-7P; 1115908-98-9P; 1115909-00-6P; 1115909-02-8P; 1115909-06-2P; 1115909-08-4P; 1115909-15-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity); 57221-86-0P; 116752-10-4P; 118853-86-4P; 118853-87-5P; 214041-70-0P; 1115909-12-0P; 1115909-17-5P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann)
Identification Number:
ValueType
2009:9545Other
Keywords:Structure-activity relationship (cannabinoid prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity) Cross-coupling reaction Cross-coupling reaction catalysts Echinacea pallida Human (prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity) Cannabinoid receptors Role: BSU (Biological study, unclassified), BIOL (Biological study) (type CB1 prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity) Cannabinoid receptors Role: BSU (Biological study, unclassified), BIOL (Biological study) (type CB2 prepn. of ketoalkenes from echinacea pallida and non-natural analogs by Pd-catalyzed cross-coupling and cannabinoid receptor activity) ketoalkene echinacea pallida synthesis analog cannabinoid receptor agonist cross coupling palladium ketoalkene synthesis
Dewey Decimal Classification:500 Science > 570 Life sciences
500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:17238
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