Journal ArticleDOI
Konfiguration des Cocains und Derivate der Ecgoninsäure
E. Hardegger,H. Ott +1 more
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In this article, eine Anzahl neuer, aus dem Formelschema ersichtlicher, optisch aktiver, teils inaktiver Derivate der Pyrrolidoncarbonsaure bzw. der Eegoninsaure hergestellt was found.Abstract:
L-Glutaminsaure konnte konfigurativ mit L-Eegoninsaure verknupft werden. Daraus leitet sich die Konfiguration des naturlichen l-Cocains gemass Formel II ab. Synthetische L-Eegoninsaure war identisch mit der aus naturlichem l-Cocain erhaltenen l-Eegoninsaure. Im Verlauf der Untersuchung wurde eine Anzahl neuer, aus dem Formelschema ersichtlicher, teils optisch aktiver, teils inaktiver Derivate der Pyrrolidoncarbonsaure bzw. der Eegoninsaure hergestellt.read more
Citations
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Tropane Alkaloids: Chemistry, Pharmacology, Biosynthesis and Production.
TL;DR: This review provides a comprehensive overview of TAs, highlighting their structural diversity, use in pharmaceutical therapy from both historical and modern perspectives, natural biosynthesis in planta and emerging production possibilities using tissue culture and microbial biosynthesis of these compounds.
Journal ArticleDOI
Activities of the enantiomers of cocaine and some related compounds as substrates and inhibitors of plasma butyrylcholinesterase.
TL;DR: Both cocaine enantiomers were weak inhibitors of acetylcholinesterase (AChE); it is unlikely that the inhibition of BChE is an important factor in the subjective effects of cocaine, but it may have implications for the toxicity of cocaine to the fetus.
Journal ArticleDOI
Approaches to the Synthesis of Cytochalasans Part9. A versatile concept leading to all structural types of cytochalasans
TL;DR: In this article, the bicyclic compounds 4a and 4b were synthesized via Li2Cu(CN)Ph2, and the desired compound 23 was obtained from 20.
Journal ArticleDOI
Enantioselektive Synthese von (-)-(R)-und(+)-(S)-[6]-Gingerol-Gewürzprinzip des Ingwers1)
TL;DR: In this paper, ananti-synthesis of the major pungent principle of ginger (Gingerol) and the (-)-(R)-antipode in good yields and optical yields of 33-39% is described.
Journal ArticleDOI
Rapid Stereoselective Hydrolysis of (+)‐Cocaine in Baboon Plasma Prevents Its Uptake in the Brain: Implications for Behavioral Studies
Samuel J. Gatley,Robert R. MacGregor,Joanna S. Fowler,Alfred P. Wolf,Stephen L. Dewey,David J. Schlyer +5 more
TL;DR: No brain uptake was seen, although transport of cocaine into the brain is not expected to be stereoselective, and the explanation for the lack of uptake was determined to be very rapid metabolism of (+)‐cocaine in the blood.
References
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Journal ArticleDOI
Configuration of Carbohydrates, Hydroxy-Acids and Amino-Acids: Stereochemical Standards of Configuration
Journal ArticleDOI
Constituents of Pyrethrum Flowers. XXII. Synthesis and Relative Toxicity of Two Isomers of Cinerin I
Journal ArticleDOI
Über die Konfiguration der d‐Glutaminsäure, des d‐Ornithins und d‐Lysins
P. Karrer,K. Escher,Rose Widmer +2 more
Journal ArticleDOI
Konfigurationsbeweis des Cocains. 4. Mitteilung über Stereochemie der Tropanalkaloide
Ö. Kovács,G. Fodor,I. Weisz +2 more
TL;DR: The structure of cocaine (I) was definitively determined as (−)-2β-carbomethoxy-3β-benzoyloxy-tropane by as mentioned in this paper.