1940
DOI: 10.1021/ja01861a011
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Structure of Cannabidiol. III. Reduction and Cleavage

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Cited by 19 publications
(11 citation statements)
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“…Early experiments on CBD characterization included both physical (polarimetry measurements) and chemical methods (oxidative degradation, ozonolysis, and partial hydrogenation reactions), as well as spectroscopy (UV/Vis and IR absorption spectra). [49][50][51] However, limited by the tools availablea tt he time, the group of Adamsw as wrong aboutt he positiono ft he endocyclic double bond of the terpenem oiety,s uggesting structure 6 without stereochemical assignments(Scheme 2). [52,53] According to the authors, the proposed structure of 6 would be susceptible to acid media to deliver two isomers (7 or 8), depending upon the conditions of acid-catalyzed isomerization (Scheme 2).…”
Section: First Attempts To Characterize Cbdmentioning
confidence: 99%
“…Early experiments on CBD characterization included both physical (polarimetry measurements) and chemical methods (oxidative degradation, ozonolysis, and partial hydrogenation reactions), as well as spectroscopy (UV/Vis and IR absorption spectra). [49][50][51] However, limited by the tools availablea tt he time, the group of Adamsw as wrong aboutt he positiono ft he endocyclic double bond of the terpenem oiety,s uggesting structure 6 without stereochemical assignments(Scheme 2). [52,53] According to the authors, the proposed structure of 6 would be susceptible to acid media to deliver two isomers (7 or 8), depending upon the conditions of acid-catalyzed isomerization (Scheme 2).…”
Section: First Attempts To Characterize Cbdmentioning
confidence: 99%
“…THC and CBD are the most important and studied plant cannabinoids. In 1940, CBD was first isolated from the plant [ 21 ]. In 1963 its structure was first described [ 22 ] and followed by its first identification as a crystal structure in 1977 [ 23 ].…”
Section: Cannabis Sativa L and Its Major Derivmentioning
confidence: 99%
“…However, dimerization was detrimental for activity, and dimeric quinones were devoid of significant activity in PPARγ-activity assays. 23 Dimeric quinones are axially chiral, and, since enantiomeric cannabinoids can show markedly different profiles of bioactivity, 2 the one from CBG (CBGQ ( 23 )) was resolved by chromatography on a chiral-phase column packed with amylose-tris(5-chloro-2-methylphenylcarbamate). However, both the ( aR ) and the ( aS ) enantiomers turned out to be inactive.…”
mentioning
confidence: 99%