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Cannabinoid Geometry and Biological Activity

  • Raphael Mechoulam
  • W. A. Devane
  • R. Glaser

Abstract

Since the isolation and structure elucidation of delta-9-THC by our group in 1964, numerous investigations have addressed the structure-activity relationships (SAR) in the cannabinoid series. The rules established in the 1970s have mostly withstood the erosion of time. However, the SAR rules as regards stereochemistry were developed much later. It was shown that in THC-type cannabinoids activity resides exclusively in the (−)cannabinoids with the 6aR, 10aR stereochemistry, as found in natural (−) delta-9-THC. This important observation was one of the factors that led to research that culminated in the identification of cannabinoid receptors. X-ray crystallography and detailed NMR investigation have made possible the establishment of the geometry of the active cannabinoids both in the solid-state and in solution. This geometry is presented now in some detail.

Keywords

Adenylate Cyclase Drug Discrimination Inhibit Adenylate Cyclase Adenylate Cyclase Assay Stereochemical Requirement 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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© Springer Science+Business Media New York 1999

Authors and Affiliations

  • Raphael Mechoulam
  • W. A. Devane
  • R. Glaser

There are no affiliations available

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