Literature DB >> 27695140

Cannabisol, a novel Δ9-THC dimer possessing a unique methylene bridge, isolated from Cannabis sativa.

Fazila Zulfiqar1, Samir A Ross2, Desmond Slade1, Safwat A Ahmed1, Mohamed M Radwan1, Zulfiqar Ali1, Ikhlas A Khan2, Mahmoud A ElSohly3.   

Abstract

Cannabisol (1), a unique dimer of Δ9-tetrahydrocannabinol (Δ9-<span class="Chemical">THC) with a methylene bridge, was isolated from Cannabis sativa. This is the first example of a C-bridged dimeric cannabinoid. The structure of 1 was unambiguously deduced by HRESIMS, GCMS, and NMR spectroscopy. A plausible biogenesis of 1 is described.

Entities:  

Keywords:  C-bridged dimer; Cannabis sativa; Cannabisol

Year:  2012        PMID: 27695140      PMCID: PMC5045039          DOI: 10.1016/j.tetlet.2012.04.139

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  6 in total

Review 1.  Cannabinoids in clinical practice.

Authors:  E M Williamson; F J Evans
Journal:  Drugs       Date:  2000-12       Impact factor: 9.546

2.  Potency trends of delta9-THC and other cannabinoids in confiscated marijuana from 1980-1997.

Authors:  M A ElSohly; S A Ross; Z Mehmedic; R Arafat; B Yi; B F Banahan
Journal:  J Forensic Sci       Date:  2000-01       Impact factor: 1.832

Review 3.  Chemical constituents of marijuana: the complex mixture of natural cannabinoids.

Authors:  Mahmoud A Elsohly; Desmond Slade
Journal:  Life Sci       Date:  2005-09-30       Impact factor: 5.037

4.  Bioactive prenylogous cannabinoid from fiber hemp (Cannabis sativa).

Authors:  Federica Pollastro; Orazio Taglialatela-Scafati; Marco Allarà; Eduardo Muñoz; Vincenzo Di Marzo; Luciano De Petrocellis; Giovani Appendino
Journal:  J Nat Prod       Date:  2011-09-08       Impact factor: 4.050

5.  Biologically active cannabinoids from high-potency Cannabis sativa.

Authors:  Mohamed M Radwan; Mahmoud A Elsohly; Desmond Slade; Safwat A Ahmed; Ikhlas A Khan; Samir A Ross
Journal:  J Nat Prod       Date:  2009-05-22       Impact factor: 4.050

6.  Cannabinoid ester constituents from high-potency Cannabis sativa.

Authors:  Safwat A Ahmed; Samir A Ross; Desmond Slade; Mohamed M Radwan; Fazila Zulfiqar; Rae R Matsumoto; Yan-Tong Xu; Eddy Viard; Robert C Speth; Vardan T Karamyan; M A ElSohly
Journal:  J Nat Prod       Date:  2008-02-28       Impact factor: 4.050

  6 in total
  3 in total

Review 1.  Cannabis sativa: Interdisciplinary Strategies and Avenues for Medical and Commercial Progression Outside of CBD and THC.

Authors:  Jackson M J Oultram; Joseph L Pegler; Timothy A Bowser; Luke J Ney; Andrew L Eamens; Christopher P L Grof
Journal:  Biomedicines       Date:  2021-02-26

Review 2.  The Medicinal Natural Products of Cannabis sativa Linn.: A Review.

Authors:  Anwuli Endurance Odieka; Gloria Ukalina Obuzor; Opeoluwa Oyehan Oyedeji; Mavuto Gondwe; Yiseyon Sunday Hosu; Adebola Omowunmi Oyedeji
Journal:  Molecules       Date:  2022-03-04       Impact factor: 4.411

Review 3.  Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis.

Authors:  Mohamed M Radwan; Suman Chandra; Shahbaz Gul; Mahmoud A ElSohly
Journal:  Molecules       Date:  2021-05-08       Impact factor: 4.411

  3 in total

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