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Cannabisol, a novel ?9-THC dimer possessing a unique methylene bridge, isolated from Cannabis sativa.


ABSTRACT: Cannabisol (1), a unique dimer of ?9-tetrahydrocannabinol (?9-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.

SUBMITTER: Zulfiqar F 

PROVIDER: S-EPMC5045039 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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Cannabisol, a novel Δ<sup>9</sup>-THC dimer possessing a unique methylene bridge, isolated from <i>Cannabis sativa</i>.

Zulfiqar Fazila F   Ross Samir A SA   Slade Desmond D   Ahmed Safwat A SA   Radwan Mohamed M MM   Ali Zulfiqar Z   Khan Ikhlas A IA   ElSohly Mahmoud A MA  

Tetrahedron letters 20120507 28


Cannabisol (<b>1</b>), a unique dimer of Δ<sup>9</sup>-tetrahydrocannabinol (Δ<sup>9</sup>-THC) with a methylene bridge, was isolated from <i>Cannabis sativa</i>. This is the first example of a C-bridged dimeric cannabinoid. The structure of <b>1</b> was unambiguously deduced by HRESIMS, GCMS, and NMR spectroscopy. A plausible biogenesis of <b>1</b> is described. ...[more]

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