Literature DB >> 1003411

Hashish. Unsaturated side-chain analogues of delta8-tetrahydrocannabinol with potent biological activity.

R K Razdan, H C Dalzell, P Herlihy, J F Howes.   

Abstract

Two delta8-THC derivatives, 4a and 4b, with functionalized side chains were synthesized. Treatment of (+)-trans-p-mentha-2,8-dien-1-ol with the resorcinal 2b followed by removal of the dithiol group with HgO--BF3-Et2O gave the aldehyde 3b. A Wittig reaction of dimethyl (2-oxoheptyl)phosphate with 3b furnished 4a, which was reduced to 4b. Compounds 4a and 4b showed potent cannabinoid-like activity in mice.

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Year:  1976        PMID: 1003411     DOI: 10.1021/jm00233a014

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  1 in total

Review 1.  Molecular Targets of the Phytocannabinoids: A Complex Picture.

Authors:  Paula Morales; Dow P Hurst; Patricia H Reggio
Journal:  Prog Chem Org Nat Prod       Date:  2017
  1 in total

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