Synthesis and testing of novel phenyl substituted side-chain analogues of classical cannabinoids

Mathangi Krishnamurthy, Antonio M. Ferreira, Bob Moore

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A series of novel phenyl substituted side-chain analogues of classical cannabinoids were synthesized and their CB1 and CB2 binding affinities were evaluated relative to Δ8-THC and compound 2. CB1 and CB2 binding assays indicate that the dimethyl and ketone analogues (3) and (6) display selectivity for the CB2 receptor in comparison to Δ 8-THC and compound 2. This study provides newer insights into the geometrical and functional group requirements of the ligand binding pockets of the CB1 and the CB2 receptors.

Original languageEnglish (US)
Pages (from-to)3487-3490
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume13
Issue number20
DOIs
StatePublished - Oct 20 2003

Fingerprint

Cannabinoid Receptor CB2
Dronabinol
Cannabinoids
Cannabinoid Receptor CB1
Testing
Ketones
Functional groups
Assays
Display devices
Ligands

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Synthesis and testing of novel phenyl substituted side-chain analogues of classical cannabinoids. / Krishnamurthy, Mathangi; Ferreira, Antonio M.; Moore, Bob.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 13, No. 20, 20.10.2003, p. 3487-3490.

Research output: Contribution to journalArticle

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