Literature DB >> 20079638

Synthesis and structure-activity relationship of substitutions at the C-1 position of Delta9-tetrahydrocannabinol.

David Burdick1, Russell DeOrazio, Peter Guzzo, Alicia Habershaw, Mark Helle, Bernard Paul, Mark Wolf.   

Abstract

A novel series of Delta9-tetrahydrocannabinol (Delta9-THC) analogues were synthesized to determine their potential as cannabinoid receptor modulators. Chemistry focused on conversion of the phenol of Delta9-THC to other functionality through palladium catalyzed reactions with an intermediate triflate 2. Two analogues with sub 100 nM affinity for the CB1 and CB2 receptors were identified. Copyright 2009 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20079638     DOI: 10.1016/j.bmcl.2009.12.092

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  4 in total

Review 1.  Latest advances in novel cannabinoid CB(2) ligands for drug abuse and their therapeutic potential.

Authors:  Peng Yang; Lirong Wang; Xiang-Qun Xie
Journal:  Future Med Chem       Date:  2012-02       Impact factor: 3.808

Review 2.  The biosynthesis of the cannabinoids.

Authors:  M Nazir Tahir; Fred Shahbazi; Simon Rondeau-Gagné; John F Trant
Journal:  J Cannabis Res       Date:  2021-03-15

Review 3.  Can You Pass the Acid Test? Critical Review and Novel Therapeutic Perspectives of Δ9-Tetrahydrocannabinolic Acid A.

Authors:  Guillermo Moreno-Sanz
Journal:  Cannabis Cannabinoid Res       Date:  2016-06-01

4.  Synthesis of Functionalized Cannabilactones.

Authors:  Yingpeng Liu; Thanh C Ho; Mohammed Baradwan; Maria Pascual Lopez-Alberca; Christos Iliopoulos-Tsoutsouvas; Spyros P Nikas; Alexandros Makriyannis
Journal:  Molecules       Date:  2020-02-06       Impact factor: 4.411

  4 in total

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