Axially Chiral Cannabinoids: Design, Synthesis, and Cannabinoid Receptor Affinity.

ABSTRACT: The resorcinol-terpene phytocannabinoid template is a privileged scaffold for the development of diverse therapeutics targeting the endocannabinoid system. Axially chiral cannabinols (axCBNs) are unnatural cannabinols (CBNs) that bear an additional C10 substituent, which twists the cannabinol biaryl framework out of planarity creating an axis of chirality. This unique structural modification is hypothesized to enhance both the physical and biological properties of cannabinoid ligands, thus ushering in the next generation of endocannabinoid system chemical probes and cannabinoid-inspired leads for drug development. In this full report, we describe the philosophy guiding the design of axCBNs as well as several synthetic strategies for their construction. We also introduce a sec

SUBMITTER: Kearney SE 

PROVIDER: S-EPMC11392426 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature