RT Journal Article T1 Cannabinoquinones: Synthesis and Biological Profile. A1 Caprioglio, Diego A1 Mattoteia, Daiana A1 Taglialatela-Scafati, Orazio A1 Muñoz, Eduardo A1 Appendino, Giovanni K1 Cannabinoids K1 Immunomodulation K1 Oxidation K1 Quinones K1 Scleroderma K1 Thia-Michael addition AB Neutral cannabinoids are oxidatively unstable and are converted into quinone derivatives by atmospheric- and/or chemical oxidative dearomatization. The study of cannabinoquinones has long been plagued by their lability toward additional oxidative degradation, but full substitution of the quinone ring, as well as the introduction of steric hindrance on the alkyl substituent, have provided sufficient stability for a systematic investigation of their bioactivity and for further clinical development. These studies culminated in the discovery of the aminocannabinoquinone VCE-004.8 (5), a compound under phase 2 clinical development with orphan drug status by EMA and FDA for the management of scleroderma. The synthesis and rich chemistry of these compounds will be described, summarizing their biological profile and clinical potential. PB MDPI YR 2021 FD 2021-07-02 LK http://hdl.handle.net/10668/18302 UL http://hdl.handle.net/10668/18302 LA en NO Caprioglio D, Mattoteia D, Taglialatela-Scafati O, Muñoz E, Appendino G. Cannabinoquinones: Synthesis and Biological Profile. Biomolecules. 2021 Jul 5;11(7):991 DS RISalud RD Apr 16, 2025