A Nrf-2 Stimulatory Hydroxylated Cannabidiol Derivative from Hemp ( Cannabis sativa ).

A phytochemical analysis of mother liquors obtained from crystallization of CBD from hemp ( Cannabis sativa ), guided by LC-MS/MS and molecular networking profiling and completed by isolation and NMR-based characterization of constituents, resulted in the identification of 13 phytocannabinoids. Among them, anhydrocannabimovone ( 5 ), isolated for the first time as a natural product, and three new hydroxylated CBD analogues (1,2-dihydroxycannabidiol, 6 , 3,4-dehydro-1,2-dihydroxycannabidiol, 7 , and hexocannabitriol, 8 ) were obtained. Hexocannabitriol ( 8 ) potently modulated, in a ROS-independent way, the Nrf2 pathway, outperforming all other cannabinoids obtained in this study and qualifying as a potential new chemopreventive chemotype against cancer and other degenerative diseases.