RT Journal Article
T1 A Nrf-2 Stimulatory Hydroxylated Cannabidiol Derivative from Hemp (Cannabis sativa).
A1 Chianese, Giuseppina
A1 Sirignano, Carmina
A1 Benetti, Emanuele
A1 Marzaroli, Vittoria
A1 Collado, Juan A
A1 de la Vega, Lauren
A1 Appendino, Giovanni
A1 Muñoz, Eduardo
A1 Taglialatela-Scafati, Orazio
K1 Cannabidiol
K1 Cannabinoids
K1 Cannabis
K1 NF-E2-related factor 2
AB 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.
PB American Chemical Society
YR 2022
FD 2022-03-22
LK http://hdl.handle.net/10668/22593
UL http://hdl.handle.net/10668/22593
LA en
NO Chianese G, Sirignano C, Benetti E, Marzaroli V, Collado JA, de la Vega L, et al.  A Nrf-2 Stimulatory Hydroxylated Cannabidiol Derivative from Hemp (Cannabis sativa). J Nat Prod. 2022 Apr 22;85(4):1089-1097
NO This research was funded by MIUR, research grant PRIN2017, Project WN73PL (Bioactivity-directed exploration of the phytocannabinoid chemical space). LC-MS experiments were run at the LAS (Laboratorio di Analisi Strumentale). The assistance of Dr. Chiara Cassiano is acknowledged. O.T.S. thanks Indena SpA for financial support.
DS RISalud
RD Apr 9, 2025