TY - JOUR
T1 - Bioactive prenylogous cannabinoid from fiber hemp (Cannabis sativa)
AU - Pollastro, Federica
AU - Taglialatela-Scafati, Orazio
AU - Allarà, Marco
AU - Muñoz, Eduardo
AU - Di Marzo, Vincenzo
AU - De Petrocellis, Luciano
AU - Appendino, Giovani
PY - 2011/9/23
Y1 - 2011/9/23
N2 - The waxy fraction from the variety Carma of fiber hemp (Cannabis sativa) afforded the unusual cannabinoid 4, identified as the farnesyl prenylogue of cannabigerol (CBG, 1) on the basis of its spectroscopic properties. A comparative study of the profile of 4 and 1 toward metabotropic (CB 1, CB 2) and ionotropic (TRPV1, TRPV2, TRPM8, TRPA1) targets of phytocannabinoids showed that prenylogation increased potency toward CB 2 by ca. 5-fold, with no substantial difference toward the other end-points, except for a decreased affinity for TRPM8. The isolation of 4 suggests that C. sativa could contain yet-to-be-discovered prenylogous versions of medicinally relevant cannabinoids, for which their biological profiles could offer interesting opportunities for biomedical exploitation.
AB - The waxy fraction from the variety Carma of fiber hemp (Cannabis sativa) afforded the unusual cannabinoid 4, identified as the farnesyl prenylogue of cannabigerol (CBG, 1) on the basis of its spectroscopic properties. A comparative study of the profile of 4 and 1 toward metabotropic (CB 1, CB 2) and ionotropic (TRPV1, TRPV2, TRPM8, TRPA1) targets of phytocannabinoids showed that prenylogation increased potency toward CB 2 by ca. 5-fold, with no substantial difference toward the other end-points, except for a decreased affinity for TRPM8. The isolation of 4 suggests that C. sativa could contain yet-to-be-discovered prenylogous versions of medicinally relevant cannabinoids, for which their biological profiles could offer interesting opportunities for biomedical exploitation.
UR - http://www.scopus.com/inward/record.url?scp=80053182002&partnerID=8YFLogxK
U2 - 10.1021/np200500p
DO - 10.1021/np200500p
M3 - Article
SN - 0163-3864
VL - 74
SP - 2019
EP - 2022
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 9
ER -