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09-27-2008, 10:06 AM
from http://www.thieme-connect.com/ejournals/abstract/plantamedica/doi/10.1055/s-2008-1075211
Planta Med 2008; 74
DOI: 10.1055/s-2008-1075211
Isolation and Characterization of New Cannabis Constituents from a High Potency Variety
MM Radwan 1, SA Ross 1, 2, D Slade 1, SA Ahmed 1, F Zulfiqar 1, MA ElSohly 1, 3
1 National Center for Natural Products Research,
2 Department of Pharmacognosy,
3 Department of Pharmaceutics, School of Pharmacy,The University of Mississippi, University, MS 38677, USA

Cannabis sativa L., one of the oldest plants known in medicine, is the most widely used illicit drug in the world today. A total of almost 500 natural constituents have been isolated and/or identified from cannabis [1], with Δ9-THC the main biologically active component [2]. The availability of high potency marijuana on the illicit market with unprecedented Δ9-THC concentrations (> 20% by dry weight)[3] has renewed our interest in the discovery of new constituents from cannabis. Phytochemical investigation of a high potency variety of C sativa L. resulted in the isolation of six new metabolites, (±)-6,7-trans-epoxycannabigerolic acid (1), (±)-6,7-cis-epoxycannabigerolic acid (2), (±)-6,7-cis-epoxycannabigerol (3), (±)-6,7-trans-epoxycannabigerol (4), 5ʹ-methyl-4-pentylbiphenyl-2,2ʹ,6-triol (5), and 7-methoxycannabispirone (5), along with seven known compounds (cannabigerolic acid, 5ʹ-methoxycannabigerolic acid, cannabispirone, β-cannabispiranol, dehydrocannabifuran, cannaflavin B and cannabigerol). The antimicrobial and antileishmanial activities were investigated. Acknowledgements: This work is supported by the Center of Research Excellence in Natural Products Neuroscience, The University of Mississippi, contract # 1P20RR021929-01, and by the National Institute on Drug Abuse, contract # N01DA-5-7746. We are grateful to Dr. Bharathi Avula for assistance with the HR-ESI-MS, and to Dr. Melissa Jacob and Ms. Marsha Wright for conducting the antimicrobial testing.