Natural Products Chemistry Original Paper	Planta Med 2008; 74: 267-272 DOI: 10.1055/s-2008-1034311
© Georg Thieme Verlag KG Stuttgart · New York
Isolation and Characterization of New Cannabis Constituents from a High Potency Variety
Mohamed M. Radwan1, Samir A. Ross1,2, Desmond Slade1, Safwat A. Ahmed1, Fazila Zulfiqar1, Mahmoud A. ElSohly1,3
1 National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS, USA 2 Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS, USA 3 Department of Pharmaceutics, School of Pharmacy, The University of Mississippi, University, MS, USA

Abstract

Phytochemical investigation of a high potency variety of Cannabis sativa L. resulted in the isolation of six new metabolites, (±)-6,7-trans-epoxycannabigerolic acid (2), (±)-6,7-cis-epoxycannabigerolic acid (3), (±)-6,7-cis-epoxycannabigerol (4), (±)-6,7-trans-epoxycannabigerol (5), 5′-methyl-4-pentylbiphenyl-2,2′,6-triol (7), and 7-methoxycannabispirone (8), along with seven known compounds namely, cannabigerolic acid (1), 5′-methoxycannabigerolic acid (6), cannabispirone (9), β-cannabispiranol (10), dehydrocannabifuran (11), cannflavin B (12) and cannabigerol (13). The antimicrobial as well as the antileishmanial activities were investigated.

Abbreviations

CBG:cannabigerol

CBD:cannabidiol

FID:flame ionization detector

Δ⁹-THC:Δ⁹-tetrahydrocannabinol

VLC:vacuum liquid chromatography

Key words

Cannabis sativa - Cannabaceae - epoxy cannabigerolic acid - cannabispirone - antimicrobial activity - antileishmanial activity