Nine new cannabinoids (>1–9) were isolated from a high-potency variety of Cannabis sativa. Their structures were identified as (±)-4-acetoxycannabichromene (>1), (±)-3″-hydroxy-Δ(4″,5″)-cannabichromene (>2), (−)-7-hydroxycannabichromane (>3), (−)-7R-cannabicoumarononic acid A (>4), 5-acetyl-4-hydroxycannabigerol (>5), 4-acetoxy-2-geranyl-5-hydroxy-3-n-pentylphenol (>6), 8-hydroxycannabinol (>7), 8-hydroxycannabinolic acid A (>8), and 2-geranyl-5-hydroxy-3-n-pentyl-1,4-benzoquinone (>9) through 1D and 2D NMR spectroscopy, GC-MS, and HRESIMS. The known sterol β-sitosterol-3-O-β-d-glucopyranosyl-6′-acetate was isolated for the first time from cannabis. Compounds >6 and >7 displayed significant antibacterial and antifungal activities, respectively, while >5 displayed strong antileishmanial activity.
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