Novel degraded polycyclic polyprenylated acylphloroglucinol and new polyprenylated benzophenone from Hypericum sampsonii |
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Institution: | 1. Pharmacognosy Department, Faculty of Pharmacy, Medical University of Sofia, Dunav str. 2, 1000 Sofia, Bulgaria;2. Department of Pharmacology, Toxicology and Pharmacotherapy, Faculty of Pharmacy, Medical University of Sofia, Dunav str. 2, 1000 Sofia, Bulgaria |
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Abstract: | Norhypersampsone A (1), a novel degraded polycyclic polyprenylated acylphloroglucinol (PPAP) derivative, 3-(2-hydroxy-7-methyl-3-methyleneoct-6-enyl)-5-isoprenyl-2,4,6-trihydroxybenzophenone (2), a new polyprenylated benzophenone derivative, and nine known compounds (3–11) were isolated from Hypericum sampsonii. Their structures were elucidated by comprehensive spectroscopic techniques. Compound 1 represents a novel cyclohexenone monocyclic-PPAP formed by losing the fragment of C-2–C-4 and the side chains at C-3 and C-5 in the phloroglucinol ring. The results of the inhibitory effects of compounds 1–11 on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW 264.7 macrophages showed that compounds 1, 6–8, and 10 exhibited weak activities with IC50 values in the range of 20.3–37.1 μM. |
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Keywords: | Degraded polycyclic polyprenylated acylphloroglucinol Polyprenylated benzophenone NO inhibitory activity |
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