Novel degraded polycyclic polyprenylated acylphloroglucinol and new polyprenylated benzophenone from Hypericum sampsonii. (September 2017)

• Record Type: Journal Article
• Authors: Zhang, Jun-Sheng; Huang, Jia-Luo; Zou, Yi-Hong; Liu, Xin; Ahmed, Abrar; Tang, Gui-Hua; Yin, Sheng
• Is Part Of: Phytochemistry letters. Volume 21(2017:Sep.)
• Page Start: 190
• Page End: 193
• Publication Date: 2017-09
• Subjects: Hypericum sampsonii -- Degraded polycyclic polyprenylated acylphloroglucinol -- Polyprenylated benzophenone -- NO inhibitory activity; Botanical chemistry -- Periodicals; Chimie végétale -- Périodiques; 572.205
• DOI: 10.1016/j.phytol.2017.06.023
• Languages: English
• ISSNs: 1874-3900

Abstract

Graphical abstract: Highlights: Two new compounds (1 and2 ) were obtained from Hypericum sampsonii . Six known benzophenones (3 –8 ) and three known xanthones (9 –11 ) were reported. The inhibitory effects of compounds1 –11 on the NO production were evaluated. 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. Compound1 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 compounds1 –11 on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW 264.7 macrophages showed that compounds1, 6 –8, and10 exhibited weak activities with IC50 values in the range of 20.3–37.1 μM.