Abstract
Six new polyphenols with different isoprenylated xanthones, isoprenylated acylphloroglucinols, and chromone architectures, hyperfaberols A–F (1–6), were isolated from the whole plants of Hypericum faberi along with seven other related known compounds. In which hyperfaberols A/B (1/2) and 12–13 were isoprenylated xanthones, hyperfaberols C–E (3–5) and 8–11 were seven isoprenylated acylphloroglucinol derivatives, while 6–7 were two chromones. Their structures were elucidated by comprehensive analysis of their spectroscopic data as well as detailed comparison with the literature data. Compounds 1 and 11 showed cytotoxities against the human esophageal cancer cell line (ECA-109) and the pancreatic tumor cell line (PANC-1) in vitro, respectively.Graphical
Highlights
The genus Hypericum (Hypericaceae Juss.) comprises nearly 500 species and is subdivided into 36 taxonomic sections [1]
Our group has been engaged in the systematic studies of isoprenylated polyphenols from Hypericum species for more than ten years, and has discovered a series of fascinating chemical structures with intriguing biological activities [5,6,7,8,9,10,11,12,13,14,15]
To further explore the new and bioactive natural polyphenols from Hypericum species, H. faberi was selected to carry out a phytochemical study and six new polyphenols, hyperfaberols A–F (1–6), together with additional seven known related derivatives 5,7-dihydroxy-2-isopropylchromon (7) [17], madeleinol A (8) [18], empetrifranzinans A/B (9/10) [18], otogirin (11) [19], dulxanthone D (12) [20], and toxyloxanthone B (13) [21] were isolated
Summary
The genus Hypericum (Hypericaceae Juss.) comprises nearly 500 species and is subdivided into 36 taxonomic sections [1]. The plants of this genus have been proved to be rich sources of prenylated phenolic metabolites with diverse phloroglucinols, xanthones, and flavonoids structures as well as valuable bioactivities such as antidepressant, antibacterial, and antiproliferative activities [2,3,4]. To further explore the new and bioactive natural polyphenols from Hypericum species, H. faberi was selected to carry out a phytochemical study and six new polyphenols, hyperfaberols A–F (1–6), together with additional seven known related derivatives 5,7-dihydroxy-2-isopropylchromon (7) [17], madeleinol A (8) [18], empetrifranzinans A/B (9/10) [18], otogirin (11) [19], dulxanthone D (12) [20], and toxyloxanthone B (13) [21] were isolated. 1 160.3 (C) 2 97.1 (CH) 6.14, s 3 162.5 (C) 4 104.5 (C) 4a 154.0 (C) 10a 153.5 (C) 5 102.4 (CH) 6.73, s 6 152.4 (C) 7 138.2 (C) 8 119.5 (C) 8a 106.0 (C) 9 181.6 (C) 9a 102.0 (C) 26.4 (CH2) 2.65, m 46.9 (CH) 2.35, m
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