Anti-Inflammatory, Antioxidant, and Anti-Nonalcoholic Steatohepatitis Acylphloroglucinol Meroterpenoids from <i>Hypericum bellum</i> Flowers

Abstract

In this work, 26 methylated acylphloroglucinol meroterpenoids with diverse skeletons, including 18 new ones (bellumones A-R, <b>1</b>-<b>18</b>), were identified from the flowers of <i>Hypericum bellum</i>. Their structures including absolute configurations were elucidated by detailed spectroscopic data, calculated electronic circular dichroism (ECD), and X-ray diffraction (XRD). Through methylation at C-5, prenylation with different chain lengths of the acylphloroglucinol-derived core, along with different types of secondary cyclization, type A bicyclic polyprenylated acylphloroglucinols (BPAPs) (<b>1</b>-<b>5</b> and <b>19</b>-<b>24</b>) and dearomatized isoprenylated acylphloroglucinols (DIAPs) (<b>6</b>-<b>18</b> and <b>25</b>-<b>26</b>) were obtained. The significant results of anti-inflammatory, antioxidant, and anti-nonalcoholic steatohepatitis (anti-NASH) activities suggest its usefulness in daily health care.