PMID- 33426876 OWN - NLM STAT- MEDLINE DCOM- 20210406 LR - 20210406 IS - 1520-5118 (Electronic) IS - 0021-8561 (Linking) VI - 69 IP - 2 DP - 2021 Jan 20 TI - Anti-Inflammatory, Antioxidant, and Anti-Nonalcoholic Steatohepatitis Acylphloroglucinol Meroterpenoids from Hypericum bellum Flowers. PG - 646-654 LID - 10.1021/acs.jafc.0c05417 [doi] AB - In this work, 26 methylated acylphloroglucinol meroterpenoids with diverse skeletons, including 18 new ones (bellumones A-R, 1-18), were identified from the flowers of Hypericum bellum. 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) (1-5 and 19-24) and dearomatized isoprenylated acylphloroglucinols (DIAPs) (6-18 and 25-26) were obtained. The significant results of anti-inflammatory, antioxidant, and anti-nonalcoholic steatohepatitis (anti-NASH) activities suggest its usefulness in daily health care. FAU - Zhou, Xin AU - Zhou X AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Xu, Wenjun AU - Xu W AUID- ORCID: 0000-0003-2567-969X AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Li, Yiran AU - Li Y AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Zhang, Meihui AU - Zhang M AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Tang, Pengfei AU - Tang P AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Lu, Weijia AU - Lu W AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Li, Qiji AU - Li Q AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Zhang, Hao AU - Zhang H AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Luo, Jun AU - Luo J AUID- ORCID: 0000-0002-7892-011X AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. FAU - Kong, Lingyi AU - Kong L AUID- ORCID: 0000-0001-9712-2618 AD - State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Bioactive Natural Product Research, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China. LA - eng PT - Journal Article DEP - 20210111 PL - United States TA - J Agric Food Chem JT - Journal of agricultural and food chemistry JID - 0374755 RN - 0 (Anti-Inflammatory Agents) RN - 0 (Antioxidants) RN - 0 (Terpenes) RN - DHD7FFG6YS (Phloroglucinol) SB - IM MH - Anti-Inflammatory Agents/*chemistry/isolation & purification/pharmacology MH - Antioxidants/*chemistry/isolation & purification/pharmacology MH - Flowers/chemistry MH - Humans MH - Hypericum/*chemistry MH - Molecular Structure MH - Non-alcoholic Fatty Liver Disease/drug therapy MH - Phloroglucinol/*chemistry/isolation & purification/pharmacology MH - Terpenes/chemistry/isolation & purification/*pharmacology OTO - NOTNLM OT - Hypericum bellum OT - acylphloroglucinol meroterpenoids OT - anti-NASH activity OT - anti-inflammatory activity OT - antioxidant activity EDAT- 2021/01/12 06:00 MHDA- 2021/04/07 06:00 CRDT- 2021/01/11 08:40 PHST- 2021/01/12 06:00 [pubmed] PHST- 2021/04/07 06:00 [medline] PHST- 2021/01/11 08:40 [entrez] AID - 10.1021/acs.jafc.0c05417 [doi] PST - ppublish SO - J Agric Food Chem. 2021 Jan 20;69(2):646-654. doi: 10.1021/acs.jafc.0c05417. Epub 2021 Jan 11.