PMID- 36586626
OWN - NLM
STAT- MEDLINE
DCOM- 20230210
LR  - 20230210
IS  - 1873-6971 (Electronic)
IS  - 0367-326X (Linking)
VI  - 165
DP  - 2023 Mar
TI  - Hyperxylones A and B, two polycyclic polyprenylated acylphloroglucinols with a 
      benzoyl substituted bicyclo[3.2.1]octane core from Hypericum beanii.
PG  - 105389
LID - S0367-326X(22)00267-2 [pii]
LID - 10.1016/j.fitote.2022.105389 [doi]
AB  - Two new polycyclic polyprenylated acylphloroglucinols (PPAPs) possessing a rare 
      benzoyl substituted bicyclo[3.2.1]octane core, hyperxylones A (1) and B (2), 
      along with three new dearomatized isoprenylated acylphloroglucinols (DIAPs), 
      hyperxylones C - E (3-5), were isolated from the roots of Hypericum beanii. The 
      structures of 1-5 were determined by high-resolution electrospray ionization mass 
      spectroscopy (HRESIMS) and 1D/2D nuclear magnetic resonance (NMR) spectroscopic 
      analyses, gauge-independent atomic orbital (GIAO) NMR calculations, and 
      electronic circular dichroism (ECD) calculations. Compounds 1 and 2 were 
      biomimetically semi-synthesized starting from 5 and 4, respectively, enabling the 
      correct stereochemical assignment of 5 and 4. Moreover, compounds 1 and 2 showed 
      anti-nonalcoholic steatohepatitis (NASH) activity by inhibiting lipid deposition 
      in L02 cells; compounds 3 and 5 exhibited nitric oxide (NO) inhibitory activity 
      in lipopolysaccharides (LPS)-induced RAW264.7 cells.
CI  - Copyright (c) 2022 Elsevier B.V. All rights reserved.
FAU - Li, Xue-Yan
AU  - Li XY
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China.
FAU - Dong, Rui-Rui
AU  - Dong RR
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China.
FAU - Nan, Miao-Miao
AU  - Nan MM
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China.
FAU - Wang, Xiao-Li
AU  - Wang XL
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China.
FAU - Cao, Tian-Jie
AU  - Cao TJ
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China.
FAU - Ying, Ping
AU  - Ying P
AD  - College of Traditional Chinese Medicine and Health Industry, Lishui University, 
      Lishui 323000, PR China.
FAU - Zheng, Qiang
AU  - Zheng Q
AD  - College of Traditional Chinese Medicine and Health Industry, Lishui University, 
      Lishui 323000, PR China.
FAU - Kong, Ling-Yi
AU  - Kong LY
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China. Electronic address: 
      cpu_lykong@126.com.
FAU - Xu, Wen-Jun
AU  - Xu WJ
AD  - Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key 
      Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China 
      Pharmaceutical University, Nanjing 210009, PR China. Electronic address: 
      wjxu@cpu.edu.cn.
LA  - eng
PT  - Journal Article
DEP - 20221228
PL  - Netherlands
TA  - Fitoterapia
JT  - Fitoterapia
JID - 16930290R
RN  - X1RV0B2FJV (octane)
RN  - 0 (Octanes)
RN  - DHD7FFG6YS (Phloroglucinol)
SB  - IM
MH  - *Hypericum/chemistry
MH  - Octanes
MH  - Phloroglucinol/pharmacology/chemistry
MH  - Molecular Structure
OTO - NOTNLM
OT  - Anti-inflammatory activity
OT  - Bicyclo[3.2.1]octane
OT  - Hypericum beanii
OT  - NASH
OT  - Polyprenylated acylphloroglucinols
COIS- Declaration of Competing Interest All authors declare that they have no conflict 
      of interest.
EDAT- 2023/01/01 06:00
MHDA- 2023/02/11 06:00
CRDT- 2022/12/31 19:16
PHST- 2022/10/25 00:00 [received]
PHST- 2022/12/05 00:00 [revised]
PHST- 2022/12/07 00:00 [accepted]
PHST- 2023/01/01 06:00 [pubmed]
PHST- 2023/02/11 06:00 [medline]
PHST- 2022/12/31 19:16 [entrez]
AID - S0367-326X(22)00267-2 [pii]
AID - 10.1016/j.fitote.2022.105389 [doi]
PST - ppublish
SO  - Fitoterapia. 2023 Mar;165:105389. doi: 10.1016/j.fitote.2022.105389. Epub 2022 
      Dec 28.