Polycyclic Polyprenylated Acylphloroglucinols from Hypericum himalaicum

Six previously undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) with a vicinal diol moiety (1: -6: ) were isolated from the whole plant of <i>Hypericum himalaicum</i>. Their structures were established through a comprehensive analysis of HRMS and 1D and 2D NMR data, while the absolute configurations were determined using the Mo<sub>2</sub>(OAc)<sub>4</sub>-induced circular dichroism (ICD), ECD, and NMR calculations. Compound 1: attenuated the secretion of NO, TNF-<i>α</i>, and IL-6, downregulated the protein expression of COX-2 and iNOS, and inhibited the release of ROS in LPS-induced RAW264.7 macrophages. Further investigation revealed that the anti-inflammatory effects may be attributed to the inhibition of the NF-<i>κ</i>B and NLRP3 signaling pathways.

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Publication Details

Journal
Planta Medica
Published
2025-04-28
DOI
https://doi.org/10.1055/a-2596-3029
Primary Topic
Natural Compound Pharmacology Studies
Type
article
Field-Weighted Citation Impact
0.00

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article

Polycyclic Polyprenylated Acylphloroglucinols from Hypericum himalaicum

Yu‐Cheng Gu, Da‐Le Guo, Fan Wu, Guang‐Hui Liu et al.
1 links
Planta Medica
Natural Compound Pharmacology Studies
article

Polycyclic Polyprenylated Acylphloroglucinols from Hypericum himalaicum

Yu‐Cheng Gu, Da‐Le Guo, Fan Wu, Guang‐Hui Liu, Yan Zhou, Hong-Bing Sun, Zhuo-Lin Jin, Xue-Yan Huo
article en

Abstract

Six previously undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) with a vicinal diol moiety (1: -6: ) were isolated from the whole plant of <i>Hypericum himalaicum</i>. Their structures were established through a comprehensive analysis of HRMS and 1D and 2D NMR data, while the absolute configurations were determined using the Mo<sub>2</sub>(OAc)<sub>4</sub>-induced circular dichroism (ICD), ECD, and NMR calculations. Compound 1: attenuated the secretion of NO, TNF-<i>α</i>, and IL-6, downregulated the protein expression of COX-2 and iNOS, and inhibited the release of ROS in LPS-induced RAW264.7 macrophages. Further investigation revealed that the anti-inflammatory effects may be attributed to the inhibition of the NF-<i>κ</i>B and NLRP3 signaling pathways.

Planta MedicaVol. 91(10/11)
Chinese Academy of Sciences (CN), Syngenta (United Kingdom) (GB), Chengdu Organic Chemicals (China) (CN), Chengdu Institute of Biology (CN), University of Chinese Academy of Sciences (CN), Chengdu University of Traditional Chinese Medicine (CN)
Key Research and Development Program of Sichuan Province
Openalex Percentile: Top 94%
Natural Compound Pharmacology Studies
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