Highly oxygenated grayanane diterpenoids with structural diversity from the flowers of Rhododendron dauricum and their analgesic activities

Yang, Feng; Zhang, Hanqi; Gao, Biao; Zheng, Guijuan; Zha, Suqin; Yao, Guangmin

doi:10.1016/j.bioorg.2023.106374

Cited by 6 publications

(3 citation statements)

References 46 publications

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“…Compounds 14, 15, 19-22, and 24-25 exhibited significant antinociceptive effects at 5 mg/kg, surpassing 50% inhibition using morphine as a positive control in the acetic acid-induced writhing test. Zhou et al reported eight novel diterpenes compounds (26)(27)(28)(29)(30)(31)(32)(33) from the leaves of R. molle [9]. Additionally, Zhu et al identified seven new diterpenes (34)(35)(36)(37)(38)(39) from the leaves and twigs of R. decorum [25], with compounds 34, and 36-39 displaying significant antinociceptive activity at 10 mg/kg.…”

Section: Overview Of Structural Diversity and Biological Activities O...mentioning

confidence: 99%

“…At a lower dose of 0.04 mg/kg, 75 and 76 exhibited more potent activity than morphine in efficacy with inhibition rates of 62.8% and 53.2%, respectively. In chemical investigation of the flowers of R. dauricum, seven highly oxygenated grayanane diterpenes (77-83) were discovered [30], with compound 79 being a notable conjugated grayan-1(5),6(7),9(10)-triene diterpenoid. Among compounds 84-86, purified from the leaves of C. yunnanense [31], 84 and 85 displayed significant anti-inflammatory activity, particularly inhibiting IL-6 release in lipopolysaccharide (LPS)-induced RAW264.7 cells.…”

Section: Overview Of Structural Diversity and Biological Activities O...mentioning

confidence: 99%

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Recent Advances in Grayanane Diterpenes: Isolation, Structural Diversity, and Bioactivities from Ericaceae Family (2018–2024)

Liu,

Sun,

Zhang

et al. 2024

Molecules

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Diterpenes represent one of the most diverse and structurally complex families of natural products. Among the myriad of diterpenoids, grayanane diterpenes are particularly notable. These terpenes are characterized by their unique 5/7/6/5 tetracyclic system and are exclusive to the Ericaceae family of plants. Renowned for their complex structures and broad spectrum of bioactivities, grayanane diterpenes have become a primary focus in extensive phytochemical and pharmacological research. Recent studies, spanning from 2018 to January 2024, have reported a series of new grayanane diterpenes with unprecedented carbon skeletons. These compounds exhibit various biological properties, including analgesic, antifeedant, anti-inflammatory, and inhibition of protein tyrosine phosphatase 1B (PTP1B). This paper delves into the discovery of 193 newly identified grayanoids, representing 15 distinct carbon skeletons within the Ericaceae family. The study of grayanane diterpenes is not only a deep dive into the complexities of natural product chemistry but also an investigation into potential therapeutic applications. Their unique structures and diverse biological actions make them promising candidates for drug discovery and medicinal applications. The review encompasses their occurrence, distribution, structural features, and biological activities, providing invaluable insights for future pharmacological explorations and research.

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Section: Overview Of Structural Diversity and Biological Activities O...mentioning

confidence: 99%

Section: Overview Of Structural Diversity and Biological Activities O...mentioning

confidence: 99%

Recent Advances in Grayanane Diterpenes: Isolation, Structural Diversity, and Bioactivities from Ericaceae Family (2018–2024)

Liu,

Sun,

Zhang

et al. 2024

Molecules

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“…dauricum L., which belongs to the Ericaceae and Rhododendron, and is commonly known as 'Yingshanhong', is a second-level protected wild plant in China that is mainly distributed in northeastern China, Mongolia, the Korean Peninsula, and the Russian Far East [1]. Its significant horticultural and medicinal value [2][3][4][5]. R. dauricum is closely associated with its mycorrhizal microbiota, and this symbiotic relationship plays a crucial role in plant growth, adaptation, and ecosystem functionality [6][7][8].…”

Section: Introductionmentioning

confidence: 99%

The Diverse Mycorrizal Morphology of Rhododendron dauricum, the Fungal Communities Structure and Dynamics from the Mycorrhizosphere

Liu,

Xu,

et al. 2024

JoF

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It is generally believed that mycorrhiza is a microecosystem composed of mycorrhizal fungi, host plants and other microscopic organisms. The mycorrhiza of Rhododendron dauricum is more complex and the diverse morphology of our investigated results displays both typical ericoid mycorrhizal characteristics and ectomycorrhizal traits. The characteristics of ectendoomycorrhiza, where mycelial invade from the outside into the root cells, have also been observed. In order to further clarify the mycorrhizal fungi members and other fungal communities of R. dauricum mycorrhiza, and explore the effects of vegetation and soil biological factors on their community structure, we selected two woodlands in the northeast of China as samples—one is a mixed forest of R. dauricum and Quercus mongolica, and the other a mixed forest of R. dauricum, Q. mongolica, and Pinus densiflor. The sampling time was during the local growing season, from June to September. High-throughput sequencing yielded a total of 3020 fungal amplicon sequence variants (ASVs), which were based on sequencing of the internal transcribed spacer ribosomal RNA (ITS rRNA) via the Illumina NovaSeq platform. In the different habitats of R. dauricum, there are differences in the diversity of fungi obtained from mycorrhizal niches, and specifically the mycorrhizal fungal community structure in the complex vegetation of mixed forests, where R. dauricum is found, exhibits greater stability, with relatively minor changes over time. Soil fungi are identified as the primary source of fungi within the mycorrhizal niche, and the abundance of mycorrhizal fungi from mycorrhizal niches in R. dauricum is significantly influenced by soil pH, organic matter, and available nitrogen. The relationship between soil fungi and mycorrhizal fungi from mycorrhizal niches is simultaneously found to be intricate, while the genus Hydnellum emerges as a central genus among mycorrhizal fungi from mycorrhizal niches. However, there is currently a substantial gap in the foundational research of this genus, including the fact that mycorrhizal fungi from mycorrhizal niches have, compared to fungi present in the soil, proven to be more sensitive to changes in soil moisture.

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Discovery of highly functionalized grayanane diterpenoids from the flowers of Rhododendron molle as potent analgesics

Zheng,

Huang,

Feng

et al. 2024

Bioorganic Chemistry

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Highly oxygenated grayanane diterpenoids with structural diversity from the flowers of Rhododendron dauricum and their analgesic activities

Cited by 6 publications

References 46 publications

Recent Advances in Grayanane Diterpenes: Isolation, Structural Diversity, and Bioactivities from Ericaceae Family (2018–2024)

Recent Advances in Grayanane Diterpenes: Isolation, Structural Diversity, and Bioactivities from Ericaceae Family (2018–2024)

The Diverse Mycorrizal Morphology of Rhododendron dauricum, the Fungal Communities Structure and Dynamics from the Mycorrhizosphere

Discovery of highly functionalized grayanane diterpenoids from the flowers of Rhododendron molle as potent analgesics

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