New benzylresorcinol and benzylstilbene derivatives from the fruits of orchid Galeola nudifolia Lour. with anti-neuroinflammatory activity.
11 affiliations
- 1PhD Program in Clinical Drug Development of Herbal Medicine, College of Pharmacy, Taipei Medical University Taipei 11031 Taiwan [email protected].
- 2National Research Institute of Chinese Medicine, MOHW Taipei 112026 Taiwan [email protected].
- 3School of Pharmacy, University of Medicine and Pharmacy at Ho Chi Minh City Ho Chi Minh City 700000 Vietnam.
- 4University of Health Sciences, Vietnam National University Ho Chi Minh City Ho Chi Minh City 700000 Vietnam.
- 5Department of Pharmacy, School of Pharmaceutical Sciences, National Yang Ming Chiao Tung University Taipei 112304 Taiwan.
- 6Graduate Institute of Natural Products, Kaohsiung Medical University Kaohsiung 807378 Taiwan.
- 7School of Pharmacy, China Medical University Taichung 406040 Taiwan.
- 8Chinese Medicine Research and Development Center, China Medical University Hospital Taichung 404327 Taiwan.
- 9School of Chinese Medicine & Graduate Institute of Chinese Medicine, China Medical University Taichung 406040 Taiwan.
- 10Department of Physical Therapy, Tzu-Hui Institute of Technology Pingtung 92641 Taiwan.
- 11Graduate Institute of Pharmacognosy, College of Pharmacy, Taipei Medical University Taipei 11031 Taiwan.
Abstract
Galeola nudifolia is a medicinal orchid recognized as a valuable source of structurally diverse natural products with potential therapeutic applications. Its chemical composition and biological activities remain largely unexplored, particularly with respect to anti-neuroinflammatory activity. Bioassay-guided investigation of the non-polar fractions of G. nudifolia fruits led to the isolation of six new compounds, including three benzylresorcinol (1-3) and three benzylstilbene (4-6) derivatives, together with thirteen known compounds (7-19). Their structures were elucidated through comprehensive spectroscopic analyses, including HR-ESIMS, 1D and 2D NMR experiments. The anti-neuroinflammatory activities of all isolated compounds were evaluated in LPS-stimulated BV-2 microglial cells by measuring nitric oxide (NO) production. Compounds 1-6 and 8-13 exhibited significant inhibitory effects on NO production, with IC₅₀ values ranging from 6.59 to 15.79 µM. Notably, compounds 6 (IC₅₀ = 7.77 µM), 10 (IC₅₀ = 7.48 µM), 11 (IC₅₀ = 8.62 µM), and 12 (IC₅₀ = 6.59 µM) showed superior inhibitory potencies compared to the positive control (grossamide, IC₅₀ = 9.23 µM). Immunofluorescence analyses showed that compound 12 reduced iNOS expression and NF-κB p65 nuclear translocation, whereas molecular docking provided qualitative predictions of possible interactions of compounds 6 and 10-12 with iNOS and the IκBα/NF-κB complex. These findings expand the known chemical diversity of G. nudifolia and identify its benzylstilbene derivatives as natural products with anti-neuroinflammatory activity.
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BibTeX
@article{tran2026benzylresorcinol,
title = {{New benzylresorcinol and benzylstilbene derivatives from the fruits of orchid Galeola nudifolia Lour. with anti-neuroinflammatory activity.}},
author = {Duy-Hien Tran and Bien-Thuy Bui Nguyen and Yuh-Chiang Shen and Chia-Ching Liaw and Chih-Hua Chao and Hui-Chi Huang and I-Wen Lo and Chin-Yeu Chen and Mei-Hsien Lee and Yu-Chi Lin},
journal = {RSC advances},
year = {2026},
month = oct,
doi = {10.1039/d6ra06075g},
url = {https://europepmc.org/article/MED/42835975},
note = {CC BY},
}
RIS
TY - JOUR
TI - New benzylresorcinol and benzylstilbene derivatives from the fruits of orchid Galeola nudifolia Lour. with anti-neuroinflammatory activity.
AU - Duy-Hien Tran
AU - Bien-Thuy Bui Nguyen
AU - Yuh-Chiang Shen
AU - Chia-Ching Liaw
AU - Chih-Hua Chao
AU - Hui-Chi Huang
AU - I-Wen Lo
AU - Chin-Yeu Chen
AU - Mei-Hsien Lee
AU - Yu-Chi Lin
PY - 2026
DA - 2026/10/05
JO - RSC advances
DO - 10.1039/d6ra06075g
UR - https://europepmc.org/article/MED/42835975
AB - Galeola nudifolia is a medicinal orchid recognized as a valuable source of structurally diverse natural products with potential therapeutic applications. Its chemical composition and biological activities remain largely unexplored, particularly with respect to anti-neuroinflammatory activity. Bioassay-guided investigation of the non-polar fractions of G. nudifolia fruits led to the isolation of six new compounds, including three benzylresorcinol (1-3) and three benzylstilbene (4-6) derivatives, together with thirteen known compounds (7-19). Their structures were elucidated through comprehensive spectroscopic analyses, including HR-ESIMS, 1D and 2D NMR experiments. The anti-neuroinflammatory activities of all isolated compounds were evaluated in LPS-stimulated BV-2 microglial cells by measuring nitric oxide (NO) production. Compounds 1-6 and 8-13 exhibited significant inhibitory effects on NO production, with IC₅₀ values ranging from 6.59 to 15.79 µM. Notably, compounds 6 (IC₅₀ = 7.77 µM), 10 (IC₅₀ = 7.48 µM), 11 (IC₅₀ = 8.62 µM), and 12 (IC₅₀ = 6.59 µM) showed superior inhibitory potencies compared to the positive control (grossamide, IC₅₀ = 9.23 µM). Immunofluorescence analyses showed that compound 12 reduced iNOS expression and NF-κB p65 nuclear translocation, whereas molecular docking provided qualitative predictions of possible interactions of compounds 6 and 10-12 with iNOS and the IκBα/NF-κB complex. These findings expand the known chemical diversity of G. nudifolia and identify its benzylstilbene derivatives as natural products with anti-neuroinflammatory activity.
SN - 2046-2069
ER -