Immunomodulatory Effects of New Phenanthrene Derivatives from Dendrobium crumenatum

Three new phenanthrene derivatives (1, 2, 4), one new fluorenone (3), and four known compounds (5–8) were isolated from the ethyl acetate extract of Dendrobium crumenatum Sw. stems using column chromatography. The chemical structures were elucidated by analysis of spectroscopic data. The absolute co...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2023-05, Vol.86 (5), p.1294-1306
Main Authors: Kongkatitham, Virunh, Dehlinger, Adeline, Wang, Meng, Poldorn, Preeyaporn, Weidinger, Carl, Letizia, Marilena, Chaotham, Chatchai, Otto, Carolin, Ruprecht, Klemens, Paul, Friedemann, Rungrotmongkol, Thanyada, Likhitwitayawuid, Kittisak, Böttcher, Chotima, Sritularak, Boonchoo
Format: Article
Language:English
Subjects:
Dendrobium - chemistry
Fluorenes - chemistry
Fluorenes - pharmacology
Humans
Leukocytes, Mononuclear
Monocytes
Phenanthrenes - chemistry
Phenanthrenes - pharmacology
T-Lymphocytes
Tetradecanoylphorbol Acetate - pharmacology
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Summary:Three new phenanthrene derivatives (1, 2, 4), one new fluorenone (3), and four known compounds (5–8) were isolated from the ethyl acetate extract of Dendrobium crumenatum Sw. stems using column chromatography. The chemical structures were elucidated by analysis of spectroscopic data. The absolute configuration of 4 was determined by electronic circular dichroism calculation. We also evaluated the immunomodulatory effects of compounds isolated from D. crumenatum in human peripheral blood mononuclear cells from healthy individuals and those from patients with multiple sclerosis in vitro. Dendrocrumenol B (2) and dendrocrumenol D (4) showed strong immunomodulatory effects on both CD3+ T cells and CD14+ monocytes. Compounds 2 and 4 could reduce IL-2 and TNF production in T cells and monocytes that were treated with phorbol-12-myristate-13-acetate and ionomycin (PMA/Iono). Deep immune profiling using high-dimensional single-cell mass cytometry could confirm immunomodulatory effects of 4, quantified by the reduction of activated T cell population under PMA/Iono stimulation, in comparison to the stimulated T cells without treatment.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.3c00107