Immunomodulatory Potential of a Bibenzyl-dihydrophenanthrene Derivative Isolated from Calanthe cardioglossa.

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2025-02-28 Epub Date: 2025-01-29 DOI:10.1021/acs.jnatprod.4c01394

Chattarika Pengdee, Adeline Dehlinger, Waraluck Chaichompoo, Virunh Kongkatitham, Chatchai Chaotham, Pornchai Rojsitthisak, Chotima Böttcher, Boonchoo Sritularak

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Abstract

Bibenzyls and dihydrophenanthrenes exhibit promising immunomodulatory effects in various human diseases. In this study, we isolated one new dihydrophenanthrene derivative (1), two new bibenzyl-dihydrophenanthrene derivatives (2, 3) along with 12 known compounds (4-15) from the methanol extract of Calanthe cardioglossa. These compounds were identified by using physicochemical analyses and spectroscopic methods. The three new compounds possess enantiomeric forms, and their configurations were determined by comparing the experimental electronic circular dichroism (ECD) spectra to data from the literature. The immunomodulatory activity of the isolated compounds was assessed in THP-1 monocytes and human peripheral blood mononuclear cells (PBMCs) derived from multiple sclerosis (MS) patients. Notably, five of the isolated compounds significantly reduced the TNF-α levels in LPS-stimulated THP-1 monocytes. Furthermore, calancardin B (2) exhibited a significant reduction in TNF-α levels in both THP-1 monocytes and CD14⁺ monocytes from MS PBMCs.

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一种从桃蓝中分离的联苯-二氢菲衍生物的免疫调节电位。

联苯和二氢菲在多种人类疾病中表现出良好的免疫调节作用。在这项研究中，我们从Calanthe cardioglossa的甲醇提取物中分离出一个新的二氢菲衍生物(1)，两个新的联苯-二氢菲衍生物（2,3）以及12个已知化合物（4-15）。这些化合物通过理化分析和光谱学方法进行了鉴定。这三个新化合物具有对映体形式，它们的构型是通过比较实验电子圆二色性（ECD）光谱和文献数据来确定的。在来自多发性硬化症（MS）患者的THP-1单核细胞和人外周血单核细胞（PBMCs）中评估了分离化合物的免疫调节活性。值得注意的是，其中五种分离的化合物显著降低了lps刺激的THP-1单核细胞中TNF-α水平。此外，calancardin B(2)在MS pbmc的THP-1单核细胞和CD14+单核细胞中均表现出TNF-α水平的显著降低。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.