Unusual Diterpenoids from the South China Sea Soft Coral Sarcophyton ehrenbergi

IF 3.7 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2026-06-26 Epub Date: 2026-06-03 DOI:10.1021/acs.jnatprod.6c00463

Xia Yan, Yongzhen Xia, Xinting Chen, Han Ouyang, Te Li, Weiyan Zhang, Wenhan Lin, Bin Wu, Xiaohui Chen* and Shan He*,

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引用次数: 0

Abstract

Sarcobergilide A (1), featuring an uncommon 11/7/5 tricyclic ring system, a new flexibilane-based diterpenoid, sarcoberginol A (2), and seven new cembranoids 3–9 were isolated from the South China Sea soft coral Sarcophyton ehrenbergi. The structures of the new compounds were established by extensive spectroscopic analyses, X-ray diffraction, the quantum mechanical NMR (QM-NMR) method, and electronic circular dichroism (ECD) calculations. A plausible biosynthetic pathway for 1 was proposed. In the bioassays, a primary screen in LPS-stimulated RAW264.7 macrophages highlighted compound 3 as the most active compound, showing the greatest reduction of NO release and TNFα secretion among the isolates. In TNFα-stimulated MC38 cells, RNA-seq analysis showed that compound 3 downregulated inflammation- and immune-related transcriptional programs and dose-dependently mitigated TNFα-induced IκBα degradation, consistent with attenuation of TNFα-associated inflammatory signaling. Moreover, several compounds exhibited moderate inhibitory effects against six pathogenic bacterial strains, with MIC values ranging from 2 to 64 μg/mL.

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南海软珊瑚中罕见的二萜类化合物。

从南海软珊瑚中分离到一个罕见的11/7/5三环体系Sarcobergilide A(1)、一个新的基于柔性烷的二萜类化合物sarcoberginol A(2)和7个新的膜类化合物3-9。通过广泛的光谱分析、x射线衍射、量子力学核磁共振（QM-NMR）方法和电子圆二色性（ECD）计算确定了新化合物的结构。提出了1的生物合成途径。在生物实验中，lps刺激RAW264.7巨噬细胞的初级筛选显示化合物3是最活跃的化合物，在分离物中显示最大程度地减少NO释放和TNFα分泌。在tnf α刺激的MC38细胞中，RNA-seq分析显示，化合物3下调炎症和免疫相关转录程序，并剂量依赖性地减轻tnf α诱导的i - κ b α降解，与tnf α相关炎症信号的衰减一致。此外，几种化合物对6种病原菌具有中等抑制作用，MIC值在2 ~ 64 μg/mL之间。

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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.