Lindenane-Based Sesquiterpenoid Hetero-Oligomers with Diverse Skeletons and Extracellular Regulated Protein Kinases Inhibitory Activity from Sarcandra glabra

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-09-01 DOI:10.1021/acs.jnatprod.5c00785

Danyang Zhang, , , Zhiqi Xiao, , , An Huang, , , Pengfei Tang, , , Houli Jiang, , , Mengmeng Yu, , , Ze Zheng, , , Lingyi Kong*, , and , Jun Luo*,

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Abstract

Sarcglabtenes A–G (1–7), seven lindenane-based sesquiterpenoid hetero-oligomers with six unprecedented skeletons, along with five new biosynthetic analogues sarcglabtenes H–L (8–12), were isolated from Sarcandra glabra. Their structures including absolute configurations were comprehensively elucidated using HR-MS, NMR, ECD, and single crystal X-ray diffraction. Structurally, sarcglabtenes A–G are lindenane hetero-oligomers including a geranyl homogentisic acid (1/2), geranylgeranyl p-toluquinone (3/4), germarane (5), campholenal (6/7) derivatives, for which plausible biosynthesis pathways are also proposed. In bioassays, 1–4 exhibited cytotoxic activity against five cancer cell lines, and in particular, 4 acted as extracellular-regulated protein kinase (Erk) inhibitor of the MAPK signaling pathway involved in apoptosis.

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具有不同骨架和胞外调节蛋白激酶抑制活性的椴树烯基倍半萜类杂聚物。

从野木参中分离到7个以椴树烷为基础的倍半萜类异聚物A-G（1-7）和5个新的生物合成类似物H-L（8-12）。用HR-MS、NMR、ECD、单晶x射线衍射等方法对其结构及绝对构型进行了全面分析。从结构上看，sarcglabtenes a - g是一种由香叶基均质酸（1/2）、香叶基对甲苯醌（3/4）、日耳曼烷(5)、樟脑烯（6/7）衍生物组成的亚麻烯杂聚物，其生物合成途径也被提出。在生物实验中，1-4对五种癌细胞表现出细胞毒活性，特别是，4作为参与凋亡的MAPK信号通路的细胞外调节蛋白激酶（Erk）抑制剂。

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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.