LC–MS coupled with diagnostic ion strategy facilitated the discovery of 5-methylcoumarin meroterpenoids from Gerbera piloselloides

IF 3.2 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Phytochemistry Pub Date : 2024-10-02 DOI:10.1016/j.phytochem.2024.114296

Shi-lin Chen , Ha Gao , Chen-xu Zhao, Tao Zhang, Zhong-mei Zou

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Abstract

Plant-derived natural products remain crucial in drug development. However, the identification of undescribed natural products is becoming increasingly challenging. A comprehensive strategy combining LC–MS with diagnostic ions was proposed for the discovery of undescribed 5-methylcoumarin meroterpenoids. Thirteen undescribed 5-methylcoumarin meroterpenoids, including five pairs of enantiomers (1a/1b and 5a/5b–8a/8b), were isolated from the whole plant of Gerbera piloselloides. Their structures and absolute configurations were unambiguously determined based on their spectroscopic data, calculated and experimental ECD data and X-ray diffraction analysis. Bioassays conducted on scopolamine-induced injury PC12 cells revealed that compounds 5a/5b, 7a/7b and 8a/8b possessed mild protective effects. Additionally, compounds 2 and 8 showed notable IL-6 inhibition in lipopolysaccharide-induced BEAS-2B cells.

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液相色谱-质谱联用诊断离子策略有助于从非洲菊中发现 5-甲基香豆素类萜物。

植物提取的天然产品在药物开发中仍然至关重要。然而，鉴定未被描述的天然产品正变得越来越具有挑战性。研究人员提出了一种将 LC-MS 与诊断离子相结合的综合策略，用于发现未被描述的 5-甲基香豆素类双萜类化合物。从非洲菊（Gerbera piloselloides）全株中分离出 13 个未被描述的 5-甲基香豆素类萜物，包括五对对映体（1a/1b 和 5a/5b-8a/8b ）。根据光谱数据、计算和实验 ECD 数据以及 X 射线衍射分析，明确确定了它们的结构和绝对构型。在东莨菪碱诱导损伤的 PC12 细胞上进行的生物测定显示，化合物 5a/5b、7a/7b 和 8a/8b 具有轻微的保护作用。此外，化合物 2 和 8 在脂多糖诱导的 BEAS-2B 细胞中显示出显著的 IL-6 抑制作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Phytochemistry 生物-植物科学

CiteScore

6.40

自引率

7.90%

发文量

443

审稿时长

39 days

期刊介绍： Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.