Chemical constituents from Anemone vitifolia Buch.-Ham. (Ranunculaceae)

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Highlights

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    Two compounds were isolated for the first time as natural products.

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    Four different types of compounds were isolated from whole herb of Anemone vitifolia Buch.-Ham..

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    The chemotaxonomic significance of the isolated compounds was discussed.

Abstract

A phytochemical investigation of Anemone vitifolia (Buch.-Ham.) led to the isolation of twelve compounds, including six lignans (1–6), four benzoic acid esters (7–10), one norsesquiterpenoid (11) and one lactone (12). The structures of these metabolites were established on the basis of detailed spectroscopic analysis, as well as comparisons with the data available in the literature. Among them, compounds 10 (dimethyl 2-(benzoyloxy)succinate) and 12 (4-hydroxy-5-methyl-γ-butyrolactone) were isolated for the first time as natural products. Compounds 1 and 11, compounds 2, 3, 5–7 and 9, and compounds 4 and 8 were isolated for the first time in family Ranunculaceae, genus Anemone and A. vitifolia respectively. The chemotaxonomic significance of the isolated compounds was discussed.

Section snippets

Subject and source

There are more than 150 species across the world in genus Anemone (Ranunculaceae), over 52 species are mainly distributed in Northeast, Northwest, and Southwest China (Deng et al., 2019). Anemone vitifolia Buch.-Ham. is mainly found in southwestern China, northern India, Sikkim, Nepal, northern Burma and Bhutan. And it was used as traditional Chinese medicine and was reported to be a potent analgesic, anti-inflammatory and antidiarrheal agent (Zhao et al., 2019; Bai et al., 2017).

In the present

Previous work

A diverse range of compounds have been identified through chemical studies on the genus Anemone. The most common structure classes include triterpenoid saponins (Kwak et al., 2019; Anh Minh et al., 2012; Ding et al., 2011), lignans (Liu et al., 2020), flavonoids (Ganchimeg et al., 2019), norsesquiterpenoids (Thi Thanh Huong et al., 2019), alkaloids, lactones, volatile oils, and organic acids (Deng et al., 2019). Herein, we report the isolation and chemotaxonomic significance of the compounds

Present study

The air-dried and powdered whole herb of A. vitifolia (6.5 kg) was extracted nine times with 95% ethanol (9 × 15.0 L, 1 h each) at room temperature. The obtained ethanol extracts were combined and concentrated under vacuum to give a dried extract (1.1 kg). The dried extracted was suspended in water and partitioned with petroleum ether, ethyl acetate, and n-butanol.

After removal of the solvent in vacuum, the ethyl acetate fraction (556 g) was separated through positive silica gel column

Chemotaxonomic significance

In this study, twelve compounds were isolated from the whole herb of A. vitifolia and elucidated, including six lignans (1–6), four benzoic acid esters (7–10), one norsesquiterpenoid (11) and one lactone (12). Compounds 10 and 12 were isolated for the first time as natural products, and they were obtained by chemical synthesis before. Compounds 1 and 11 were the first reported in family Ranunculaceae for the first time. It is the first time that compounds 2, 3, 5, 6, 7 and 9 are reported in

Author statement

Lin-Yun Mou: Conceptualization, Methodology, Software, Data curation, Writing-Original draft preparation, Formal analysis.

Min Wei: Validation, Investigation.

Hai-Yan Wu: Investigation.

Jian-Long Li: Resources, Supervision.

Gan-Peng Li: Resources, Supervision, Project administration, Funding acquisition

Declaration of competing interest

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Acknowledgment

This research was supported by the National Natural Science Foundation of China (No. 21262048).

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