New Phenolic Glycosides and Lignans from the Roots of Lilium dauricum

Xiao Xia; Jiao Zhang; Xiao-Jiang Wang; Yan Lu; Dao-Feng Chen

doi:10.1055/a-1527-9602

Planta Medica, Inhaltsverzeichnis

Planta Med 2022; 88(07): 518-526
DOI: 10.1055/a-1527-9602

Natural Product Chemistry and Analytical Studies

Original Papers

New Phenolic Glycosides and Lignans from the Roots of Lilium dauricum

Xiao Xia

¹School of Pharmacy, Institutes of Integrative Medicine, Fudan University, Shanghai, Peopleʼs Republic of China

,

Jiao Zhang

²Department of Thoracic Surgery, Xinqiao Hospital, Army Medical University, Chongqing, Peopleʼs Republic of China

,

Xiao-Jiang Wang

¹School of Pharmacy, Institutes of Integrative Medicine, Fudan University, Shanghai, Peopleʼs Republic of China

,

Yan Lu

¹School of Pharmacy, Institutes of Integrative Medicine, Fudan University, Shanghai, Peopleʼs Republic of China

,

Dao-Feng Chen

¹School of Pharmacy, Institutes of Integrative Medicine, Fudan University, Shanghai, Peopleʼs Republic of China

› Institutsangaben

Abstract

Three new phenolic glycosides, carvacrol-2-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (1), 1-methyl-3-isopropylphenol-4-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (2), p-methoxythymol-5-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (3), and a pair of new 8-O-4′ neolignan enantiomers (5a/5b), together with 26 known compounds (4, 6 – 30) were isolated from the roots of Lilium dauricum. The structures of the new compounds were elucidated based on extensive spectroscopic and chemical methods, and the absolute configurations of 5a and 5b were established by electronic circular dichroism analysis. Nine compounds (1, 3, 4, 8, 9, 17, 25, 29, and 30) exhibited potent α-glucosidase inhibitory activity with IC₅₀ values ranging from 73.4 µM to 988.2 µM. Besides, compound 19 displayed strong anticomplementary activity (CH₅₀: 71.6 µM).

Key words

Liliaceae - Lilium dauricum - phenolic glycosides - lignans - α-glucosidase inhibitory activity

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