Unusual ring B-seco isosteroidal alkaloid, yibeiglycoalkaloids A-E from Fritillaria pallidiflora schrenk

Qiang Dong; Jun Li; Liu Liu; Haji Akber Aisa; Abulimiti Yili

doi:10.1016/j.phytochem.2022.113351

Unusual ring B-seco isosteroidal alkaloid, yibeiglycoalkaloids A-E from Fritillaria pallidiflora schrenk

Phytochemistry. 2022 Nov:203:113351. doi: 10.1016/j.phytochem.2022.113351. Epub 2022 Aug 13.

Authors

Qiang Dong¹, Jun Li², Liu Liu², Haji Akber Aisa², Abulimiti Yili³

Affiliations

¹ State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and the Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, People's Republic of China; University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
² State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and the Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, People's Republic of China.
³ State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization and the Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, People's Republic of China. Electronic address: abu@ms.xjb.ac.cn.

PMID: 35973613
DOI: 10.1016/j.phytochem.2022.113351

Abstract

Five previously undescribed steroidal glycoalkaloids(SGAs)and a rare ring B-seco isosteroidal alkaloid, were isolated from Fritillaria pallidiflora Schrenk, along with six known alkaloids. The structures of these alkaloids were established by comprehensive analyses of the 1D, 2D-NMR and HR-ESI-MS data. Configurations of sugar moieties were resolved by chemical derivations. The isolated compounds showed nitric oxide (NO) inhibitory activities in lipopolysaccharide (LPS) induced RAW264.7 cells, and yibeinone exhibited the strongest inhibitory effects among them. This study revealed that the alkaloids from F. pallidiflora might have significant anti-inflammatory potentials.

Keywords: Fritillaria pallidiflora Schrenk; Isosteroidal alkaloid; Liliaceae; NO production Inhibition; Yibeiglycoalkaloids A−E.

MeSH terms

Alkaloids* / chemistry
Antineoplastic Agents*
Fritillaria* / chemistry
Lipopolysaccharides / pharmacology
Nitric Oxide
Sugars

Substances

Alkaloids
Antineoplastic Agents
Lipopolysaccharides
Sugars
Nitric Oxide