Abstract
A new flavanone glycoside, (2R)-5-hydroxy-4'-methoxyflavanone-7-O-{beta-glucopyranosyl-(1-->2)-beta-glucopyranoside} (1), was isolated from the EtOAc extract of dried immature fruit of Poncirus trifoliata, together with three known compounds, (2S)-poncirin (2), (2S)-naringin (3), and (2S)-poncirenin (4). The structure of compound 1 was elucidated by spectroscopic data analysis, including 1D and 2D NMR experiments. Among the isolates, compound 2 exhibited considerable inhibitory activity against lipopolysaccharide (LPS)-induced prostaglandin E(2) (PGE(2)) and interleukin-6 (IL-6) production, and mRNA expression in RAW 264.7 murine macrophage cells.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Cell Survival / drug effects
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Dinoprostone / biosynthesis
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Flavanones / chemistry*
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Flavanones / pharmacology
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Fruit / chemistry*
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Glycosides / chemistry
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Glycosides / isolation & purification
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Glycosides / pharmacology*
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Interleukin-6 / antagonists & inhibitors
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Interleukin-6 / biosynthesis
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Lipopolysaccharides / antagonists & inhibitors
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Lipopolysaccharides / toxicity
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Macrophages / drug effects
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Macrophages / metabolism
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Magnetic Resonance Spectroscopy
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Mice
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Poncirus / chemistry*
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Prostaglandin Antagonists / pharmacology
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RNA, Messenger / biosynthesis
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Reverse Transcriptase Polymerase Chain Reaction
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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Tetrazolium Salts
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Thiazoles
Substances
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(2R)-5-hydroxy-4'-methoxyflavanone-7-O-(beta-glucopyranosyl-(1-2)-beta-glucopyranoside)
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Flavanones
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Glycosides
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Interleukin-6
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Lipopolysaccharides
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Prostaglandin Antagonists
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RNA, Messenger
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Tetrazolium Salts
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Thiazoles
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thiazolyl blue
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Dinoprostone