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A New Canthinone-Type Alkaloid Isolated from Ailanthus altissima Swingle
by
Dongho Lee
, Dae Jang
, Jung-Hye Choi
, Hye Kim
, Jin Lee
, Jaeyoung Kwon
, Jurdas Sezirahiga
, Miran Jeong
in
Ailanthus
/ Ailanthus - chemistry
/ Ailanthus altissima
/ Ailanthus altissima; simaroubaceae; canthinone type alkaloids; nitric oxide; inflammation
/ Alkaloids
/ Alkaloids - administration & dosage
/ Alkaloids - chemistry
/ Alkaloids - isolation & purification
/ Animals
/ canthinone type alkaloids
/ Inflammation
/ Inflammation - chemically induced
/ Inflammation - drug therapy
/ Lignans
/ Lignans - chemistry
/ Magnetic Resonance Spectroscopy
/ Mice
/ nitric oxide
/ Organic chemistry
/ Plant Bark
/ Plant Bark - chemistry
/ Plant Extracts
/ Plant Extracts - chemistry
/ Propanols
/ Propanols - chemistry
/ QD241-441
/ RAW 264.7 Cells
/ RAW 264.7 Cells - drug effects
/ simaroubaceae
/ Triterpenes
/ Triterpenes - chemistry
2016
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A New Canthinone-Type Alkaloid Isolated from Ailanthus altissima Swingle
by
Dongho Lee
, Dae Jang
, Jung-Hye Choi
, Hye Kim
, Jin Lee
, Jaeyoung Kwon
, Jurdas Sezirahiga
, Miran Jeong
in
Ailanthus
/ Ailanthus - chemistry
/ Ailanthus altissima
/ Ailanthus altissima; simaroubaceae; canthinone type alkaloids; nitric oxide; inflammation
/ Alkaloids
/ Alkaloids - administration & dosage
/ Alkaloids - chemistry
/ Alkaloids - isolation & purification
/ Animals
/ canthinone type alkaloids
/ Inflammation
/ Inflammation - chemically induced
/ Inflammation - drug therapy
/ Lignans
/ Lignans - chemistry
/ Magnetic Resonance Spectroscopy
/ Mice
/ nitric oxide
/ Organic chemistry
/ Plant Bark
/ Plant Bark - chemistry
/ Plant Extracts
/ Plant Extracts - chemistry
/ Propanols
/ Propanols - chemistry
/ QD241-441
/ RAW 264.7 Cells
/ RAW 264.7 Cells - drug effects
/ simaroubaceae
/ Triterpenes
/ Triterpenes - chemistry
2016
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A New Canthinone-Type Alkaloid Isolated from Ailanthus altissima Swingle
by
Dongho Lee
, Dae Jang
, Jung-Hye Choi
, Hye Kim
, Jin Lee
, Jaeyoung Kwon
, Jurdas Sezirahiga
, Miran Jeong
in
Ailanthus
/ Ailanthus - chemistry
/ Ailanthus altissima
/ Ailanthus altissima; simaroubaceae; canthinone type alkaloids; nitric oxide; inflammation
/ Alkaloids
/ Alkaloids - administration & dosage
/ Alkaloids - chemistry
/ Alkaloids - isolation & purification
/ Animals
/ canthinone type alkaloids
/ Inflammation
/ Inflammation - chemically induced
/ Inflammation - drug therapy
/ Lignans
/ Lignans - chemistry
/ Magnetic Resonance Spectroscopy
/ Mice
/ nitric oxide
/ Organic chemistry
/ Plant Bark
/ Plant Bark - chemistry
/ Plant Extracts
/ Plant Extracts - chemistry
/ Propanols
/ Propanols - chemistry
/ QD241-441
/ RAW 264.7 Cells
/ RAW 264.7 Cells - drug effects
/ simaroubaceae
/ Triterpenes
/ Triterpenes - chemistry
2016
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A New Canthinone-Type Alkaloid Isolated from Ailanthus altissima Swingle
Journal Article
A New Canthinone-Type Alkaloid Isolated from Ailanthus altissima Swingle
2016
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Overview
The present investigation of the chemical constituents of the stem barks of Ailanthus altissima has resulted in the isolation of six canthinone-type alkaloids, including a new compound, (R)-5-(1-hydroxyethyl)-canthine-6-one (1), and five known compounds (2–6). Moreover, four phenyl propanoids (7–10), two lignans (11 and 12), two triterpenoids (13 and 14) and a fatty acid (15) having previously known chemical structures were isolated during the same course of this study. The structure of the new compound was elucidated by physical (m.p., [α]D) and spectroscopic data (1H-NMR, 13C-NMR, 2D NMR, and HR-DART-MS) interpretation and its absolute configuration was determined by electronic circular dichroism (ECD) data and quantum chemical calculations. The inflammatory activities of the isolates were screened on lipopolysaccharide (LPS)-induced nitric oxide (NO), a proinflammatory mediator, in RAW 264.7 cells. Among these isolated compounds, six compounds exhibited significant inhibition of NO production, with IC50 values in the range of 5.92 ± 0.9 to 15.09 ± 1.8 μM.
Publisher
MDPI AG,MDPI
Subject
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