Two New Lignans and Anti‐HBV Constituents from <i>Illicium henryi</i>

Liu, Jifeng; Jiang, Zhi‐Yong; Geng, Chang‐An; Zhang, Quan; Shi, Yao; Ma, Yun‐Bao; Zhang, Xuemei; Chen, Ji‐Jun

doi:10.1002/cbdv.201000110

Cited by 20 publications

(8 citation statements)

References 20 publications

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“…The structures of known compounds 9a / 9b and 10 − 12 were characterized as (7 R ,8 S )-dihydrodehydroconiferyl alcohol ( 9a ) 39 , (7 S ,8 R )-dihydrodehydrodiconiferyl alcohol ( 9b ) 40 , (7 S ,8 R )-cedrusin ( 10 ) 21 , (7 S ,8 R )-dihydrodehydrodiconifenyl alcohol 9- O - β -D-xylopyranoside ( 11 ) 41 , and (7 S ,8 R )-4,7,9,9′-tetrahydroxy-3,3′-dimethoxy-8- O -4′-neolignan ( 12 ) 42 , respectively, by comparing their 1 H and 13 C NMR data and optical rotations with the reported literature values.…”

Section: Resultsmentioning

confidence: 99%

Enantiomeric Lignans and Neolignans from Phyllanthus glaucus: Enantioseparation and Their Absolute Configurations

Lai

Zhou

et al. 2016

Sci Rep

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Eight pairs of enantiomeric neolignans, norlignans, and sesquineolignans (1a/1b–8a/8b), together with five known neolignans (9a/9b and 10–12), have been isolated from 70% acetone extract of the whole plants of Phyllanthus glaucus Wall. (Euphorbiaceae). The racemic or partial racemic mixtures were successfully separated by chiral HPLC using different types of chiral columns with various mobile phases. Their structures were elucidated on the basis of extensive spectroscopic data. The absolute configurations of 2a/2b were determined by computational analysis of their electronic circular dichroism (ECD) spectrum, and the absolute configurations of other isolates were ascertained by comparing their experimental ECD spectra and optical rotation values with those of structure-relevant compounds reported in literatures. Compounds 4a/4b featured unique sesquineolignan skeletons with a novel 7-4′-epoxy-8′-8′′/7′-2′′ scaffold, consisting of an aryltetrahydronaphthalene and a dihydrobenzofuran moiety. The planar structures of compounds 2, 3, 7, and 8 were documented previously; however, their absolute configurations were established for the first time in this study. The antioxidant activities of 1a/1b–8a/8b were evaluated using DPPH free radical scavenging assay, and the results demonstrated that compounds 1b and 3b showed potent DPPH radical scavenging activities with IC50 values of 5.987 ± 1.212 and 9.641 ± 0.865 μg/mL, respectively.

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Section: Resultsmentioning

confidence: 99%

Enantiomeric Lignans and Neolignans from Phyllanthus glaucus: Enantioseparation and Their Absolute Configurations

Lai

Zhou

et al. 2016

Sci Rep

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“…The known compounds were identified as (+)-isolariciresinol 9-O-β-D-xylopyranoside (5) [11], aviculin (6) [16], (+)-isolariciresinol (7) [12], (´)-secoisolariciresinol-O-α-L-rhamnopyranoside (8) [17], 7S,8R-threo-3 1 ,9,9 1 -trihydroxy-3-methoxy-4 1 ,7-epoxyneolignan-4-O-α-L-rhamnopyranoside (9) [5], icariside E4 (10) [5], threo-4,9,9 1 -trihydroxy-3,3 1 -dimethoxy-8-O-4 1 -neolignan 7-O-α-rhamno-pyranoside (11) [18], respectively, by comparison of the spectroscopic data with those reported in the literature.…”

Section: Resultsmentioning

confidence: 99%

Lignan Glucosides from the Stem Barks of Illicium difengpi

et al. 2016

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Abstract:In this study, four new lignan glucosides, named difengpiosides A-D (1-4), were isolated from the stem barks of Illicium difengpi, together with seven known compounds 5-11. Their structures were identified on the basis of spectroscopic analyses (1D and 2D NMR, HRESIMS, CD) and a comparison with literature data. All the compounds were evaluated for their inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells.

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“…For the sesquiterpenes, tashironin A ( 159 ) showed an IC 50 value of 0.48 mM (SI = 6.3) in inhibiting HBsAg secretion, and 0.15 mM (SI = 20.1) in inhibiting HBeAg secretion. Henrylactones A–E ( 153 – 157 ) also showed moderate activity inhibiting HBsAg secretion with IC 50 values ranging from 0.098 to 1.85 mM, and HBeAg with IC 50 values ranging from 0.24 to 2.91 mM [ 50 – 52 ].…”

Section: Active Constituents From Medicinal Plantsmentioning

confidence: 99%

The Progress of Anti-HBV Constituents from Medicinal Plants in China

Geng

Chen

2018

Nat. Prod. Bioprospect.

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Hepatitis B virus (HBV) infection causing acute and chronic hepatitis is a serious problem worldwide, whereas the current treatment methods are unsatisfactory. Traditional Chinese herbs that have long been used for medicinal purposes are fascinating sources for novel anti-HBV candidates. This paper summarizes the progress of anti-HBV constituents from diverse medicinal plants in China to provide information for searching new anti-HBV drugs from natural sources.Graphical Abstract

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Two New Lignans and Anti‐HBV Constituents from Illicium henryi

Cited by 20 publications

References 20 publications

Enantiomeric Lignans and Neolignans from Phyllanthus glaucus: Enantioseparation and Their Absolute Configurations

Enantiomeric Lignans and Neolignans from Phyllanthus glaucus: Enantioseparation and Their Absolute Configurations

Lignan Glucosides from the Stem Barks of Illicium difengpi

The Progress of Anti-HBV Constituents from Medicinal Plants in China

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