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1.
Nat Prod Res ; 35(8): 1331-1339, 2021 Apr.
Article in English | MEDLINE | ID: mdl-31385536

ABSTRACT

Two new flavonoids, (2S)-6,8-dimethyl-5,7,3',4'-tetrahydroxyflavanone 4'-O-ß-D-glucopyranoside (1) and quercetin 3-O-ß-D-(6''-p-methoxybenzoyl)-galactopyranoside (2), together with ten known flavonoids (3-12) were isolated from the leaves of Rhododendron dauricum L. The structures of the flavonoids were characterized from spectroscopic data (1D and 2D NMR and HR-ESI-MS). The isolated flavonoids were evaluated for their inhibitory effects on the production of tumour necrosis factor (TNF)-α in LPS-stimulated RAW 264.7 cells. Compound 11 exhibited inhibitory activity against TNF-α production with an IC50 value of 46.2 ± 1.2 µM.


Subject(s)
Flavonoids/isolation & purification , Lipopolysaccharides/pharmacology , Plant Leaves/chemistry , Rhododendron/chemistry , Tumor Necrosis Factor-alpha/biosynthesis , Animals , Carbon-13 Magnetic Resonance Spectroscopy , Flavonoids/chemistry , Mice , Plant Extracts/chemistry , Quercetin/analysis , RAW 264.7 Cells , Rhododendron/drug effects
2.
Nat Prod Res ; 35(6): 1010-1013, 2021 Mar.
Article in English | MEDLINE | ID: mdl-31135186

ABSTRACT

A new polyacetylene, (3 R,8S)-heptadeca-1,16-dien-4,6-diyne-3,8-diol (1), together with 10 known compounds (2-11) were isolated from an ethanol extract of Artemisia halodendron Turcz. ex Bess. (Asteraceae). The chemical structures of these compounds were elucidated by NMR and HR-ESI-MS analysis, and by comparing these results with data reported in literatures. Compounds 1-11 were evaluated for their inhibitory activity against NO, TNF-α and IL-6 production. Compounds 1-11 significantly inhibited the levels of NO, TNF-α and IL-6 in LPS-induced RAW264.7 cells in a dose-dependent manner, with IC50 values ranging from 15.12 to 66.97 µM.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Artemisia/chemistry , Polyacetylene Polymer/pharmacology , Animals , Inhibitory Concentration 50 , Interleukin-6/metabolism , Mice , Nitric Oxide/metabolism , Plant Extracts/chemistry , Proton Magnetic Resonance Spectroscopy , RAW 264.7 Cells , Tumor Necrosis Factor-alpha/metabolism
3.
Nat Prod Res ; 34(3): 351-358, 2020 Feb.
Article in English | MEDLINE | ID: mdl-30580601

ABSTRACT

A new sesquiterpene (1) and a new monoterpene (2), together with thirteen known compounds (3-15) were isolated from an ethanol extract of the roots of Aristolochia debilis Sieb. et Zucc. The structures of compounds 1 and 2 were elucidated using HR-ESI-MS, 1D and 2D NMR spectroscopy. Anti-inflammatory effects of the isolated compounds were evaluated in terms of inhibition of nitric oxide, tumour-necrosis factor-α and interleukin-6 production in lipopolysaccharide-stimulated RAW264.7 cells. Compounds 1-9 and 12-15 significantly inhibited the levels of NO, TNF-α and IL-6 in LPS-induced RAW264.7 cells from concentrations of 3 µM to 30 µM.


Subject(s)
Anti-Inflammatory Agents/isolation & purification , Aristolochia/chemistry , Monoterpenes/isolation & purification , Plant Roots/chemistry , Sesquiterpenes/isolation & purification , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Interleukin-6/antagonists & inhibitors , Interleukin-6/biosynthesis , Lipopolysaccharides , Mice , Molecular Structure , Monoterpenes/chemistry , Monoterpenes/pharmacology , Nitric Oxide/antagonists & inhibitors , Nitric Oxide/biosynthesis , RAW 264.7 Cells , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Spectrum Analysis/methods , Tumor Necrosis Factor-alpha/antagonists & inhibitors , Tumor Necrosis Factor-alpha/biosynthesis
4.
Nat Prod Res ; 34(2): 225-232, 2020 Jan.
Article in English | MEDLINE | ID: mdl-30580619

ABSTRACT

One new aryldihydronaphthalene-type lignan (1) together with eight known lignans (2-4, 7-11) as well as two caffeic-acid dimers (5, 6) were isolated from an ethanol extract of the whole plant of Corispermum mongolicum Iljin (Chenopodiaceae). The chemical structures of these compounds were determined from 1D and 2D NMR and HR-ESI-MS spectra, and results were compared with data from the literature. This study is the first demonstration of nine compounds (2 and 4-11) isolated from the Chenopodiaceae family, with one of these (3) from the genus Corispermum. Anti-inflammatory effects of the isolated compounds were evaluated in terms of inhibition of production of nitric oxide, tumour necrosis factor-α, and interleukin-6 in lipopolysaccharide-induced RAW 264.7 cells.


Subject(s)
Anti-Inflammatory Agents/isolation & purification , Chenopodiaceae/chemistry , Lignans/isolation & purification , Plant Extracts/chemistry , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Chenopodiaceae/metabolism , Interleukin-6/biosynthesis , Lignans/chemistry , Lignans/pharmacology , Lipopolysaccharides , Mice , Molecular Structure , Nitric Oxide/antagonists & inhibitors , Nitric Oxide/biosynthesis , RAW 264.7 Cells , Tumor Necrosis Factor-alpha/biosynthesis , Tumor Necrosis Factor-alpha/drug effects
5.
Nat Prod Res ; 34(23): 3313-3319, 2020 Dec.
Article in English | MEDLINE | ID: mdl-30810367

ABSTRACT

A new pentacyclic triterpenoid, 3-oxo-urs-11,13(18)-dien-28-oic acid (1), along with twelve known triterpenoids, α-amyrin (2), 19α-hydroxy-α-amyrin (3), triptohypol E (4), uvaol (5), 2α,3α-dihydroxyurs-11-en-13ß,28-olide (6), 3ß-hydroxyurs-11-en-13ß,28-olide (7), ursolic acid (8), asiatic acid (9), oleanolic acid (10), aegiceradienol (11), obtusalin (12) and betulinic acid (13) were isolated from the leaves of Rhododendron dauricum L. Their structures were established from spectroscopic data and comparison with reported values. Among them, compounds 3, 4, 6, 7 and 11 were isolated from the Ericaceae family for the first time. Compounds 2, 5, 9, 12 and 13 were obtained from R. dauricum for the first time. Additionally, compounds 6, 10 and 11 significantly inhibited the levels of NO in LPS-stimulated RAW 264.7 cells at 3 µM.


Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Nitric Oxide/biosynthesis , Rhododendron/chemistry , Triterpenes/chemistry , Triterpenes/pharmacology , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Drug Evaluation, Preclinical , Lipopolysaccharides/pharmacology , Mice , Molecular Structure , Nitric Oxide/antagonists & inhibitors , Oleanolic Acid/analysis , Pentacyclic Triterpenes/analysis , Plant Extracts/chemistry , Plant Leaves/chemistry , RAW 264.7 Cells , Triterpenes/analysis , Betulinic Acid , Ursolic Acid
6.
Nat Prod Res ; 34(4): 518-524, 2020 Feb.
Article in English | MEDLINE | ID: mdl-30470127

ABSTRACT

A new secoiridoid, (1R,5S,8S,9R)-1-methyl-kingiside aglucone (1), along with nine known compounds (2-10), were isolated from the ethanol extract of the stem bark of Syringa reticulata (Bl.) Hara. The structure of compound 1 was elucidated using HR-ESI-MS, 1D and 2D NMR spectroscopy. Compounds 1-10 were evaluated for their inhibitory activity against NO, TNF-α and IL-6 production. Compounds 1, 3, 5 and 7-10 significantly inhibited the levels of NO, TNF-α and IL-6 in LPS-induced RAW264.7 cells from concentrations of 3 to 30 µM.


Subject(s)
Anti-Inflammatory Agents/isolation & purification , Syringa/chemistry , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Cell Line , Interleukin-6/antagonists & inhibitors , Mice , Molecular Structure , Nitric Oxide/antagonists & inhibitors , Plant Bark/chemistry , Plant Extracts/chemistry , RAW 264.7 Cells/drug effects , Tumor Necrosis Factor-alpha/antagonists & inhibitors
7.
Nat Prod Res ; 33(16): 2422-2425, 2019 Aug.
Article in English | MEDLINE | ID: mdl-29521529

ABSTRACT

Twenty-seven compounds including nine triterpenoids (1-9), eight sterols (10-17), two ribonucleotides (18, 19), four phenols (20-23), three glycosides (24-26), and one furan (27) were isolated from the fruiting bodies of Trametes versicolor (L.) Lloyd. This study is the first confirmation of the presence of the 11 compounds (3, 5, 6, 8, 18, 20, 21, 23-25, and 27) isolated from the Polyporaceae family, with six of these (2 and 12-16) from the genus Trametes. Compounds 3, 4, 10, 11, 16 and 17 were found to significantly inhibit the production of NO, TNF-α and IL-6 in a dose-dependent manner.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Trametes/chemistry , Agaricales , Anti-Inflammatory Agents/isolation & purification , Interleukin-6/antagonists & inhibitors , Nitric Oxide/antagonists & inhibitors , Phenols/chemistry , Sterols/isolation & purification , Triterpenes/isolation & purification , Tumor Necrosis Factor-alpha/antagonists & inhibitors
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