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1.
Phytochemistry ; 223: 114133, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38710375

ABSTRACT

Five undescribed elesesterpenes L-U, along with nine known 3,4-seco-lupane-type triterpenoids were isolated from the leaves of Eleutherococcus sessiliflorus (Rupr. & Maxim.) S. Y. Hu. Elesesterpene L-S, and U were lupane-type triterpenoids, whereas elesesterpene T was an oleanane-type triterpenoid, probably artifact, as suggested by LC-MS analysis. Out of the nine known compounds, five were initially identified in E. sessiliflorus. Moreover, their structures were definitively determined using spectroscopic analyses, and the absolute configurations of elesesterpenes L-M and sachunogenin 3-O-glucoside were clarified using X-ray crystallographic techniques. The absolute configuration of elesesterpene T was determined by measuring and calculating its ECD. In addition, all compounds were tested to examine their ability to inhibit the proliferation of HFLS-RA cells induced by TNF-α in vitro. Elesesterpene M, chiisanogenin, chiisanoside, and 3-methylisochiisanoside significantly inhibited HFLS-RA proliferation.


Subject(s)
Cell Proliferation , Eleutherococcus , Plant Leaves , Triterpenes , Tumor Necrosis Factor-alpha , Eleutherococcus/chemistry , Plant Leaves/chemistry , Triterpenes/pharmacology , Triterpenes/chemistry , Triterpenes/isolation & purification , Cell Proliferation/drug effects , Tumor Necrosis Factor-alpha/metabolism , Tumor Necrosis Factor-alpha/antagonists & inhibitors , Humans , Molecular Structure , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Structure-Activity Relationship , Cell Line , Dose-Response Relationship, Drug
2.
Phytochemistry ; 222: 114091, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38615926

ABSTRACT

A total of 14 previously undescribed steroidal saponins named capsicsaponins A-N were isolated from the leaves of Solanum capsicoides, encompassing various types, including cholesterol derivatives and pseudospirostanol saponins. The structures of all compounds were determined through comprehensive analysis of spectroscopic data (1D NMR and 2D NMR), along with physicochemical analysis methods (acid hydrolysis, OR, and UV). Moreover, in the H2O2-induced pheochromocytoma cell line model, compounds 1-14 were screened for their neuroprotective effects on cells. The bioassay results demonstrated compounds 8-14 were able to revive cell viability compared to the positive control edaravone. The damage neuroprotection of the most active compound was further explored.


Subject(s)
Cell Survival , Neuroprotective Agents , Plant Leaves , Saponins , Solanum , Saponins/pharmacology , Saponins/chemistry , Saponins/isolation & purification , Neuroprotective Agents/pharmacology , Neuroprotective Agents/chemistry , Neuroprotective Agents/isolation & purification , Solanum/chemistry , Plant Leaves/chemistry , Cell Survival/drug effects , Animals , Molecular Structure , PC12 Cells , Rats , Steroids/pharmacology , Steroids/chemistry , Steroids/isolation & purification , Hydrogen Peroxide/pharmacology , Structure-Activity Relationship , Dose-Response Relationship, Drug
3.
Foods ; 13(3)2024 Feb 02.
Article in English | MEDLINE | ID: mdl-38338610

ABSTRACT

Pu-erh tea is a famous tea worldwide, and identification of the geographical origin of Pu-erh tea can not only protect manufacture's interests, but also boost consumers' confidence. However, tree age may also influence the fingerprints of Pu-erh tea. In order to study the effects of the geographical origin and tree age on the interactions of stable isotopes and multi-elements of Pu-erh tea, 53 Pu-erh tea leaves with three different age stages from three different areas in Yunnan were collected in 2023. The δ13C, δ15N values and 25 elements were determined and analyzed. The results showed that δ13C, δ15N, Mg, Mn, Fe, Cu, Zn, Rb, Sr, Y, La, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, and Lu had significant differences among different geographical origins (p < 0.05). Mn content was significantly influenced by region and tree age interaction. Based on multi-way analysis of variance, principal component analysis and step-wised discriminant analysis, 24 parameters were found to be closely related to the geographical origin rather than tree age, and the geographical origin of Pu-erh tea can be 100.0% discriminated in cross-validation with six parameters (δ13C, δ15N, Mn, Mg, La, and Tb). The study could provide references for the establishment of a database for the traceability of Pu-erh tea, and even the identification of tea sample regions with different tree ages.

4.
J Nat Med ; 78(1): 33-41, 2024 Jan.
Article in English | MEDLINE | ID: mdl-37658159

ABSTRACT

Six new naphthoquinones, euchronin A-F (1-6) and nine known naphthoquinones (7-15), were isolated from the roots of Arnebia euchroma (Royle) Johnst. The structures of the new compounds were confirmed by extensive spectroscopic analyses, including UV, IR, HR-ESI-MS, 1D and 2D NMR. In the present study, we estimated the anti-proliferative activities of these compounds with HaCaT cells. The results indicated that compounds 2 and 4 showed strong anti-proliferative activities at 25 µM, with relative viability at 38.83% and 68.44%, respectively.


Subject(s)
Boraginaceae , Naphthoquinones , Naphthoquinones/pharmacology , Naphthoquinones/chemistry , Plant Extracts/pharmacology , Plant Extracts/analysis , Boraginaceae/chemistry
5.
Nat Prod Res ; 38(6): 1007-1015, 2024 Mar.
Article in English | MEDLINE | ID: mdl-37165597

ABSTRACT

Two new compounds (1 and 2), along with thirty-one known compounds (3-33) were isolated from the fruits of Solanum xanthocarpum. The structure of isolates was elucidated by analysis of spectroscopic data and the physicochemical methods. Meanwhile, the anti-inflammatory activity of isolates was determined using LPS-induced RAW 264.7 cells. The results of anti-inflammatory assays indicated that most isolated compounds (3, 4, 6, 8-14, 17-20, and 30) possessed significant nitric oxide (NO) production inhibition in lipopolysaccharide (LPS)-induced RAW 264.7 cells with IC50 values ranging from 14.33 to 48.55 µM.


Subject(s)
Solanum , Solanum/chemistry , Fruit/chemistry , Lipopolysaccharides/pharmacology , Plant Extracts/chemistry , Phenols/pharmacology , Phenols/analysis , Anti-Inflammatory Agents/chemistry
6.
Nat Prod Res ; : 1-9, 2022 Dec 16.
Article in English | MEDLINE | ID: mdl-36525474

ABSTRACT

Three new steroids (1-3) and 13 reported analogs (4-16) were extracted from Datura metel L. pericarps. Structure analysis of these extracted compounds was performed by 1 D-NMR and 2 D-NMR spectroscopy, and their spectra were compared with those of similar compounds previously described in the literature. The extracted steroids (1-3) and known compounds (4-16) were evaluated for anti-inflammatory activity against LPS-activated RAW 264.7 cells. Compounds 5, 7, 9, 12 and 15 showed potential anti-inflammatory activity with IC50 less than 35 µM, while compounds 3 and 11 showed weak anti-inflammatory activity with IC50 less than 100 µM.

7.
Fitoterapia ; 157: 105128, 2022 Mar.
Article in English | MEDLINE | ID: mdl-35041894

ABSTRACT

Six new secoiridoids, syrretosides E-J (1-6) and four known secoiridoids (7-10), were isolated from the stem barks of Syringa reticulata. Their structures were established by the 1D and 2D NMR spectra, HR-ESI-MS, and comparison with the literature. The cytotoxicity of the isolated monomeric compounds against RAW264.7 cells was investigated by the CCK8 assay, and the results showed that the individual compounds were not cytotoxic to RAW264.7. The anti-inflammatory activity of these compounds was evaluated using the LPS-induced RAW264.7 inflammatory cell model and the results showed that compounds 3-7 and 9 showed varying degrees of anti-inflammatory activity.


Subject(s)
Anti-Inflammatory Agents/isolation & purification , Iridoid Glycosides/isolation & purification , Syringa/chemistry , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/toxicity , China , Iridoid Glycosides/chemistry , Iridoid Glycosides/toxicity , Magnetic Resonance Spectroscopy , Mice , Plant Bark/chemistry , RAW 264.7 Cells/drug effects , Spectrometry, Mass, Electrospray Ionization
8.
Steroids ; 173: 108877, 2021 09.
Article in English | MEDLINE | ID: mdl-34133956

ABSTRACT

Extraction of Datura metel L. leaves with ethanol as a solvent gave a group of steroids, including two unique 1,10-seco-withanolides (1, 4), an unusual nitrogen-containing withanolides (2), one undescribed saponin (3), two withanolides with a carbohydrate (5, 6), and one C21 steroid (7). These compounds' structures were identified based on HR-ESI-MS and 1H, 13C NMR data analyses, also compared with data from the document. Some compounds showed moderate inhibition on NO production in lipopolysaccharide-stimulated RAW 264.7 cells.


Subject(s)
Datura metel/chemistry , Phytosterols/chemistry , Plant Leaves/chemistry
9.
Front Chem ; 9: 813764, 2021.
Article in English | MEDLINE | ID: mdl-35141205

ABSTRACT

Elesesterpenes A-K (1-11), eleven new lupane-type triterpenoids, triterpenoid glycosides, and nortriterpenoid were isolated from the leaves of Eleutherococcus sessiliflorus. Their structures and relative configurations were completely elucidated by a combination of diverse methods including physical, spectroscopic data. The absolute configuration of elesesterpenes A-B (1-2) was defined by single-crystal X-ray diffraction. Meanwhile, all the isolates were evaluated for anti-inflammatory activities on lipopolysaccharide-induced nitric oxide production in BV2 microglial cells, and antiproliferative activities against human hepatoma (HepG2), human lung adenocarcinoma (A549), and human glioma cells (LN229) in vitro. It was found that some of them exhibited obvious anti-inflammatory activities and potent antiproliferative activities.

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