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1.
Article in English | MEDLINE | ID: mdl-38780504

ABSTRACT

Nine compounds were isolated and identified from ethanolic extracts of Saposhnikovia divaricata, including one new alkaloid (1), one new pentacyclic triterpenoid (9), and seven known alkaloids (2-8). Structural elucidation of compounds 1 and 9 was established by 1D and 2D NMR spectra referring to the literature, together with high-resolution mass spectrometric analysis. All compounds were evaluated for antiproliferative activity against two cancer cell lines (LN229, A549) in vitro. Compounds (1-9) showed no significant antiproliferative activity.

2.
Nat Prod Res ; : 1-9, 2024 May 28.
Article in English | MEDLINE | ID: mdl-38804234

ABSTRACT

A phytochemical investigation on the 70% EtOH extract of the fruit of Acanthpanax senticosus resulted in the isolation of three new triterpenoids, Falcatane C (1), Acasentrioid F (2), Acasentrioid G (3) together with twenty-seven known ones (4-30). Structural elucidation of all the compounds was performed by spectral methods such as 1D or 2D (1H-1H COSY, HSQC, and HMBC), NMR spectroscopy, and high-resolution mass spectrometry. Moreover, all compounds were evaluated for their effects on H2O2-induced neurotoxicity in human neuroblastoma SH-SY5Ycells. Compounds 13 and 15 showed significant neuroprotective impact at a specific concentration, and compounds 1, 3, 5, 9, 11, 13-15, 17, 20-21, 23-25, 27, 29-30 showed moderate neuroprotective effect. The current study suggests that triterpenes in Eleutherococcus senticosus (Rupr.) Harms may play an essential role in the neuroprotective properties.

3.
Nat Prod Res ; : 1-8, 2024 Apr 08.
Article in English | MEDLINE | ID: mdl-38587148

ABSTRACT

Two novel phenylpropanoid amides, namely huomarenamide A (1) and huomarenamide B (2), along with twelve known compounds (3-14), were isolated from the seeds of Cannabis sativa L. The structures with absolute configurations of new compounds were unequivocally determined by spectroscopic analyses and the ECD method. The identification of the known compounds was based on a comparison of their 1D NMR data with literature references. All compounds were assessed for cytotoxic activity against LN229 cells, revealing that compounds 2, 13, and 14 exhibited significant cytotoxicity with IC50 values ranging from 9.02 to 21.26 µM.

4.
Nat Prod Res ; : 1-10, 2024 Apr 02.
Article in English | MEDLINE | ID: mdl-38563116

ABSTRACT

Phytochemical investigation of the roots of Saposhnikovia divaricata (Turcz.) Schischk resulted in the isolation of twelve coumarin derivatives including one new 3,4-dihydroisocoumarin (1) and eleven known 3,4-unsubstituted coumarins (2-12). Structural elucidation of compounds 1-12 was established by 1D and 2D NMR spectra referring to the literature, together with high-resolution mass spectrometric analysis. LPS-induced RAW264.7 inflammatory cell model was used to determine the potential antiinflammation activity of all the isolated compounds in vitro. The results showed that compound 3 significantly inhibited the production of lipopolysaccharide (LPS)-induced NO in macrophages (IC50 = 4.54 ± 1.71 µM), more active than the positive control (L-NMMA).

5.
Nat Prod Res ; : 1-8, 2024 Apr 10.
Article in English | MEDLINE | ID: mdl-38597194

ABSTRACT

Sixteen triterpenoid saponins were isolated from the roots of Bupleurum scorzonerifolium Willd., including a new triterpenoid saponin and new natural saponin that was characterised by NMR for the first time, along with 14 known triterpenoid saponins. The structures of the compounds were established by 1D and 2D NMR spectroscopy, HR-ESI-MS, and comparison with the literature. The cytotoxic activity of the compounds against 4T1 cells was determined using the CCK8 method. Compounds 9 and 6 showed the strongest cytotoxic activity with IC50 values of 2.75 ± 0.86 and 3.78 ± 0.50 µM, respectively. Compounds 2-5 and 8 showed potent cytotoxic activity. Compounds 14 and 16 showed moderate cytotoxicity.

6.
J Ethnopharmacol ; 328: 118109, 2024 Jun 28.
Article in English | MEDLINE | ID: mdl-38570147

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: The Dryopteris crassirhizoma Nakai., a commonly used herb, is known as "Guan Zhong" in China, "Oshida" in Japan and "Gwanjung" in Korea. It has long been used for parasitic infestation, hemorrhages and epidemic influenza. AIM OF THE REVIEW: The present paper aims to provide an up-to-date review at the advancements of the investigations on the traditional use, phytochemistry, pharmacological activity, toxicology and pharmacokinetics of D. crassirhizoma. Besides, possible trends, therapeutic potentials, and perspectives for future research of this plant are also briefly discussed. MATERIALS AND METHODS: Relevant information on traditional use, phytochemistry, pharmacological activity, toxicology and pharmacokinetics of D. crassirhizoma was collected through published materials and electronic databases, including the Chinese Pharmacopoeia, Flora of China, Web of Science, PubMed, Baidu Scholar, Google Scholar, and China National Knowledge Infrastructure. 109 papers included in the article and we determined that no major information was missing after many checks. All authors participated in the review process for this article and all research paper are from authoritative published materials and electronic databases. RESULTS: 130 chemical components, among which phloroglucinols are the predominant groups, have been isolated and identified from D. crassirhizoma. D. crassirhizoma with its bioactive compounds is possessed of extensive biological activities, including anti-parasite, anti-microbial, anti-viral, anti-cancer, anti-inflammatory, anti-oxidant, anti-diabetic, bone protective, immunomodulatory, anti-platelet and anti-hyperuricemia activity. Besides, D. crassirhizoma has special toxicology and pharmacokinetics characterization. CONCLUSIONS: D. crassirhizoma is a traditional Chinese medicine having a long history of application. This review mainly summarized the different chemical components extract from D. crassirhizoma and various reported pharmacological effects. Besides, the toxicology and pharmacokinetics of D. crassirhizoma also be analysed in this review. However, the chemical components of D. crassirhizoma are understudied and require further research to expand its medicinal potential, and it is urgent to design a new extraction scheme, so that the active ingredients can be obtained at a lower cost.


Subject(s)
Botany , Drugs, Chinese Herbal , Dryopteris , Phytochemicals/therapeutic use , Phytochemicals/toxicity , Phytotherapy , Medicine, Chinese Traditional , Ethnopharmacology , Drugs, Chinese Herbal/therapeutic use , Drugs, Chinese Herbal/toxicity , Plant Extracts/therapeutic use , Plant Extracts/toxicity
7.
Phytochemistry ; 222: 114072, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38561105

ABSTRACT

Phytochemical investigations of the leaves of Astragalus membranaceus (Fisch.) Bge. have led to the isolation of 12 undescribed triterpenoid saponins named huangqiyenins M-X. The structures of the undescribed compounds were determined using NMR and HRESIMS data. The cytotoxicity of these compounds against the RKO and HT-29 colon cancer cell lines was evaluated. Among these compounds, huangqiyenin W exhibited the highest cytotoxic activity against RKO colon cancer cells, whereas huangqiyenin Q and W showed moderate cytotoxic activity against HT-29 colon cancer cells. The network pharmacology results indicated that STAT3, IL-2 and CXCR1 are the correlated targets of huangqiyenin W against colon cancer, with AGE-RAGE and Th17 cell differentiation as the key signaling pathways.


Subject(s)
Antineoplastic Agents, Phytogenic , Astragalus propinquus , Saponins , Triterpenes , Saponins/chemistry , Saponins/pharmacology , Saponins/isolation & purification , Humans , Astragalus propinquus/chemistry , Triterpenes/chemistry , Triterpenes/pharmacology , Triterpenes/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Molecular Structure , Drug Screening Assays, Antitumor , Cell Proliferation/drug effects , Structure-Activity Relationship , Plant Leaves/chemistry , STAT3 Transcription Factor/metabolism , STAT3 Transcription Factor/antagonists & inhibitors , Dose-Response Relationship, Drug , Interleukin-2/metabolism , HT29 Cells
8.
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
9.
J Nat Med ; 78(3): 702-708, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38662303

ABSTRACT

Two new sesterterpenoids, atractylodes japonica terpenoid acid I (1) and atractylodes japonica terpenoid aldehyde I (2), were isolated from the rhizomes of Atractylodes japonica Koidz. ex Kitam together with ten known compounds (3-12). Their structures were elucidated on the basis of comprehensive spectroscopic analysis (1D/2D NMR, HRESIMS and IR). In addition, all of these isolated compounds were evaluated for their cytotoxic activities against human gastric cancer cell MGC-803 and human hepatocellular cancer cell HepG-2. Most of them exhibited moderate to weak inhibitory effects with IC50 values in the range of 25.15-88.85 µM except for 9-12.


Subject(s)
Atractylodes , Rhizome , Sesterterpenes , Atractylodes/chemistry , Humans , Molecular Structure , Cell Line, Tumor , Sesterterpenes/chemistry , Sesterterpenes/pharmacology , Sesterterpenes/isolation & purification , Rhizome/chemistry , Hep G2 Cells , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Magnetic Resonance Spectroscopy , Plant Extracts/chemistry , Plant Extracts/pharmacology
10.
Fitoterapia ; 175: 105883, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38458497

ABSTRACT

Parkinson's disease (PD) is the second most common neurodegenerative disease in the world. As one of the major degradation pathways, autophagy plays a pivotal role in maintaining the effective turnover of proteins and damaged organelles in cells. Lewy bodies composed of α-synuclein (α-syn) abnormally aggregated in the substantia nigra are important pathological features of PD, and autophagy dysfunction is considered to be an important factor leading to abnormal aggregation of α-syn. Phenylpropionamides (PHS) in the seed of Cannabis sativa L. have a protective effect on neuroinflammation and antioxidant activity. However, the therapeutic role of PHS in PD is unclear. In this study, the seeds of Cannabis sativa L. were extracted under reflux with 60% EtOH-H2O, and the 60% EtOH-H2O elution fraction was identified as PHS with the UPLC-QTOF-MS. The 1-methyl-4-phenyl-1,2,3,6-tetrahydro-pyridine (MPTP)-induced PD model in C57BL/6 J mice was used for behavioral and pharmacodynamic experiments. Behavioral symptoms were improved, Nissl-stained and TH-positive neurons in the substantia nigra were significantly increased in PHS-treated MPTP-induced PD model mice. Compared with the model group, PHS treatment reduced the expression level of α-syn, and the expression of TH increased significantly by western blotting, compared with the model group, the PHS group suppressed Caspase 3 and Bax expression and promoted Bcl-2 expression and levels of p62 decreased significantly, the ratio of LC3-II/I and p-mTOR/mTOR in the PHS group had a downward trend, suggesting that the therapeutic effect of PHS on MPTP-induced PD model mice may be triggered by the regulation of autophagy.


Subject(s)
Autophagy , Cannabis , Mice, Inbred C57BL , Neuroprotective Agents , Seeds , Animals , Autophagy/drug effects , Mice , Seeds/chemistry , Cannabis/chemistry , Male , Neuroprotective Agents/pharmacology , Neuroprotective Agents/isolation & purification , Parkinson Disease/drug therapy , Substantia Nigra/drug effects , Disease Models, Animal , TOR Serine-Threonine Kinases/metabolism
11.
Fitoterapia ; 175: 105902, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38492866

ABSTRACT

Seven new triterpenoids, named Adeterpenoids A-G (1-7) and eight known compounds (8-15), were isolated from 70% ethanol extract of the roots of Adenophora tetraphylla (Thub.) Fisch. The compounds from it were separated by column chromatography techniques such as silica gel, ODS, and preparative liquid chromatography. Their structures were clarified based on extensive spectral analysis (1D, 2D-NMR, HR-ESI-MS, IR, UV, and CD) and comparison with the literature. At the same time, all compounds were evaluated for their cytotoxic activity against the LN229 (human glioma cell line). The results showed that compounds 2, 5, 6, 13, and 14 had a significant inhibitory effect on LN229 cells.


Subject(s)
Antineoplastic Agents, Phytogenic , Plant Roots , Triterpenes , Plant Roots/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Triterpenes/chemistry , Molecular Structure , Cell Line, Tumor , Humans , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Phytochemicals/pharmacology , Phytochemicals/isolation & purification , China
12.
Fitoterapia ; 174: 105876, 2024 Apr.
Article in English | MEDLINE | ID: mdl-38431027

ABSTRACT

Nine polyacetylenes, including five new compounds named sadivaethynes E-I (1-5), were isolated from the roots of Saposhnikovia divaricata. Structural elucidation of compounds 1-5 was established by extensive spectroscopic analysis, quantum chemical calculations and DP4+ probability analysis. Among them, the absolute configuration of compound 1-2, 4-5 was unambiguous determined by ECD. Also, all compounds were evaluated for cytotoxicity against two human cancer cell lines (A549, HEPG2) in vitro, compound 9 showed moderate inhibitory effect with an IC50 value of 11.66 µM against HEPG2.


Subject(s)
Apiaceae , Polyynes , Humans , Molecular Structure , Polyynes/pharmacology , Polyynes/analysis , Polyynes/chemistry , Plant Roots/chemistry , Plant Extracts/chemistry , Apiaceae/chemistry
13.
Fitoterapia ; 174: 105874, 2024 Apr.
Article in English | MEDLINE | ID: mdl-38417684

ABSTRACT

Five new sesquiterpenoids, dictamtrinorguaianols E and F (1-2), and dictameudesmnosides F, G, and H (3-5), along with seven known sesquiterpenoids (6-12) were isolated from Dictamnus dasycarpus Turcz. The structures of all new compounds were characterized by spectroscopic methods, including UV, IR, HR-ESI-MS, and 1D and 2D NMR. The In-vitro anti-proliferative activities of all the compounds against two human cancer cell lines (SW982 and A549) were evaluated by CCK-8 assay. Compounds 1 and 4 showed medium anti-proliferative activity against SW982 cells, with IC50 values of 3.49 ± 0.10 and 6.42 ± 1.23 µM, respectively. Additionally, compounds 2, 7, and 8 exhibited medium anti-proliferative activity against A549 cells, with IC50 values ranging from 0.80 ± 0.05 to 6.60 ± 0.46 µM.


Subject(s)
Dictamnus , Sesquiterpenes , Humans , Dictamnus/chemistry , Molecular Structure , Cell Line , Magnetic Resonance Spectroscopy , Sesquiterpenes/pharmacology
14.
Nat Prod Res ; : 1-8, 2024 Jan 17.
Article in English | MEDLINE | ID: mdl-38232058

ABSTRACT

Two new quinoline alkaloids (1-2) together with twenty-two known alkaloids (3-24) were isolated and identified from Dictamnus dasycarpus Turcz. Compounds 6-7, 9, 11, 15-16, 19 and 24 were isolated from D. dasycarpus for the first time. The structures of all compounds were characterised by spectroscopic methods (1D, 2D NMR and HRESIMS). The anti-proliferative activity was mediated by the arrest of three human cancer cell lines (SW982, HepG2 and A549) of all the compounds that were evaluated by CCK-8 assay.

15.
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
16.
Chem Biodivers ; 21(2): e202301655, 2024 Feb.
Article in English | MEDLINE | ID: mdl-38084071

ABSTRACT

Six novel withanolides, along with nine known related compounds were isolated from the leaves of Datura stramonium L. The structures and absolute configurations of the new withanolides were elucidated by employing various spectral techniques and comparing them with those previously reported in the literature. In addition, four withanlides demonstrated interesting cytotoxic activity on LN229 cells with IC50 <20 µM.


Subject(s)
Antineoplastic Agents , Datura stramonium , Withanolides , Withanolides/pharmacology , Withanolides/chemistry , Molecular Structure , Plant Leaves/chemistry
17.
Nat Prod Res ; 38(10): 1639-1646, 2024 May.
Article in English | MEDLINE | ID: mdl-37198914

ABSTRACT

Four new sesquiterpenoids, dstramonins A-D (1-4), and one new natural product (5), together with three known compounds (6-8), were isolated from the leaves of Datura stramonium L. The structures of new compounds were elucidated by extensive spectroscopic analysis and comparison with the literature. The cytotoxicity of isolates against LN229 cells was assessed and compounds 2-4, and 7 displayed cytotoxic activity with IC50 values ranging from 8.03 to 13.83 µM.


Subject(s)
Antineoplastic Agents , Biological Products , Datura stramonium , Sesquiterpenes , Datura stramonium/chemistry , Plant Leaves/chemistry , Antineoplastic Agents/analysis , Sesquiterpenes/analysis , Biological Products/analysis
18.
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
19.
Phytochemistry ; 218: 113941, 2024 Feb.
Article in English | MEDLINE | ID: mdl-38049078

ABSTRACT

Thirteen previously undescribed steroidal saponins, named parisverticilloside A-M (1-13) and twenty known steroidal saponins (14-33) were isolated from ethanol extract of the roots of Paris verticillata. Their structures were identified by a series of spectroscopic methods, including 1D and 2D NMR, HR-ESI-MS, optical rotatory dispersion and chemical processes. The anti-proliferative activities of all compounds against LN229, HepG2, MDA-MB-231 and 4T1 cell lines were evaluated using the CCK8 assay with cisplatin or capecitabine as the positive control. The anti-inflammatory activities of all compounds were measured by inhibition of LPS-induced NO release from BV2 cell lines, with dexamethasone as the positive control.


Subject(s)
Liliaceae , Saponins , Plant Roots/chemistry , Cell Line , Saponins/pharmacology , Saponins/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/chemistry , Molecular Structure
20.
Nat Prod Res ; : 1-9, 2023 Dec 08.
Article in English | MEDLINE | ID: mdl-38069504

ABSTRACT

Three undescribed schinortriterpenoids, schinensilactones D-F (1-3), together with five known ones, namely, wuweizidilactone A (4), wuweizidilactone C (5), wuweizidilactone F (6), wuweizidilactone J (7) and wuweizidilactone N (8), were isolated from the leaves of Schisandra chinensis (Turcz.) Baill. The structures of new compounds were established by analysis of their spectroscopic data including MS, IR, 1D- and 2D-NMR spectra. The absolute configuration of 1 was confirmed by single-crystal X-ray diffraction and calculated electronic circular dichroism (ECD) spectra. All compounds were evaluated for their neuroprotective effects against H2O2-induced injury in human neuroblastoma SH-SY5Y cell lines. Cell viability was remarkably reduced to 52.33% in H2O2-treated cells. Compounds 5-7 exhibited moderate neuroprotective activities at 50 µM, with cell viability of 64.84%, 67.34% and 63.73%, respectively.

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