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1.
Fitoterapia ; 175: 105938, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38565379

ABSTRACT

Five new B-seco-limonoids, namely toonanoronoids A-E (1-5), in conjunction with three previously reported compounds, were isolated from the EtOAc extract of the twigs and leaves of Toona ciliata var. yunnanensis. Their structures were elucidated through comprehensive spectroscopic and X-ray crystallographic analysis. The cytotoxic activities of new compounds against five human tumor cell lines (HL-60, SMMC-7721, A549, MCF-7, and SW480) were screened, Compounds 4 and 5 exerted inhibition toward two tumor cell lines (HL-60, SW-480) with IC50 values between 1.7 and 5.9 µM.


Subject(s)
Antineoplastic Agents, Phytogenic , Limonins , Phytochemicals , Plant Leaves , Toona , Humans , Molecular Structure , Cell Line, Tumor , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Plant Leaves/chemistry , Limonins/isolation & purification , Limonins/pharmacology , Limonins/chemistry , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , China , Toona/chemistry , Plant Stems/chemistry
2.
Chem Biodivers ; 21(6): e202400396, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38501581

ABSTRACT

Vachellia gummifera (Willd.) Kyal. & Boatwr. is a medicinal plant endemic to Morocco that has no documented studies on its chemical composition. In this study, the chemical composition of the water/methanol (4 : 1) extracts of air-dried leaf and stem samples of Moroccan V. gummifera was determined using UHPLC-MS and NMR. In total, over 100 metabolites were identified in our study. Pinitol was the major compound in both the leaf and stem extracts, being significantly more abundant in the former. Asparagine and 3-hydroxyheteroendrin were the second most abundant compounds in the stem and leaf extracts, respectively, though both compounds were present in each tissue. The other compounds included flavonoids based on quercetin, and phenolic derivatives. Eucomic acid, only identified in the stems and was the major aromatic compound distinguishing the leaf and stem profiles. Quercetin 3-O-(6''-O-malonyl)-ß-D-glucopyranoside was identified as the major flavonoid in the leaves but was also present in the stems. Other malonylated derivatives that were all flavonol glycosides based on myricetin, kaempferol, and isorhamnetin in addition to quercetin were also identified. This is the first report of eucomic acid and malonylated compounds in Vachellia species. This report provides valuable insights into the chemotaxonomic significance of the Vachellia genus.


Subject(s)
Plant Leaves , Plants, Medicinal , Chromatography, High Pressure Liquid , Fabaceae/chemistry , Flavonoids/chemistry , Flavonoids/isolation & purification , Magnetic Resonance Spectroscopy , Mass Spectrometry , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Plant Leaves/chemistry , Plant Stems/chemistry , Plants, Medicinal/chemistry , Quercetin/chemistry , Quercetin/isolation & purification
3.
J Nat Med ; 78(3): 558-567, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38517622

ABSTRACT

A total of five new mexicanolides (1-5), namely alliaxylines A-E, together with two known limonoids 6 and 7, were isolated and identified from Dysoxylum alliaceum (Blume) Blume ex. A.Juss. (Meliaceae). The structures of these compounds were elucidated based on extensive spectroscopic analyses, including HR-ESI-MS, UV, IR, 1D, and 2D NMR, as well as theoretical stimulation of NMR shifts with the DP4 + algorithm. Consequently, this study aimed to examine cytotoxic activities of these compounds against MCF-7 and A549 cell lines. The results implied that compound 2 was the most potent against the two tested cells, with IC50 values of 34.95 ± 0.21 and 44.39 ± 1.03 µM.


Subject(s)
Limonins , Meliaceae , Plant Bark , Humans , Meliaceae/chemistry , Plant Bark/chemistry , Limonins/chemistry , Limonins/pharmacology , Limonins/isolation & purification , Molecular Structure , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , MCF-7 Cells , A549 Cells , Cell Line, Tumor , Magnetic Resonance Spectroscopy , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Stems/chemistry
4.
Cell Rep ; 43(4): 113987, 2024 Apr 23.
Article in English | MEDLINE | ID: mdl-38517888

ABSTRACT

Cultivating drought-tolerant tea varieties enhances both yield and quality of tea plants in northern China. However, the mechanisms underlying their drought tolerance remain largely unknown. Here we identified a key regulator called CsREV, which differentially regulates xylem patterns between leaves and stems, thereby conferring drought tolerance in tea plants. When drought occurs, upregulation of CsREV activates the CsVND7a-dependent xylem vessel differentiation. However, when drought persists, the vessel differentiation is hindered as CsVND7a is downregulated by CsTCP4a. This, combined with the CsREV-promoted secondary-cell-wall thickness of xylem vessel, leads to the enhanced curling of leaves, a characteristic closely associated with plant drought tolerance. Notably, this inhibitory effect of CsTCP4a on CsVND7a expression is absent in stems, allowing stem xylem vessels to continuously differentiate. Overall, the CsREV-CsTCP4-CsVND7 module is differentially utilized to shape the xylem patterns in leaves and stems, potentially balancing water transportation and utilization to improve tea plant drought tolerance.


Subject(s)
Droughts , Gene Expression Regulation, Plant , Plant Leaves , Plant Proteins , Plant Stems , Xylem , Xylem/metabolism , Plant Leaves/metabolism , Plant Leaves/physiology , Plant Stems/metabolism , Plant Stems/physiology , Plant Proteins/metabolism , Plant Proteins/genetics , Camellia sinensis/physiology , Camellia sinensis/genetics , Camellia sinensis/metabolism , Adaptation, Physiological
5.
Fitoterapia ; 175: 105894, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38461867

ABSTRACT

Thrombosis is currently among the major causes of morbidity and mortality in the World. New prevention and therapy alternatives have been increasingly sought in medicinal plants. In this context, we have been investigating parsley, Petroselinum crispum (Mill.) Nym, an aromatic herb with two leaf varieties. We report here the in vitro, in vivo, and ex vivo anti-hemostatic and antithrombotic activities of a parsley curly-leaf variety. Aqueous extracts of aerial parts (PCC-AP), stems (PCC-S), and leaves (PCC-L) showed significant in vitro antiplatelet activity. PCC-AP extract exhibited the highest activity (IC50 2.92 mg/mL) when using ADP and collagen as agonists. All extracts also presented in vitro anticoagulant activity (APTT and PT) and anti-thrombogenic activity. PCC-S was the most active, with more significant interference in the factors of the intrinsic coagulation pathway. The oral administration of PCC-AP extract in rats caused a greater inhibitory activity in the deep vein thrombi (50%; 65 mg/kg) than in arterial thrombi formation (50%; 200 mg/kg), without cumulative effect after consecutive five-day administration. PCC-AP extract was safe in the induced bleeding time test. Its anti-aggregating profile was similar in ex vivo and in vitro conditions but was more effective in the extrinsic pathway when compared to in vitro results. Apiin and coumaric acid derivatives are the main compounds in PCC-AP according to the HPLC-DAD-ESI-MS/MS profile. We demonstrated for the first time that extracts from different parts of curly parsley have significant antiplatelet, anticoagulant, and antithrombotic activity without inducing hemorrhage, proving its potential as a source of antithrombotic compounds.


Subject(s)
Fibrinolytic Agents , Petroselinum , Plant Extracts , Plant Leaves , Animals , Petroselinum/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Plant Leaves/chemistry , Rats , Male , Fibrinolytic Agents/pharmacology , Fibrinolytic Agents/isolation & purification , Fibrinolytic Agents/chemistry , Rats, Wistar , Phytochemicals/pharmacology , Phytochemicals/isolation & purification , Thrombosis/drug therapy , Platelet Aggregation Inhibitors/pharmacology , Platelet Aggregation Inhibitors/isolation & purification , Plant Components, Aerial/chemistry , Plant Stems/chemistry , Hemostatics/pharmacology , Hemostatics/isolation & purification , Anticoagulants/pharmacology , Anticoagulants/isolation & purification , Anticoagulants/chemistry , Plants, Medicinal/chemistry
6.
Fitoterapia ; 175: 105907, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38479617

ABSTRACT

Five new compounds were identified from the stems of Ephedra equisetina Bunge. Their structures were elucidated by spectroscopic methods, involving UV, IR, NMR spectrum and HRESIMS analyses. The absolute configuration of compound 2 was proved by comparing their experimental and calculated ECD spectrum. The vitro bioactive assay of all compounds suggested that compound 1, 3, 4, 5 and 6 may have potential anti-asthmatic activities.


Subject(s)
Ephedra , Phytochemicals , Plant Stems , Plant Stems/chemistry , Molecular Structure , Ephedra/chemistry , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Phytochemicals/chemistry , Anti-Asthmatic Agents/isolation & purification , Anti-Asthmatic Agents/chemistry , Anti-Asthmatic Agents/pharmacology , China , Animals , Humans
7.
Fitoterapia ; 175: 105908, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38479621

ABSTRACT

Three undescribed sesquiterpenes, designed as pichinenoid A-C (1-3), along with nine known ones (4-12) were isolated from the stems and leaves of Picrasma chinensis. The new isolates including their absolute configurations were elucidated based on extensive spectroscopic methods, single crystal X-ray diffraction, and electronic circular dichroism (ECD) experiments, as well as comparison with literature data. Structurally, compounds 1 and 2 are descending sesquiterpenes, while pichinenoid C (3) is a rare sesquiterpene bearing a 2-methylenebut-3-enoic acid moiety at the C-6 side chain. All the isolated compounds were tested for their neuroprotective effects against the H2O2-induced damage on human neuroblastoma SH-SY5Y cells, and most of them showed moderate neuroprotective activity. Especially, compounds 1, 3-5, and 7 showed a potent neuroprotective effect at 25 or 50 µM. Moreover, the neuroprotective effects of compounds 1 and 4 were tested on a 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced Parkinson's disease (PD) mouse model. Results of western blot and immunofluorescence indicated that compound 4 significantly counteract the toxicity of MPTP, and reversed the expression of tyrosine hydroxylase (TH) in substantia nigra (SN) and striatum (ST) of the mouse brain. Interestingly, western blot data suggested compound 4 also enhanced B-cell lymphoma-2 (Bcl-2) and heme oxygenase 1 (HO-1) expressions in the brain tissues from MPTP damaged mouse.


Subject(s)
Neuroprotective Agents , Picrasma , Plant Leaves , Plant Stems , Sesquiterpenes , Animals , Neuroprotective Agents/pharmacology , Neuroprotective Agents/isolation & purification , Sesquiterpenes/pharmacology , Sesquiterpenes/isolation & purification , Mice , Humans , Cell Line, Tumor , Molecular Structure , Picrasma/chemistry , Plant Stems/chemistry , Plant Leaves/chemistry , Male , Heme Oxygenase-1/metabolism , Proto-Oncogene Proteins c-bcl-2/metabolism , China , Phytochemicals/pharmacology , Phytochemicals/isolation & purification , 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine , Mice, Inbred C57BL
8.
Microb Physiol ; 34(1): 78-87, 2024.
Article in English | MEDLINE | ID: mdl-38286118

ABSTRACT

INTRODUCTION: The current study investigated the antioxidant and anti-inflammatory effects of ethanol extracts from Lindera glauca twig (LGT) and leaf/stem (LGLS). METHODS: The antioxidant activities were measured by total content of polyphenol and flavonoid, DPPH radical scavenging, and ABTS+ radical scavenging activity. To evaluate the anti-inflammatory effect in the LPS-induced RAW 264.7 cells, protein and mRNA expression of major inflammatory factors were analyzed using Western blot analysis and RT-PCR. RESULTS: The total polyphenol content of LGT and LGLS was 88.45 ± 11.74 and 115.75 ± 7.87 GA mg/g, respectively. The total flavonoid content was 66 ± 2.89 and 74.33 ± 2.89 QE mg/g. Both LGT and LGLS showed high DPPH and ABTS+ radical scavenging activities. Neither LGT nor LGLS was cytotoxic to RAW 264.7 cells. The anti-inflammatory activities were measured by LPS-induced RAW 264.7 cells. LGT and LGLS showed inhibition of the LPS-induced production of nitric oxide (NO), inducible NO synthase, cyclooxygenase-2 at the protein and mRNA levels, as determined by Western blotting and RT-PCR, respectively. In addition, the release of tumor necrosis factor-α and interleukin-6 mRNA expression levels of these cytokines was reduced by LGT and LGLS. CONCLUSION: These results suggest that LGT and LGLS extracts have potential for use as a functional antioxidant and anti-inflammatory ingredient in cosmetic industry.


Subject(s)
Anti-Inflammatory Agents , Antioxidants , Lindera , Plant Extracts , Animals , Mice , Anti-Inflammatory Agents/pharmacology , Plant Extracts/pharmacology , Plant Extracts/chemistry , Lindera/chemistry , Antioxidants/pharmacology , Plant Leaves/chemistry , Nitric Oxide/metabolism , Macrophages/drug effects , Macrophages/metabolism , Flavonoids/pharmacology , Cyclooxygenase 2/metabolism , Cyclooxygenase 2/genetics , Lipopolysaccharides/pharmacology , RAW 264.7 Cells , Polyphenols/pharmacology , Polyphenols/chemistry , Cell Line , Plant Stems/chemistry , Cell Survival/drug effects , Nitric Oxide Synthase Type II/metabolism , Nitric Oxide Synthase Type II/genetics
9.
New Phytol ; 239(5): 1665-1678, 2023 09.
Article in English | MEDLINE | ID: mdl-37381089

ABSTRACT

Nutrient allocation is central to understanding plant ecological strategies and forest roles in biogeochemical cycles. Thought to be mainly driven by environmental conditions, nutrient allocation to woody organs, especially to living tissues, is poorly understood. To examine the role of differences in living tissues (sapwood, SW, vs inner bark, IB), organs, ecological strategies, and environmental conditions in driving nutrient allocation and scaling in woody plants, we quantified nitrogen and phosphorus in main stems and coarse roots of 45 species from three tropical ecosystems with contrasting precipitation, fire regime, and soil nutrients. Nutrient concentration variation was mostly explained by differences between IB and SW, followed by differences between species and, in the case of phosphorus, soil nutrient availability. IB nutrient concentrations were four times those of SW, with root tissues having slightly higher concentrations than stem tissues. Scaling between IB and SW, and between stems and roots, was generally isometric. In cross-sections, IB contributed half of total nutrients in roots and a third in stems. Our results highlight the important role of IB and SW for nutrient storage, the coordination in nutrient allocation across tissues and organs, and the need to differentiate between IB and SW to understand plant nutrient allocation.


Subject(s)
Ecosystem , Nitrogen , Phosphorus , Plant Bark , Plant Leaves , Trees , Soil , Plant Roots , Plant Stems
10.
Int J Mol Sci ; 24(5)2023 Mar 02.
Article in English | MEDLINE | ID: mdl-36902256

ABSTRACT

Wild soybean, also known as Glycine soja Sieb. et Zucc. (GS), has long been known for its various health benefits. Although various pharmacological effects of G. soja have been studied, the effects of GS leaf and stem (GSLS) on osteoarthritis (OA) have not been evaluated. Here, we examined the anti-inflammatory effects of GSLS in interleukin-1ß (IL-1ß)-stimulated SW1353 human chondrocytes. GSLS inhibited the expression of inflammatory cytokines and matrix metalloproteinases and ameliorated the degradation of collagen type II in IL-1ß-stimulated chondrocytes. Furthermore, GSLS played a protective role in chondrocytes by inhibiting the activation of NF-κB. In addition, our in vivo study demonstrated that GSLS ameliorated pain and reversed cartilage degeneration in joints by inhibiting inflammatory responses in a monosodium iodoacetate (MIA)-induced OA rat model. GSLS remarkably reduced the MIA-induced OA symptoms, such as joint pain, and decreased the serum levels of proinflammatory mediators, cytokines, and matrix metalloproteinases (MMPs). Our findings show that GSLS exerts anti-osteoarthritic effects and reduces pain and cartilage degeneration by downregulating inflammation, suggesting that it is a useful therapeutic candidate for OA.


Subject(s)
Chondrocytes , Glycine max , Osteoarthritis , Plant Extracts , Plant Leaves , Plant Stems , Animals , Humans , Rats , Chondrocytes/drug effects , Chondrocytes/metabolism , Cytokines/metabolism , Inflammation/metabolism , Interleukin-1beta/metabolism , Matrix Metalloproteinases/metabolism , NF-kappa B/metabolism , Osteoarthritis/therapy , Pain/drug therapy , Plant Extracts/pharmacology , Plant Extracts/therapeutic use , Glycine max/chemistry , Plant Leaves/chemistry , Plant Stems/chemistry
11.
Zhongguo Zhong Yao Za Zhi ; 48(2): 415-420, 2023 Jan.
Article in Chinese | MEDLINE | ID: mdl-36725231

ABSTRACT

Ten lignans were isolated from the ethanol extract of stems and branches of Rhododendron ovatum through column chromatography over silica gel, ODS, Sephadex LH-20, and MCI-gel resin and semi-preparative RP-HPLC. The structures of all compounds were elucidated by extensive spectroscopic data analysis(UV, IR, HR-ESI-MS, ECD and NMR) as(-)-4-epi-lyoniresinol-9'-O-α-L-rhamnopyranoside(1),(+)-lyoniresinol-3α-O-α-L-rhamnopyranoside(2),(+)-5'-methoxyisolariciresinol-9'-O-α-L-rhamnopyranoside(3),(-)-lyoniresinol-3α-O-ß-D-glucopyranoside(4),(+)-lyoniresinol-3α-O-ß-D-glucopyranoside(5),(-)-4-epi-lyoniresinol-9'-O-ß-D-glucopyransoide(6), racemiside(7), neociwujiaphenol(8),(+)-syringaresinol(9), and homohesperitin(10). Among them, compound 1 was a new aryltetralin-type lignan. All the isolated lignans were tested for antioxidant activities in Fe~(2+)-cysteine induced rat liver microsomal lipid peroxidation in vitro, and compounds 8 and 9 showed antioxidant activities on the formation of malondiadehyde(MDA) in rat liver microsomes at 1×10~(-5) mol·L~(-1), with significant inhibitory rates of 75.20% and 91.12%, respectively.


Subject(s)
Lignans , Rhododendron , Animals , Rats , Glucosides/chemistry , Antioxidants/pharmacology , Lignans/chemistry , Plant Stems
12.
Sci Rep ; 12(1): 17707, 2022 10 21.
Article in English | MEDLINE | ID: mdl-36271233

ABSTRACT

Bontia daphnoides L. has been utilized in traditional medicine for treatment of herpes, cough and colds. The aim of this study was to analyze the volatile constituents of this plant by GC/MS (Gas Chromatography coupled to Mass Spectrometry) and to assess their antiviral activity. A total of 64 compounds were identified where dehydroepingaione represented 83.60, 72.36, 58.78 and 34.18% in the leaves, stems, flowers and fruits, respectively. Principal component and hierarchical cluster analysis revealed the discrimination of the organs as the leaves and stems were distributed in the same cluster in contrast to the flowers and fruits. Furthermore, the antiviral activity was assessed where the oils of leaves and stems exhibited potent antiviral activity displaying IC50 of 11.98, 12.62 µg/ml against HSV-1 and 13.34, 14.50 µg/ml against CoxB4, respectively. Dehydroepingaione was isolated from the n-hexane fraction of the leaves and showed activity against HSV-1 and CoxB with IC50 of 24.46 and 25.32 µg/ml, respectively. Molecular modelling studies illustrated that the major compounds showed good affinity towards HSV type-1 thymidine kinase. Therefore, it can be concluded that the oils from B. daphnoides have promising antiviral activity that may be attributed to the major oxygenated sesquiterpenes.


Subject(s)
Oils, Volatile , Sesquiterpenes , Oils, Volatile/chemistry , Gas Chromatography-Mass Spectrometry , Antiviral Agents/pharmacology , Antiviral Agents/analysis , Thymidine Kinase , Chemometrics , Plant Leaves/chemistry , Flowers/chemistry , Sesquiterpenes/analysis , Plant Oils/chemistry , Plant Stems/chemistry
13.
Bol. latinoam. Caribe plantas med. aromát ; 21(5): 646-653, sept. 2022. tab, graf
Article in English | LILACS | ID: biblio-1553790

ABSTRACT

Lippia graveolens HBK (Verbenaceae) is an aromatic herb of economic importance in Mexico, known as oregano. The leaves are used as condiments, and people use this species for respiratory and digestive disorders. The aim of this work was to evaluate the cytotoxic effect of ethanolic extracts obtained from free-oil leaves (L9) and stem (S15), against lung cancer cell line SK-LU-1, through tetrazolium salt (MTT) assay. Extracts concentrations of 0.3 to 300 µg/mL were used and HFF-1 as normal control cells. Both L9 and S15 extracts, showed cytotoxic effect, although stem was stronger than leaves and without damage to normal cell control. The phenolic compounds caffeic acid and acacetin werein higher concentration in L9, whereas naringenin, taxifolin, eriodictyol, luteolin, and apigenin had higher concentrations in S15. The ethanolic extracts of L. graveolens have excellent cytotoxic activity, and have a wide possibility of use in lung cancer treatment.


Lippia graveolens HBK. (Verbenaceae) es una hierba aromática de importancia económica en México, conocida como orégano. Las hojas se usan como condimento y en medicina tradicional se utiliza para aliviar malestares respiratorios y digestivos. El objetivo de este trabajo fue evaluar el efecto citotóxico de extractos etanólicos obtenidos de hojas sin aceite (L9) y tallo (S15), sobre la línea celular de cáncer de pulmón SK-LU-1, mediante el ensayo de la sal de tetrazolium (MTT). Los extractos se aplicaron a concentraciones de 0,3 a 300 µg/mL y se utilizaron células HFF-1 como control normal. Tanto los extractos L9 como S15 mostraron efecto citotóxico, aunque el efecto del tallo fue mayor al de las hojas y sin daño al control celular normal. Los compuestos fenólicos ácido cafeico y acacetina se encontraron en mayor concentración en L9, mientras que naringenina, taxifolina, eriodictyol, luteolina y apigenina tuvieron mayor concentración en S15. Los extractos etanólicos de L. graveolens tienen una excelente actividad citotóxica, con amplia posibilidad de utilizar en el tratamiento de cáncer de pulmón.


Subject(s)
Plant Extracts/administration & dosage , Lippia/chemistry , Cell Line, Tumor/drug effects , Lung Neoplasms/drug therapy , Phenols/analysis , Tetrazolium Salts/chemistry , Plant Extracts/chemistry , Cell Survival/drug effects , Plant Stems , Plant Leaves , Ethanol , Gas Chromatography-Mass Spectrometry
14.
Fitoterapia ; 157: 105133, 2022 Mar.
Article in English | MEDLINE | ID: mdl-35114336

ABSTRACT

Six diterpenoids including three ent-kauranes (1-2, 4) and three cleistanthanes (3, 5-6) were isolated from the roots and stems of Phyllanthus acidus (L.) Skeels. Of them, (16S)-ent-16,17,18-tri-hydroxy-19-nor-kaur-4-en-3-one (1), phyllanthone A (2), and 6-hydroxycleistanthol (3) are new compounds, while the ent-kaurane diterpenoids were reported from the titled plant for the first time. Their structures were elucidated on the basis of the extensive spectroscopic analyses. Compounds 2 and 4-6 displayed cytotoxic potential with IC50 values ranging from 1.96 to 29.15 µM. They also showed moderate anti-inflammatory activities (IC50 = 6.30-12.05 µM). Particularly, the new ent-kaurane 2 displayed cytotoxic potential against HL-60 (IC50 = 2.00 µM) and MCF-7 (IC50 = 3.55 µM) cells, and anti-inflammatory activity (IC50 = 6.47 µM).


Subject(s)
Diterpenes, Kaurane/toxicity , Diterpenes/toxicity , Phyllanthus/chemistry , Plant Extracts/toxicity , Alkaloids/chemistry , Alkaloids/isolation & purification , Alkaloids/toxicity , Cell Line, Tumor , Diterpenes/chemistry , Diterpenes, Kaurane/chemistry , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/chemical synthesis , Plant Roots/chemistry , Plant Stems/chemistry
15.
Molecules ; 27(4)2022 Feb 15.
Article in English | MEDLINE | ID: mdl-35209099

ABSTRACT

Natural compounds have been recognized as valuable sources for anticancer drug development. In this work, different parts from Momordica cochinchinensis Spreng were selected to perform cytotoxic screening against human prostate cancer (PC-3) cells. Chromatographic separation and purification were performed for the main constituents of the most effective extract. The content of the fatty acids was determined by Gas Chromatography-Flame Ionization Detector (GC-FID). Chemical structural elucidation was performed by spectroscopic means. For the mechanism of the apoptotic induction of the most effective extract, the characteristics were evaluated by Hoechst 33342 staining, sub-G1 peak analysis, JC-1 staining, and Western blotting. As a result, extracts from different parts of M. cochinchinensis significantly inhibited cancer cell viability. The most effective stem extract induced apoptosis in PC-3 cells by causing nuclear fragmentation, increasing the sub-G1 peak, and changing the mitochondrial membrane potential. Additionally, the stem extract increased the pro-apoptotic (caspase-3 and Noxa) mediators while decreasing the anti-apoptotic (Bcl-xL and Mcl-1) mediators. The main constituents of the stem extract are α-spinasterol and ligballinol, as well as some fatty acids. Our results demonstrated that the stem extract of M. cochinchinensis has cytotoxic and apoptotic effects in PC-3 cells. These results provide basic knowledge for developing antiproliferative agents for prostate cancer in the future.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Apoptosis/drug effects , Drug Resistance, Neoplasm/drug effects , Momordica/chemistry , Plant Extracts/pharmacology , Plant Stems/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Apoptosis/genetics , Biomarkers, Tumor , Cell Line, Tumor , Cell Proliferation/drug effects , Cell Survival/drug effects , Dose-Response Relationship, Drug , Gene Expression Regulation, Neoplastic/drug effects , Humans , Models, Molecular , Molecular Structure , Phytochemicals/chemistry , Phytochemicals/pharmacology , Plant Extracts/chemistry , Structure-Activity Relationship
16.
Nutrients ; 14(2)2022 Jan 09.
Article in English | MEDLINE | ID: mdl-35057446

ABSTRACT

Bauhinia scandens L. (Family: Fabaceae) is commonly used to treat cholera, diarrhea, asthma, and diabetes disorder in integrative medicine. This study aimed to screen the presence of phytochemicals (preliminary and UPLC-QTOF-M.S. analysis) and to examine the pharmacological activities of Bauhinia scandens L. stems (MEBS) stem extracts. Besides, in silico study was also implemented to elucidate the binding affinity and drug capability of the selected phytochemicals. In vivo anti diarrheal activity was investigated in mice models. In vitro, antibacterial and antifungal properties of MEBS against several pathogenic strains were evaluated using the disc diffusion method. In addition, in silico study has been employed using Discovery studio 2020, UCFS Chimera, PyRx autodock vina, and online tools. In the anti-diarrheal investigation, MEBS showed a significant dose-dependent inhibition rate in all three methods. The antibacterial and antifungal screening showed a remarkable zone of inhibition, of the diameter 14-26 mm and 12-28 mm, by MEBS. The present study revealed that MEBS has remarkable anti-diarrheal potential and is highly effective in wide-spectrum bacterial and fungal strains. Moreover, the in silico study validated the results of biological screenings. To conclude, MEBS is presumed to be a good source in treating diarrhea, bacterial and fungal infections.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antidiarrheals/pharmacology , Antifungal Agents/pharmacology , Bauhinia/chemistry , Diarrhea , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Animals , Bacteria/drug effects , Bacterial Infections/drug therapy , Bacterial Infections/microbiology , Diarrhea/chemically induced , Diarrhea/drug therapy , Diarrhea/microbiology , Disease Models, Animal , Fungi/drug effects , Mice , Mycoses/drug therapy , Mycoses/microbiology , Phytotherapy , Plant Extracts/chemistry , Plant Stems/chemistry
17.
Nutrients ; 14(2)2022 Jan 09.
Article in English | MEDLINE | ID: mdl-35057448

ABSTRACT

Diabetes mellitus is a major predisposing factor for cardiovascular disease and mortality. α-Amylase and α-glucosidase enzymes are the rate-limiting steps for carbohydrate digestion. The inhibition of these two enzymes is clinically used for the treatment of diabetes mellitus. Here, in vitro study and machine learning models were employed for the chemical screening of inhibiting the activity of 31 plant samples on α-amylase and α-glucosidase enzymes. The results showed that the ethanolic twig extract of Pinus kesiya had the highest inhibitory activity against the α-amylase enzyme. The respective ethanolic extract of Croton oblongifolius stem, Parinari anamense twig, and Polyalthia evecta leaf showed high inhibitory activity against the α-glucosidase enzyme. The classification analysis revealed that the α-glucosidase inhibitory activity of Thai indigenous plants was more predictive based on phytochemical constituents, compared with the α-amylase inhibitory activity (1.00 versus 0.97 accuracy score). The correlation loading plot revealed that flavonoids and alkaloids contributed to the α-amylase inhibitory activity, while flavonoids, tannins, and reducing sugars contributed to the α-glucosidase inhibitory activity. In conclusion, the ethanolic extracts of P. kesiya, C. oblongifolius, P. anamense, and P. evecta have the potential for further chemical characterization and the development of anti-diabetic recipes.


Subject(s)
Diabetes Mellitus, Type 2/enzymology , Hypoglycemic Agents/pharmacology , Magnoliopsida/chemistry , Phytochemicals/pharmacology , Plant Extracts/pharmacology , alpha-Amylases/metabolism , alpha-Glucosidases/metabolism , Diabetes Mellitus, Type 2/drug therapy , Drug Discovery/methods , Enzyme Inhibitors/pharmacology , Glycoside Hydrolase Inhibitors/pharmacology , Humans , Machine Learning , Phytotherapy , Plant Leaves/chemistry , Plant Stems/chemistry , Thailand
18.
Fitoterapia ; 157: 105132, 2022 Mar.
Article in English | MEDLINE | ID: mdl-35074542

ABSTRACT

BACKGROUND: Increasing drug resistance of Helicobacter pylori has highlighted the search for natural compounds with antiadhesive properties, interrupting the adhesion of H. pylori to stomach epithelia. Basella alba, a plant widely used in Asian traditional medicine, was investigated for its antiadhesive activity against H. pylori. METHODS: B. alba extract FE was prepared by aqueous extraction. Polysaccharides were isolated from FE by ethanol precipitation and arabinogalactan-protein (AGP) was isolated with Yariv reagent. Carbohydrate analyses was performed by standard methods and sequence analysis of the protein part of AGP by LC-MS. In vitro adhesion assay of fluorescent-labelled H. pylori J99 to human AGS cells was performed by flow cytometric analysis. RESULTS: Raw polysaccharides (BA1) were isolated and 9% of BA1 were identified as AGP (53.1% neutral carbohydrates L-arabinose, D-galactose, rhamnose, 5.4% galacturonic acid, 41.5% protein). After deglycosylation of AGP, the protein part (two bands at 15 and 25 kDa in tricine SDS-PAGE) was shown to contain peptides like ribulose-bisphosphate-carboxylase-large-chain. Histological localization within the stem tissue of B. alba revealed that AGP was mainly located at the procambium ring. Functional assays indicated that neither FE nor BA1 had significant influence on viability of AGS cells or on H. pylori. FE inhibited the bacterial adhesion of H. pylori to AGS cells in a dose dependent manner. Best anti-adhesive effect of ~67% was observed with BA1 at 2 mg/mL. CONCLUSION: The data obtained from this study characterize in part the mucilage and isolated polysaccharides of B. alba. As the polysaccharides interact with the bacterial adhesion, a potential uses a supplemental antiadhesive entity against the recurrence of H. pylori after eradication therapy may be discussed.


Subject(s)
Caryophyllales/chemistry , Galactans/chemistry , Helicobacter pylori/drug effects , Plant Extracts/pharmacology , Polysaccharides/pharmacology , Bacterial Adhesion/drug effects , Chromatography, Thin Layer , Electrophoresis, Polyacrylamide Gel , Humans , Immunodiffusion , Plant Extracts/isolation & purification , Plant Stems/chemistry , Polysaccharides/isolation & purification , Ribulose-Bisphosphate Carboxylase/chemistry , Tandem Mass Spectrometry , Tumor Cells, Cultured
19.
Fitoterapia ; 157: 105120, 2022 Mar.
Article in English | MEDLINE | ID: mdl-34974139

ABSTRACT

Three new limonoids, walsurauias A-C (1-3), along with four known ones, were isolated from the leaves and twigs of Walsura yunnanensis C. Y. Wu. Their structures were determined on the basis of comprehensive spectroscopic data analysis. The new limonoids were screened for their cytotoxic activity (IC50 0.81-5.73 µM) against four human cancer cell lines, including A549, HepG2, HCT116 p21KO and CNE-2. And α,ß-unsaturated ketone moieties in rings A and B are essential for their cytotoxic activity. Selected compounds were further investigated. Compounds 1-3 effectively induced G2/M cell cycle arrest and apoptosis in a dose-dependent manner in cancer cells. In addition, compounds 1-3 inhibited the colony formation and compounds 2 and 3 suppressed the migration of cancer cells.


Subject(s)
Limonins/toxicity , Meliaceae/chemistry , Apoptosis , Cell Line, Tumor , Chromatography, High Pressure Liquid , Chromatography, Thin Layer , Flow Cytometry , Humans , Inhibitory Concentration 50 , Limonins/chemistry , Limonins/isolation & purification , Magnetic Resonance Spectroscopy , Mass Spectrometry , Molecular Structure , Optical Rotation , Plant Leaves/chemistry , Plant Stems/chemistry , Spectrophotometry, Infrared , Wound Healing/drug effects
20.
Fitoterapia ; 157: 105118, 2022 Mar.
Article in English | MEDLINE | ID: mdl-34974140

ABSTRACT

Melodicochinines A - D (1-4), four new monoterpene indole alkaloids (MIAs), along with 21 known ones, were isolated from the stems and twigs of Melodinus cochinchinensis. Their structures were elucidated on the basis of extensive spectroscopic analysis. A ubiquitin-rhodamine 110 assay showed that 11-methyloxytabersonine had potential inhibitory effect against ubiquitin-specific protease 7 (USP7).


Subject(s)
Apocynaceae/chemistry , Plant Extracts/chemistry , Secologanin Tryptamine Alkaloids/isolation & purification , China , Chromatography, High Pressure Liquid , Magnetic Resonance Spectroscopy , Optical Rotation , Plant Extracts/isolation & purification , Plant Stems/chemistry , Secologanin Tryptamine Alkaloids/chemistry , Spectrophotometry, Infrared
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