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1.
Fitoterapia ; 164: 105356, 2023 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-36403942

RESUMEN

A phytochemical investigation of the whole plants of T. delavayi led to the isolation of five new dimeric benzylisoquinoline alkaloids, thalidelavines A-E (1-5), together with six known congeners (6-11). The structures and absolute configurations of new compounds were established based on analyses of spectroscopic data, ECD calculations, and single crystal X-ray crystallography. Thalidelavines A-E (1-5) were structurally complex bisbenzylisoquinoline alkaloids with various configurations. These isolated alkaloids were evaluated for their cytotoxic and immunosuppressive effects. Among them, both 9 and 10 displayed significant cytotoxicities against T98G cell lines with an IC50 value of 2.1 µM, compared with the positive CPT-11 (IC50 = 3.0 µM). In addition, 5-7 showed remarkable immunosuppressive effects. These findings not only enrich the structural diversity of bisbenzylisoquinoline alkaloids, but also provide potential candidates for the further development of the antitumor and immunosuppressive agents.


Asunto(s)
Alcaloides , Bencilisoquinolinas , Thalictrum , Bencilisoquinolinas/farmacología , Bencilisoquinolinas/química , Thalictrum/química , Estructura Molecular , Alcaloides/farmacología , Alcaloides/química , Fitoquímicos/farmacología
2.
J Ethnopharmacol ; 305: 115950, 2023 Apr 06.
Artículo en Inglés | MEDLINE | ID: mdl-36470306

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Thalictrum (Ranunculaceae) is known for its important alkaloids which have been reported to exhibit various pharmacological activities, viz. antitumor, antimicrobial, antitussive, antiamebic, hypotensive effects, HIV antiviral, etc. Throughout the world, the plant has been used as a tonic, purgative, stimulant, aperient and is utilized in various systems of medicine in the treatment of various ailments like snake bite, jaundice, rheumatism, stomachache, wounds, swellings, uterine tumors, paralysis, joints pain, nervous disorders, toothache, diarrhea, piles, fever, peptic ulcer, ophthalmic, headache, diuretic, dyspepsia, convalescence, etc. AIMS OF THIS REVIEW: To bring together all the information regarding the botany, phytochemistry, ethnobotany and ethnopharmacology of Thalictrum and identify the gaps in the existing studies so that full medicinal potential of the genus can be realized. METHODS: Available literature on botany, geography, traditional uses, phytochemicals, and pharmacology was gathered by referring to library and electronic searches in PubMed, Science Direct, Google Scholar, relevant journals and books. RESULTS: A variety of phytochemicals like alkaloids, essential oils, glycosides, phenols and terpenoids have been reported from Thalictrum species. Alkaloids are the most dominant diverse group with 178 different types. The crude extracts and isolates exhibit a gamut of pharmacological activities, namely anticancer, antimalarial, antioxidant, antipyretic, anti-tumor, ant-influenza virus, contraceptive and immunosuppressive. Northalrugosidine, an alkaloid from T. alpinum shows in vivo antileishmanial activity. So far, cytotoxic effects of only three Thalictrum species, viz. T. dasycarpum, T. foliolosum and T. simplex have been reported. Thl isolated from T. simplex is found to be 50% toxic (CC50%) at the concentration ranging from 53 to 95 µM. CONCLUSIONS: Thalictrum has tremendous medicinal values used in many traditional systems of medicine. It has multiple chemical components and still there is scope to explore more. Multiple chemical constituents and its utilization signify its high demand in the drug markets or pharmaceutical companies. In depth phytochemical studies along with in vitro studies with respect to their active principles can help in tapping the full medicinal potential of the genus.


Asunto(s)
Ranunculaceae , Thalictrum , Etnofarmacología , Etnobotánica , Fitoterapia/métodos , Extractos Vegetales/farmacología , Extractos Vegetales/uso terapéutico , Fitoquímicos/farmacología , Fitoquímicos/uso terapéutico
3.
Biomed Pharmacother ; 156: 113898, 2022 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-36274463

RESUMEN

Medicinal plants have been exploited for therapeutic purposes since the dawn of civilization and have long been acknowledged essential to human health. The purpose of this research is to examine the scientific evidence for using the therapeutic herbal plants Thalictrum foliolosum DC. and Cordia dichotoma G. Forst. to treat hepatitis illness. The fundamental explanation for the therapeutic relevance of these plants is phytochemicals, which were evaluated qualitatively and quantitatively in three separate extracts with different solvent properties (methanol-polar, chloroform-non-polar, and aqueous-polar as one of the bases of traditional use). Flavonoids, phenols, tannins, saponins, and alkaloids were all evaluated for their presence in plant extracts, and it was observed that methanolic extract had the highest content of phytochemicals among different extracts whereas, the aqueous extract showed least amount of phytochemicals. Additionally, the antioxidant activity of these plants was also evaluated and methanolic extract was revealed with potential antioxidant activity, as also evidenced by the lowest half inhibitory concentration (IC50) values in the DPPH, ABTS, and high %inhibition in µM Fe equivalent of FRAP assays. Following that, the dominant phytochemicals were investigated using ultra-high performance liquid chromatography from the selected plants. Furthermore, default docking algorithms were used to appraise the dominant phytoconstituents for their in-silico investigation, in which rutin was found with the highest binding affinity (8.2 kcal/mol) and interaction with receptor which is further involved in causing jaundice. The receptor is infact an enzyme that is sphingomyelin phosphodiesterase Leptospira interrogans (PDB: 5EBB) which is holded back in its position by rutin and do not interact with Leptospira inferrogans spp which causes jaundice. Overall, the study suggested that these herbs have significant therapeutic properties, and their in-silico analysis strongly recommends further clinical investigations to get insight into the mechanisms of action in curing variety of diseases.


Asunto(s)
Cordia , Ictericia , Thalictrum , Humanos , Antioxidantes/farmacología , Antioxidantes/análisis , Simulación de Dinámica Molecular , Fitoquímicos/análisis , Extractos Vegetales/química , Flavonoides/farmacología , Flavonoides/análisis , Metanol , Rutina
4.
Zhongguo Zhong Yao Za Zhi ; 47(10): 2676-2680, 2022 May.
Artículo en Chino | MEDLINE | ID: mdl-35718486

RESUMEN

The chemical constituents from the roots of Thalictrum cultratum and T. baicalense were investigated. By various isolation methods, such as silica gel, aluminium oxide, ODS, and Sephadex LH-20 column chromatographies, and semi-preparative HPLC, 11 simple isoquinoline alkaloids were isolated from the ethanol extract of the roots of these two plants, including a new compound, named dehydrothalflavine(1), and ten known ones(2-11): N-methylcorydaline(2), N-methylthalidaldine(3), thaliflavine(4), oxyhydrastinine(5), noroxyhydrastinine(6), dimethoxyisoquinolone(7), thalactamine(8), dehydronoroxyhydrastinine(9), 6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(10), and isopicnarrhine(11). Their structures were elucidated on the basis of HR-ESI-MS and 1 D and 2 D NMR techniques. Compound 1 was a new isoquinoline alkaloid. Compound 11 was obtained from Tha-lictrum plant for the first time. All compounds did not show cytotoxic activities against HL-60, U937, HCT116, Caco-2, and HepG2 cancer cell lines.


Asunto(s)
Alcaloides , Thalictrum , Alcaloides/análisis , Células CACO-2 , Humanos , Isoquinolinas/farmacología , Raíces de Plantas/química , Thalictrum/química
5.
J Ethnopharmacol ; 264: 113379, 2021 Jan 10.
Artículo en Inglés | MEDLINE | ID: mdl-32916235

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Thalictrum minus L., which is widespread across Eurasia, is utilized as a folk medicine for treating dysentery, bedsore, fungal infection and lung inflammation in China, Mongolia and Iran. AIM OF THE STUDY: A Mongolian folk medicinal plant named Thalictrum minus L. (TML) has been extensively used for the treatment of lung inflammation, bacterial and fungal infection and tuberculosis. Our present study aims to investigate the effectiveness of TML against particulate matter (PM)-induced acute lung injury (ALI) and the potential underlying mechanisms. MATERIALS AND METHODS: Initially, HPLC-Q-TOF was applied for the qualitative analysis and HPLC was used for quantitative analysis of main components in TML. Then, the mice model of ALI was induced by PM via intratracheally instilled with 50 mg/kg body weight of Standard Reference Material1648a (SRM1648a), and TML (10, 20, 40 mg/kg) were administered orally 1 h prior to PM. The efficacy and molecular mechanisms in the presence or absence of TML were elucidated. RESULTS: Eleven main ingredients were detected in TML and the contents of homoorientin and berberine were quantified. Additionally, the results demonstrated that TML profoundly inhibited weight loss in mice and ameliorated lung pathological injury induced by PM. Furthermore, we also found that TML significantly decreased the lung wet to dry weight (W/D) ratios, reduced total protein in bronchoalveolar lavage fluid (BALF), and effectively attenuated PM-induced increased leukocyte and macrophages in BALF. Meanwhile, TML could pronouncedly inhibited myeloperoxidase (MPO) activity in lung tissues, decreased the PM-induced inflammatory cytokines including tumor necrosis factor-α (TNF-α), interleukin-6 (IL-6) and interleukin-1ß (IL-1ß), reduced nitric oxide (NO) and increased superoxide dismutase (SOD) in BALF. In addition, TML markedly facilitated the expression of p-AMPK-Nrf2 and suppressed the expression of KEAP, prohibited the activation of the MAPKs-NLRP3/caspase-1 and cyclooxygenase-2 (COX2), and inhibited apoptotic pathways. CONCLUSION: These findings indicated that TML attenuated PM-induced ALI through suppressing the release of inflammatory cytokines and alleviating oxidative damage correlated with the AMPK-Nrf2/KEAP signaling pathways, MAPKs-NLRP3/caspase-1 signaling pathways, as well as apoptotic pathways.


Asunto(s)
Lesión Pulmonar Aguda/inducido químicamente , Lesión Pulmonar Aguda/tratamiento farmacológico , Antiinflamatorios/uso terapéutico , Material Particulado/efectos adversos , Extractos Vegetales/uso terapéutico , Thalictrum , Lesión Pulmonar Aguda/metabolismo , Animales , Antiinflamatorios/aislamiento & purificación , Antiinflamatorios/farmacología , Relación Dosis-Respuesta a Droga , Mediadores de Inflamación/antagonistas & inhibidores , Mediadores de Inflamación/metabolismo , Masculino , Ratones , Ratones Endogámicos C57BL , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología
6.
Zhongguo Zhong Yao Za Zhi ; 45(11): 2568-2570, 2020 Jun.
Artículo en Chino | MEDLINE | ID: mdl-32627490

RESUMEN

A new isoquinoline alkaloid(1) has been isolated from the whole plant of Thalictrum glandulosissimum by using various chromatographic techniques, including silica gel, sephadex, MCI-gel resin, and RP-HPLC, and its structure was determined as 1-(6-hydroxy-7-methylisoquinolin-1-yl) ethantone by physicochemical properties and spectroscopic data. This compound was evaluated for anti-tobacco mosaic virus(TMV) activity. The results showed that it had prominent anti-TMV activity with inhibition rates of 28.4%. This rate was closed to that of positive control.


Asunto(s)
Alcaloides , Antivirales , Thalictrum , Virus del Mosaico del Tabaco , Isoquinolinas
7.
J Ethnopharmacol ; 255: 112736, 2020 Jun 12.
Artículo en Inglés | MEDLINE | ID: mdl-32135243

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Thalictrum foliolosum DC (Ranunculaceae) is a perennial flowering herb traditionally used as a tonic, antiperiodic, diuretic, febrifuge, purgative and stomachic and for the treatment of snakebite, jaundice, and rheumatism. AIM OF THE STUDY: To provide a critical assessment of the state-of-the-art related to the traditional uses, phytochemistry, and pharmacology of T. foliolosum with the ultimate objective of providing further research strategies to facilitate the exploitation of the therapeutic potential of T. foliolosum for the treatment of human disorders. MATERIALS AND METHODS: Exhaustive bibliographic research related to T. foliolosum plant was carried out using scientific research engines and databases such as Google Scholar, PubMed, Web of Science covering all retrieved relevant manuscripts written in English. RESULTS: Several alkaloids such as berberine, jatrorrhizine, palmatine, thalrugosidine, thalrugosaminine, thalisopine (thaligosine), thalirugidine, thalirugine, 8-oxyberberine (berlambine), noroxyhydrastinine, N,O,O-trimethylsparsiflorine, thalicarpine, thalidasine, thalfoliolosumines A and thalfoliolosumines B were reported from T. foliolosum. Ethnomedicinal studies revealed much wider scope of T. foliolosum in developing various drugs to solve multiple challenges in the health sector. Therapeutic effects were attributed to the bioactivities of the secondary metabolites present in T. foliolosum. CONCLUSIONS: T. foliolosum is rich in berberine and other benzylisoquinoline alkaloids. T. foliolosum can be used as an excellent and effective herbal remedy for various human ailments since there are no reports on the toxicity of this herb.


Asunto(s)
Bencilisoquinolinas/aislamiento & purificación , Bencilisoquinolinas/farmacología , Etnofarmacología , Fitoterapia , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Thalictrum/química , Animales , Bencilisoquinolinas/toxicidad , Humanos , Extractos Vegetales/toxicidad
8.
J Vector Borne Dis ; 57(3): 204-212, 2020.
Artículo en Inglés | MEDLINE | ID: mdl-34472503

RESUMEN

BACKGROUND AND OBJECTIVES: The emergence of multi-drug resistant (MDR) strains of Plasmodium falciparum highlights the need to develop novel antimalarial drugs. Present study explores the in vivo antiplasmodial activity of ethanol leaf extract of Thalictrum foliolosum (ELETF) against lethal murine malaria. METHODS: The acute toxicity of the extract was assessed by Limit test of Lorke. The suppressive activity of the extract was evaluated by Peter's 4 day test. In vivo preventive and curative activity of ELETF was assessed by Peter's method and Ryley and Peter's method respectively. Biochemical assays were carried out using standard methods. RESULTS: ELETF (1000 mg/kg) exhibited considerable in vivo schizontocidal activity with 67.11% chemosuppression on Day 5. The ED50 of the extract was 579.56 mg/kg. ELETF also showed significant repository activity with 87.70% chemosuppression at 750 mg/kg, which was greater than pyrimethamine (78.78%). ELETF exhibited dose dependent chemosuppression in the curative test with maximum 70.06% chemosuppression (750 mg/kg). Maximum Mean Survival Time (MST) was 19.2±4.60 and 22.66±4.41 days respectively in the suppressive and curative test, which was extremely statistically significant (p<0.0005) in comparison to untreated control which died by Day 9 post inoculation. Biochemical analysis revealed the safety of ELETF to the hepatic and renal functions of the rodent host. INTERPRETATION & CONCLUSION: The study reports the antiplasmodial potential of Thalictrum foliolosum (ELETF) against Plasmodium berghei infection. The extract can be developed as a phytomedicine against malaria. Alternatively, the active components can be isolated as new lead compounds against the disease.


Asunto(s)
Antimaláricos , Malaria , Ranunculaceae , Thalictrum , Animales , Antimaláricos/uso terapéutico , Antimaláricos/toxicidad , Malaria/tratamiento farmacológico , Ratones , Extractos Vegetales/farmacología , Extractos Vegetales/uso terapéutico , Plasmodium berghei
9.
J Ethnopharmacol ; 248: 112355, 2020 Feb 10.
Artículo en Inglés | MEDLINE | ID: mdl-31669667

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: Thalictrum minus L., a Mongolian folk medicinal plant, was applied for the treatment of bacterial and fungal infection, tuberculosis and lung inflammation. AIM OF THE STUDY: The present work aims to elucidate the protective effects of Thalictrum minus L.(TML) against lipopolysaccharide (LPS)-induced acute lung injury and the underlying mechanisms. METHODS: The mice model of acute lung injury was induced by LPS via endotracheal drip, and TML (10, 20, 40 mg/kg) were administered orally 1 h prior to LPS. The efficacy and molecular mechanisms in the presence or absence of TML were investigated. RESULTS: We demonstrated that treatment with TML aqueous extract protected the mice from acute lung injury induced by LPS administration. TML significantly inhibited weight loss in mice, decreased the lung wet to dry weight (W/D) ratios and attenuated lung histopathological changes, such as infiltration of inflammatory cells and coagulation, pulmonary edema. Furthermore, we found that TML markedly reduced the LPS-induced inflammatory cytokines including tumor necrosis factor-α (TNF-α) and interleukin-1ß (IL-1ß), decreased nitric oxide (NO), and increased superoxide dismutase (SOD) in bronchoalveolar lavage fluid (BALF), and effectively ameliorated LPS-induced increased total protein, leukocyte and macrophages in BALF. In addition, TML pronouncedly suppressed the activation of the MAPKs p38-NLRP3/caspase-1 and COX2, increased the expression of p-AMPK-Nrf2, and suppressed the expression of KEAP, apoptotic-related protein as well as autophagy. CONCLUSIONS: These results suggested that TML ameliorated LPS-induced acute lung injury by inhibiting the release of inflammatory cytokines and reducing oxidative damage associated with the MAPKs p38-NLRP3/caspase-1 and COX2 signaling pathways, AMPK-Nrf2/KEAP signaling pathways, as well as apoptosis and autophagy.


Asunto(s)
Lesión Pulmonar Aguda/prevención & control , Antiinflamatorios/farmacología , Antioxidantes/farmacología , Mediadores de Inflamación/metabolismo , Pulmón/efectos de los fármacos , Estrés Oxidativo/efectos de los fármacos , Extractos Vegetales/farmacología , Neumonía/prevención & control , Thalictrum , Lesión Pulmonar Aguda/inducido químicamente , Lesión Pulmonar Aguda/metabolismo , Lesión Pulmonar Aguda/patología , Animales , Antiinflamatorios/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Apoptosis/efectos de los fármacos , Autofagia/efectos de los fármacos , Modelos Animales de Enfermedad , Lipopolisacáridos , Pulmón/metabolismo , Pulmón/patología , Masculino , Ratones , Extractos Vegetales/aislamiento & purificación , Neumonía/inducido químicamente , Neumonía/metabolismo , Neumonía/patología , Edema Pulmonar/metabolismo , Edema Pulmonar/patología , Edema Pulmonar/prevención & control , Transducción de Señal , Thalictrum/química
10.
Fitoterapia ; 140: 104445, 2020 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-31790771

RESUMEN

Thallactones A (1) and B (2), enantiomeric aporphine alkaloids with rare cleaved rings A and B, as well as thaliglucine N-oxide (3) and their biosynthetically related precursor, northalphenine (4), were isolated from the whole plant of Thalictrum wangii. Their structures with absolute configurations were elucidated by spectral techniques and electronic circular dichroism (ECD). Moreover, compounds 1, 3, and northalphenine inhibited concanavalin A (Con A)-stimulated proliferation of mice splenocyte significantly in a dose-dependent manner.


Asunto(s)
Aporfinas/farmacología , Inmunosupresores/farmacología , Thalictrum/química , Animales , Aporfinas/aislamiento & purificación , China , Relación Dosis-Respuesta a Droga , Inmunosupresores/aislamiento & purificación , Ratones , Estructura Molecular , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Bazo/citología , Bazo/efectos de los fármacos , Estereoisomerismo
11.
Chin J Nat Med ; 17(9): 698-706, 2019 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-31526505

RESUMEN

Seven new isoquinoline alkaloids, 9-(2'-formyl-5', 6'-dimethoxyphenoxy)-1, 2, 3, 10-tetramethoxy dehydroaporphine (1), 9-(2'-formyl-5', 6'-dimethoxyphenoxy)-1, 2, 3, 10-tetramethoxy oxoaporphine (2), 3-methoxy-2'-formyl oxohernandalin (3), (-)-9-(2'-methoxycarbonyl-5', 6'-dimethoxyphenoxy)-1, 2, 3, 10-tetramethoxy aporphine (4), (-)-2'-methoxycarbonyl thaliadin (5), (-)-9-(2'-methoxyethyl-5', 6'-dimethoxyphenoxy)-1, 2, 3, 10-tetramethoxy aporphine (6), (-)-3-methoxy hydroxyhernandalinol (7), together with six known isoquinoline alkaloids (8-13) were isolated from the roots of Thalictrum foetidum. Their structures were elucidated by extensive spectroscopic measurements. Compounds 1 and 2 showed significant selective cytotoxicity against glioma stem cells (GSC-3# and GSC-18#) with IC50 values ranging from 2.36 to 5.37 µg·mL-1.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Aporfinas/farmacología , Medicamentos Herbarios Chinos/química , Células Madre Neoplásicas/efectos de los fármacos , Thalictrum/química , Alcaloides/química , Alcaloides/aislamiento & purificación , Alcaloides/farmacología , Antineoplásicos Fitogénicos/química , Aporfinas/química , Aporfinas/aislamiento & purificación , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Medicamentos Herbarios Chinos/farmacología , Glioma/patología , Células HEK293 , Humanos , Concentración 50 Inhibidora , Isoquinolinas/química , Isoquinolinas/aislamiento & purificación , Isoquinolinas/farmacología , Estructura Molecular , Raíces de Plantas/química
12.
Molecules ; 24(19)2019 Sep 20.
Artículo en Inglés | MEDLINE | ID: mdl-31547046

RESUMEN

Background: Plants are an important origin of natural substances that the raw material for various pharmaceutical and therapeutic applications due to the presence of phytochemicals, such as alkaloids. Alkaloids, which are found in different plant species, possess numerous biological activities. Some alkaloids have strong cytotoxic effects on various cancer cells. The search for new drugs to treat various cancers is one of the most important challenges of modern scientific research. Objective: This study aimed to investigate of cytotoxic activity of extracts that were obtained from Chelidonium Majus; Berberis sp.; Thalictrum foetidum containing various alkaloids on selected cancer cell lines. The aim was also the quantification of selected alkaloids in the investigated extracts by HPLC. Methods: The analysis of alkaloids contents were performed while using HPLC in reversed phase (RP) mode using Polar RP column and mobile phase containing acetonitrile, water, and ionic liquid. The cytotoxic effect of the tested plant extracts and respective alkaloids' standards were examined while using human pharyngeal squamous carcinoma cells (FaDu), human tongue squamous carcinoma cells (SCC-25), human breast adenocarcinoma cell line (MCF-7), and human triple-negative breast adenocarcinoma cell line (MDA-MB-231). Conclusion: All of the investigated plant extracts possess cytotoxic activity against cancer cell lines: FaDu, SCC-25, MCF-7, and MDA-MB-231. The highest cytotoxic activity against FaDu and MDA-MB-231 cells was observed for Chelidonium majus root extract, while the highest cytotoxic activity against SCC-25 and MCF-7 cells was estimated for the Thalictrum foetidum root extract. There obtained significant differences in the cytotoxic activity of extracts that were obtained from the roots and herbs of Chelidonium majus and Thalictrum foetidum. Based on these results, investigated plant extracts can be recommended for further investigations of anticancer activity.


Asunto(s)
Alcaloides/química , Alcaloides/farmacología , Berberis/química , Chelidonium/química , Cromatografía Líquida de Alta Presión/métodos , Extractos Vegetales/química , Extractos Vegetales/farmacología , Thalictrum/química , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Humanos , Isoquinolinas/química , Isoquinolinas/farmacología , Células MCF-7
13.
New Phytol ; 224(3): 1121-1132, 2019 11.
Artículo en Inglés | MEDLINE | ID: mdl-31172529

RESUMEN

Transitions from animal to wind pollination have occurred repeatedly in flowering plants, driven by structural and biomechanical modifications to flowers. But the initial changes promoting wind pollination are poorly understood, especially those required to release pollen into airflows - the critical first stage of wind pollination. Using a wind tunnel, we performed a comparative study of pollen release biomechanics in 36 species of animal- and wind-pollinated Thalictrum. We quantified pollination syndromes and stamen natural frequency (fn ), a key vibration parameter, to determine if floral traits reliably predicted pollen release probability. We then investigated if pollen release was caused by wind-induced resonance vibration of stamens. We detected wind-induced stamen resonance in 91% of species and a strong effect of stamen acceleration on pollen release, inversely driven by fn . However, unlike fn , pollination syndromes did not reliably predict the probability of pollen release among species. Our results directly link fn to the capacity of stamens to release pollen by wind and suggest that structural mechanisms reducing fn are likely to be important for initiating transitions from animal to wind pollination. Our inability to predict the probability of pollen release based on pollination syndromes suggests diverse phenotypic trajectories from animal to wind pollination.


Asunto(s)
Evolución Biológica , Polen/fisiología , Polinización/fisiología , Thalictrum/fisiología , Viento , Animales , Fenómenos Biomecánicos , Filogenia , Vibración
14.
Fitoterapia ; 128: 247-252, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29852264

RESUMEN

Five new phenyl-C1 substituent aporphine alkaloids, 6aR-2'-methoxycarbonyl-thaliadin (1), 6aR-2'-carboxyl-thaliadin (2), 6aR-3-methoxy-hernandalinol (3), 6aS-1,3,10-trimethoxy-natalamine (4), and 3-methoxy-2'-methoxycarbonyl-oxohernandalincin (5), together with sixteen known isoquinoline alkaloids (6-21) were isolated from the whole herb of Thalictrum cirrhosum (Levl.). Their structures were elucidated by extensive spectroscopic measurements, and six isoquinoline alkaloids showed significant inhibitory activity on concanavalin A-stimulated splenocytes proliferation with IC50 values 36-44 µM by the immunosuppressive bioassay.


Asunto(s)
Alcaloides/aislamiento & purificación , Aporfinas/aislamiento & purificación , Isoquinolinas/aislamiento & purificación , Thalictrum/química , Animales , Células Cultivadas , Masculino , Ratones , Ratones Endogámicos BALB C , Estructura Molecular , Bazo/citología , Linfocitos T/efectos de los fármacos
15.
Fitoterapia ; 128: 204-212, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29772303

RESUMEN

Nine new isoquinoline alkaloids, including two proaporphine (1-2), three aporphine (3-5), two oxoaporphine (6-7), and two seco-bisbenzylisoquinoline (8-9), together with three known alkaloids (10-12) were isolated from the whole plant of Thalictrum wangii. Their structures were established on the basis of spectroscopic data. The antitumor activities of the isolated compounds were evaluated in vitro against glioma stem cells. Compounds 3-8 showed the cytotoxicity with IC50 values 15-20 µg/mL.


Asunto(s)
Alcaloides/aislamiento & purificación , Antineoplásicos Fitogénicos/aislamiento & purificación , Aporfinas/aislamiento & purificación , Thalictrum/química , Alcaloides/farmacología , Antineoplásicos Fitogénicos/farmacología , Aporfinas/farmacología , Línea Celular Tumoral , Glioma , Células HEK293 , Humanos , Estructura Molecular , Células Madre Neoplásicas/efectos de los fármacos
16.
J Nat Prod ; 80(11): 2893-2904, 2017 11 22.
Artículo en Inglés | MEDLINE | ID: mdl-29131616

RESUMEN

Inspired by the intriguing structures and bioactivities of dimeric alkaloids, 11 new thalifaberine-type aporphine-benzylisoquinoline alkaloids, thalicultratines A-K, a tetrahydroprotoberberine-aporphine alkaloid, thalicultratine L, and five known ones were isolated from the roots of Thalictrum cultratum. Their structures were defined on the basis of NMR and HRESIMS data. The antiproliferative activities of compounds 1-17 were evaluated against human leukemia HL-60 and prostate cancer PC-3 cells. Most alkaloids showed potent cytotoxicity against selected cancer cells. Preliminary SARs are discussed. The most active new compound (3), with an IC50 value of 1.06 µM against HL-60 cells, was selected for mechanism of action studies. The results revealed that compound 3 induced apoptosis and arrested the HL-60 cell cycle at the S phase with the loss of mitochondria membrane potential. The nuclear morphological Hoechst 33258 staining assay was also carried out, and the results confirmed apoptosis.


Asunto(s)
Alcaloides/aislamiento & purificación , Alcaloides/farmacología , Antineoplásicos Fitogénicos/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , Aporfinas/aislamiento & purificación , Aporfinas/farmacología , Medicamentos Herbarios Chinos/aislamiento & purificación , Medicamentos Herbarios Chinos/farmacología , Raíces de Plantas/química , Thalictrum/química , Alcaloides/química , Antineoplásicos Fitogénicos/química , Aporfinas/química , Alcaloides de Berberina , Medicamentos Herbarios Chinos/química , Células HL-60 , Humanos , Concentración 50 Inhibidora , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Relación Estructura-Actividad
17.
Arch Pharm Res ; 39(7): 871-7, 2016 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-26928743

RESUMEN

Two novel rare chloro-containing benzylisoquinoline alkaloids, thalfoliolosumines A (1) and B (2), along with eight known isoquinoline alkaloids (3-10) were isolated from the whole plant of Thalictrum foliolosum. The structures of these compounds were elucidated by spectral analyses, including 1D and 2D NMR (COSY, HSQC, HMBC and NOESY) experiments. The antiproliferative effects of all the isolated compounds were evaluated by MTT method against MCF-7, PC-3, and U937 cells, and trypan blue method against HL-60 cells. New compounds 1 and 2 exhibited moderate in vitro antiproliferative activity against MCF-7, PC-3, and HL-60 cells, and good inhibitory effects against U937 cells with IC50 values of 7.50 and 6.97 µM, respectively. Compounds 7 and 10 showed the strongest in vitro antiproliferative with IC50 values of 0.93 and 1.69 µM against HL-60 cell line. The antioxidant properties were also measured, bisbenzyltetrahydroisoquinoline alkaloids 3-6 showed the strongest antioxidant activities in ABTS assay.


Asunto(s)
Alcaloides/farmacología , Antioxidantes/farmacología , Bencilisoquinolinas/farmacología , Proliferación Celular/efectos de los fármacos , Extractos Vegetales/farmacología , Thalictrum , Alcaloides/química , Alcaloides/aislamiento & purificación , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Bencilisoquinolinas/química , Bencilisoquinolinas/aislamiento & purificación , Proliferación Celular/fisiología , Células HL-60 , Humanos , Células MCF-7 , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Células U937
18.
BMC Res Notes ; 9: 51, 2016 Jan 28.
Artículo en Inglés | MEDLINE | ID: mdl-26821745

RESUMEN

BACKGROUND: Resistance development in human malaria parasites against commonly used antimalarial drugs has necessitated the scientific exploration of traditionally used antimalarial plants. Plant derivatives have been used for curing malaria historically. The present study involves in vitro evaluation of two medicinally important plants Aristolochia griffithii and Thalictrum foliolosum DC used in antimalarial chemotherapy by the tribes of northeast India. METHOD: Chloroform, ethyl acetate and n-butanol extracts of Aristolochia griffithii and Thalictrum foliolosum DC were evaluated in vitro against chloroquine sensitive (SS) and chloroquine resistance strains (RS) of P. falciparum. The tests were conducted following WHO standard method and the inhibition of parasite (IC50) was calculated. RESULTS: In A. griffithii, the IC50 value for ethyl acetate extracts against SS was 6.2 ± 0.02 µg/ml and found to be lower than chloroform extracts, which exhibited an IC50 value of 14.1 ± 0.1 µg/ml (t = 191.1; p < 0.0001). The IC50 values of both chloroform and ethyl acetate extracts for RS were higher as compared to the SS (p < 0.0001). In T. foliolosum DC the IC50 concentration of chloroform extracts for SS and RS were 0.5 ± 0.0 and 1.1 ± 0.0 µg/ml respectively (t = 54.2; p < 0.0001). CONCLUSION: The present findings, although preliminary, but scientifically demonstrate that identification and isolation of active compounds of these two plant materials and testing against different Plasmodium species could lead to the development of potential antimalarial drugs for future.


Asunto(s)
Antimaláricos/uso terapéutico , Aristolochia/química , Malaria Falciparum/tratamiento farmacológico , Parásitos/efectos de los fármacos , Extractos Vegetales/uso terapéutico , Plasmodium falciparum/fisiología , Thalictrum/química , Animales , Antimaláricos/farmacología , Concentración 50 Inhibidora , Extractos Vegetales/farmacología
19.
Zhong Yao Cai ; 39(4): 778-81, 2016 Apr.
Artículo en Chino | MEDLINE | ID: mdl-30132318

RESUMEN

Objective: To investigate the chemical constituents of Thalictrum fortunei. Methods: Compounds were separated and purified by chromatographic methods and the structures were identified by their physicochemical properties and spectroscopic data. Results: Ten compounds were isolated and identified as bergenin( 1),1-( 4-hydroxy-3-methoxy)-phenyl-2-[4-( 1,2,3-trihydroxypropyl)-2-methoxy]-phenoxym-1,3-propandiol( 2) 、4-( 2-hydroxyethyl)-2-methoxyphenyl-O-ß-D-glucopyranoside( 3),meliasendanin D( 4),2-( 4-hydroxy-3-methoxyphenyl)-ethyl-O-ß-D-glucopyranoside( 5),kizutasaponin C( 6),2-( 3-hydroxy-4-methoxyphenyl)-ethyl-O-ß-Dglucopyranoside( 7),ß-sitosterol( 8),3-O-ß-D-glucopyranosyl( 1→6)-ß-D-glucopyranosyl( 22 S,24Z)-cycloart-24-en-3ß,22,30-tetraol-26-O-ß-D-glucopyranoside( 9) and 3-O-ß-D-quinovopyranosyl( 1→6)-ß-D-glucopyranosyl( 1→4)-ß-D-fucopyranosyl( 22 S,24Z)-cycloart-24-en-3ß,22,26-triaol-26-O-ß-D-glucopyranoside( 10). Conclusion: Compounds 1 ~ 6 are isolated form this plant for the first time.


Asunto(s)
Thalictrum , Cromatografía , Espectroscopía de Resonancia Magnética , Estructura Molecular , Extractos Vegetales
20.
Fitoterapia ; 109: 25-30, 2016 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-26625837

RESUMEN

Chemical investigation of the stem of Thalictrum foliolosum resulted in the isolation of two new bisbenzylisoquinoline alkaloids (1 and 2) along with known protoberberine group of isoquinoline alkaloids thalifendine (3) and berberine (4). The structures of the new compounds were established by detailed 2D NMR spectral analysis with their configurations determined from their optical rotation values and confirmed using circular dichroism. Inhibitory activities of these four compounds against DNA topoisomerase IB of Leishmania donovani were evaluated. Compound 2 exhibited almost complete inhibition of the enzyme activity at 50 µM concentration and it was found to be effective in killing both wild type as well as SAG resistant promastigotes of the parasite.


Asunto(s)
Alcaloides/química , Antiprotozoarios/química , Leishmania donovani/efectos de los fármacos , Thalictrum/química , Inhibidores de Topoisomerasa I/química , Alcaloides/aislamiento & purificación , Animales , Antiprotozoarios/aislamiento & purificación , Berberina/análogos & derivados , Berberina/química , Berberina/aislamiento & purificación , Alcaloides de Berberina/química , Alcaloides de Berberina/aislamiento & purificación , Células Cultivadas , ADN-Topoisomerasas de Tipo I/metabolismo , Isoquinolinas/química , Isoquinolinas/aislamiento & purificación , Macrófagos Peritoneales/efectos de los fármacos , Ratones Endogámicos BALB C , Estructura Molecular , Inhibidores de Topoisomerasa I/aislamiento & purificación
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