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1.
J Toxicol Environ Health A ; 86(23): 871-897, 2023 12 02.
Artigo em Inglês | MEDLINE | ID: mdl-37682045

RESUMO

Heliotropium elongatum is used to treat inflammation, cough, and flu. This study aimed to characterize the phytochemical profile and determine the total phenolic content (TPC), antioxidant and cytogenotoxic activity of the ethanolic extract (EE), and fractions of H. elongatum leaves. In the phytochemical profile analysis, organic acids, reducing sugars, flavonoids, saponins, anthraquinones, steroids/triterpenes, and depsides/depsidones were detected in the EE and/or fractions (hexanic/FH, chloroformic/FC, ethyl acetate/FAE, and hydromethanolic/FHM). The highest TPC and highest antioxidant activity (DPPH and ABTS) was detected in FHM. In FH, 16 compounds were identified by GC-MS, and ursolic acid was isolated by 1H NMR and 13C NMR. HPLC-DAD from EE, FAE, and FHM demonstrated characteristic wavelengths for flavonoids, flavonols, flavones, and anthraquinones. ESI-IT/MSn analysis of EE, FC, FAE, and FHM revealed alkaloids, steroids, terpenoids, flavonoids, and phenolic acids. In Allium cepa assay there was no significant cytotoxic effect initiated by EE (62.5 to 1,000 µg/ml), FHM (1,000 µg/ml), and FAE (62.5 µg/ml). Genotoxicity was evidenced only with EE at 500 and 1,000 µg/ml, and FHM (62.5 to 1,000 µg/ml) as evidenced by presence of micronuclei (MN) and nuclear buds (NB). Our results identified compounds of medicinal interest with antioxidant activity; however observed cytogenotoxic changes indicated the need for caution when using these compounds for therapeutic purposes.


Assuntos
Antioxidantes , Heliotropium , Flavonoides , Antraquinonas , Bioensaio , Etanol
2.
Chin J Integr Med ; 29(11): 980-988, 2023 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-37608039

RESUMO

OBJECTIVE: To investigate the effect of Heliotropium indicum L. (H. indicum L.) on uterine involution and its underlying mechanisms in both in vivo and in vitro study. METHODS: For in vivo studies, postpartum rats were randomly divided into 2 groups (n=24 for each): control group and treated group which were orally and daily administered with ethanolic extract of H. indicum L. (250 mg/kg body weight) until day 5 of postpartum. Uteri were collected for analysis of weight, cross-sectional area, collagen cross-sectional area, and collagen content on postpartum day 1, 3, and 5 (n=8 for each) from both groups. Blood samples were collected for hepatotoxicity and 17ß-estradiol (E2) measurement. For in vitro studies, the extract effects on uterine contraction at half maximum effective concentration of 2.50 mg/mL were studied in organ bath system for at least 20 min. RESULTS: Uterine parameters were significantly decreased after treated with extract of H. indicum L. (P<0.05). H. indicum L. extract significantly accelerated the reduction of those parameters and significantly decreased E2 (P<0.05). The extract facilitated uterine involution with no hepatotoxicity. H. indicum L. extract significantly stimulated uterine contraction (P<0.05) and synergized with oxytocin, prostaglandin and its precursor, linoleic acid. By investigating the different sequencing of the extract with the additional stimulants (added before or after), the two showed antagonistic effects, but still showed potentiated force when compared with control (without the stimulants). CONCLUSIONS: The underlying mechanisms by which H. indicum L. facilitated uterine involution might be due to reducing E2 which induces collagenase activity, leading to decreases in uterine weight and size and stimulating uterine contraction. Our study provides new findings for future drug development for facilitating uterine involution with H. indicum L.


Assuntos
Heliotropium , Gravidez , Feminino , Ratos , Animais , Útero , Extratos Vegetais/farmacologia , Ocitocina , Colágeno/farmacologia
3.
Molecules ; 28(3)2023 Jan 19.
Artigo em Inglês | MEDLINE | ID: mdl-36770677

RESUMO

The aim of the present study was the phytochemical analysis of the aerial parts of Heliotropium procumbens Mill., a herb from Boraginaceae plant family not previously studied. The methanol (ME) and aqueous extracts (WE) of the aerial parts were assayed for their total phenolic and flavonoid content and antioxidant properties, using free radical scavenging (DPPH, ABTS), reducing power (FRAP, CUPRAC), phosphomolybdenum and metal chelating assays. The extracts displayed considerable free radical scavenging activity against DPPH and ABTS radicals, with potential values of 46.88 and 68.31 mg TE/g extract for ME, and 93.43 and 131.48 mg TE/g extract for WE, respectively. Key clinical enzymes involved in neurodegenerative diseases AChE and BChE, diabetes (α-amylase and α-glucosidase) and skin whitening (tyrosinase) were also assayed. The phytochemical profile of the studied species was determined through UHPLC-HRMS, whereby 26 secondary metabolites were identified, three of which (luteolin-7-glucoside, lithospermic and rosmarinic acids) were isolated and structurally determined by NMR spectral means. H. procubens was found to harbor bioactive metabolites and could, hence, serve as a source of biological activities which could be further explored and exploited for potential applications.


Assuntos
Antioxidantes , Heliotropium , Antioxidantes/química , Inibidores Enzimáticos/química , Cromatografia Líquida de Alta Pressão , Extratos Vegetais/química , Fenóis/química , Metanol/química , Compostos Fitoquímicos , Radicais Livres
4.
Sci Rep ; 12(1): 12539, 2022 07 22.
Artigo em Inglês | MEDLINE | ID: mdl-35869153

RESUMO

Heliotropium is a genus of the Boraginaceae family. Its members are used in many traditional and folklore medicines to treat several ailments. Despite this widespread usage, only a few evidence-based scientific studies investigated and identified its phytoconstituents. Herein, we documented the chemical profile of the Heliotropium ramosissimum methanolic extract using gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-tandem mass spectrometry (LC-ESI-MS/MS) and assessed its antioxidant and cytotoxic effects. The methanolic extract exhibited high phenolic content (179.74 ± 0.58 µg/mL) and high flavonoid content (53.18 ± 0.60 µg/mL). The GC-MS analysis of the lipoidal matter allowed us to identify 41 compounds with high percentages of 1,2-benzenedicarboxylic acid, bis(2-methoxyethyl) ester (23.91%), and 6,10,14-trimethylpentadecan-2-one (18.74%). Thirty-two phytomolecules were tentatively identified from the methanolic extract of H. ramosissimum using LC-MS/MS. These compounds belonged to several phytochemical classes such as phenolic acids, alkaloids, coumarins, and flavonoids. Furthermore, we assessed the antioxidant activity of the methanolic extract by DPPH assay and oxygen radical absorbance capacity assay, which yielded IC50 values of 414.30 µg/mL and 170.03 ± 44.40 µM TE/equivalent, respectively. We also assessed the cytotoxicity of the methanolic extract on seven different cell lines; Colo-205, A-375, HeLa, HepG-2, H-460, and OEC showed that it selectively killed cancer cells with particularly potent cytotoxicity against Colo-205 without affecting normal cells. Further studies revealed that the extract induced apoptosis and/or necrosis on Colo-205 cell line at an IC50 of 18.60 µg/mL. Finally, we conducted molecular docking on the LC-ESI-MS/MS-identified compounds against colon cancer antigen 10 to find potentially cytotoxic compounds. Binding score energy analysis showed that isochlorogenic acid and orientin had the highest affinity for the colon cancer antigen 10 protein, with binding scores of (- 13.2001) and (- 13.5655) kcal/mol, respectively. These findings suggest that Heliotropium ramosissimum contains potent therapeutic candidates for colorectal cancer treatment.


Assuntos
Neoplasias do Colo , Neoplasias Colorretais , Heliotropium , Extratos Vegetais , Antioxidantes/química , Cromatografia Líquida/métodos , Neoplasias Colorretais/tratamento farmacológico , Humanos , Simulação de Acoplamento Molecular , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Espectrometria de Massas em Tandem/métodos
5.
Pharm Biol ; 60(1): 1207-1213, 2022 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-35764528

RESUMO

CONTEXT: The gastroprotective effect of Heliotropium indicum L. (Boraginaceae), a plant traditionally used in Mexico to treat gastric ulcers, has been previously reported. However, no active compound was identified. OBJECTIVE: The current contribution aimed to isolate, through a bioassay-guided study, at least one compound from H. indicum with considerable gastroprotective activity, examine its effect on ethanol-induced gastric lesions in mice, and explore possible mechanisms of action. MATERIALS AND METHODS: Three extracts (hexane, dichloromethane, and methanol) were obtained from H. indicum leaves. Their 30 and 100 mg/kg doses were assessed on ethanol-induced gastric lesions in male CD1 mice. Since the dichloromethane extract was the most active, successive chromatographies were carried out leading to the identification of the most active compound. This compound (at 3-100 mg/kg) was compared to carbenoxolone (at 10-100 mg/kg) in biological evaluations in mice. Pre-treatments with indomethacin (10 mg/kg, s.c.), L-NAME (70 mg/kg, i.p.), and NEM (10 mg/kg, s.c.) were performed independently to determine the participation of prostaglandins, nitric oxide, and/or sulfhydryl groups, respectively, in the mechanism of action of the compound. RESULTS: (E)-Ethyl-12-cyclohexyl-4,5-dihydroxydodec-2-enoate, a compound isolated from H. indicum, afforded dose-dependent gastroprotective activity. The maximum effect was observed at 100 mg/kg (90.13 ± 3.08%), with an ED50 of 5.92 ± 2.48 mg/kg. Gastroprotection was not modified by pre-treatment with indomethacin, L-NAME, or NEM. CONCLUSIONS: (E)-Ethyl-12-cyclohexyl-4,5-dihydroxydodec-2-enoate, isolated from H. indicum, was found to produce a substantial gastroprotective effect. Prostaglandins, nitric oxide, and non-protein sulfhydryl groups are not involved in its mechanism of action.


Assuntos
Antiulcerosos , Heliotropium , Animais , Antiulcerosos/farmacologia , Antiulcerosos/uso terapêutico , Etanol , Indometacina/farmacologia , Masculino , Cloreto de Metileno , Camundongos , NG-Nitroarginina Metil Éster/farmacologia , Óxido Nítrico , Prostaglandinas , Ratos , Ratos Wistar , Compostos de Sulfidrila
6.
Ann Pharm Fr ; 80(3): 280-290, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-34606751

RESUMO

Wound healing is a dynamic process that occurs in the tissue under the skin. During this process, oxidative stress biomarkers are excessively produced, which finally lead to inflammation and cellular damage. In this study, efforts have been made to evaluate the antioxidant effect and wound healing activity topical formulation containing Heliotropium bacciferum Forssk extract. The in vitro antioxidant properties were evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activities and the ferric reducing antioxidant power (FRAP) assay. The herbal ointments (2.5% w/w and 5% w/w) were prepared from the hydroalcoholic extract of H. bacciferum Forssk and administrated on the induced wounds in Wistar rats. The chromatic assay, percentage of wound contraction, and histopathological studies were used for evaluating the wound healing activity. For the evaluation of reactive oxygen species (ROS), catalase (CAT) activity, superoxide dismutase (SOD), and glutathione (GSH) levels were examined. The DPPH method showed tremendous radical scavenging activities at the corresponding concentrations with EC50 value of 80µg/mL. Topical application of the ointment (5% w/w) showed the highest wound contraction in comparison to the positive control (treated with CICALFATE™) and the control group (treated with normal saline). Similarly, the histological study of the group treated with the extract ointment (5% w/w) showed full collagen tissue deposition with a complete epidermal regeneration. The results of the assessment of GSH levels as well as CAT and SOD activities in the treated group (5% w/w) confirmed the scavenging property of the extract ointment. Our findings indicated the proper wound healing impact of the topical formulation of H. bacciferum Forssk due to its notable antioxidant capacity.


Assuntos
Antioxidantes , Heliotropium , Animais , Antioxidantes/farmacologia , Pomadas/farmacologia , Extratos Vegetais/farmacologia , Ratos , Ratos Wistar , Superóxido Dismutase/farmacologia , Cicatrização
7.
J Infect Public Health ; 14(12): 1927-1934, 2021 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-34756814

RESUMO

BACKGROUND: Biomedical research, recently, focus more on searching for biomasses that contain extractable biologically active components for formulating new drugs. Halophytes growing in hyper saline conditions are expected to produce stress alleviating bioactive compounds. These phytochemicals could be the better raw materials for formulating new drugs. METHODS: The purpose of this work was to describe physiologically active compounds from Acanthus ilicifolius and Heliotropium curassavicum that had antimicrobial, antioxidant and nutraceutical properties utilizing a variety of solvents. Analysis of bioactive compounds included the application of common phytochemical screening assays, proximate analysis, FTIR analysis and antioxidant assays. The disc diffusion technique was used to determine the antibacterial activity of the plant extracts. RESULTS: Highest extraction yield was observed with methanol. A. ilicifolius methanolic extracts included a variety of bioactive components, including alkaloids, saponins, phenolics, flavonoids, steroids, cardiac glycosides, tannins, and terpenoids. H. curassavicum extracts showed the presence of all the phytochemicals except cardiac glycosides. The overall phenolic concentration and antioxidant capacity of A. ilicifolius were substantially greater. The antimicrobial assays explored that among the tested bacterial pathogens viz., Bacillus subtilis, Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Streptococcus pneumoniae, significant level of control was observed in E. coli, K. pneumoniae and B. subtilis, which were significantly susceptible to both the plant extracts at a concentration of 50 µg/ml. CONCLUSION: The reports from the current investigation explored the possibility of utilizing these halophytes in nutraceutical formulations. The current study sheds light on the possibility of halophytes as natural secondary metabolites and bioactive chemicals with potential for antimicrobials.


Assuntos
Acanthaceae , Anti-Infecciosos , Heliotropium , Antibacterianos/farmacologia , Anti-Infecciosos/farmacologia , Escherichia coli , Humanos , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia
8.
Pak J Pharm Sci ; 34(2(Supplementary)): 693-698, 2021 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-34275804

RESUMO

The study was carried out to evaluate the hepatoprotective potential of aqueous methanolic extract of Heliotropium strigosum (HSME) against paracetamol induced hepatotoxicity in Swiss albino mice. The plant powder (1.5Kg) was macerated in aqueous methanol (30:70) for 7 days. The extract was evaluated for the presence of different phytochemicals and High-performance liquid chromatography (HPLC) analysis. HSME was orally administered to mice at 125, 250 and 500mg/kg for 8 days followed by paracetamol intoxication (500mg/kg orally) on the 8th day using silymarin as standard control. All the therapy was administered by oral gavage. The liver biochemical parameters and histopathological evaluation were carried out to assess changes in liver function and histology. HPLC analysis confirmed the presence of quercetin, kaempferol, and other phenolic compounds. Treatment with the extract resulted in notable (p<0.05) reduction in liver parameters in dose dependent manner. The action of HSME 500mg/kg dose was comparable to silymarin. The effect of HSME against paracetamol induced hepatotoxicity was demonstrated by protective changes in the liver histopathological which proved the traditional uses of the plant.


Assuntos
Acetaminofen/antagonistas & inibidores , Doença Hepática Induzida por Substâncias e Drogas/prevenção & controle , Heliotropium/química , Extratos Vegetais/farmacologia , Acetaminofen/toxicidade , Animais , Doença Hepática Induzida por Substâncias e Drogas/tratamento farmacológico , Doença Hepática Induzida por Substâncias e Drogas/patologia , Cromatografia Líquida de Alta Pressão , Feminino , Fígado/efeitos dos fármacos , Fígado/patologia , Masculino , Metanol , Camundongos , Extratos Vegetais/uso terapêutico , Silimarina/farmacologia , Silimarina/uso terapêutico
9.
Biomolecules ; 11(1)2021 01 04.
Artigo em Inglês | MEDLINE | ID: mdl-33406643

RESUMO

Heliotropium is one of the most important plant genera to have conventional folklore importance, and hence is a potential source of bioactive compounds. Thus, the present study was designed to explore the therapeutic potential of Heliotropium crispum Desf., a relatively under-explored medicinal plant species. Methanolic extracts prepared from a whole plant of H. crispum were studied for phytochemical composition and possible in vitro and in silico biological properties. Antioxidant potential was assessed via six different assays, and enzyme inhibition potential against key clinical enzymes involved in neurodegenerative diseases (acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)), diabetes (α-amylase and α-glucosidase), and skin problems (tyrosinase) was assayed. Phytochemical composition was established via determination of the total bioactive contents and reverse phase ultra-high performance liquid chromatography mass spectrometry (RP-UHPLC-MS) analysis. Chemical profiling revealed the tentative presence of 50 secondary metabolites. The plant extract exhibited significant inhibition against AChE and BChE enzymes, with values of 3.80 and 3.44 mg GALAE/g extract, respectively. Further, the extract displayed considerable free radical scavenging activity against DPPH and ABTS radicals, with potential values of 43.19 and 41.80 mg TE/g extract, respectively. In addition, the selected compounds were then docked against the tested enzymes, which have shown high inhibition affinity. To conclude, H. crispum was found to harbor bioactive compounds and showed potent biological activities which could be further explored for potential uses in nutraceutical and pharmaceutical industries, particularly as a neuroprotective agent.


Assuntos
Cromatografia de Fase Reversa , Heliotropium/química , Espectrometria de Massas , Simulação de Acoplamento Molecular , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/uso terapêutico , Compostos Fitoquímicos/química , Compostos Fitoquímicos/uso terapêutico , Antioxidantes/farmacologia , Cromatografia Líquida de Alta Pressão , Inibidores Enzimáticos/farmacologia , Metabolismo Secundário/efeitos dos fármacos , Termodinâmica
10.
J Food Biochem ; 44(11): e13444, 2020 11.
Artigo em Inglês | MEDLINE | ID: mdl-32815182

RESUMO

Heliotropium indicum Linn is a leafy vegetable that has been used in Bangladeshi ethnomedicinal practices. The attenuation effect of H. indicum supplementation was evaluated in high carbohydrate high-fat (HCHF) diet-induced obesity and associated disorders in 8-weeks-old female Wister rats. H. indicum significantly (p < .05) prevented weight gain and improved glucose intolerance in obese rats. It also significantly (p < .05) ameliorated lipid parameters in HCHF diet fed rats preventing hypercholesterolemia and hypertriglyceridemia, resulting in improved the artherogenic index (AI). Serum alanine aminotransferase (ALT), aspartate aminotransferase (AST), and alkaline phosphatase (ALP) activities were brought to normal by H. indicum. It significantly elevated superoxide dismutase (SOD) and catalase (CAT) activities as well as increased reduced glutathione (GSH) concentration in liver. The intense liver fat deposition was seen in HCHF fed rats which were relatively low in H. indicum fed rats. Therefore, H. indicum has the ability to prevent obesity and associated metabolic disorders. PRACTICAL APPLICATIONS: Obesity and associated metabolic disorders are the most common threats to public health. Modern lifestyle and food habits are the main causes behind this malice, and the introduction of functional foods in daily diet is proved to be highly beneficial. Results of this study demonstrated that H. indicum can effectively attenuate obesity and its associated metabolic complications. Therefore, the current study has the merits to promote scientific knowledge of the dietary application of H. indicum as a functional food among the community.


Assuntos
Dieta Hiperlipídica , Heliotropium , Obesidade , Animais , Carboidratos , Dieta Hiperlipídica/efeitos adversos , Suplementos Nutricionais , Feminino , Obesidade/tratamento farmacológico , Obesidade/prevenção & controle , Estresse Oxidativo , Ratos , Ratos Wistar
11.
Molecules ; 25(14)2020 Jul 08.
Artigo em Inglês | MEDLINE | ID: mdl-32650373

RESUMO

Heliotropium taltalense is an endemic species of the northern coast of Chile and is used as folk medicine. The polyphenolic composition of the methanolic and aqueous extract of the endemic Chilean species was investigated using Ultrahigh-Performance Liquid Chromatography, Heated Electrospray Ionization and Mass Spectrometry (UHPLC-Orbitrap-HESI-MS). Fifty-three compounds were detected, mainly derivatives of benzoic acid, flavonoids, and some phenolic acids. Furthermore, five major compounds were isolated by column chromatography from the extract, including four flavonoids and one geranyl benzoic acid derivative, which showed vascular relaxation and were in part responsible for the activity of the extracts. Since aqueous extract of H. taltalense (83% ± 9%, 100 µg/mL) produced vascular relaxation through an endothelium-dependent mechanism in rat aorta, and the compounds rhamnocitrin (89% ± 7%; 10-4 M) and sakuranetin (80% ± 6%; 10-4 M) also caused vascular relaxation similar to the extracts of H. taltalense, these pure compounds are, to some extent, responsible for the vascular relaxation.


Assuntos
Aorta/metabolismo , Extratos Vegetais/química , Polifenóis , Vasodilatação/efeitos dos fármacos , Animais , Heliotropium/química , Masculino , Polifenóis/química , Polifenóis/farmacologia , Ratos , Ratos Sprague-Dawley
12.
F1000Res ; 9: 493, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-32676186

RESUMO

Background: Medicinal plants are a source of phytochemicals and they are used for the treatment of several oxidative stress-related or other diseases for their effectiveness, low toxicity and easy availability. Five traditionally used and less characterized herbaceous weeds of West Bengal, India, namely, Heliotropium indicum, Tridax procumbens, Cleome rutidosperma, Commelina benghalensis and Euphorbia hirta, were investigated for the current research study. Methods: Aqueous and 70% ethanolic extracts of the leaves were analyzed for estimation of essential phytochemicals and to evaluate their in vitro antioxidant status, medicinal properties and cytotoxic effects. To the best of our knowledge, several assays and comparative evaluations using these herbs are reported for the first time. For quantitative study, UV-vis spectrophotometry and high-performance liquid chromatography with diode array detector HPLC-DAD techniques were used. Antibacterial properties were investigated using the Kirby-Bauer disc diffusion method. For in vitro anti-lithiatic study, a titration method was used. The cell viability assay was done using peripheral blood mononuclear cells. Results: The aqueous extract exhibits higher content of polyphenols, flavonoids, tannins and inhibition percentage values for free radical scavenging assays, whereas the 70% ethanolic extract exhibits higher content of alkaloids and cardiac glycosides. HPLC-DAD analysis of 70% ethanolic extracts led us to identify 10 predominant phenolic constituents. Euphorbia hirta extracts showed minimum cytotoxicity (cell death ~2.5% and 4% in water and 70% ethanolic extract, respectively ), whereas Cleome rutidosperma and Tridax procumbens' 70% ethanolic extracts showed higher cell death (~13% and 28%, respectively), compared with the control (cell death ~10-12%). Conclusions: The study concluded that of all the medicinal weeds selected for the current study, Euphorbia hirta possesses the highest amount of bioactive compounds and hence exhibits the highest in vitro antioxidant activity and promising in vitro medicinal properties.


Assuntos
Antioxidantes/farmacologia , Extratos Vegetais/farmacologia , Plantas Daninhas/química , Asteraceae/química , Células Cultivadas , Cleome/química , Commelina/química , Euphorbia/química , Heliotropium/química , Humanos , Índia , Leucócitos Mononucleares/efeitos dos fármacos , Compostos Fitoquímicos/farmacologia
13.
Mediators Inflamm ; 2020: 5056897, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-32076387

RESUMO

In this study, anti-inflammatory, anticancer, brine shrimp lethality, and FTIR studies were evaluated. The oxidative burst assay using the chemiluminescence technique, MTT assay, brine shrimp lethality assay, and FTIR analysis were the methods used for the evaluation of anti-inflammatory, anticancer, brine shrimp lethality, and FTIR studies, respectively. The whole-plant butanol fraction of Heliotropium europaeum (WBFHE) showed anti-inflammatory activity on ROS having IC5014.7 ± 2.5 while the extract and other fractions of the whole plant of Heliotropium europaeum exhibited no anti-inflammatory activity. None of the extract and fractions of the whole plant of Heliotropium europaeum exhibited anticancer (MCF-7, 3T3, and HeLa cell lines) activities. The whole-plant aqueous fraction of Heliotropium europaeum (WAFHE) and whole-plant butanol fraction of Heliotropium europaeum (WBFHE) showed lethality at high concentration while at low concentration, no toxicity was shown. The whole-plant methanolic extract of Heliotropium europaeum (WMEHE) and whole-plant n-hexane fraction of Heliotropium europaeum (WHFHE) exhibited no toxicity. FTIR interpretation showed the functional groups for the aromatic compounds, phenols, carboxylic acids, esters, alkanes, alkenes, alcohols, alkyl halides, sulfate esters, phosphines, silanes, nitriles, thiols, amines, phosphoric acids, and nitro compounds.


Assuntos
Anti-Inflamatórios/química , Antineoplásicos/química , Artemia/efeitos dos fármacos , Heliotropium/química , Extratos Vegetais/química , Células 3T3 , Animais , Anti-Inflamatórios/farmacologia , Antineoplásicos/farmacologia , Células HeLa , Humanos , Células MCF-7 , Camundongos , Extratos Vegetais/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier
14.
Nat Prod Res ; 33(12): 1813-1818, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-29430949

RESUMO

Heliotropium bacciferum (Boraginaceae) is a perennial herb, growing in the Bechar region of Algeria, where it is traditionally used for skin diseases and tonsillitis. Herein, we report the isolation and characterization of sixteen secondary metabolites from the aerial part extracts. They include a sterol (1), megastigman type nor-isoprenoids (2, 3, 4, 6, 8, 10), C-11 terpene lactones (5 and 9), and a monoterpene (7) from the chloroform extract (HB-C); monoterpene glucoside (14), and phenolic compounds (11-13, 15, 16) from the methanol one (HB-M). Their structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments, and ESIMS analysis. HB-M showed a significant and concentration dependent scavenging activity in vitro against the radicals DPPH and ABTS, related to the phenol derivatives (11-13, and 15-16), and HB-C inhibited the growth of colon cancer cell lines, mainly for the presence of the antiproliferative C-11 terpene lactones (5 and 9).


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/farmacologia , Heliotropium/química , Argélia , Antineoplásicos Fitogênicos/química , Antioxidantes/química , Linhagem Celular Tumoral , Neoplasias do Colo/tratamento farmacológico , Neoplasias do Colo/patologia , Avaliação Pré-Clínica de Medicamentos , Ensaios de Seleção de Medicamentos Antitumorais , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Células HCT116 , Heliotropium/metabolismo , Humanos , Estrutura Molecular , Fenóis/análise , Fenóis/química , Extratos Vegetais/química , Plantas Medicinais/química , Plantas Medicinais/metabolismo , Metabolismo Secundário , Espectrometria de Massas por Ionização por Electrospray
15.
Acta Biol Hung ; 69(3): 259-269, 2018 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-30257579

RESUMO

Heliotropium indicum L. belongs to the family Boraginaceae. The plant has been used as a folk medicine because it contains substances of various biological activities. It is also identified as a common weed which grows wildly in crop fields in tropical and subtropical regions of the world. However, there is little information on the allelopathic effect in this plant. Therefore, this study was undertaken to investigate the growth inhibitory effect and to identify the growth inhibitory substances in H. indicum. An aqueous methanol extract of H. indicum inhibited shoot and root growth of barnyard grass, foxtail fescue, timothy, cress, lettuce and rapeseed at concentrations higher than 10 mg dry weight equivalent extract/mL. The concentrations required for 50% growth inhibition (I50) of those test plants ranged from 3-282 mg dry weight equivalent extract/mL. The extract was then separated using a sequence of chromatographic fractionations and a growth inhibitory substance was isolated and identified by spectral analysis as methyl caffeate. Methyl caffeate inhibited the growth of lettuce and foxtail fescue at concentrations higher than 1.0 mM. The results suggest that methyl caffeate may contribute to the growth inhibitory effect of H. indicum and may play an important role in the allelopathic effect of H. indicum.


Assuntos
Ácidos Cafeicos/química , Ácidos Cafeicos/farmacologia , Heliotropium/química , Reguladores de Crescimento de Plantas/química , Reguladores de Crescimento de Plantas/farmacologia , Brassicaceae/efeitos dos fármacos , Heliotropium/metabolismo , Lactuca/efeitos dos fármacos , Estrutura Molecular , Reguladores de Crescimento de Plantas/metabolismo , Poaceae/efeitos dos fármacos
17.
Bioorg Med Chem Lett ; 27(20): 4630-4634, 2017 10 15.
Artigo em Inglês | MEDLINE | ID: mdl-28927792

RESUMO

Two new compounds heliotropiumides A (1) and B (2), phenolamides each with an uncommon carbamoyl putrescine moiety, were isolated from the seeds of a naturalized Hawaiian higher plant, Heliotropium foertherianum Diane & Hilger in the borage family, which is widely used for the treatment of ciguatera fish poisoning. The structures of compounds 1 and 2 were characterized based on MS spectroscopic and NMR analysis, and DP4+ calculations. The absolute configuration (AC) of compound 1 was determined by comparison of its optical rotation with those reported in literature. Compound 2 showed inhibition against NF-κB with an IC50 value of 36µM.


Assuntos
Amidas/farmacologia , Benzofuranos/química , Heliotropium/química , Fenóis/química , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Amidas/química , Amidas/toxicidade , Anti-Infecciosos/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Antineoplásicos Alquilantes/química , Antineoplásicos Alquilantes/isolamento & purificação , Antineoplásicos Alquilantes/farmacologia , Benzofuranos/farmacologia , Benzofuranos/toxicidade , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Fungos/efeitos dos fármacos , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Heliotropium/metabolismo , Humanos , Espectroscopia de Ressonância Magnética , Conformação Molecular , NF-kappa B/antagonistas & inibidores , NF-kappa B/metabolismo , Fenóis/farmacologia , Fenóis/toxicidade , Extratos Vegetais/uso terapêutico , Putrescina/química , Intoxicação por Frutos do Mar/prevenção & controle
18.
Curr Eye Res ; 42(3): 394-401, 2017 03.
Artigo em Inglês | MEDLINE | ID: mdl-27419531

RESUMO

OBJECTIVE: To evaluate the anti-cataract potential of an aqueous whole plant extract of Heliotropium indicum (HIE) on galactose-induced cataract in Sprague-Dawley rats. MATERIALS AND METHODS: Cataract scores were recorded in 3-week-old Sprague-Dawley rats in which cataract was being induced by an oral administration of 1500 mgkg-1 galactose twice daily for 4 weeks, and concurrently being treated with 30, 100, or 300 mgkg-1 HIE daily over the induction period. Fasting blood glucose was monitored at weekly intervals. Changes in body weight as well as total lens protein, lens glutathione, and superoxide dismutase (SOD) were determined initially, and at the end of the experimental period. Crystalline lens weight-to-body-weight ratio was also determined for the various treatment groups at the end of the experimental period. Preliminary phytochemical screening, total antioxidant capacity, and reducing power assays were conducted on HIE. RESULTS: The 30 and 100 mgkg-1 HIE-treated rats recorded significantly lower (p ≤ 0.05-0.001) cataract scores (indicating very significant delays in cataractogenesis by the 3rd and 4th weeks of treatment) and blood glucose levels. Rats with delayed cataractogenesis also exhibited significant (p ≤ 0.05-0.001) weight gain, and reduction in lens weight. Total lens proteins glutathione and SOD levels in the crystalline lens were also significantly preserved (p ≤ 0.01-0.001). HIE showed substantial antioxidant capacity and reducing power. CONCLUSION: The aqueous whole plant extract of Heliotropium indicum delays cataractogenesis at an optimum dose of 30 mgkg-1 in Sprague-Dawley rats.


Assuntos
Catarata/prevenção & controle , Heliotropium , Fitoterapia/métodos , Extratos Vegetais/uso terapêutico , Animais , Catarata/induzido quimicamente , Catarata/diagnóstico , Modelos Animais de Doenças , Proteínas do Olho/metabolismo , Feminino , Galactose/toxicidade , Cristalino/efeitos dos fármacos , Cristalino/metabolismo , Cristalino/patologia , Masculino , Ratos , Ratos Sprague-Dawley
19.
Biomed Res Int ; 2016: 3818945, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27597961

RESUMO

The present study deals with the antimicrobial, antioxidant, and functional group analysis of Heliotropium bacciferum extracts. Disc diffusion susceptibility method was followed for antimicrobial assessment. Noteworthy antimicrobial activities were recorded by various plant extracts against antibiotic resistant microorganisms. Plant flower extracts antioxidant activity was investigated against 2, 2-diphenyl-1-picryl hydrazyl radical by ultraviolet spectrophotometer (517 nm). Plant extracts displayed noteworthy radical scavenging activities at all concentrations (25-225 µg/mL). Notable activities were recorded by crude, chloroform and ethyl acetate extracts up to 88.27% at 225 µg/mL concentration. Compounds functional groups were examined by Fourier transform infrared spectroscopic studies. Alkanes, alkenes, alkyl halides, amines, carboxylic acids, amides, esters, alcohols, phenols, nitrocompounds, and aromatic compounds were identified by FTIR analysis. Thin layer chromatography bioautography was carried out for all plant extracts. Different bands were separated by various solvent systems. The results of the current study justify the use of Heliotropium bacciferum in traditional remedial herbal medicines.


Assuntos
Antibacterianos/administração & dosagem , Fenômenos Fisiológicos Bacterianos/efeitos dos fármacos , Compostos de Bifenilo/química , Heliotropium/química , Picratos/química , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Antibacterianos/química , Bioensaio/métodos , Compostos de Bifenilo/isolamento & purificação , Sobrevivência Celular/efeitos dos fármacos , Sobrevivência Celular/fisiologia , Sequestradores de Radicais Livres/química , Radicais Livres/química , Radicais Livres/isolamento & purificação , Heliotropium/classificação , Picratos/isolamento & purificação , Plantas Medicinais/química , Plantas Medicinais/classificação , Especificidade da Espécie , Espectroscopia de Infravermelho com Transformada de Fourier/métodos
20.
Methods Mol Biol ; 1391: 103-12, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27108312

RESUMO

Heliotropium kotschyi (Ramram) is an important endangered medicinal plant distributed in the Kingdom of Bahrain. Plant tissue culture technique is applied for ex situ conservation study. Nodal stem segments are cultured in modified MS media supplemented with various combination and concentration of plant growth regulators (PGRs). Plants are regenerated via shoot organogenesis from the nodal meristems. Plants are regenerated in three different steps: initial shoot development, shoot multiplication, and rooting. After 4 weeks of culture, 100 % explants respond to shoot initiation on the medium containing 8.88 µM BAP and 5.71 µM IAA. The highest frequency of shoot regeneration is observed in the same media after second subculture of shoots. The highest rooting frequency is observed in the presence of 2.85 µM IAA. After root development, the plantlets are transferred to pots filled with soil and 60 % of plants survived after 45 days. This plant regeneration protocol is of great value for rapid desert plant propagation program.


Assuntos
Heliotropium/fisiologia , Plantas Medicinais/fisiologia , Compostos de Benzil/metabolismo , Meios de Cultura/metabolismo , Espécies em Perigo de Extinção , Ácidos Indolacéticos/metabolismo , Reguladores de Crescimento de Plantas/metabolismo , Raízes de Plantas/fisiologia , Brotos de Planta/fisiologia , Purinas/metabolismo , Regeneração , Técnicas de Cultura de Tecidos/métodos
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