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1.
Chem Biodivers ; 19(10): e202200007, 2022 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-36031843

RESUMO

Scorzonera species belong to the Asteraceae family comprising more than 25000 species. The present study aimed to examine the phytochemical profiles and biological activities of S. sandrasica Hartvig et Strid, S. coriacea A. Duran&Aksoy, and S. ahmet-duranii Makbul&Coskuncelebi which are endemic species to Turkey. Flavonoids such as hyperoside, isoquercitrin, rutin, isoorientin, orientin, 7-O-methyl isoorientin, luteolin-7-O-ß-glycoside, apigenin-7-O-ß-glucoside, vitexin, isovitexin as well as caffeoylquinic acid derivatives including chlorogenic acid, 4,5-O-dicaffeoylquinic acid, and 1,5-O-dicaffeoylquinic acid contents were analyzed to clarify phytochemical content of the extracts. Aerial parts of the investigated extracts were determined as contain flavonoids in high amounts. Chlorogenic acid and its derivatives were detected in all investigated species, in varying amounts, both in the roots and aerial parts. S. coriacea aerial parts contained the highest total phenolic and flavonoids. The strongest inhibitory activities on ABTS and DPPH radicals were also observed with S. coriacea aerial parts by 8.07±0.28 and 13.94±0.53 µg/ml of IC50 values, respectively. Total phenolic contents of the extracts were significantly correlated with DPPH (r=-0.9842, p=0.0004) and ABTS free radical scavenging (r=-0.9870, p=0.0003) and total antioxidant capacity (r=0.8173, p=0.0470), as well as total flavonoid contents (r=0.8820, p=0.0201). S. sandrasica aerial parts and S. ahmet-duranii roots exhibited the greatest red blood cell membrane protection and protein denaturation inhibition, respectively. From the phytochemical point of view, all the selected species were analyzed for the first time.


Assuntos
Scorzonera , Antioxidantes/farmacologia , Apigenina , Ácido Clorogênico/farmacologia , Ácido Clorogênico/química , Flavonoides/farmacologia , Flavonoides/análise , Radicais Livres , Glucosídeos , Luteolina , Fenóis/química , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/química , Rutina , Scorzonera/química , Turquia
2.
Int J Mol Sci ; 22(10)2021 May 12.
Artigo em Inglês | MEDLINE | ID: mdl-34066212

RESUMO

The genus Scorzonera comprises nearly 200 species, naturally occurring in Europe, Asia, and northern parts of Africa. Plants belonging to the Scorzonera genus have been a significant part of folk medicine in Asia, especially China, Mongolia, and Turkey for centuries. Therefore, they have become the subject of research regarding their phytochemical composition and biological activity. The aim of this review is to present and assess the phytochemical composition, and bioactive potential of species within the genus Scorzonera. Studies have shown the presence of many bioactive compounds like triterpenoids, sesquiterpenoids, flavonoids, or caffeic acid and quinic acid derivatives in extracts obtained from aerial and subaerial parts of the plants. The antioxidant and cytotoxic properties have been evaluated, together with the mechanism of anti-inflammatory, analgesic, and hepatoprotective activity. Scorzonera species have also been investigated for their activity against several bacteria and fungi strains. Despite mild cytotoxicity against cancer cell lines in vitro, the bioactive properties in wound healing therapy and the treatment of microbial infections might, in perspective, be the starting point for the research on Scorzonera species as active agents in medical products designed for miscellaneous skin conditions.


Assuntos
Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/farmacologia , Scorzonera/química , Cicatrização
3.
Artigo em Inglês | MEDLINE | ID: mdl-33050868

RESUMO

AIMS: This study aimed to assess the effect of Scorzanera undulata on plasma lipid profile. BACKGROUND: Scorzanera undulata (S. undulata) is a medicinal plant popularly used in the Moroccan pharmacopeia as traditional medicine, particularly to treat diabetes mellitus. OBJECTIVE: The purpose of this study was to explore the effects of aqueous extract of Scorzanera undulata tubers (AERSU) on lipid profile and atherogenic indices in Wistar rats. Biochemical parameters such as Total Cholesterol (TC), triglycerides (TG), and low-and high-density lipoproteins-cholesterol (LDL and HDL) were assessed. Furthermore, the in vitro antioxidant activity of AERSU was also evaluated. METHODS: The effect of tubers aqueous extract (AERSU) of S. undulata (20 mg/kg) on plasma lipid profile was investigated in normal and streptozotocin (STZ)-induced diabetic rats. The aqueous extract was tested for its in vitro antioxidant activity. Besides, cardiovascular parameters were estimated. RESULTS: Treatment with AERSU significantly improved the weight in diabetic rats and decreased plasma cholesterol, triglycerides, and LDL lipoproteins levels. Furthermore, the extract had a favorable impact on the Atherogenic Index (AI) and Coronary Risk Index (CRI). In addition, AERSU seems to possess a potent in vitro antioxidant activity. CONCLUSION: The study demonstrates that aqueous Scorzanera undulate extract exhibits antidyslipidemic and antioxidant activities.


Assuntos
Antioxidantes/uso terapêutico , Asteraceae , Cardiotônicos/uso terapêutico , Diabetes Mellitus Experimental/tratamento farmacológico , Hipolipemiantes/uso terapêutico , Extratos Vegetais/uso terapêutico , Animais , Antioxidantes/química , Asteraceae/química , Cardiotônicos/química , Colesterol/sangue , Diabetes Mellitus Experimental/sangue , Diabetes Mellitus Experimental/patologia , Hipolipemiantes/química , Masculino , Extratos Vegetais/química , Ratos , Ratos Wistar , Scorzonera/química , Triglicerídeos/sangue
4.
Artigo em Inglês | MEDLINE | ID: mdl-32860366

RESUMO

AIMS: The aim of this study was to evaluate the antidiabetic effect of Scorzonera undulata. BACKGROUND: Scorzonera undulata ssp deliciosa, locally known as "Guiz", is used as a phytomedicine in Morocco and Algeria to treat different health problems. Interestingly, it is used in the Moroccan pharmacopeia to treat diabetes. To our knowledge, this medicinal herb has never been investigated for any pharmacological activity. OBJECTIVE: This study aimed to evaluate the antihyperglycemic effect of the aqueous extract of the aerial part of Scorzonera undulata (SUAP) in normal and STZ-induced diabetic rats and to assess the acute toxicity of this extract in Wistar rats. METHODS: This study investigated the effects of SUAP at a dose of 20 mg/kg on blood glucose levels in normal and streptozotocin(STZ)-induced diabetic rats. The acute toxicity of SUAP was examined according to the OECD test guideline; rats were divided into four groups of each sex and orally received the SUAP (1000, 2000, or 3000 mg/kg BW). Post-treatment, body weight, signs of toxicity, and/or mortality were observed during 14 days. Other assays such as histopathological examination, preliminary phytochemical investigation, determination of glycogen content and evaluation of α-amylase were performed according to standard protocols. RESULTS: The findings of the current study depicted that both single and repeated oral administration of SUAP (20 mg/kg) generated a significant fall in the blood glucose levels in diabetic rats. A single oral administration of SUAP (at the highest dose of 3000 mg/kg BW) had no significant acute toxicological effects, and oral LD50 of SUAP was greater than 3000 mg/kg. Furthermore, repeated oral administration of SUAP during 15 days led to an increase in the liver glycogen content in diabetic rats to improve the histopathological structure of the liver and pancreas in SUAPtreated diabetic rats and to ameliorate some biochemical parameters such as ALT and creatinine. SUAP had no effect on α-amylase activity. In addition, the preliminary phytochemical investigation showed the richness of the roots of SUAP in some phytochemicals, particularly the polyphenols. CONCLUSION: The present study demonstrates the antihyperglycemic effect of Scorzonera undulata in diabetic rats which could be involved through the improvement of liver structure and function. In addition, the dose used is not toxic. Finally, the extract contains large amounts of bioactive compounds, mainly polyphenols.


Assuntos
Diabetes Mellitus Experimental/tratamento farmacológico , Hipoglicemiantes/uso terapêutico , Extratos Vegetais/uso terapêutico , Scorzonera , Administração Oral , Animais , Glicemia/análise , Diabetes Mellitus Experimental/sangue , Feminino , Hipoglicemiantes/administração & dosagem , Hipoglicemiantes/química , Hipoglicemiantes/toxicidade , Masculino , Componentes Aéreos da Planta/química , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Extratos Vegetais/toxicidade , Ratos , Ratos Wistar , Scorzonera/química
5.
Pak J Pharm Sci ; 33(1): 199-206, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-32122849

RESUMO

Scorzonera have been confirmed to have potent bioactivity. Scorzonera mackmeliana (Asteraceae), the endemic plant to Lebanon, has not yet been investigated. In the present study, we assessed the antibacterial activity of S. mackmeliana extracts against referenced bacterial strains. Extracts from different parts of the plant were evaluated against Staphylococcus, Enterococcus, Escherichia and Pseudomonas species. Phytochemical screening was done by standard biochemical tests and minimal inhibitory concentration (MIC), minimal bactericidal concentration (MBC) and minimal biofilm eradication concentration (MBEC) were determined by micro dilution method. The extracts possessed mainly alkaloids, phenols, flavonoids and coumarins. Gram-negative bacteria were most sensitive, whose MICs ranged between 48.98 and 341.85 mg/ml. Water stems extract, rich in phenols, was the most active with an MIC of 48.98 mg/ml. MBC was only recorded for water flowers extract, rich in resins, against P. aeruginosa and ethanolic roots extract, rich in terpenoids, against S. epidermidis with values of 160.85 mg/ml and 284.35 mg/ml, respectively. Furthermore, antibiofilm activity showed that the lowest MBEC was 0.1 mg/ml for water stems extract with an eradication ability of 91% (p <0.0001). Hence, this study suggests S. mackmeliana as a promising candidate for future investigations to elucidate the major bioactive compound behind the antibacterial and antibiofilm effect.


Assuntos
Biofilmes/efeitos dos fármacos , Testes de Sensibilidade Microbiana/estatística & dados numéricos , Extratos Vegetais/farmacologia , Scorzonera/química , Antibacterianos/química , Antibacterianos/farmacologia , Flores/química , Extratos Vegetais/química , Folhas de Planta/química , Raízes de Plantas/química , Caules de Planta/química , Plantas/química
6.
Nat Prod Res ; 34(5): 621-628, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-30445831

RESUMO

Phytochemical composition of ethyl acetate fraction and total phenolic content, in vitro antioxidant, anti-inflammatory, antimicrobial activities of petroleum ether, chloroform, ethyl acetate and n-butanol fractions of the ethanol extract obtained from the subaerial parts of Scorzonera pygmaea Sibth. & Sm. (Asteraceae) were investigated. Nine compounds; scorzopygmaecoside (1), scorzonerol (2), cudrabibenzyl A (3), thunberginol C (4), scorzocreticoside I (5) and II (6), chlorogenic acid (7), chlorogenic acid methyl ester (8), 3,5-di-O-caffeoylquinic acid (9) were isolated and identified using spectroscopic methods. All substances were isolated for the first time from this species. Compounds 1 and 2 are new. The fractions showed high antioxidant capacity correlated with their phenolic content and no significant antimicrobial activity against tested bacteria and fungi. COX inhibition test was used to evaluate the anti-inflammatory activity and all the fractions showed low inhibition in comparison with indomethacin.


Assuntos
Antioxidantes/isolamento & purificação , Fenóis/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Scorzonera/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Anti-Inflamatórios/isolamento & purificação , Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Asteraceae , Fenóis/química , Fenóis/farmacologia , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/química , Solventes/química
7.
Bioorg Chem ; 93: 103330, 2019 12.
Artigo em Inglês | MEDLINE | ID: mdl-31614286

RESUMO

Present study is aimed to investigate in vitro inhibitory effects of the extract prepared from the aerial parts of Podospermum canum (syn: Scorzonera cana var. jacquiniana) (Asteraceae) on hyaluronidase, collagenase, and elastase enzymes using a bioassay-guided fractionation. Inhibitory effects of the extract, sub-extracts, fractions obtained by column chromatography, and isolated compounds on collagenase, elastase, and hyaluronidase were performed by using in vitro enzyme inhibitory assays based on spectrophotometric evaluation. The methanolic extract obtained from P. canum exhibited strong inhibitory activities on elastase and collagenase while the insignificant activity was observed on hyaluronidase. Through bioactivity-guided fractionation, the ethyl acetate and remaining water sub-extracts obtained from the methanolic extract displayed significant inhibitory activities on collagenase and elastase, while petroleum ether and chloroform extracts did not show any inhibitory activity. Eleven known compounds: arbutin, 6́-O-caffeoylarbutin, cichoriin, 3,5-dicaffeoylquinic acid methyl ester, apigenin 7-O-ß-glucoside, luteolin 7-O-ß-glucoside, apigenin 7-O-ß-rutinoside, isoorientin, orientin, vitexin, procatechuic acid, and new compound 4-hydroxy-benzoic acid 4-(6-O-α-rhamnopyranosyl-ß-glucopyranosyl) benzyl ester have been obtained from ethyl acetate sub-extract. Results of the present study have revealed that apigenin 7-O-ß-glucoside, luteolin 7-O-ß-glucoside, apigenin 7-O-ß-rutinoside, and isoorientin showed potent enzyme inhibitory activities. However, methanolic extract of P. canum displayed a greater inhibitory activity than fractions and isolated compounds both on collagenase and elastase.


Assuntos
Colagenases/efeitos dos fármacos , Inibidores Enzimáticos/farmacologia , Hialuronoglucosaminidase/antagonistas & inibidores , Elastase Pancreática/antagonistas & inibidores , Extratos Vegetais/farmacologia , Scorzonera/química , Acetatos/química , Cicatrização/efeitos dos fármacos
8.
Molecules ; 23(7)2018 Jul 21.
Artigo em Inglês | MEDLINE | ID: mdl-30037105

RESUMO

Previously tested n-hexane extracts of the Scorzonera latifolia showed promising bioactivity in vivo. Because triterpenes could account for this activity, n-hexane extracts were analyzed by HPLC to identify and quantify the triterpenes as the most abundant constituents. Other Scorzonera and Podospermum species, potentially containing triterpenic aglycones, were included in the study. An HPLC method for simultaneous determination of triterpene aglycones was therefore developed for analysis of Podospermum and Scorzonera species. n-Hexane extracts of root and aerial parts of S. latifolia, ten other Scorzonera species and two Podospermum species were studied to compare the content of triterpenes. HPLC was used for the qualitative and quantitative analysis of α-amyrin, lupeol, lupeol acetate, taraxasteryl acetate, 3-ß-hydroxy-fern-7-en-6-one acetate, urs-12-en-11-one-3-acetyl, 3-ß-hydroxy-fern-8-en-7-one acetate, and olean-12-en-11-one-3-acetyl. Limits of detection and quantification were determined for each compound. HPLC fingerprinting of n-hexane extracts of Podospermum and Scorzonera species revealed relatively large amounts of triterpenes in a majority of investigated taxa. Lupeol, lupeol acetate, and taraxasteryl acetate were found in a majority of the species, except S. acuminata. The presence of α-amyrin, 3ß-hydroxy-fern-7-en-6-one-acetate, urs-12-en-11-one-3-acetyl, 3ß-hydroxy-fern-8-en-7-one-acetate, and olean-12-en-11-one-3-acetyl was detected in varying amounts. The triterpene content could correlate with the analgesic and anti-inflammatory activity of Scorzonera, which was previously observed and Scorzonera species that have been determined to contain triterpenes in large amounts and have not yet been tested for their analgesic activity should be tested for their potential analgesic and anti-inflammatory potential. The presented HPLC method can be used for analysis of triterpene aglycones, for example dedicated to chemosystematic studies of the Scorzonerinae.


Assuntos
Asteraceae/química , Cromatografia Líquida de Alta Pressão , Compostos Fitoquímicos/química , Extratos Vegetais/química , Scorzonera/química , Triterpenos/química , Hexanos , Estrutura Molecular , Sensibilidade e Especificidade
9.
Fitoterapia ; 124: 113-119, 2018 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-29066296

RESUMO

Extracts of the aerial parts of Scorzonera divaricata afforded sulfoscorzonin D (1) and sulfoscorzonin E (2), two novel pyrrolidine inner salt alkaloids with a sulfated guaiane sesquiterpene lactone nucleus, along with 22 known compounds. Especially, sulfoscorzonin D containing a unusual monoterpene moiety is very rare. The structures of new compounds were established using spectroscopic analysis including one- and two-dimensional NMR and HRESIMS. The cytotoxicities of compounds 1-4 and 10 against three tumor cell lines (K562, Hela, and HepG2) were evaluated using the MTT assay. Compounds 2 and 10 exhibited moderate cytotoxic activity. The biological properties of 1-3, 5-8, 10-14, and 16-24, were screened against nine different gram-positive and gram-negative bacteria. Compounds 1, 5-8, 10, and 18, showed potent antibacterial activities. CHEMICAL COMPOUNDS STUDIED IN THIS ARTICLE: Glucozaluzanin C (PubChem CID: 442320); 1ß,4α-dihydroxy-5α,6ß,7α,11ßH-eudermn-12; 6-olide (CID: 11119093); oleanolic acid (CID: 10494); lup-20(29)-ene-3ß,28-diol (CID: 72326); (22E)-5α,8α-epidioxyergosta-6,22-dien-3ß-ol (CID: 5469431); ergosta-3ß,5α, 6ß-trialcohol (CID: 44558918); stigma-5-en-3-O-ß-glucoside (CID: 5742590); vomifoliol (CID: 12444927); trans-caffeic acid (CID: 689043); trans-p-hydroxy coumaric acid (CID: 637542); 4-hydroxy-3-methoxyphenyl ferulate (CID: 11500646); 7,3',4'-trihydroxyflavonol (CID: 5281614); tricin (ID: 5281702); luteolin (CID: 5280445); diosmetin (CID: 5281612); 5,7-dihydroxy-8-methoxyflavone (CID: 5281703); 5,7-dihydroxy-6-methoxyflavone (CID: 5320315); methyl-3,4-dihydroxy benzoate (CID: 287064); m-hydroxy benzoic acid (CID: 7420); 7-hydroxy-coumarin (CID: 5281426); and scopoletin (CID: 5280460).


Assuntos
Alcaloides/isolamento & purificação , Componentes Aéreos da Planta/química , Scorzonera/química , Sesquiterpenos de Guaiano/isolamento & purificação , Antibacterianos/isolamento & purificação , Antineoplásicos Fitogênicos/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Estrutura Molecular
10.
Molecules ; 21(6)2016 Jun 13.
Artigo em Inglês | MEDLINE | ID: mdl-27304948

RESUMO

The use of macroporous resins for the separation and purification of total flavonoids to obtain high-purity total flavonoids from Scorzonera austriaca was studied. The optimal conditions for separation and purification of total flavonoids in S. austriaca with macroporous resins were as follows: D4020 resin columns were loaded with crude flavonoid extract solution, and after reaching adsorptive saturation, the columns were eluted successively with 5 bed volumes (BV) of water, 5 BV of 5% (v/v) aqueous ethanol and 5 BV of 30% (v/v) aqueous ethanol at an elute flow rate of 2 BV·h(-1). Total flavonoids were obtained from the 30% aqueous ethanol eluate by vacuum distillation recovery. The content of flavonoid compounds in the total flavonoids was 93.5%, which represents an improvement by about 150%. In addition, five flavonoid compounds in the product were identified as 2″-O-ß-d-xylopyranosyl isoorientin, 6-C-α-l-arabipyranosyl orientin, orientin, isoorientin and vitexin by LC-ESI-MS analysis and internal standard methods. The results in this study could represent a method for the large-scale production of total flavonoids from S. austriaca.


Assuntos
Apigenina/química , Flavonoides/química , Glucosídeos/química , Luteolina/química , Extratos Vegetais/química , Apigenina/isolamento & purificação , Cromatografia Líquida , Etanol/química , Flavonoides/isolamento & purificação , Glucosídeos/isolamento & purificação , Luteolina/isolamento & purificação , Espectrometria de Massas , Resinas Vegetais/química , Scorzonera/química
11.
Molecules ; 21(1): E43, 2015 Dec 30.
Artigo em Inglês | MEDLINE | ID: mdl-26729082

RESUMO

Scorzonera species are used in different folk medicines to combat many diseases, including the illnesses connected with inflammation. Previous experiments showed anti-inflammatory activity of Scorzonera extracts in vivo. S. latifolia, S. cana var. jacquiniana, S. tomentosa, S. mollis ssp. szowitsii, S. eriophora, S. incisa, S. cinerea, and S. parviflora extracts were, therefore, evaluated for their inhibitory activities of TNF-α and IL-1ß production, and NF-κB nuclear translocation in THP-1 macrophages. The HPLC analysis was carried out to elucidate and to compare the composition of these extracts. Major compounds of the tested extracts have been isolated using different chromatographic techniques and further tested for their inhibitory activities on TNF-α and IL-1ß production. Several extracts showed promising anti-inflammatory activity in these in vitro tests. Results of HPLC analysis revealed chlorogenic acid as a compound present in all tested extracts. Hyperoside, quercetin-3-O-ß-d-glucoside and rutin were also present in varying amount in some Scorzonera species analyzed. Furthermore, eight phenolics which were identified as quercetin-3-O-ß-d-glucoside (1), hyperoside (2), hydrangenol-8-O-glucoside (3), swertisin (4), 7-methylisoorientin (5), 4,5-O-dicaffeoyl-quinic acid (6), 3,5-di-O-caffeoyl-quinic acid (7), and chlorogenic acid (8) have been isolated as major phenolic compounds of the tested extracts and, together with eight terpenoids (9-16) previously obtained from different Scorzonera species, have been tested for the inhibition of TNF-α production, unfortunately with no activity comparable with standard.


Assuntos
Anti-Inflamatórios/farmacologia , Citocinas/metabolismo , NF-kappa B/metabolismo , Extratos Vegetais/análise , Scorzonera/química , Anti-Inflamatórios/química , Linhagem Celular , Regulação da Expressão Gênica/efeitos dos fármacos , Humanos , Técnicas In Vitro , Macrófagos/efeitos dos fármacos , Macrófagos/imunologia , Fenóis/química , Fenóis/farmacologia , Extratos Vegetais/farmacologia , Transdução de Sinais/efeitos dos fármacos , Turquia
12.
Food Chem ; 173: 321-31, 2015 Apr 15.
Artigo em Inglês | MEDLINE | ID: mdl-25466029

RESUMO

Scorzonera hispanica commonly known as black salsify is a perennial herbaceous plant belonging to the Asteraceae family. The subaerial parts of black salsify are cultivated in Central and Southern Europe as a vegetable. There are only few reports on the chemical composition of S.hispanica. The aim of the present study was to determine the chemical composition of subaerial and aerial parts of this species. In total, twelve compounds were isolated and identified with spectroscopic methods, including a series of seven rare sesquiterpenoids - five bisabolane and two curcumenal derivatives. Furthermore, a fully validated HPLC-DAD-CAD method for the quantification of phenolic compounds of S. hispanica was developed. The cytotoxicities of lignan [(-)-syringaresinol (1)] and bisabolane derivatives from S. hispanica against several cancer cell lines were studied. (-)-Syringaresinol was the only compound active against myeloma cell lines and was also active against colon cancer cell lines. However, this lignan was also found to be cytotoxic for normal peripheral blood mononuclear cells (PBMCs). Two bisabolane derivatives were active against colon cancer cell lines and may be interesting as lead structures for the development of new anti-colon cancer agents.


Assuntos
Extratos Vegetais/química , Extratos Vegetais/farmacologia , Scorzonera/química , Linhagem Celular Tumoral , Cromatografia Líquida de Alta Pressão/métodos , Humanos , Estrutura Molecular , Fenóis/química , Fenóis/farmacologia , Polifenóis/química , Polifenóis/farmacologia , Scorzonera/metabolismo , Metabolismo Secundário , Sesquiterpenos/química , Sesquiterpenos/farmacologia
13.
Acta Sci Pol Technol Aliment ; 14(4): 313-330, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-28068038

RESUMO

BACKGROUND: Phenolic compounds were extracted and isolated from S. undulata roots. METHODS: Sample of roots from E. hirta was tested for phenolic compounds, and in vitro antioxidant activity by diphenyl-1-picrylhydrazyl (DPPH) assay, ABTS, FRAP and reducing power was measured using cyano- ferrate method. RESULTS: The methanolic fraction exhibited the highest total phenol content (6.12 ±0.11 mg AGE/g DW). On the other hand, the highest flavonoids concentration was observed in ethyl acetate fraction (2.90 ±0.05 mg CE/g DW) in addition to anthocyanins (28.56 ±3.96 mg/l). Besides, the highest level of tannins content was measured in the polar aprotic solvent ethyl acetate extract (3.25 ±0.06 mg CE/g DW). The different extracts of S. undulata were evaluated for their radical scavenging activities by means of the DPPH assay. The strongest scavenging activity was observed in methanolic fraction scavenged radicals effectively with IC   values of 0.14 ±0.02 mg/ml. Similarly, the potassium ferricyanide reduction (FRAP) and ABTS•+ of methanol extract. On the other hand, the total reducing power of ethyl acetate extract was found higher than of other extracts. This paper presents the application of the design-of experiment method for optimizing the extraction of phenolic content using methanol solvent. The resulting regression model has shown that the effect of temperature is not statistically significant (with >95% certainty), while that of agitation speed is. The two main effects are contributed by the solvent concentration and the maceration period. CONCLUSIONS: Our results clearly showed that the extraction of phenolic compounds and their antioxidant capacity is significantly affected by solvent combinations. S. undulata presented the highest total phenolic content, total flavonoids content and antioxidant capacity values. The resulting regression model has shown that the effect of temperature is not statistically significant (with >95% certainty), while that of agitation speed is.


Assuntos
Antioxidantes/isolamento & purificação , Flavonoides/isolamento & purificação , Modelos Químicos , Fenóis/isolamento & purificação , Extratos Vegetais/isolamento & purificação , Raízes de Plantas/química , Scorzonera/química , Acetatos/química , Antioxidantes/análise , Antioxidantes/química , Etnofarmacologia , Análise Fatorial , Flavonoides/análise , Flavonoides/química , Sequestradores de Radicais Livres/análise , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/isolamento & purificação , Metanol/química , Fenóis/análise , Fenóis/química , Extratos Vegetais/química , Análise de Componente Principal , Análise de Regressão , Projetos de Pesquisa , Solventes/química , Taninos/análise , Taninos/química , Taninos/isolamento & purificação , Tunísia
14.
Pharmazie ; 69(9): 711-4, 2014 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-25272946

RESUMO

Scorzonera latifolia (Asteraceae) is a plant widely distributed in Central and East Anatolia. A mastic, named yaki sakizi, is prepared from the latex and roots of S. latifolia and similar species. This latex is used in Turkish folk medicine for its analgesic activity, as anthelmintic and against infertility. The aim of this study was to isolate the compounds responsible for the antinociceptive activity of S. latifolia using bioassay-guided fractionation. The methanolic extract of the S. latifolia roots was prepared and subjected to chromatographic purification. Isolated active compounds were identified by means of MS and NMR techniques. Writhing and tail-flick tests were used to determine antinociceptive activity. Motiol and beta-sitosterol were isolated as compounds with promising antinociceptive activity. It is suggested that antinociceptive activity of the plant extract is probably caused by the synergic interaction of the isolated compounds.


Assuntos
Analgésicos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Scorzonera/química , Sitosteroides/farmacologia , Triterpenos/farmacologia , Ácido Acético , Animais , Hexanos , Temperatura Alta , Espectroscopia de Ressonância Magnética , Masculino , Camundongos , Camundongos Endogâmicos BALB C , Medição da Dor/efeitos dos fármacos , Raízes de Plantas/química , Tempo de Reação/efeitos dos fármacos , Sitosteroides/isolamento & purificação , Solventes
15.
Pharm Biol ; 52(7): 873-82, 2014 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-24920233

RESUMO

CONTEXT: Scorzonera L. species (Asteraceae) are edible and as medicinal plants are used for various purposed in folk medicine. OBJECTIVE: The methanol extracts of the aerial parts and roots from 27 Scorzonera taxa were investigated for their possible neurobiological effects. MATERIALS AND METHODS: Inhibitory potential of the Scorzonera species was tested against acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and tyrosinase (TYRO) at 100 µg mL(-1) using ELISA microtiter assay. Antioxidant activity of the extracts was tested with radical scavenging activity, metal-chelation capacity, ferric- (FRAP), and phosphomolibdenum-reducing antioxidant power (PRAP) assays. Chlorogenic acid, hyperoside, rutin, and scorzotomentosin-4-O-ß-glucoside were also screened in the same manner. Total phenol and flavonoid quantification in the extracts were determined spectrophotometrically. RESULTS: The aerial parts of Scorzonera pisidica (40.25 ± 0.74%) and chlorogenic acid (46.97 ± 0.82%) displayed the highest TYRO inhibition, while the remaining samples showed only trivial inhibition against cholinesterases (2.08 ± 1.35%-25.32 ± 1.37%). The same extract of S. pisidica was revealed to be the most potent in scavenging of all three radicals and FRAP assay. DISCUSSION AND CONCLUSION: Out of 27 taxa, S. pisidica, in particular, may deserve further investigation for its neuroprotective potential.


Assuntos
Inibidores da Colinesterase/farmacologia , Glucosídeos/farmacologia , Isocumarinas/farmacologia , Fármacos Neuroprotetores/farmacologia , Componentes Aéreos da Planta/química , Extratos Vegetais/farmacologia , Raízes de Plantas/química , Scorzonera/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Ácido Clorogênico/farmacologia , Inibidores da Colinesterase/química , Inibidores da Colinesterase/isolamento & purificação , Glucosídeos/isolamento & purificação , Isocumarinas/isolamento & purificação , Metanol/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Fármacos Neuroprotetores/química , Fármacos Neuroprotetores/isolamento & purificação , Extratos Vegetais/química , Quercetina/análogos & derivados , Quercetina/farmacologia , Rutina/farmacologia
16.
Food Chem ; 160: 298-304, 2014 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-24799242

RESUMO

The aim of this study was to investigate the secondary metabolites content of Scorzonera papposa DC., an edible plant eaten in the desert region of Jordan and to assess its antioxidant and free radical-scavenging activity. By using this bioassay-oriented approach nine compounds, including the new natural compounds (6-trans-p-coumaroyl)-3-O-ß-D-glucopyranosyl-2-deoxy-D-riburonic acid (1), (6-cis-p-coumaroyl)-3-O-ß-D-glucopyranosyl-2-deoxy-D-riburonic acid (2a), (6-trans-p-coumaroyl)-3-O-ß-D-glucopyranosyl-2-deoxy-D-riburonic acid methyl ester (3), and (6-trans-p-coumaroyl)-3-O-ß-D-glucopyranosyl-(5-acetyl)-2-deoxy-D-riburonic acid (4), having the rare deoxy-D-riburonic acid moiety, were isolated. Their structures were elucidated by UV, MS, (1)H and (13)C NMR and 2D NMR. The antioxidant activity of the S. papposa pure compounds and of related derivatives isolated from another Scorzonera species (S. judaica Eig.) was also tested. The Relative Antioxidant Capacity Index (RACI) was applied as an integrated method to compare the antioxidant activities obtained using different chemical methods.


Assuntos
Sequestradores de Radicais Livres/química , Extratos Vegetais/química , Scorzonera/química , Antioxidantes/química , Radicais Livres/química , Estrutura Molecular
17.
Food Chem ; 138(2-3): 2057-63, 2013 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-23411343

RESUMO

Five new quinic acid derivatives and two known 3-O-feruloylquinic acids were isolated from the roots of Scorzonera divaricata Turcz. The new compounds were elucidated as (-)-1,4-di-O-feruloyl-3-O-dihydrocaffeoylquinic acid, (-)-1-O-feruloyl-4-O- dihydrocaffeoylquinic acid, (-)-3,5-di-O-feruloylquinic acid, (-)-1-O-feruloyl-3-O-dihydro- caffeoylquinic acid, and (-)-1-O-feruloyl-5-O-dihydrocaffeoylquinic acid based on extensive spectroscopic studies, including one- and two-dimensional NMR, HRESIMS, UV, and IR results. Five compounds were assessed for antioxidant activity by ABTS and DPPH radical-scavenging assays and for their cytotoxicity against HL-60 and Hep-G2 cell lines by the MTT assay. Three quinic acid derivatives exhibited strong antioxidant activity, with IC(50) values of 3.95, 5.87, and 7.45 µg/mL against ABTS(+) and 11.7, 13.6, and 50.1 µg/mL against DPPH(). (-)-1,4-Di-O-feruloyl-3-O-dihydrocaffeoylquinic acid also exhibited moderate activity against Hep-G2 cell lines with an IC(50) value of 14.6 µg/mL.


Assuntos
Sequestradores de Radicais Livres/química , Extratos Vegetais/química , Ácido Quínico/química , Scorzonera/química , Antioxidantes/química , Antioxidantes/toxicidade , Linhagem Celular , Sequestradores de Radicais Livres/toxicidade , Humanos , Extratos Vegetais/toxicidade , Raízes de Plantas/química , Ácido Quínico/toxicidade
18.
Z Naturforsch C J Biosci ; 67(3-4): 135-43, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-22624329

RESUMO

Chromatographic separation of a crude extract obtained from aerial parts of the Mongolian medicinal plant Scorzonera radiata yielded fifteen natural compounds, including two new flavonoids and one new quinic acid congener, as well as four flavones and eight quinic acid derivatives, all of which are known natural compounds. The structures of the isolated compounds were elucidated on the basis of NMR (1H, 13C, COSY, HMBC, ROESY, and TOCSY) and mass spectrometric data. The antioxidant activities of the quinic acid derivatives were evaluated by the DPPH assay.


Assuntos
Fenóis/isolamento & purificação , Plantas Medicinais/química , Scorzonera/química , Cromatografia Líquida de Alta Pressão , Espectroscopia de Ressonância Magnética , Espectrometria de Massas
19.
Curr Pharm Des ; 18(10): 1421-33, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-22369659

RESUMO

Wound healing and anti-inflammatory effects of aerial parts and roots of S. acuminata, S. cana var. alpina, S. cana var. jacquiniana, S. cana var. radicosa, S. eriophora, S. laciniata ssp. laciniata, S. suberosa ssp. suberosa and S. sublanata were investigated in current study to clarify the traditional usage of Scorzonera species growing in Turkey. It is well known that some species of the Scorzonera genus are used for wound healing in Turkish and European traditional medicine. Therefore, wound healing effect of the plants was assessed by using linear incision and circular excision experimental wound models and subsequently histopathological analysis. Hydroxyproline content of the treated tissues was also assessed. Furthermore, the extracts were screened for anti-hyaluronidase activity. For the evaluation of anti-inflammatory activity, acetic acid-induced increase in capillary permeability test was used. 20% aqueous methanol extracts of the aerial parts of Scorzonera species, S. cana var. jacquiniana and S. eriophora were found to be effective on the wound and anti-inflammatory activity test models. The results of histopathological examination supported the outcome of linear incision and circular excision wound models. Phytochemical analyses of the tested extracts were also performed by using developed and validated HPLC method. Among the tested standard compounds, varying amounts of the chlorogenic acid, rutin, hyperoside and luteolin-7-glycoside were determined in Scorzonera species.


Assuntos
Extratos Vegetais/química , Extratos Vegetais/uso terapêutico , Scorzonera/química , Cicatrização/efeitos dos fármacos , Animais , Relação Dose-Resposta a Droga , Feminino , Masculino , Componentes Aéreos da Planta/química , Extratos Vegetais/administração & dosagem , Raízes de Plantas/química , Ratos , Ratos Sprague-Dawley , Scorzonera/classificação , Especificidade da Espécie , Turquia
20.
J Ethnopharmacol ; 140(2): 261-70, 2012 Mar 27.
Artigo em Inglês | MEDLINE | ID: mdl-22285519

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Scorzonera species are mainly used against inflammation and to relieve pain in Turkish traditional medicine. Therefore, we aimed to assess in vivo anti-inflammatory and antinociceptive activities of the aerial part and root extracts of Scorzonera acuminata, Scorzonera cana var. alpina, Scorzonera cana var. jacquiniana, Scorzonera cana var. radicosa, Scorzonera cinerea, Scorzonera eriophora, Scorzonera incisa, Scorzonera laciniata ssp. laciniata, Scorzonera parviflora and Scorzonera sublanata. MATERIALS AND METHODS: For the anti-inflammatory activity evaluation carrageenan, PGE(2) and serotonin-induced hind paw edema and 12-O-tetradecanoyl-13-acetate (TPA)-induced mouse ear edema models were used. p-Benzoquinone-induced abdominal constriction test was employed in mice for the assessment of antinociceptive activity. Furthermore chemical composition of the tested extracts was investigated qualitatively and quantitatively by using RP-HPLC method. Some phenolic acids and flavonoids were used as standards. RESULTS: Extracts prepared from the aerial parts of Scorzonera cana var. jacquiniana, Scorzonera cinerea, Scorzonera eriophora, Scorzonera incisa and Scorzonera parviflora showed significant inhibitory effect on carrageenan and PGE(2)-induced hind paw edema model as well as on p-benzoquinone-induced abdominal constriction test. The extracts did not show any remarkable activity on serotonin-induced hind paw edema and TPA-induced mouse ear edema models. Chlorogenic acid was detected as major compounds in all the species investigated. Additionally, among the tested flavonoids, luteolin-7-glucoside, hyperoside and rutin were found to be in different amounts in Scorzonera species. CONCLUSION: The experimental data revealed that Scorzonera cana var. jacquiniana, Scorzonera cinerea, Scorzonera eriophora, Scorzonera incisa and Scorzonera parviflora possess significant anti-inflammatory and antinociceptive activity. It has been suggested that flavonoids and chlorogenic acid are partly responsible for mentioned activities of Scorzonera species.


Assuntos
Dor Abdominal/prevenção & controle , Analgésicos/uso terapêutico , Anti-Inflamatórios/uso terapêutico , Edema/prevenção & controle , Inflamação/prevenção & controle , Fitoterapia , Scorzonera/química , Dor Abdominal/induzido quimicamente , Analgésicos/farmacologia , Animais , Anti-Inflamatórios/análise , Anti-Inflamatórios/farmacologia , Benzoquinonas , Carragenina , Ácido Clorogênico/análise , Ácido Clorogênico/farmacologia , Ácido Clorogênico/uso terapêutico , Cromatografia Líquida de Alta Pressão , Dinoprostona , Modelos Animais de Doenças , Edema/induzido quimicamente , Etnofarmacologia , Flavonoides/análise , Flavonoides/farmacologia , Flavonoides/uso terapêutico , Inflamação/induzido quimicamente , Masculino , Camundongos , Camundongos Endogâmicos , Componentes Aéreos da Planta , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , Raízes de Plantas , Scorzonera/classificação , Serotonina , Especificidade da Espécie , Turquia
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