Browsing by Author "Smejkal, Karel"

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Analgesic Compounds From Scorzonera Latifolia (Fisch and Mey.) Dc
(Elsevier Ireland Ltd, 2010) Bahadir, Ozlem; Citoglu, Guelcin Saltan; Smejkal, Karel; Dall'Acqua, Stefano; Ozbek, Hanefi; Cvacka, Josef; Zemlicka, Milan
Ethnopharmacological relevance: A traditional mastic named yaki sakizi prepared from the roots of Scorzonera latifolia (Fisch. and Mey.) DC. is used as a folk remedy for treatment of pain in Turkish folk medicine. Aim of the study: To isolate and identify the compounds responsible for the antinociceptive activity of S. latifolia using bioassay-guided fractionation. Materials and methods: The methanolic extract of the S. latifolia roots was prepared and subjected to isolation procedures such as solvent-solvent partitioning and column chromatography. Writhing and tail-flick tests were used to determine the antinociceptive activity. Results: The n-hexane fraction of the S. latifolia root methanolic extract showed potent antinociceptive activity in both writhing and tail-flick tests. Three compounds were isolated from n-hexane fraction using bioassay-guided chromatographic purification. Isolated compounds were the triterpene taraxasteryl myristate, taraxasteryl acetate, and fern-7-en-3-beta-one, structures were elucidated by means of MS and NMR techniques. Both taraxasterol derivatives showed promising antinociceptive activity when compared to reference compounds. Conclusion: Results of the present study support the usage of S. (Walla in Turkish folk medicine. Both plant root extract and the isolated compounds showed promising antinociceptive activities. Our results suggested that antinociceptive activity of the plant extract is probably caused by the synergistic interaction of the isolated compounds. (C) 2010 Elsevier Ireland Ltd. All rights reserved.
Hepatoprotective and Tnf-Α Inhibitory Activity of Zosima Absinthifolia Extracts and Coumarins
(Elsevier, 2011) Bahadir, Ozlem; Citoglu, Gulcin Saltan; Ozbek, Hanefi; Dall'Acqua, Stefano; Hosek, Jan; Smejkal, Karel
Zosima absinthifolia (ZA) extracts and the coumarins (+)-columbianadin and (-)-deltoin were evaluated for their potential hepatoprotective and antiinflamatory effects in a CCl4-induced hepatotoxicity assay in rats and by the inhibition of TNF-alpha production on LPS-stimulated THP-1 macrophages, respectively. Both the ZA extracts and the coumarins showed hepatoprotective activity confirmed by monitoring the ALT/AST levels and by histopathological examination. The antiinflamatory activity, proved by the inhibition of TNF-alpha production, was found to be higher for the n-hexane root extract than for coumarins, suggesting synergic potential of the extract. The concentration of (-)-deltoin and (+)-columbianadin in extracts was determined by HPLC analysis. (c) 2011 Elsevier B.V. All rights reserved.
Inhibitory Activity of Podospermum Canum and Its Active Components on Collagenase, Elastase and Hyaluronidase Enzymes
(Academic Press inc Elsevier Science, 2019) Acikara, Ozlem Bahadir; Ilhan, Mert; Kurtul, Ekin; Smejkal, Karel; Akkol, Esra Kupeli
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, 6'-O-caffeoylarbutin, cichoriin, 3,5-dicaffeoylquinic acid methyl ester, apigenin 7-O-beta-glucoside, luteolin 7-O-beta-glucoside, apigenin 7-O-beta-rutinoside, isoorientin, orientin, vitexin, procatechuic acid, and new compound 4-hydroxy-benzoic acid 4-(6-O-alpha-rhamnopyranosyl-beta-glucopyranosyl) benzyl ester have been obtained from ethyl acetate sub-extract. Results of the present study have revealed that apigenin 7-O-beta-glucoside, luteolin 7-O-beta-glucoside, apigenin 7-O-beta-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.
Inhibitory Activity of Scorzonera Latifolia and Its Components on Enzymes Connected With Healing Process
(Elsevier Ireland Ltd, 2019) Akkol, Esra Kupeli; Smejkal, Karel; Kurtul, Ekin; Ilhan, Mert; Guragac, Fatma Tugce; Iscan, Gulcin Saltan; Budesinsky, Milos
Ethnopharmacological relevance: Scorzonera latifolia (Fisch. & Mey.) DC. (Asteraceae) grows naturally in Eastern Anatolia, northeastern Iran, and Caucasus. Latex of S. latifolia roots is used in Turkish folk medicine for its analgesic effects, externally to cure infertility in women, and internally as an antihelmintic. The milk obtained from the stem of the Scorzonera species is used for wound healing activity. Antinociceptive, anti-inflammatory, wound-healing, antioxidant, and antimicrobial activities have previously been reported for S. latifolia. Aim of the study: A methanol extract of the aerial parts of Scorzonera latifolia that had been shown to possess wound-healing activity, was used to elucidate the possible mechanism of the wound-healing activity and to identify the compound(s) responsible for the effect by means of bioassay-guided fractionation. Materials and methods: The wound-healing activity potential of methanol extract of S. latifolia was detected by evaluating the inhibitory activity on the collagenase, hyaluronidase and elastase, which play important roles in the wound-healing process. Succesive fractionation of the methanol extract using petroleum ether, chloroform, ethyl acetate, respectively, and the residual wateryielded four respective fractions. The ethyl acetate part, which was determined as the most active fraction, was selected for further separation using chromatographic techniques. Results: Ethylacetate fraction exhibited significant inhibitory activities on collagenase and elastase. Chromatographic separation of the ethylacetate extract yielded an active subfraction, from which was used to isolate quercetin-3-O-beta-apiofuranosyl-(1"'-> 2 '')-beta-D-glucopyranoside (1), quercetin-3-O-alpha-rhamnopyranosyl(1 -> 6)-beta-D-galactopyranoside (2), isoorientin (3), and 7-methylisoorientin (4). Of the compounds tested, 7-methylisoorientin (4) exerted inhibitory activity on collagenase and elastase, while quercetin-3-O-beta-apiofuranosyl-(1"' -> 2 '')-beta-glucopyranoside (1) inhibited collagenase only. None of the fractions, or isolated compounds showed any inhibitory effect on hyaluronidase. It must be mentioned, that in vitro tests showed that compounds 1-4 inhibit the collagenase and elastase and could help wound-healing process. However, the inhibititory effect of the methanol extract appears to be greater than that of both of the ethylacetate fraction, subfraction G and the isolated compounds, which suggest that a synergistic interaction of several compounds could be responsible for the wound-healing activity of the aerial parts of S. latifolia.
Phytochemical Analysis of Podospermum and Scorzonera N-Hexane Extracts and the Hplc Quantitation of Triterpenes
(Mdpi, 2018) Bahadir-Acikara, Ozlem; Ozbilgin, Serkan; Saltan-Iscan, Gulcin; Dall'Acqua, Stefano; Rjaskova, Veronika; Ozgokce, Fevzi; Smejkal, Karel
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 -amyrin, lupeol, lupeol acetate, taraxasteryl acetate, 3--hydroxy-fern-7-en-6-one acetate, urs-12-en-11-one-3-acetyl, 3--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 -amyrin, 3-hydroxy-fern-7-en-6-one-acetate, urs-12-en-11-one-3-acetyl, 3-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.