Structure of Tyrolobibenzyl D and Biological Activity of Tyrolobibenzyls from Scorzonera humilis

Zidorn, Christian; Spitaler, Renate; Ellmerer-Müller, Ernst-P.; Perry, Nigel B.; Gerhäuser, Clarissa; Stuppner, Hermann

doi:10.1515/znc-2002-7-811

Cited by 31 publications

(18 citation statements)

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“…Better results were found for petroleum ether fraction. Another study of S. humilis L. reported that no antibacterial activity against Bacillus subtilis and nor antifungal activity against Candida albicans wasn't found (Zidorn et al, 2000;Zidorn et al, 2002). As reported Erden and Kirbağ (2015), three species of genus of Scorzonera showed antimicrobial effect on Escherichia coli (17-27 mm of inhibition zone) and none of the plant extracts showed any effect against Klebsiella pneumoniae.…”

Section: Tablementioning

confidence: 93%

Antioxidant and Antimicrobial Activity of Bunias Orientalis L. and Scorzonera Hispanica L. Ethanol Extracts

Vergun¹,

Kačániová²,

Rakhmetov³

et al. 2018

Agrobiodiversity for Improving Nutrition, Health and Life Quality

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The current study was aimed to evaluate an accumulation in plant raw material of Bunias orientalis L. and Scorzonera hispanica L. the total content of phenolic compounds, phenolic acids, flavonoids, antioxidant activity (by DPPH-method) and reducing power of alcoholic extracts. Raw of investigated plants collected from experimental collections of M.M. Gryshko National Botanical Garden of the NAS of Ukraine (Kyiv) and dried for next investigation. Obtained results showed that total content of polyphenols in the above-ground parts of B. orientalis extracts was 52.88 mg g-1 GAE (gallic acid equivalent), phenolic acids-11.29 mg g-1 CAE (caffeic acid equivalent), flavonoids-39.91 mg g-1 QE (quercetin equivalent), antioxidant activity-8.94 mg g-1 TE (Trolox equivalent) and reducing power of extracts-184.59 mg g-1 TE (Trolox equivalent). Total content of polyphenols in the above-ground parts of S. hispanica plants was 60.16 mg g-1 GAE, phenolic acids-20.71 mg g-1 CAE, flavonoids-36.24 mg g-1 QE, antioxidant activity-5.35 mg g-1 TE and reducing power of extracts-125.40 mg g-1 TE. Also, total content of polyphenols in the roots of B. orientalis extracts was 9.75 mg g-1 GAE, phenolic acids-1.73 mg g-1 CAE and reducing power of extracts-138.70 mg g-1 TE. Root extracts of S. hispanica had total content of polyphenols of 10.87 mg g-1 GAE, phenolic acids-2.62 mg g-1 CAE and reducing power of extracts-110.96 mg g-1 TE. Flavonoids and antioxidant activity in the root extracts of both species weren't determined. The antimicrobial activity of alcoholic extracts of two investigated species was tested against 8 microorganisms by disc diffusion method. It was found that higher activity against microbial strains had alcoholic extracts of B. orientalis roots.

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Section: Tablementioning

confidence: 93%

Antioxidant and Antimicrobial Activity of Bunias Orientalis L. and Scorzonera Hispanica L. Ethanol Extracts

Vergun¹,

Kačániová²,

Rakhmetov³

et al. 2018

Agrobiodiversity for Improving Nutrition, Health and Life Quality

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“…It was reported that the pilatifillozide compound was isolated from the cytotoxic activated directed study of S. pseudodivaricata plant [15]. The cytotoxic activity of thyrolobibenzyls obtained from S. humilis, antibacterial activity against P-388 cells, and antifungal activity against Candida albicans and Trichophyton mentagrophytes were investigated, but it was reported that the compounds showed no activity [18,23]. According to the best of our knowledge, there is no any secondary metabolite isolation, structure determination and biological activity studies with S. aucheriana, which we plan to work.…”

Section: Introductionmentioning

confidence: 99%

New chlorogenic acid derivatives and triterpenoids from Scorzonera aucheriana

Erik¹,

Çoşkunçelebi²,

Makbul³

et al. 2021

Turk J Chem

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Chromatographic separation of n-hexane and ethyl acetate fraction of a crude methanol extract obtained from aerial parts of the Scorzonera aucheriana DC collected from Sivas province of Turkey yielded nine natural compounds, including two new 3caffeoyl-quinic acid analogs (1-2), and one new taraxasterol oleate (3), as well as six known triterpenoids taraxasterol (4), taraxasterol acetate (5), ptiloepoxide (6), lupeol (7), lupeol acetate (8), and β-sitosterol (9) were characterized. The structures of the 2 isolated compounds were elucidated on the basis of NMR (1 H, 13 C, COSY, HMBC, HSQC, and TOCSY), UV, FT-IR and LC-Q-TOF-MS spectrometric data.

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“…Members of the Scorzonera genus are used as vegetables and medicinal plants. Phenolic compounds such as dihydroisocoumarins [ 2 , 3 ], bibenzyl derivatives [ 4 , 5 , 6 ], flavonoids [ 7 , 8 , 9 ], lignans [ 6 , 10 ], stilbene derivatives [ 11 ], quinic and caffeic acid derivatives [ 8 , 12 ], sesquiterpenes [ 4 , 8 , 13 ] and triterpenes [ 12 , 13 , 14 , 15 , 16 , 17 , 18 ] have been isolated from Scorzonera species. Triterpenes are one of the largest groups of terpenes [ 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Phytochemical Analysis of Podospermum and Scorzonera n-Hexane Extracts and the HPLC Quantitation of Triterpenes

et al. 2018

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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-β-hydroxy-fern-7-en-6-one acetate, urs-12-en-11-one-3-acetyl, 3-β-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, 3β-hydroxy-fern-7-en-6-one-acetate, urs-12-en-11-one-3-acetyl, 3β-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.

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Structure of Tyrolobibenzyl D and Biological Activity of Tyrolobibenzyls from Scorzonera humilis

Cited by 31 publications

References 0 publications

Antioxidant and Antimicrobial Activity of Bunias Orientalis L. and Scorzonera Hispanica L. Ethanol Extracts

Antioxidant and Antimicrobial Activity of Bunias Orientalis L. and Scorzonera Hispanica L. Ethanol Extracts

New chlorogenic acid derivatives and triterpenoids from Scorzonera aucheriana

Phytochemical Analysis of Podospermum and Scorzonera n-Hexane Extracts and the HPLC Quantitation of Triterpenes

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