Search

Two new dihydroisocoumarins (scorzolongin I (1), and scorzolongin II (2)) and nine known compounds (3′,5′-dimethoxy hydrangenol (scorzolongin III, 3), cladantholide (4), dammar-24-ene-3β-ol (5), taraxasterol (6), β-sitosterol (7), mangifgerursanone (8), and a mixture of α-amyrenone (9a), β-amyrenone (9b), and dammar-24-ene-3-one (9c) in about 1:1:2 ratio) were identified from the dichloromethane fraction of Scorzonera longiana. The structure of all compounds (1–9a–c) were elucidated by extensive 1D and 2D NMR (1H, 13C/APT, COSY, HMBC, HSQC, and NOESY) spectroscopy, UV, FT-IR, and LC-QTOF-MS data and by comparison of their NMR data with the literature. These compounds have been isolated from S. longiana for the first time. An antimicrobial assay against eight microorganisms was applied to isolated compounds 1–3. Scorzolongin I, and scorzolongin II, and scorzolongin III showed notable activity against gram (-) (Escherichia coli and Yersinia pseudotuberculosis) and fungi (Candida albicans, Saccharomyces cerevisiae) with 20 mm inhibition zone each. Scorzolongin II (2) exhibited strong activity against E. coli, Y. pseudotuberculosis, Mycobacterium smegmatis C. albicans, S. cerevisiae with MIC value of 33.8 μg/mL. [ABSTRACT FROM AUTHOR]

The essential oil (EO) of Cota tinctoria var. tinctoria was analyzed using GC-FID / MS. A total of 51 compounds were determined from this taxon, accounting for 99.79% in hydrodistillation. Monoterpenes were the primary chemical class for the volatile organic compounds in the EO (36.1%, 13 compounds). Borneol (18.1%), camphor (14.9%), and ß-pinene (11.3%) were the major components in the EO of C. tinctoria var. tinctoria. The antimicrobial activities of EO and n-hexane, acetonitrile, methanol, and water solvent extracts of the taxon were screened in vitro against ten microorganisms. The EO yielded the best activity (15 mm, 372.5 MIC, 59600 µg/µL) against Mycobacterium smegmatis. The acetonitrile extract was the most active against the Staphylococcus aureus and Bacillus cereus with 274 µg/mL MIC value. IC50 values for the lipase enzyme inhibitory activity of EO and solvent extracts (n-hexane, acetonitrile, methanol, and water) were found to be 59.80 ± 4.3285 µg/mL 68.28 ± 3.1215 µg/mL, 52.60 ± 3.7526 µg/mL, 48.73 ± 2.8265 µg/mL, and 99.50 ± 5.5678 µg/mL, respectively. [ABSTRACT FROM AUTHOR]

The species belonging to Scrophularia genus grow mainly in Irano-Turanian and Mediterranean regions and have been used as folk remedy for inflammatory-related diseases since ancient times. The present study was aimed to evaluate the anti-inflammatory activity of the extracts of Scrophularia kotschyana as well as the isolated compounds. The aerial parts and the roots of the plant were separately extracted with methanol. Anti-inflammatory activities of both extracts were evaluated with formalin test in mice. As the methanolic extract of the aerial parts significantly (p <.05) inhibited inflammation, it was then submitted to successive solvent extractions with n -hexane, dichloromethane, ethyl acetate and n -butanol to yield subextracts. Anti-inflammatory activities of the subextracts were evaluated within the same test system. Among the subextracts tested, the n -butanol subextract produced a significant (p <.05) anti-inflammatory activity at all doses (5, 10, and 30 mg/kg, ip.). Sequential chromatographic separation of the n -butanol subextract yielded 8-O-acetyl-4′- O -(E)- p -coumaroylharpagide, 8- O -acetyl-4′- O -(Z)- p -coumaroylharpagide, β-sitosterol 3- O -β-glucopyranoside, apigenin 7- O -β-glucopyranoside, apigenin 7- O -rutinoside, luteolin 7- O -β-glucopyranoside and luteolin 7- O -rutinoside. The anti-inflammatory activities of the isolates were evaluated at 5 mg/kg dose. Luteolin 7- O -β-glucopyranoside and apigenin 7- O -rutinoside caused a significant (p <.05) inhibition of oedema formation. [ABSTRACT FROM AUTHOR]

In this study, volatile compounds (VCs) in the essential oil (EO), SPME and SPME of n-hexane extract of Vinca major subsp. hirsuta (Boiss.) Stearn were analyzed by GC-FID/MS instrument. A total of 32, 38, and 26 compounds with in the 98.5%, 98.6%, and 98.6% were identified, respectively. As a result of VCs study, (Z)-3-hexenol (36.8%) in the EO, 1,3,5-trimethylbenzene (31,5%) in the SPME, and phenylethyl alcohol (32.8 %) in the SPME of n-hexane extract of V. major subsp. hirsuta were found to be major compounds. Sesquiterpenes (20.6%, and 11.5%) for the HD and SPME, monoterpenes (18.6%) for the SPME of n-hexane extract of V. major subsp. hirsuta were found as the main groups among the terpenic compounds, respectively. Then, the antimicrobial activity of the EO and the solvent extracts (n-hexane, acetonitrile, methanol, and water) of V. major subs. hirsuta against 3 gram negative, 3 gram positive, 1 tuberculosis and 2 fungus were screened. The EO showed the only activity against the Mycobacterium smegmatis ATCC607 (MIC, 152 µg/mL) and Candida albicans ATCC60193 (MIC, 38 µg/mL). The n-hexane extract did not show any activity against all tested microorganisms. The best antimicrobial activity for the acetonitrile, methanol, and water extracts were observed against M. smegmatis with 69 µg/mL, 609 µg/mL, and 437 µg/mL MIC values, respectively. None of the extracts were found to be active to Enterococcus faecalis ATCC29212, Staphylococcus aureus ATCC25923, and Saccharomyces cerevisiae RSKK 251. [ABSTRACT FROM AUTHOR]

The volatile organic compounds (VOCs) of two Coronilla species (Coronilla orientalis Miller and Coronilla varia L.) obtained by hydrodistillation (HD) and solid phase microextraction (SPME) techniques were identified by GC-FID/MS. The major compounds identified in the SPME extracts were limonene (43.4%) in Coronilla orientalis (C. orientalis), (Z)-ß-ocimene and (E)-ß-ocimene (34.3% and 32.4%) in Coronilla varia (C. varia), whereas, the essential oils of C. orientalis and C. varia were rich with γ-terpinene (22.4%) and phytol (30.7%), respectively. In addition, acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), tyrosinase, α-glucosidase enzyme inhibitory, and radical scavenging activities (DPPH) of chloroform, ethyl acetate, methanol, and water extracts, and also essential oils obtained from C. orientalis and C. varia were investigated. The tyrosinase activity was studied at the doses of 25 µg/mL, 50 µg/mL and 100 µg/mL. Tyrosinase inhibition percentage was observed to increase by dose and methanol extracts of the both species were found to have the highest activity. Essential oils of the both species were found to have significant acetylcholinesterase and butyrylcholinesterase inhibition activities. a-Glucosidase enzyme inhibition of the ethyl acetate and water extracts of C. orientalis was determined as 80.11 ± 4.07% and 80.32 ± 3.47% at the 100 µg/mL concentration, respectively. Essential oils, chloroform, ethyl acetate, methanol, and water extracts were determined to have moderate DPPH radical scavenging activities. [ABSTRACT FROM AUTHOR]

Copyright of Turkish Journal of Biochemistry / Turk Biyokimya Dergisi is the property of De Gruyter and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

The present study was undertaken to evaluate the in vivo analgesic activities of the extracts prepared from the aerial parts and roots of Scrophularia kotscyhana and to isolate the bioactive metabolites from the most active extract. Analgesic activities of all extracts and subextracts at the doses of 5, 10 and 30 mg/kg (i.p.) were examined using hot plate test in mice. Among the tested extracts, MeOH extract prepared from the aerial parts and the n-butanol subextract prepared thereof displayed the best analgesic activity at all doses. Phytochemical studies on n-butanol subextract led to the isolation of two new iridoid glycosides as an inseparable mixture, 8-O-acetyl-4′-O-(E)-(p-coumaroyl)-harpagide (1) and 8-O-acetyl-4′-O-(Z)-(p-coumaroyl)-harpagide (2) along with five known secondary metabolites, β-sitosterol 3-O-β-glucopyranoside (3), apigenin 7-O-β-glucopyranoside (4), apigenin 7-O-rutinoside (5), luteolin 7-O-β-glucopyranoside (6) and luteolin 7-O-rutinoside (7). The iridoid mixture (1 and 2), 3 and 4 elicited significant inhibition of pain at 5 mg/kg dose. [ABSTRACT FROM AUTHOR]

Copyright of Turkish Journal of Pharmaceutical Sciences is the property of Galenos Yayinevi Tic. LTD. STI and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

Phytochemical analysis of two endemic Scorzonera pisidica Hub.-Mor. and Scorzonera sandrasica Hartvig & Strid species have not been mentioned before. In this work, volatile organic compounds, phenolic contents, antimicrobial, and tyrosinase inhibition activities of two endemic S. pisidica and S. sandrasica grown in Turkey were investigated. Aldehydes were the primary chemical class for the volatile organic compounds in the essential oils (EOs, 49.5%, and 44.9%) and SPME (85.8% and 56.9%) of S. pisidica and S. sandrasica, and aromatic compounds were the main class for the SPME of the n-hexane extracts of S. pisidica (86.9%) and S. sandrasica (86.3%), respectively. The phenolic constituent analysis for the methanol extract of S. pisidica and S. sandrasica gave gallic acid (6.33 mg/g and 2.63 mg/g) as the primary compound. The antimicrobial activity of the EOs and solvent extract (methanol and n-hexane) of S. pisidica and S. sandrasica were tested against nine microorganisms. Furthermore, the inhibitory potential for the methanol extract of the S. pisidica and S. sandrasica showed tyrosinase activity, and IC50 values were found as 0.495±0073 µg/mL and 0.699±0.86 µg/mL, respectively. [ABSTRACT FROM AUTHOR]

The essential oils of the five Scrophularia species; Scrophularia chrysantha Jaub. et Spach, Scrophularia kotschyana Benth., Scrophularia olympica Boiss., Scrophularia cinerascens Boiss. and Scrophularia zuvandica Grossh. were obtained by hydrodistillation (HD) with a range of 0.10% to 0.16% yield and analazsed by GC-FID/MS. In the meantime, the volatile organic compounds (VOCs) of S. chrysantha, S. kotschyana, S. olympica, S. cinerascens and S. zuvandica were also identified with the technique of SPME GCFID/MS and the phytochemical results were evaluated. The experimental results of this study showed that the major compounds of essential oils which were taken by the hydrodistillation were carvacrol (52.4%), 2-pentadecanone (26.7%), 2-pentadecanone (12.2%), (Z)-2-nonenal (11.2%) and carvacrol (69.1%) respectively. Isovaleraldehyde (37.1%, 27.9%), eucalyptol (13.8%), 2-ethyl furan (14.8%) and 3(Z)-hexenol (91.3%) were respectively found as the main constituents of the five Scrophularia species with SPME method. Also antimicrobial activities of the essential oils of the five Scrophularia species were screened by using agar well diffusion method. It was identified that S. olympica, S.chrysantha, and S. kotschyana, have anti-tuberculosis activity, whereas, the essential oils gained from S. zuvandica and S. cinerascens have anti-fungal activity. [ABSTRACT FROM AUTHOR]

Graphical abstract Highlights • Extracts and compounds from G. asphodeloides proved potent α -glucosidase inhibitors. • 1 showed the strongest α -glucosidase inhibitory effect among the isolated compounds. • 1 was approximately 61 fold more effective than positive control, acarbose. • 2 , 3 and 4 were competitive; 1 and 6 were uncompetitive inhibitors. • Molecular docking studies gave insights into inhibition mechanisms of the compounds. Abstract Some Geranium species have been used to treat diabetes. To evaluate the scientific basis of this ethnopharmacological use, we aimed to isolate potent α -glucosidase inhibitory metabolites of Geranium asphodeloides Burm. through in vitro bioactivity-guided fractionation. All the tested extracts showed high α -glucosidase inhibitory effect compared to acarbose. Among the tested extracts, the ethyl acetate subextract showed the highest activity with an IC 50 value of 0.85 ± 0.01 µM. A hydrolysable tannin, 1,2,4-tri- O -galloyl- β - d -glucopyranose (1), and five flavonoid glycosides, kaempferol-3- O - α -rhamnopyranoside (2), kaempferol-3- O - α -arabinofuranoside (3), quercetin-3- O - β -glucopyranoside (4), quercetin-3- O - α -rhamnopyranoside (5), and quercetin-3- O - α -rhamnofuranoside (6), were isolated from the ethyl acetate subextract. Their structures were identified by 1D- and 2D-NMR experiments. 1 exhibited the highest α-glucosidase inhibitory effect, approximately 61 times more potent than positive control, acarbose, with an IC 50 value of 0.95 ± 0.07 µM. Also, 2 was more potent than acarbose. An enzyme kinetics analysis revealed that compounds 2 , 3 and 4 were competitive, whereas 1 and 6 uncompetitive inhibitors. Molecular docking studies were performed to get insights into inhibition mechanisms of the isolated compounds in the light of the enzyme kinetic studies using various binding sites of the enzyme model. [ABSTRACT FROM AUTHOR]

The aerial parts of Alchemilla L. species (Rosaceae) are used internally as diuretic, laxative, tonic and externally for wound healing in Turkish folk medicine. Antioxidant effects of the extracts, fractions and isolated compounds from the aerial parts of A. barbatiflora Juz. were investigated with following methods: 1,1-diphenyl-2-picryl-hydrazyl (DPPH), and superoxide radical scavenging (SOD), phosphomolibdenum-reducing antioxidant power (PRAP), ferric-reducing antioxidant power (FRAP) assays. In addition, tyrosinase, α-glucosidase and acetylcholinesterase inhibition activities of samples were analyzed. The methanol extract from the aerial parts of plant was consecutively fractionated into four subextracts; n-hexane, chloroform, and remaining water extracts. Further studies were carried out on the most active water subextract and the fractions obtained from water subextract with column chromatography. Phytochemical studies on active fractions of the water subextract led to the isolation of seven metabolites including catechin (1) and a catechin dimer; procyanidin B3 (2), a flavonol glucuronide; quercetin-3-O-β-D-glucuronic acid (miquelianin) (3) with flavonoid glycosides; quercetin-3-O-β-D-galactoside (hyperoside) (4), quercetin-3-O-β-D-arabinoside (guaiaverin) (5), kaempferol-3-O-β-Dxylopyranoside (6) and kaempferol-3-O-(6"-coumaroyl-β-D-glycoside) (tiliroside) (7). Their structures were elucidated by spectral techniques (1D and 2D NMR). The experimental data verified that procyanidin B3 displayed remarkable enzyme inhibitory activity among the whole isolated compounds. [ABSTRACT FROM AUTHOR]

Volatile organic compositions of the essential oils (EOs), solid-phase microextraction (SPME) and SPME of n -hexane extracts from the flower and stem-leaf of Filipendula vulgaris (F. vulgaris) were analyzed by GC-FID/MS. A total of 107 constituents were characterized, flower and stem-leaf parts of the plant were found to contain different volatile organic compounds. Tricosane (29.6%), n -nonanal (20.5%) were identified as the main components in the essential oil of the flower, while phytol (35.2%) was found to be a major constituent in the essential oil of stem-leaf . Benzaldehyde (56.0%) and n -nonanal (31.6%) were the major groups in the SPME of stem-leaf and flower, respectively. The volatiles for the SPME of n -hexane extracts of the flower and stem-leaf of F. vulgaris were predominated by aromatic compounds (75.0% and 78.5%) and ketones (18.1% and 10.1%), respectively. On the other hand, a total of terpene compounds was found at the most in the EO of the stem-leaf part of the plant (48.6%). In addition, antimicrobial, tyrosinase inhibition, and nitric oxide scavenging activities of the n -hexane (H), methanol (M), aqueous extracts (A) and EOs of F. vulgaris were investigated. EOs and methanol extracts of flower and stem-leaf had high antimicrobial activity against tested various microorganisms . However, n -hexane extracts of the flower and stem-leaf only displayed activity against Mycobacterium smegmatis . Methanol extracts of flower and stem-leaf possessed the best tyrosine inhibition and NO scavenging activity.