Hafize Yuca

Synthesis of 4-(2-substituted hydrazinyl)benzenesulfonamides and their carbonic anhydrase inhibitory effects

Abstract In this study, 4-(2-substituted hydrazinyl)benzenesulfonamides were synthesized by microwave irradiation and their chemical structures were confirmed by 1H NMR, 13CNMR, and HRMS. Ketones used were: Acetophenone (S1), 4-methylacetophenone (S2), 4-chloroacetophenone (S3), 4-fluoroacetophenone (S4), 4-bromoacetophenone (S5), 4-methoxyacetophenone (S6), 4-nitroacetophenone (S7), 2-acetylthiophene (S8), 2-acetylfuran (S9), 1-indanone (S10), 2-indanone (S11). The compounds S9, S10 and S11 were reported for the first time, while S1–S8 was synthesized by different method than literature reported using microwave irradiation method instead of conventional heating in this study. The inhibitory effects of 4-(2-substituted hydrazinyl)benzenesulfonamide derivatives (S1–S11) against hCA I and II were studied. Cytosolic hCA I and II isoenzymes were potently inhibited by new synthesized sulphonamide derivatives with Kis in the range of 1.79 ± 0.22–2.73 ± 0.08 nM against hCA I and in the range of 1.72 ± 0.58–11.64 ± 5.21 nM against hCA II, respectively.

α-Amylase and α-glucosidase inhibitory activities of the herbs of Artemisia dracunculus L. and its active constituents

A new phenylpropanoid named 4-(1′,1′,2′,2′-tetramethylpropyl)-1,2-benzenediol (1) with a known phenylpropanoid: 3-(p-methoxyphenyl)-1,2-propanediol (2), a coumarin: herniarin (3), and a flavonol glycoside: rutin (4) were isolated from the aerial parts of Artemisia dracunculus L. Their structures were elucidated by detailed analyses of 1D and 2D nuclear magnetic resonance, IR, ESI–MS and HR–ESI–MS data. Methanol extract of aerial parts of the plant, different polarity fractions of methanol extract and the isolated compounds from these fractions were evaluated for their alpha amylase and alpha glucosidase inhibitory effects. Phenylpropanoids containing fraction had a significantly higher α-glucosidase inhibitory activity (90.4%) when compared with the standart compound acarbose (26.0%) at 1 mg/mL. However none of the tested extracts or compounds were found to be active on α-amylase inhibition.

Simultaneous determination of arbutin and hydroquinone in different herbal slimming products by Gas Chromatography-Mass Spectrometry

Objectives: The aim of our study was to develop a simple, precise, sensitive and specific method for the simultaneous determination of arbutin and hydroquinone in different herbal slimming products using GC-MS. Materials and Methods: The methanol and aqueous extracts of nine herbal slimming products in Turkey were evaluated for analysis of arbutin and hydroquinone using GC-MS method. Results: The retention times of arbutin and hydroquinone were found as 11.32 and 5.44 min, respectively. The linear ranges in this method were 5-500 ng/mL for arbutin and hydroquinone, respectively. The intra- and inter-day precisions, expressed as the relative standard deviation, were less than 1.94 and 2.73%, determined from quality control samples for arbutin and hydroquinone, and accuracy was within 1.13 and 2.56% in terms of relative error, respectively. The limit of detection and quantification were 0.555 and 1.665 ng/mL for arbutin, and 0.031 and 0.093 ng/mL for hydroquinone, respectively. Conclusion: The developed method can be used for routine quality control analysis of arbutin and hydroquinone in different herbal slimming products.

The α-amylase and α-glucosidase inhibitory activities of the dichloromethane extracts and constituents of Ferulago bracteata roots

Abstract Context: Ferulago (Apiaceae) species have been used since ancient times for the treatment of intestinal worms, hemorrhoids, and as a tonic, digestive, aphrodisiac, or sedative, as well as in salads or as a spice due to their special odors. Objectives: This study reports the α-amylase and α-glucosidase inhibitory activities of dichloromethane extract and bioactive compounds isolated from Ferulago bracteata Boiss. & Hausskn. roots. Materials and methods: The isolated compounds obtained from dichloromethane extract of Ferulago bracteata roots through bioassay-guided fractionation and isolation process were evaluated for their in vitro α-amylase and α-glucosidase inhibitory activities at 5000–400 µg/mL concentrations. Compound structures were elucidated by detailed analyses (NMR and MS). Results: A new coumarin, peucedanol-2′-benzoate (1), along with nine known ones, osthole (2), imperatorin (3), bergapten (4), prantschimgin (5), grandivitinol (6), suberosin (7), xanthotoxin (8), felamidin (9), umbelliferone (10), and a sterol mixture consisted of stigmasterol (11), β-sitosterol (12) was isolated from the roots of F. bracteata. Felamidin and suberosin showed significant α-glucosidase inhibitory activity (IC50 0.42 and 0.89 mg/mL, respectively) when compared to the reference standard acarbose (IC50 4.95 mg/mL). However, none of the tested extracts were found to be active on α-amylase inhibition. Discussion and conclusions: The present study demonstrated that among the compounds isolated from CH2Cl2 fraction of F. bracteata roots, coumarins were determined as the main chemical constituents of this fraction. This is the first report on isolation and characterization of the bioactive compounds from root extracts of F. bracteata and on their α-amylase and α-glucosidase inhibitory activities.