The results showed that the extract and isolated compounds exhibited significant antioxidant activities. Hence this plant has the potential to be a natural antioxidant in the food industry and an anticancer drug.
Origanum species are significant aromatic and medicinal plants used in food and pharmaceutical industries. Isolation of bioactive compounds was executed on n-butanol extract to yield the compounds responsible for the activities. Tricosan-1-ol (1), (8E,16E)-tetracosa-8,16-diene-1,24-diol (2), azepan-2-one (3), 3,4-dihydroxybenzoic acid (4), apigenin (5), eriodictyol (6), globoidnan-A (7), luteolin (8), rosmarinic acid (9), apigenin-7-O-glucuronide (10), and vicenin-2 (11) were isolated by chromatographic methods (column chromatography and semi-preparative High Performance Liquid Chromatography (HPLC) and structures were elucidated on the basis of spectroscopic techniques including 1D/2D nuclear magnetic resonance (NMR) and Liquid chromatography/Time-of-flight/Mass spectrometry (LC-TOF/MS). The isolated compounds and extracts were applied for antioxidant assays including 1,1-diphenyl-2-picrylhydrazyl (DPPH • ) scavenging, 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS •+ ) scavenging, reducing power, and cuprac techniques. 3,4-Dihydroxy benzoic acid (4), eriodictyol (6), luteolin (8), and rosmarinic acid (9) revealed the considerable antioxidant activities.
ARTICLE HISTORY
Five novel 3-alkyl-4-phenylacetylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with phenylacetyl chloride and characterized by elemental analyses and IR, 1 H-NMR, 13 C-NMR and UV spectral data. The newly synthesized compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide, and the half-neutralization potential values and the corresponding pK a values were determined for all cases. In addition, these new compounds and five recently reported 3-alkyl-4-(pmethoxybenzoylamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) were screened for their antioxidant activities.
Teucrium chamaedrys L. is an aromatic and medicinal plant used as traditional medicine. Aerial parts of the plant material were dried and extracted with hexane-dichloromethane (extract 1), ethyl acetate-dichloromethane (extract 2) and methanol-dichloromethane (extract 3) in a ratio of 1:1 at rt successively. The solvents were evaporated to give crude extracts. Extract 1 was suspended in water at 60°C then partitioned successively with hexane and ethyl acetate to give hexane and ethyl acetate portions. After the column chromatography (silica gel) of ethyl acetate extract, one new and four known compounds were isolated. The new compound was named as 1(12S,18R)-15,16-epoxy-2β,6β-dihydroxy-neo-cleroda-13(16),14-dien-20,l2-olide-l8,l9-hemiacetal (teuchamaedryn D) (4). The known compounds were teucrin A (1), dihydroteugin (2), teucroxide (3), syspirensin A (5). The chromatographic methods were also applied for extract 3 to isolate verbascoside (6) and teucrioside (7). The structure of isolated compounds was elucidated by spectroscopic methods including LC-TOF/MS, 1D NMR and 2D NMR.
Sideritis libanotica ssp. linearis was screened for the isolation of new natural antioxidant compounds. The antioxidant activity of flavones obtained from the methanol extract of the plant was evaluated in vitro using total antioxidant, reduction power and free radical scavenging activity. Results were compared with the positive controls of antioxidant standards (α-tocopherol and butylated hydroxytoluene). The results indicate that the flavones possess a higher antioxidant activity when compared to the other components in the plant. The lowest antioxidant activity was observed in fatty acids (FAs) and hydrocarbons. The FAs were methylated with MeOH and KOH and analysed by GC-MS. The structures of the isolated compounds were established based on spectroscopic evidence (NMR, GC-MS, HPLC, IR and UV). In this work, the isolated pure flavone (3'-O-methylhypolaetin 7-O-[6″'-O-acetyl-β-D-allopyranosyl-(1 → 2)]-6″-O-acetyl-β-D-glucopyranoside) was found to possess the highest antioxidant activity.
Nigella sativa and N. damascena are major spices and aromatic plants that are cultivated commonly in Turkey. The fatty acid compositions of full maturated seeds in the species were compared in the research. Variations in the fatty acid composition of the oil in the species were also examined during the four maturation stages of seeds, immature, premature, mature, and delayed mature. Quantitative variation in the fatty acid compositions were significantly (p \ 0.01) different between the species. Linoleic and palmitic acid contents were higher statistically (p \ 0.01) in N. sativa with 57.0 and 12.5 %, respectively while the oleic acid content was higher in N. damascena with 32.2 %. During the maturation stages, linoleic acidthe main fatty acid in both species-contents decreased regularly from 57 to 51 % during maturation stages in both species. On the other hand, the oleic acid amount (the main saturated fatty acid in both species), increased from immature stages to delayed mature stages and were found to be 20.0 and 27.2 %, respectively. According to the results, it can be concluded that harvesting from fully mature stages is preferable than other stages. This is due not only to the significant difference in fatty acid content of immature and premature stages but also the harvesting loss of the delayed maturation stages.
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