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V magistrski nalogi smo preverili vpliv različnih vrst estrov kavne kisline (EKK), kot so metilni ester kavne kisline (CAME), etilni ester kavne kisline (CAEE), izopropilni ester kavne kisline (CAIPE) ter fenetilni ester kavne kisline (CAPE), na znotrajcelično redoks stanje, pri čemer smo uporabili kvasovko Saccharomyces cerevisiae kot modelni organizem. Celice kvasovk smo v stacionarni fazi rasti za dve uri izpostavili različnim koncentracijam izbranih vrst EKK. Pri tem smo za vse vrste EKK uporabili 1000 µM koncentracije, le pri vrsti CAPE smo poleg omenjene koncentracije uporabili še 100 µM koncentracijo. Izpostavitvi celic EKK sta sledili meritvi razmerja NAD+/NADH, ter vsebnosti znotrajceličnega glutationa v reducirani obliki (GSH). S statistično obdelanimi rezultati, pridobljenimi v sklopu meritev razmerja molekul NAD+/NADH smo ugotovili, da vse vrste EKK nimajo enakega učinka. Do povišanja razmerja NAD+/NADH glede na kontrolo je prišlo v primeru tretiranja celic z EKK vrst CAPE, CAIPE v koncentraciji 1000 µM ter CAPE v koncentraciji 100 µM. Izmed vseh testiranih vrst EKK je najbolj izstopal CAPE v 1000 µM koncentraciji, pri čemer se je razmerje povečalo v največji meri. V primeru tretiranja celic z EKK vrste CAME v koncentraciji 1000 µM, se je razmerje v primerjavi s kontrolo znižalo. Statistično obdelani rezultati, ki smo jih pridobili v primeru meritev glutationa v reducirani obliki (GSH) kažejo, da se vsebnost znotrajceličnega GSH glede na kontrolo ni spremenila v nobenem izmed primerov, kar nakazuje, da antioksidativno delovanje vrst EKK v koncentracijah s katerimi smo tretirali celično kulturo kvasovk, ni posledica indukcije neencimskega antioksidativnega obrambnega sistema, kot je glutation. In the master's thesis, we examined how different types of caffeic acid ester (CAE) such as caffeic acid methyl ester (CAME), caffeic acid ethyl ester (CAEE), caffeic acid isoprenyl ester (CAIPE), and caffeic acid phenetyl ester (CAPE) affect intracellular redox state, using the yeast Saccharomyces cerevisiae as a model organism. The yeast cells were exposed to different concentrations of selected CAE types in the stationary growth phase for two hours. During our work we used 1000 μM concentrations for all types of CAE. In addition to mentioned concentration, we used a concentration of 100 μM in the CAPE series only. After the exposure of cells to CAE, we measured NAD+/NADH ratio and content of reduced intracellular glutathione (GSH). Based on obtained statistically processed results of the ratio of NAD+/NADH molecules, we found that all CAE types do not have the same effects. The increase in the NAD+/NADH ratio according to the control occurred in the case of the treatment of cells with CAPE, CAIPE at 1000 μM concentration and CAPE at 100 μM concentration. Among all CAE types tested, CAPE at 1000 μM concentration increased the ratio to the greatest extent. In the case of the treatment with CAME at 1000 μM concentration, the ratio decreased compared to control. The statistically processed results obtained in the case of GSH measurement show that the intracellular GSH content relative to the control did not change in any of the cases, indicating that the antioxidative action of the CAE types at concentrations we used does not result from induction of a non-enzymatic antioxidant defense system, such as glutathione.

A new flavonoid for which the structure (2S)-5,8,4'-trihydroxy-6,7-vinylenedioxyflavanone was established and the known compounds stigmasterol, stigmasterol β-D-glucopyranoside, caffeic acid ethyl ester, and 3,4-methylenedioxycinnamic acid were isolated from Helichrysum arenarium.

Vinegar was produced from rice-, barley-, and sweet potato-shochu distillery wastewater (post-distillation slurry) using aerobic acetic acid fermentation with Acetobacter pasteurianus NBRC 3283. Among these, vinegar produced from sweet potato-shochu post-distillation slurry showed the highest antioxidative effect on U937 cells. The active compound was isolated using reversed phase HPLC and identified as caffeic acid ethyl ester using 1H-NMR and LC-MS. Caffeic acid ethyl ester as well as caffeic acid were contained in the vinegar produced from sweet potato-shochu post-distillation slurry. It was confirmed that caffeic acid ethyl ester showed an obvious antioxidative effect on U937 and HepG2 cells, but on the other hand caffeic acid did not. Caffeic acid ethyl ester was not determined in the vinegar produced from rice- and barley-shochu post-distillation slurry.

A new neolignan, named coixide A (1), along with fifteen known compounds, (7 R,8 S)-3′-demethyl-dehydrodiconiferyl alcohol-3′- O-β-glucopyranoside (2), (7 R,8 S)-3′-demethyl-9′-butoxy-dehydrodiconiferyl-3′- O-β-glucopyranoside (3),adenosine (4), 2- O-caffeoyl isocitricacid (5), pseudolaroside A (6), 2-hydroxy-7-methoxy-(2 H)-1,4-benzoxazin-3(4 H)-one (7), 2- O-β-glucopyranosyl-7-methoxy-2 H-1,4-benzoxazin-3(4 H)-one (8), 2- O-β-glucopyranosyl-4-hydroxy-7-methoxy-2 H-1,4-benzoxazin-3(4 H)-one (9), 2- O-β-D-glucopyranosyl-7-hydroxy-2 H-1,4-benzoxazin-3(4 H)-one (10), p-coumaric acid ethyl ester (11), caffeic acid ethyl ester (12), p-coumaric acid (13), cis-N-p-coumaroyltyramine (14) trans-N-p-coumaroyltyramine (15), and coixol (16) have been isolated from Coix lachryma-jobi var. mayuen. Their chemical structures were elucidated by chemical evidence on the basis of spectroscopic and MS data, and as well as by comparison with those reported.

The first synthesis of racemic silyhermin (rac-1a) and its 2-diastereomers 1b (as a ca. 1:1 mixture) was accomplished by starting from caffeic acid ethyl ester and coniferyl alcohol.

The first synthesis of racemic silandrin (rac-1), which shows significant antihepatotoxic activity, has been accomplished via the key intermediate 9 prepared from the readily available starting materials caffeic acid ethyl ester (4) and coniferyl alcohol (5).

The first synthesis of racemic silandrin (rac-1), which shows significant antihepatotoxic activity, has been accomplished via the key intermediate 9 prepared from the readily available starting materials caffeic acid ethyl ester (4) and coniferyl alcohol (5).

The first synthesis of racemic silyhermin (rac-1a) and its 2-diastereomers 1b (as a ca. 1:1 mixture) was accomplished by starting from caffeic acid ethyl ester and coniferyl alcohol.

Ligands for the central benzodiazepine receptors have been detected in the crude ethanolic extract of Salvia guaranitica. The compounds responsible for the activity were isolated by bioassay-directed fractionation and have been characterised as cirsiliol (5, 3', 4'-trihydroxy 6,7-dimethoxyflavone) and caffeic acid ethyl ester.

A simple synthesis of the racemates of two naturally occurring neolignans 1 and 2 was achieved starting from caffeic acid ethyl ester and the methyl ferulate 6, respectively.

A simple synthesis of the racemates of two naturally occurring neolignans 1 and 2 was achieved starting from caffeic acid ethyl ester and the methyl ferulate 6, respectively.