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1 o fresh aroma (linalool, nerol, geraniol and eugenol).
2 panoid compounds that include isoeugenol and eugenol.
3 ate, the flowers synthesize higher levels of eugenol.
4 t-anol over chavicol and for isoeugenol over eugenol.
5 , eugenol synthase 1 (ObEGS1), that produces eugenol.
6 emit mostly isoeugenol with small amounts of eugenol.
7 tity) and that converts coniferyl acetate to eugenol.
8 ated and sensitized by carvacrol, thymol and eugenol.
9  can use coniferyl acetate and NADPH to form eugenol.
10 ted phenylpropanoids in these glands such as eugenol.
11  it was much more efficient in O-methylating eugenol.
12 - 0.01 mg eugenol L(-1) was derived for pure eugenol.
13 2-methylbutanoate, trans-cinnamaldehyde, and eugenol.
14 ndesirable pungent VOCs, 2-methoxyphenol and eugenol.
15 er than the previously assumed 5-substituted eugenol.
16 ial chemical eugenol to the toxicity of pure eugenol.
17 nriched in estragole, beta-caryophyllene and eugenol.
18  clove essential oil and its main component, eugenol.
19 ntained the DPPH-scavenging activity of free eugenol.
20  natural products in four steps or less from eugenol.
21 e analysis of the pepper samples showed that eugenol (10.5-120 mg/kg), trans-anethole (10.7-42.7 mg/k
22 yl eugenol (20.40%), beta-linanool (14.35%), eugenol (10.55%), and L(-)-carvone (39.05%), whereas dil
23 ethyl eugenol (20.40%), B-linanool (14.35%), eugenol (10.55%), and L(-)-carvone (39.05%), whereas dil
24 E/g), cinnamaldehyde (19.33 +/- 0.002 mg/g), eugenol (10.57 +/- 0.03 mg/g), and cinnamic acid (0.18 +
25  process for synthesizing vanillin (3a) from eugenol (1a) and eugenol-rich essential oils.
26 esis involved base-mediated isomerization of eugenol (1a) to isoeugenol (2a), followed by OsO(4)/NaIO
27 uliarity of the method relates to converting eugenol (1a) to vanillin (3a) without phenolic group pro
28 il oil were methyl chavicol (36.81%), methyl eugenol (20.40%), B-linanool (14.35%), eugenol (10.55%),
29 il oil were methyl chavicol (36.81%), methyl eugenol (20.40%), beta-linanool (14.35%), eugenol (10.55
30 lool (25.40%), methyl chavicol (37.63%), and eugenol (39.52%) were identified as chief compounds in t
31                                We identified eugenol, a phenolic compound, as a potent ferroptosis in
32 ominant phytochemicals detected also include eugenol, acetyl eugenol and methyl eugenol, and only a f
33 on of eight alkenylbenzenes (eugenol, methyl eugenol, acetyl eugenol, trans-isoeugenol, safrole, estr
34            Recent studies have revealed that eugenol acts with antimicrobial activity on a wide varie
35  methylation of the para-4'-hydroxyl of both eugenol and (iso)eugenol to methyleugenol and isomethyle
36 lon, (Z) and (E)-2-nonenal, p-vinylguaiacol, eugenol and 1-undecanol, defined as aroma-impact compoun
37 nol, while FaEGS2 catalyzes the formation of eugenol and also of isoeugenol with a lower catalytic ef
38                                         Both eugenol and beta-asarone inhibited Ca(2+) intake by PC-1
39                                Both purified eugenol and beta-asarone protected PC-12 cells from the
40                                     Further, eugenol and beta-asarone were isolated and identified as
41 r could promote a higher impact of furfural, eugenol and both whisky lactones on the composition of h
42 cid, quercetin, sinapic acid, cinnamic acid, eugenol and cinnamaldehyde) in multilevel ratios.
43  the study (day 602), only 4-vinyl-guaiacol, eugenol and cis-lactone showed odor activity values (OAV
44 l, were used to prepare liposomes at various eugenol and clove essential oil concentrations.
45  complex profile including pinene, nicotine, eugenol and cymene.
46 dictably altered the sensitivity of MhOR5 to eugenol and DEET and broadly reconfigured the receptor's
47 ne treatments, comprising the application of eugenol and guaiacol (individually or as a mixture) or w
48  synergistic effect was observed between the eugenol and guaiacol on the glycosidically bound aroma p
49 l peltate glands that are actively producing eugenol and is not active in glands of noneugenol-produc
50                       The anethole analogues eugenol and isoeugenol also blocked TNF signaling.
51     The protein encoded by this cDNA can use eugenol and isoeugenol as substrates, but not caffeic ac
52 SA 1199B strain, 4-allyl-2,6-dimethoxyphenol eugenol and isoeugenol caused significant reduction in t
53  was observed for PhC3H down regulation, but eugenol and isoeugenol emissions were significantly redu
54 thesize the volatile phenylpropene compounds eugenol and isoeugenol to serve in defense against herbi
55    Clarkia breweri flowers emit a mixture of eugenol and isoeugenol, while Petunia hybrida flowers em
56 ed to evaluate the antibacterial activity of eugenol and its derivatives allylbenzene, 4-allylanisole
57 e a potential inhibition of the NorA pump by eugenol and its derivatives.
58 micals detected also include eugenol, acetyl eugenol and methyl eugenol, and only a fraction of these
59 rate here that the volatile oil constituents eugenol and methylchavicol accumulate, respectively, in
60 tionation of wood to convert lignin into iso-eugenol and propenyl syringol enriched oil followed by a
61  high total phenolic content, with vanillin, eugenol and quercetin were predominating.
62 eloped for the analysis of propenylbenzenes (eugenol and seven analogues) in the essential oils, a br
63 Ca(2+) channel, Cch1p, was hypersensitive to eugenol and that this correlated with reduced Ca(2+) ele
64 complex with two of its agonists-the odorant eugenol and the insect repellent DEET.
65                                   Carvacrol, eugenol and thymol are major components of plants such a
66 sulate two hydrophobic antimicrobial agents (eugenol and triclosan) (TE-BNEs) as a strategy to combat
67 hylguaiacol, 4-ethylguaiacol, 4-ethylphenol, eugenol and vanillin, using microwave-assisted deuterium
68 ials based on a readily available precursor (eugenol) and efficient chemistries [tris(pentafluorophen
69 il lines SW (which produces essentially only eugenol) and EMX-1 (which produces essentially only meth
70 gna was exposed to loaded nanocarriers, pure eugenol, and bare nanocarriers.
71 igated the toxicity of trans-cinnamaldehyde, eugenol, and carvacrol after intramuscular injection in
72 xture of odorants, including ethyl butyrate, eugenol, and carvone, considerably increased the electri
73 ctivity, and key bioactives (cinnamaldehyde, eugenol, and cinnamic acid) using two extraction methods
74     Phenylpropenes such as chavicol, t-anol, eugenol, and isoeugenol are produced by plants as defens
75 ial oils - 100muM JA increased the linalool, eugenol, and limonene levels, while 1muM JA caused the h
76 trongest ligands, such as homovanillic acid, eugenol, and methyl vanillate all contain a hydroxy grou
77 o include eugenol, acetyl eugenol and methyl eugenol, and only a fraction of these compounds is relea
78  C. bombi growth was inhibited by anabasine, eugenol, and thymol.
79 ances (guaiacol, 4-methylguaiacol, syringol, eugenol, and trans-isoeugenol) were investigated in smou
80 used this in vivo assay to re-identify known eugenol- and muscone-responsive mouse ORs.
81 n the first evidence of a varietal origin of eugenol as a molecular marker in Baco blanc, one of the
82 reatic tissue was significantly mitigated by eugenol, as evidenced by both immunohistochemistry and g
83 mple and robust colorimetric and fluorescent eugenol-based chemical sensor, namely, (E)-N'-(5-allyl-2
84 uctural similarity (eucalyptol-benzaldehyde, eugenol-benzaldehyde, octanol-octanal, and [+/-]-limonen
85 rida, which contributes to the regulation of eugenol biosynthesis in petals.
86 expression, that the gene SCREP orchestrates eugenol biosynthesis, and that the evolutionary dynamics
87 s subsp. parodii emit neither isoeugenol nor eugenol but contain high levels of dihydroconiferyl acet
88           Some basil lines do not synthesize eugenol but instead synthesize chavicol, a phenylpropano
89                                              Eugenol but not its isomer, isoeugenol (2-methoxy-4-prop
90                          We investigated the eugenol Ca(2+) signature in further detail and show that
91 l molecular weight phenylpropanoids, such as eugenol, caffeic acid, and rosmarinic acid, that result
92 ic acids, myrcene and farnesene derivatives, eugenol, cardanol).
93  discrimination, the antioxidant capacity of eugenol, carvacrol, thymol, alpha-pinene, limonene and l
94                              Cinnamaldehyde, eugenol, caryophyllene, cinnamyl acetate and cinnamic ac
95              cDNA array analysis showed that eugenol caused deregulation of the E2F family of transcr
96 mineral trioxide aggregate (MTA), zinc-oxide eugenol cement (ZOEC), hybrid ionomer composite resin (H
97 otoxic than the positive control (zinc oxide-eugenol cement).
98                                         Only eugenol, chavicol, and 2-methyl butyric acid were releas
99 efense compounds of the phenylpropene class (eugenol, chavicol, and their derivatives) have been reco
100                       Three nanoemulsions of eugenol, cinnamaldehyde and their mixture were fabricate
101 ely different structures, including carvone, eugenol, cinnamaldehyde, and acetophenone.
102 true cinnamon have a higher concentration of eugenol, cinnamaldehyde, and antioxidant capacity, as we
103                                   Except for eugenol, concentrations of extracted aromas appeared to
104 xpression pattern of FaEOBII correlated with eugenol content in both fruit receptacle and petals.
105                     A subsequent decrease in eugenol content in ripe receptacles was also observed, c
106 /sample ratio, and temperature on the yield, eugenol content, and antioxidant capacity of the extract
107 These expression patterns correlate with the eugenol content, which is highest in the achene at the g
108 JA caused the highest increase in the methyl eugenol content.
109 f melanoma cells, these results suggest that eugenol could be developed as an E2F-targeted agent for
110                                              Eugenol demonstrated dose-dependent protection against f
111             In this work, we synthesized new eugenol derivatives (ED) and then treated them with an N
112 ) of tyrosinase with ED and plasma activated eugenol derivatives (PAED) in a cell-free environment.
113                               In conclusion, eugenol derivatives have the potential to be used in ant
114 e reviewed, as they dealt with 6-substituted eugenol derivatives rather than the previously assumed 5
115  imply that all biological studies involving eugenol derivatives synthesized via direct nitration wit
116 chlorohydrin: first opening the epoxide with eugenol-derived alkyne, followed by subsequent epoxide i
117                         The encapsulation of eugenol (E) by spray-drying using whey protein (WP) or s
118 e (EC(50) = 400 microM) or the TRPV3 agonist eugenol (EC(50) = 2.3 mM).
119  by a pair of structurally related odorants, eugenol (EG) and methyl isoeugenol (MIEG).
120  or their main compounds, carvacrol (CA) and eugenol (EU), respectively, was analysed in food matrice
121  plant terpenes containing camphor, menthol, eugenol, eucalyptol, and vanillin.
122                       Ascorbic acid (AA) and eugenol (EUG) are well-known antioxidants found in sever
123 to its unique aroma, primarily determined by eugenol for Genovese cultivars or methyl chavicol for Th
124 l, possess an enzyme homologous to the basil eugenol-forming enzyme that also uses coniferyl acetate
125 ied, CbEGS2, also catalyzes the formation of eugenol from coniferyl acetate and is only 46% identical
126  and spherical shaped vesicles and protected eugenol from degradation induced by UV exposure; they al
127 ossible to release a significant quantity of eugenol from precursors, demonstrating that more than 90
128  guaiacol, nerolidol, pantolactone+furaneol, eugenol, gamma-dodecalactone and phenylacetic acid.
129 tive between 1 and 100 microM, and 10 microM eugenol gave approximately a 50% response.
130 er relative liver weights (300 and 500 mg/kg eugenol groups; P < 0.05) and relative kidney weights (3
131  of six aroma compounds (vanillin, furfural, eugenol, guaiacol and cis- and trans-whisky lactones) in
132                           The major compound eugenol had the highest antioxidant activity.
133 rimedlure-baited traps that contained methyl eugenol had x3.1 lower catch of C. capitata than in trim
134                                              Eugenol has antifungal activity and is recognised as hav
135 erance should lead to better exploitation of eugenol in antifungal therapies.
136  which should lead to better exploitation of eugenol in antifungal therapies.
137                   In parallel, the amount of eugenol in FaMYB10-silenced receptacles was also diminis
138  We recently showed that both isoeugenol and eugenol in P. hybrida are biosynthesized from coniferyl
139 total iron-binding capacity of beta cells by eugenol in streptozotocin (STZ) -induced diabetic mice.
140 mechanism of the antiproliferative action of eugenol in the human malignant melanoma cell line, WM120
141  Investigations were carried out to quantify eugenol in the wines used for distillation, in the musts
142  and volatile phenylpropenes (isoeugenol and eugenol) in petunia (Petunia hybrida) flowers have the p
143 icin and elemicin could proceed via the (iso)eugenol-independent pathway, which diverges from the lig
144 pective precursors, thus completing the (iso)eugenol-independent route for the biosynthesis of isoele
145  with biochemical analyses demonstrated that eugenol induced apoptosis.
146  and extracellular sources contribute to the eugenol-induced Ca(2+) elevation.
147 expressing apoaequorin was used to show that eugenol induces cytosolic Ca(2+) elevations.
148 ainly inhibited basal Ca(2+) intake, whereas eugenol inhibited Abeta-induced Ca(2+) intake preferenti
149 rophoretic mobility shift assays showed that eugenol inhibits the transcriptional activity of E2F1.
150                                              Eugenol is a volatile phenylpropanoid that contributes t
151                                              Eugenol is a volatile that serves as an attractant for p
152 rry (Fragaria x ananassa) fruit receptacles, eugenol is biosynthesized by eugenol synthase (FaEGS2).
153 cursors, demonstrating that more than 90% of eugenol is bound in the must and in the grape berry pulp
154                                              Eugenol is generally recognized as safe and is a promisi
155 es over both vintages, it was confirmed that eugenol is much more abundant in Baco blanc than in Ugni
156 nd deacetyl glycosides were synthesized from eugenol, isoeugenol and dihydroeugenol.
157 tion of phenols (phenol, o-cresol, p-cresol, eugenol, isoeugenol and guaiacol) in smoked food samples
158                             The oxidation of eugenol, isoeugenol and vanillin natural antioxidants ca
159 1) and (6.0 +/- 0.9) x 10(6) M(-1) s(-1) for eugenol, isoeugenol and vanillin, respectively.
160  breweri plants emit all 4 phenylpropanoids (eugenol, isoeugenol, methyleugenol, and isomethyleugenol
161 henol, o-cresol, p-cresol; 0.6 ug kg(-1) for eugenol, isoeugenol; and 1 ug kg(-1) for guaiacol.
162  method, while the ME method achieved 1.36 g eugenol kg leaves(-1).In general, the extracts exhibited
163 th methods, with the highest yield of 2.94 g eugenol kg leaves(-1)obtained in the UAE method, while t
164 t concentration (EC(50)) of 0.14 +/- 0.01 mg eugenol L(-1) was derived for pure eugenol.
165 values of 0.48 +/- 0.02 and 0.57 +/- 0.07 mg eugenol L(-1).
166                   These results suggest that eugenol may act by blocking Abeta-induced-Ca(2+) intake
167                 In large-scale guava, methyl-eugenol (ME)-bait stations combined with toxic protein b
168  deregulation of E2F1 may be a key factor in eugenol-mediated melanoma growth inhibition both in vitr
169 alcohols and phenols, four natural products (eugenol, menthol, cholesterol, and estrone) were labeled
170 ed, confirming the involvement of FaEOBII in eugenol metabolism.
171  the determination of eight alkenylbenzenes (eugenol, methyl eugenol, acetyl eugenol, trans-isoeugeno
172     We discovered a single QTL governing the eugenol/methyl chavicol ratio, which encompassed a genom
173                       Electrospun zein-based eugenol nanofibers (ZEnF) with diameters (148.19-631.52
174 anced with 1 of 2 periodontal dressings (non-eugenol [NE] or 2-octyl cyanoacrylate [2-octyl]).
175            However, specific applications of eugenol need to be identified and validated to clarify t
176 nted to three different chemotypes: linalool/eugenol, neral/geranial, and estragol, for Genovese, Gre
177 oducts revealed that the regioselectivity of eugenol nitration was independent of the inorganic nitra
178 MT from Clarkia breweri, indicating that the eugenol O-methylating enzymes in basil and C. breweri ev
179     Chavicol O-methyltransferase (CVOMT) and eugenol O-methyltransferase (EOMT) cDNAs were isolated f
180 he activity of S-adenosyl-L-methionine: (iso)eugenol O-methyltransferase (IEMT), a novel enzyme that
181 erase, S-adenosyl-l-methionine:5-methoxy(iso)eugenol O-methyltransferase, that methylates the para-hy
182 1-ol, (Z)-3-hexen-1-ol, and benzaldehyde and eugenol, obtained greater area response using EG-Silicon
183 ry pathways, in response to acetophenone and eugenol, odorants previously identified as potential lig
184 ther, and vanillin acetate odorants on mouse eugenol olfactory receptor mOR-EG.
185 and EOMT1 are related only distantly to (iso)eugenol OMT from Clarkia breweri, indicating that the eu
186 edlure, cuelure, raspberry ketone and methyl eugenol - on catch of Ceratitis capitata, Zeugodacus cuc
187                                      Loading eugenol onto bentonite and sepiolite nanocarriers mitiga
188   We identified additional ORs responsive to eugenol or muscone.
189  methyl vanillate, damascenone, 3-oxo-ionol, eugenol, p-cymen-8-ol, 2,3 pinanediol, coumaran and rasp
190  aroma compounds were 3-methyl-1-butanol and eugenol, phenethyl alcohol, 2-phenethyl acetate, acetic,
191                              We used agents (eugenol, phenyl ethyl alcohol, or phenyl ethyl alcohol a
192 inopyranosyl-b-D-glucopyranoside) as a major eugenol precursor.
193                                  Three minor eugenol precursors were also putatively determined, incl
194 ing of PhCCoAOMT1 resulted in a reduction of eugenol production but not of isoeugenol.
195 d pathway gene expression that gives rise to eugenol production in ripe strawberry receptacles.
196 and FaEGS2, two structural genes involved in eugenol production, was down-regulated.
197 ate additional biochemical steps toward (iso)eugenol production, we cloned and characterized a caffeo
198 hem CID: 4276); Safrole (PubChem CID: 5144); Eugenol (PubChem CID: 3314); Methyl eugenol (PubChem CID
199 : 5144); Eugenol (PubChem CID: 3314); Methyl eugenol (PubChem CID: 7127); Acetyl eugenol (PubChem CID
200 ; Methyl eugenol (PubChem CID: 7127); Acetyl eugenol (PubChem CID: 7136); trans-Isoeugenol (PubChem C
201   In addition to coumarin, estragole, methyl-eugenol, (R)-(+)-pulegone and thujone were EU-regulated
202                                          The eugenol release was not notably affected by pH or polari
203 xicity was seen for trans-cinnamaldehyde and eugenol, respectively, while carvacrol exerted more toxi
204 and catalyze the formation of isoeugenol and eugenol, respectively.
205 , limonene and beta-pinene, citronellol, and eugenol, respectively.
206 ignificantly reduced the catch of the methyl eugenol-responsive B. dorsalis.
207 eterologous expression assays confirmed nine eugenol-responsive ORs (Olfr73, Olfr178, Olfr432, Olfr61
208 hesizing vanillin (3a) from eugenol (1a) and eugenol-rich essential oils.
209 opyl-2-methoxyphenol, gamma-nonalactone, and eugenol showed the highest values and should be consider
210             The production of isoeugenol and eugenol starts when flowers open and peaks after anthesi
211  natural repellents (i.e. lemongrass oil and eugenol) strongly activated small numbers of ORNs in the
212 se (DcMIS) and previously characterized (iso)eugenol synthase (DcE(I)GS1), both of which use sinapyl
213 it receptacles, eugenol is biosynthesized by eugenol synthase (FaEGS2).
214 atalyzed by isoeugenol synthase (PhIGS1) and eugenol synthase (PhEGS1), respectively, via a quinone m
215 nol, and an Ocimum basilicum (basil) enzyme, eugenol synthase 1 (ObEGS1), that produces eugenol.
216  anthocyanin 5-aromatic acyltransferase, and eugenol synthase 1) and enzymes involved in the producti
217 ) that encode proteins with high identity to eugenol synthases from several plant species.
218  volatile analyses confirm FaEGSs as genuine eugenol synthases in planta.
219    The E-LE formulations better retained the eugenol than E-WP powders when heated above 200 degrees
220                     Despite the influence of eugenol, the antioxidant activity is also related to the
221 initially designing the system to accumulate eugenol, the platform modularity and downstream enzyme p
222 xt, the antimicrobial activity of carvacrol, eugenol, thymol and vanillin grafted onto the surface of
223 e to convert the phenylpropenes chavicol and eugenol to methylchavicol and methyleugenol, respectivel
224 he para-4'-hydroxyl of both eugenol and (iso)eugenol to methyleugenol and isomethyleugenol, respectiv
225 d with the anesthetic/antibacterial chemical eugenol to the toxicity of pure eugenol.
226 ungal activity and a better understanding of eugenol tolerance should lead to better exploitation of
227 the mechanisms employed by fungi to tolerate eugenol toxicity which should lead to better exploitatio
228  intracellular signal which protects against eugenol toxicity.
229 nylbenzenes (eugenol, methyl eugenol, acetyl eugenol, trans-isoeugenol, safrole, estragole, myristici
230 d cells of both types, with the exception of eugenol-treated HeLa cells in which expression of BCL2,
231                    In a B16 xenograft study, eugenol treatment produced a significant tumor growth de
232 nvestigated the straightforward nitration of eugenol using traditional reagents and bismuth nitrate.
233                             Three phenolics (eugenol, vanillin and ferulic acid) presented in two for
234 picy and vanilla descriptors were related to eugenol, vanillin and other odorous chemicals.
235 ne, trans-whisky lactone, gamma-nonalactone, eugenol, vanillin, and acetovanillone in a single run.
236 udomonas strains, the metabolic pathway from eugenol via ferulic acid to vanillin has been characteri
237 or active compound across treatments whereas eugenol was 10-fold higher in the water-bent wines.
238                                              Eugenol was active between 1 and 100 microM, and 10 micr
239 to odorant stimulation with acetophenone and eugenol was assessed.
240                                              Eugenol was detected in the extracts obtained by both me
241                                              Eugenol was found in high amount, both as the free and a
242                                              Eugenol was identified and quantified by HS-SPME-GC-MS.
243 ity (by more than 50%) at 100 ug/ml, whereas eugenol was ineffective up to 400 ug/ml.
244                         A varietal origin of eugenol was previously demonstrated in Baco blanc, a maj
245                                         Free eugenol was the phenolic with the greatest impact on gut
246                                              Eugenol was well tolerated as determined by measurement
247                     4-Allyl-2-methoxyphenol (eugenol) was tested for its ability to inhibit prolifera
248                    Two other diglycosides of eugenol were also hypothesised.
249   Trans-cinnamaldehyde (TCA), carvacrol, and eugenol were assessed for their cytotoxicity on cancerou
250 ay toxicity tests, similar concentrations of eugenol were released from both nanocarriers.
251 oinhibitory effects of carvacrol, thymol and eugenol, whereas linalool produced an excitatory effect.
252 d FaEGS1b catalyze the in vitro formation of eugenol, while FaEGS2 catalyzes the formation of eugenol
253 in epithelial cells respond to carvacrol and eugenol with an increase in intracellular Ca2+ levels.
254 able translucent nanoemulsions of thymol and eugenol with spherical droplets smaller than 100nm, cont

 
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