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PubMed1997

The selective capsaicin antagonist capsazepine abolishes the antinociceptive action of eugenol and guaiacol.

The dental phenolic medicaments, eugenol and guaiacol, are partly similar in chemical structure to capsaicin, the pungent constituent of chili peppers, which selectively activates sensory neurons via a specific receptor. We have previously demonstrated that these phenolic compounds show capsaicin-like action. In the present study, an attempt was made to investigate the possibility that these compounds interact with the same cellular site as capsaicin, by using capsazepine, a selective and competitive anta-gonist of capsaicin. Intrathecal (i.t.) treatment with eugenol (12.5 to 50 micrograms), guaiacol (25 to 150 micrograms), or capsaicin (1 to 4 micrograms) for 24 h dose-dependently inhibited the formalin-induced nociceptive response. Capsazepine (5, 10 micrograms, i.t.) shifted these dose-response curves in parallel to the right. Similarly, capsazepine abolished antinociceptive effects of eugenol (50 micrograms), guaiacol (150 micrograms), or capsaicin (2 micrograms) in the acetic acid writhing test. These results suggest that eugenol and guaiacol may exert their antinociceptive effects via the capsaicin receptor located on sensory terminals in the spinal cord.

Analgesics, Non-Narcotic↗
PubMed2003

Field trials of spinosad as a replacement for naled, DDVP, and malathion in methyl eugenol and cue-lure bucket traps to attract and kill male oriental fruit flies and melon flies (Diptera: Tephritidae) in Hawaii.

Spinosad was evaluated in Hawaii as a replacement for organophosphate insecticides (naled, dichlorvos [DDVP], and malathion) in methyl eugenol and cue-lure bucket traps to attract and kill oriental fruit fly, Bactrocera dorsalis Hendel, and melon fly, B. cucurbitae Coquillett, respectively. In the first and second methyl eugenol trials with B. dorsalis, naled was in the highest rated group for all evaluation periods (at 5, 10, 15, and 20 wk). Spinosad was equal to naled at 5 and 10 wk during both trials 1 and 2, and compared favorably with malathion during trial 2. During the first cue-lure trial with B. cucurbitae, naled and malathion were in the top rated group at 5, 10, 15, and 20 wk. Spinosad was equal to naled at 5 wk. During the second cue-lure trial, spinosad and naled were both in the top rated group at 10, 15, and 20 wk. Use of male lure traps with methyl eugenol or cue-lure had no effect on attraction of females into test areas. Our results suggest that spinosad, although not as persistent as naled or malathion, is safer to handle and a more environmentally friendly substitute for organophosphate insecticides in methyl eugenol and cue-lure traps for use in B. dorsalis and B. cucurbitae areawide integrated pest management programs in Hawaii.

Animals↗
PubMed2006

Effects of alfalfa extract, anise, capsicum, and a mixture of cinnamaldehyde and eugenol on ruminal fermentation and protein degradation in beef heifers fed a high-concentrate diet.

Four Holstein heifers (360 +/- 22 and 450 +/- 28 kg of BW in Exp. 1 and 2, respectively) fitted with ruminal trocars were used in 4 x 4 Latin square designs to evaluate the effects on ruminal microbial fermentation of the following: Exp. 1, no additive, alfalfa extract (30 g/d, AEX), a mixture of cinnamaldehyde (0.18 g/d) and eugenol (0.09 g/d; CIE1), and AEX and CIE1 in combination; and Exp. 2, no additive, anise oil (2 g/d), capsicum oil (1 g/d), and a mixture of cinnamaldehyde (0.6 g/d) and eugenol (0.3 g/d). Heifers were fed a 90:10 concentrate:barley straw diet (16% CP; 25% NDF) for ad libitum intake. Each period consisted of 15 d for adaptation and 6 d for sampling. On d 16 to 18, DM and water intakes were measured. On d 19 to 21 ruminal contents were sampled at 0, 3, 6, 9, and 12 h after feeding to determine ruminal pH and the concentrations of VFA, L-lactate, large peptides, small peptides plus AA (SPep+AA), and ammonia N. On d 20 and 21, samples of ruminal fluid were collected at 0 and 3 h after feeding to determine protozoal counts. In Exp. 1, CIE1 and AEX decreased (P < 0.05) total DMI, concentrate DMI, and water intake. The increase (P < 0.05) in SPep+AA and the decrease (P < 0.05) in ammonia N when supplementing CIE1 suggest that deamination was inhibited. Treatment AEX increased (P < 0.05) the acetate to propionate ratio, which is less efficient for beef production. Treatment CIE1 increased (P < 0.05) counts of holotrichs. Effects of AEX and CIE1 were not additive for many of the measured metabolites. In Exp. 2, treatments had no effect on ruminal pH, total VFA concentration, and butyrate proportion. The capsicum oil treatment increased (P < 0.05) DMI, water intake, and SPep+AA N concentration and decreased (P < 0.05) acetate proportion, branched-chain VFA concentration, and large peptide N concentration. The cinnamaldehyde (0.6 g/d) and eugenol (0.3 g/d) treatment decreased (P < 0.05) water intake, acetate proportion, branched-chain VFA, L-lactate, and ammonia N concentrations and increased (P < 0.05) propionate proportion and SPep+AA N concentration. The anise oil treatment decreased (P < 0.05) acetate to propionate ratio, branched-chain VFA and ammonia N concentrations, and protozoal counts. The results indicate that at the doses used a mixture of cinnamaldehyde and eugenol, anise oil, and capsicum oil may be useful as modifiers of rumen fermentation in beef production systems.

Acrolein↗
PubMed2004

Plant oils thymol and eugenol affect cattle and swine waste emissions differently.

Wastes generated from the production of cattle and swine in confined facilities create the potential for surface and groundwater pollution, emission of greenhouse gases, transmission of pathogens to food and water sources, and odor. It is our hypothesis that something which inhibits microbial fermentation in livestock wastes will be beneficial to solving some of the environmental problems. Our work has concentrated on the use of antimicrobial plant oils, thymol, thyme oil, carvacrol, eugenol and clove oil. Anaerobic one-litre flasks with a working volume of 0.5 L cattle or swine manure were used to evaluate the effect of thymol and eugenol on production of fermentation gas, short-chain volatile fatty acids, lactate, and bacterial populations. Either oil at 0.2% in both wastes essentially stopped all production of gas and volatile fatty acids, and eliminated all fecal coliform bacteria. In cattle but not swine waste, thymol prevented the accumulation of lactate. However, eugenol stimulated lactate formation in cattle and swine wastes. Thus, eugenol may offer a distinct advantage over thymol, because lactate accumulation in the wastes causes the pH to drop more rapidly, further inhibiting microbial activity and nutrient emissions. We conclude that plant oils may offer solutions to controlling various environmental problems associated with livestock wastes, assuming that they are cost-effective.

Animals↗
PubMedDate not supplied

Quantification of eugenol, luteolin, ursolic acid, and oleanolic acid in black (Krishna Tulasi) and green (Sri Tulasi) varieties of Ocimum sanctum Linn. using high-performance thin-layer chromatography.

Ocimum sanctum (family Lamiaceae) is a reputed drug of Ayurveda, commonly known as Tulasi. In the present work, we quantified 4 marker compounds, viz., eugenol, luteolin, ursolic acid, and oleanolic acid, from the leaf of green and black varieties of O. sanctum using high-performance thin-layer chromatography (HPTLC) with densitometry. The methods were found to be precise, with relative standard deviation (RSD) values for intraday analyses in the range of 0.52 to 0.91%, 0.77 to 1.29%, 0.11 to 0.16%, and 0.34 to 0.42% and for interday analyses in the range of 0.73 to 0.96%, 1.02 to 2.08%, 0.11 to 0.12%, and 0.39 to 0.64% for different concentrations of eugenol, luteolin, ursolic acid, and oleanolic acid, respectively. Instrumental RSD values were 0.24, 0.39, 0.21, and 0.18% for eugenol, luteolin, ursolic acid, and oleanolic acid, respectively. Accuracy of the methods was checked by conducting a recovery study at 3 different levels for the 4 compounds, and the average recoveries were found to be 99.73, 99.3, 100.58, and 100.57%, respectively. Eugenol content ranged from 0.175 to 0.362% (w/w) and luteolin from 0.019 to 0.046% (w/w) in the samples analyzed. Green variety was found to contain higher amounts of ursolic acid [0.478 and 0.348% (w/w), from Sources 1 and 2, respectively] than the black variety [0.252 and 0.264% (w/w) from Sources 1 and 2, respectively]. Black variety had 0.174 and 0.218% (w/w) of oleanolic acid from Sources 1 and 2, respectively, while it was not detected in the green variety. Ursolic acid and oleanolic acid ran at the same Rf value and could not be resolved in several solvent systems tried. However, we observed that only ursolic acid gave yellow fluorescence under 366 nm ultraviolet light after derivatization with anisaldehyde-sulfuric acid reagent. The HPTLC-densitometry methods for the quantification of the 4 markers in O. sanctum leaf will have the applicability in quality control.

Calibration↗
PubMed1998

Characterization of S-adenosyl-L-methionine:(iso)eugenol O-methyltransferase involved in floral scent production in Clarkia breweri.

Eugenol, isoeugenol, methyleugenol, and isomethyleugenol are volatiles found in the floral scent of Clarkia breweri. With their distinct aromas, they are used in many perfumes and food seasonings. Here we report the purification and characterization of (iso)eugenol O-methyltransferase (IEMT), the enzyme that methylates eugenol or isoeugenol to make methyleugenol or isomethyleugenol, respectively, using S-adenosyl-L-methionine as the methyl donor. C. breweri IEMT was copurified with caffeic acid O-methyltransferase (COMT) from petals and purified to homogeneity from a bacterial expression system. IEMT is active as a homodimer with a subunit molecular mass of 40 kDa. It is stable at temperatures up to 35 degrees C. It shows optimum activity at pH 7.5, and it does not require any cofactors for enzymatic activity. Plant-purified IEMT has K(m) values of 7 and 58 microM for eugenol and isoeugenol, respectively, and 27 microM for SAM (30, 74, and 19 microM, respectively, for the plant IEMT expressed in Escherichia coli). By substituting coding regions from COMT into IEMT, it was determined that the regions in IEMT involved in substrate specificity are located in the first half of the protein sequence and that a small segment of 82 amino acids (amino acids 92-173) accounts for the main differences between IEMT and COMT in both substrate specificity and methylation regiospecificity.

Amino Acid Sequence↗
PubMed2004

Experimental and theoretical study of the structures and binding energies of eugenol (H2O)n, n=0-2.

Eugenol (4-Allyl-2-methoxyphenol), a phenol-derivative with an intramolecular -OH ...OCH(3) hydrogen bond (H bond), has been studied in a supersonic expansion using a number of complementary laser spectroscopic techniques. The mass-resolved excitation spectrum of eugenol and its water complexes are reported for the first time. The most intense set of bands on the resonantly enhanced multiphoton ionization (REMPI) spectrum of eugenol originate in a conformer whose S(1)<--S(0) transition is at 35 202 cm(-1) and the ionization threshold at (I(0)<--S(0)) 62 544+/-150 cm(-1) (7.755+/-0.019 eV). In addition, two low intensity features redshifted with respect to the 0(0) (0) transition have been identified as due to a second, less stable conformer. Ab initio calculations show that the potential energy landscape depicts at least three minima associated with one folded and two extended conformers, one of which is the most stable. Clusters of eugenol/water were prepared in a supersonic expansion by seeding eugenol and water in noble gas He and examined by two-color REMPI (R2PI) and IR-UV double resonance spectroscopies. Only one single isomer was observed for both 1:1 and 1:2 complexes, in contrast with the several stable conformers provided by the computations. The dissociation energies of the 1:1 and 1:2 complexes have been determined by the fragmentation threshold method and the results compared with those from ab initio calculations conducted at the B3LYP and MP2 levels with a variety of basis sets.

Journal Article↗
PubMed2000

In vitro study of the effect of aged eugenol on the flow, setting time and adhesion of Grossman root canal sealer.

In the present study, the effect of aged eugenol (up to 180 days) on the flow, setting time and adhesion of Grossman root canal sealer was evaluated, following the American Dental Association specification number 57 for root canal sealers. An Instron Universal testing machine 4444 was used for testing adhesion. There were statistically significant differences between groups, with a higher flow, lower setting time and adhesion for aged eugenol. It can be concluded that time affects eugenol, with consequent effects on Grossman sealer.

Adhesiveness↗
PubMedDate not supplied

Influence of eugenol-containing temporary restorations on bond strength of composite to dentin.

This study investigated the influence of eugenol-containing temporary restorations on bond strength of composite to dentin. Thirty-two freshly extracted human molars were embedded and horizontally sectioned at a level 2 mm from the central fossa to obtain a flat dentin surface. The teeth were randomly divided into four groups of eight teeth. Specimens in Group 1 (control) received no pre-treatment with any temporary restorations. Group 2 and 3 specimens were covered with IRM (eugenol-containing) mixed at powder: liquid (P:L) ratio of 10 g: 1 g and 10 g: 2 g, respectively. Specimens in Group 4 were covered with polycarboxylate cement (eugenol-free) mixed at a P:L ratio of 2.85 g: 1 g. The temporary restorations were mechanically removed with an ultrasonic scaler after one-week storage in distilled water at 37 degrees C. The dentin surfaces were cleaned with pumice-water slurry and treated with Scotchbond Multi-Purpose Plus bonding system according to manufacturer's instructions. Composite (Z100) columns (3 mm diameter, 2 mm high) were applied and shear bond testing was carried out after 24 hours storage in distilled water at 37 degrees C using an Instron Universal testing machine with a cross-head speed of 0.5 mm/minute. The mode of failure was examined using a stereomicroscope at X40 magnification. Results were analyzed using one-way ANOVA/Scheffes's post-hoc test at significance level 0.05. Ranking of bond strengths was as follows: Group 1 (22.58 MPa) > Group 2 (21.14 MPa) > Group 4 (15.35 MPa) > Group 3 (13.02 MPa). Group 3 had significantly lower bond strength than Groups 1 and 2. No significant difference in dentin bond strength was observed between the Group 1 (control) and Groups 2 and 4. Although the predominant mode of failure for Groups 1, 2 and 4 was cohesive in dentin, all specimens in Group 3 exhibited adhesive failure. Pre-treatment with polycarboxylate cement or IRM mixed at P:L ratio of 10 g: 1 g did not affect shear bond strength of composite to dentin. IRM mixed at a lower P:L ratio of 10 g: 2 g significantly decreased bond strength.

Analysis of Variance↗
PubMedDate not supplied

Assessment of the skin sensitization potency of eugenol and its dimers using a non-radioisotopic modification of the local lymph node assay.

Allergic contact dermatitis is a serious health problem. There is a need to identify and characterize skin sensitization hazards, particularly with respect to relative potency, so that accurate risk assessments can be developed. For these purposes the murine local lymph node assay (LLNA) was developed. Here, we have investigated further a modi fi cation of this assay, non-radioisotopic LLNA, which in place of tritiated thymidine to measure lymph node cell proliferation employs incorporation of 5-bromo-2'-deoxyuridine. Using this method we have examined the skin sensitizing activity of eugenol, a known human contact allergen, and its dimers 2,2'-dihydroxyl-3,3'-dimethoxy-5,5'-diallyl-biphenyl (DHEA) and 4,5'-diallyl-2'-hydroxy-2,3'-dimethoxy phenyl ether (DHEB). Activity in the guinea pig maximization test (GPMT) also measured. On the basis of GPMT assays, eugenol was classified as a mild skin sensitizer, DHEA as a weak skin sensitizer and DHEB as an extreme skin sensitizer. In the non-radioisotopic LLNA all chemicals were found to give positive responses insofar as each was able to provoke a stimulation index (SI) of >or=3 at one or more test concentrations. The relative skin sensitizing potency of these chemicals was evaluated in the non-radioisotopic LLNA by derivation of an ec(3) value (the concentration of chemical required to provoke an SI of 3). The ec(3) values calculated were 25.1% for eugenol, >30% for DHEA and 2.3% for DHEB. Collectively these data suggest that assessments of relative potency deriving from non-radioisotopic LLNA responses correlate well with evaluations based on GPMT results. These investigations provide support for the proposal that the non-radioisotopic LLNA may serve as an effective alternative to the GPMT where there is a need to avoid the use of radioisotopes.

Allergens↗
PubMed1982

Zinc oxide eugenol cements. VI. Effect of zinc oxide type on the setting reactions.

The particle size and adsorbed water on zinc oxide from various sources have been investigated and related to the reactivity with eugenol. The reactivity of zinc oxide with eugenol alone increases with the amount of water reversibly adsorbed. When 1% acetic acid is added to eugenol, the reactivity increases as the particle size of the oxide decreases. Generally, zinc oxide powders are deactivated by heat treatment because of coalescence of particles and loss of the ability to readsorb water.

Adsorption↗
PubMed2006

Interrelations between oxidative stress and calcineurin in the attenuation of cardiac apoptosis by eugenol.

In view of the known involvement of oxidative stress and calcineurin (Ca(2+)-calmodulin dependent protein phosphatase) in beta-Adrenergic stimulated events, we examined the influence of eugenol (an antioxidant generally regarded as safe by the Food and Agricultural Organization of the United Nations) on isoproterenol-induced apoptosis in neonatal cardiomyocytes. In comparison to unstimulated controls, cardiomyocytes stimulated with 50 microM isoproterenol for 48 h demonstrated (a) increased intracellular Ca(2+) levels (b) oxidative stress involving enhanced reactive oxygen species, decreased GSH/GSSG ratio, enhanced lipid peroxidation, increased activities of superoxide dismutase and glutathione peroxidase (c) apoptosis, evidenced by increased number of annexin V/TUNEL positive cells, enhanced membrane fluidity, decreased mitochondrial membrane potential, increased activities of caspase 3 and 9 along with (d) increased calcineurin activity. Pre-incubation of cardiomyocytes with 100 microM eugenol for 1 h, followed by isoproterenol treatment for 48 h, led to reversal of enhanced intracellular Ca(2+) levels, oxidative stress, calcineurin activation and apoptosis caused by isoproterenol. In addition, similar treatment of cardiomyocytes with 10 nM FK506, a calcineurin inhibitor, could also attenuate isoproterenol-induced apoptosis. These results indicate the beneficial effects of eugenol in preventing cardiomyocyte apoptosis.

Animals↗
PubMed1995

The influence of 4-alkyl substituents on the formation and reactivity of 2-methoxy-quinone methides: evidence that extended pi-conjugation dramatically stabilizes the quinone methide formed from eugenol.

The effects of para-alkyl substituents on both the cytochrome P450-catalyzed oxidation of phenols to quinone methides (QMs; 4-methylene-2,5-cyclohexadien-1-ones), and on the rates of nucleophilic additions to the QMs were investigated. The derivatives of 4-alkyl-2-methoxyphenol studied were 4-methyl (creosol), 4-ethyl, 4-propyl, 4-isopropyl, and 4-allyl (eugenol). The relative reactivities of QMs derived from these phenols with water were 4-methyl > 4-ethyl = 4-propyl > 4-isopropyl > 4-allyl. These variations in rate were rationalized by differences in stabilization of positive charge density at the site of nucleophilic attack. In particular, saturation of the vinyl substituent on eugenol-QM increases the solvolysis rate 100-fold. This effect is presumably due to the loss of the contribution of an additional aromatic resonance structure to the overall resonance hybrid of the QM from 2-methoxy-4-propylphenol. Finally, the kinetic results show that there is a 472-fold difference in reactivity within this series of QMs. The QM glutathione conjugates were synthesized and characterized by 1H-NMR and electrospray mass spectrometry and a HPLC assay was developed to quantify QM formation in rat liver microsomes. The general trend is increasing alkyl substitution at the para position results in more QM; however, in contrast to the large range of reactivities of the QMs observed in the kinetic experiments, the amounts of P450-derived QM GSH adducts varied only by a factor of 3. In particular, similar amounts of the QMs from eugenol and 2-methoxy-4-propylphenol were produced which suggests that the lack of reported hepatotoxicity for the latter phenol in mice depleted of GSH, may be due to the extreme reactivity of 4-propyl-QM that would be rapidly detoxified by hydrolysis. These data suggest that there may be a threshold cytotoxicity level for QMs related to their reactivity which may affect the relative toxicities of 4-alkyl-2-methoxyphenols.

Alkylation↗
PubMed1979

The mutagenicities of safrole, estragole, eugenol, trans-anethole, and some of their known or possible metabolites for Salmonella typhimurium mutants.

Safrole, estragole, anethole, and eugenol and some of their known or possible metabolites were tested for mutagenic activity for S. typhimurium TA1535, TA100, and TA98. Highly purified 1'-hydroxyestragole and 1'-hydroxysafrole were mutagenic (approximately 15 and 10 revertants/micromole, respectively) for strain TA100 in the absence of fortified liver microsomes; trans-anethole and estragole appeared to have very weak activity. 3'-Hydroxyanethole was too toxic for an adequate test. Supplementation with NADPH-fortified rat-liver microsomes and cytosol converted 3'-hydroxyanethole to a mutagen(s) and increased the mutagenic activities for strain TA100 of 1'-hydroxyestragole, 1'-hydroxysafrole, estragole, and anethole. No mutagenicity was detected for safrole or eugenol with or without added NADPH-fortified liver preparations. The electrophilic 2',3'-oxides of safrole, 1'-hydroxysafrole, 1'-acetoxysafrole, 1'-oxosafrole, estragole, 1'-hydroxyestragole, and eugenol showed dose-dependent mutagenic activities for strain TA1535 in the absence of fortified liver microsomes. These mutagenic activities ranged from about 330 revertants/micromole for 1'-oxosafrole-2',3'-oxide to about 7000 revertants/micromole for safrole-2',3'-oxide. The arylalkenes, their hydroxylated derivatives, or their epoxides did not show mutagenic activity for strain TA98, except for 1'-oxosafrole-2',3'-oxide, which had weak activity. Since the arylalkenes are hydroxylated and/or epoxidized by hepatic microsomes, hydroxy and epoxide derivatives appear to be proximate and ultimate mutagenic metabolites, respectively, of the arylalkenes.

Anisoles↗
PubMed1978

Cell-mediated immune response to dog pulp tissue altered by eugenol within the root canal.

After pulpal extirpation of twenty teeth in each of four dogs, these animals were primarily immunized intramuscularly with the dog's own pulp (three dogs) and saline solution with pulp (one dog). A fifth dog was used as a control for skin tests. Secondary immunizations were accomplished via the root canal every 7 days over a 28-day period. Cell-mediated skin-test reactions demonstrated less of a response to the eugenol alone than when the dog's pulp was incubated with this material. In vitro analysis of cell-mediated immune response (lymphocyte proliferation) showed a marked response to the pulp altered by eugenol as compared to the saline-treated pulp (p less than 0.004). Therefore, dog's pulp tissue became antigenically altered by eugenol material, recognized by the host, and a specific cell-mediated lymphocyte proliferation resulted.

Animals↗
PubMed1980

Antibacterial properties of dilute formocresol and eugenol and propylene glycol.

Formocresol and eugenol are the two nonspecific intracanal medicaments commonly used in endodontic practice. Both have high tissue irritation potential when used in conventional strength. Propylene glycol is an alcohol that is injectable and itself possesses significant antibacterial action. It is a popular vehicle and hence was used to modify the two drugs. Standard bacteriologic methods were employed to test the antibacterial action of these lower concentrations of the two drugs against four test organisms. The investigations indicate that formocresol at as low as 10 to 20% and eugenol at 75% are bactericidal in action and hence may be useful at these concentrations for clinical use. Evaluation of these lower concentrations is warranted for possible clinical use. Propylene glycol, which possesses antibacterial action and is remarkably innocuous to tissues, appears to be a suitable vehicle for dilution of formocresol and eugenol.

Anti-Infective Agents, Local↗
PubMed1994

Activity of thymol, carvacrol, cinnamaldehyde and eugenol on oral bacteria.

The antimicrobial activity of thymol, carvacrol, cinnamaldehyde and eugenol alone or combined was tested by micromethods on eight oral bacteria. The compounds showed an inhibitory activity on seven microorganisms and a synergistic effect was observed with certain combinations. The four compounds can be used alone or combined, as eugenol and thymol, eugenol and carvacrol, thymol and carvacrol, during the treatment of oral infectious diseases.

Acrolein↗
PubMed1989

Safrole, eugenol and methyleugenol induce intrachromosomal recombination in yeast.

Deletion of an integrated plasmid, a specific type of intrachromosomal recombination, was evaluated for inducibility with the phenylpropenes safrole, eugenol and methyleugenol in the yeast Saccharomyces cerevisiae. These phenylpropenes are found in food products, spices, pharmaceuticals and clove cigarettes. Safrole and eugenol are known carcinogens in animals and methyleugenol is a suspected carcinogen. These phenylpropenes are not detectable by the Ames assay and most other short-term tests used currently in predictive carcinogenesis. Like safrole, which has been shown to be nonmutagenic with the Ames assay, eugenol and methyleugenol were found to be nonmutagenic with the Ames assay. In contrast, with the yeast assays which screen for intra- and inter-chromosomal recombination in logarithmic phase cultures, all 3 compounds gave a positive dose-related response. These results demonstrate further that the yeast system can be modified easily to detect various genetic endpoints and that it deserves serious consideration as a test system for predictive carcinogenesis.

Adenine↗