Study on the interaction between volatile oil components and skin lipids based on molecular docking techniques

Objective To analyze the interactions between different structural types of volatile oil compo-nents(VOCs)and skin lipid molecules;and investigate the mechanism of volatile oil in Chi-nese materia medica(VOCMM)as penetration enhancers.Methods In this study;210 different structural types of VOCs were selected from the VOCMM penetration enhancer database;and the molecular docking experiments were conducted with three main lipid molecules of skin:ceramide 2(CER2);cholesterol(CHL);and free fatty acid(FFA).Each VOC was docked individually with each lipid molecule.Cluster analysis was used to explore the relationship between the binding energy of VOCs and their molecular struc-tures.Nine specific pathogen-free(SPF)Sprague Dawley(SD)rats were randomly divided in-to Control;Nootkatone;and 3-Butylidenephthalide groups for in vitro percutaneous experi-ments;with three rats in each group.The donor pool solutions were 3%gastrodin;3%gas-trodin+3%nootkatone;and 3%gastrodin+3%3-butylidenephthalide;respectively.The pen-etration enhancing effects of VOCs with higher binding energy were evaluated by comparing the 12-hour cumulative percutaneous absorption of gastrodin(Q12;µg/cm²).Results(i)Most of the VOCs were non-hydrogen bonded to the hydrophobic parts of CHL and FFA;and hydrogen bonded to the head group of CER2.Among them;sesquiterpene ox-ides showed the most pronounced binding affinity to CER2.The VOCs with 2-4 rings(in-cluding carbon rings;benzene rings;and heterocycles)demonstrated stronger binding affini-ty for three skin lipid molecules compared with the VOCs without intramolecular rings(P<0.01).(ii)According to the cluster analysis;most of the VOCs that bond well to CER2 had 2-3 intramolecular rings.The non-oxygenated VOCs were bonded to CER2 in a hydrophobic manner.The oxygenated VOCs were mostly bonded to CER2 by hydrogen bonding.(iii)The results of Franz diffusion cell experiment showed that the Q12 of Control group was 260.60±25.09µg/cm2;and the transdermal absorption of gastrodin was significantly increased in Nootkatone group(Q12=5503.00±1080.00µg/cm²;P<0.01).The transdermal absorption of gastrodin was also increased in 3-Butylidenephthalide group(Q12=495.40±56.98µg/cm²;P>0.05).(iv)The type of oxygen-containing functional groups in VOCs was also an influencing factor of binding affinity to CER2.Conclusion The interactions between different types of VOCs with different structures in the VOCMM and three skin lipid molecules in the stratum corneum were investigated at the molecular level in this paper.This research provided theoretical guidance and data support for the screening of volatile oil-based penetration enhancers;and a simple and rapid method for studying the penetration-enhancing mechanism of volatile oils.

Pharmacological effects of volatile oil from chrysanthemum and its associated mechanisms:a review

Volatile oil(VO)is the main chemical component of common plants in Chrysanthemum genus,and it possesses several beneficial pharmacological properties,including bacteriostatic,antioxidant,anti-tumor,anti-inflammatory,antipyretic,analgesic,antiosteoporotic,antihypertensive,sedative,and hypnotic effects.To date,research on the effective components of Chrysanthemum extract has mainly focused on flavonoids,whereas limited data are available on the chemical constituents and underlying mechanisms of action of the VO components.In this review,the pharmacological activities and mechanisms of VO are comprehensively reviewed with the aim of providing a foundation for further development for medicinal,aromatherapy,and diet therapy applications.

GC-MS/MS Method for Determination and Pharmacokinetics of Main Components of Cang-Ai Volatile Oil in Rat Plasma after Intravenous Administration

[Objectives]To establish a gas chromatography-triple quadrupole mass spectrometry(GC-MS/MS)method based on multiple reaction monitoring(MRM)mode for the analysis of the major components in Cang-ai volatile oil(CAVO).[Methods]An ultrasensitive gas chromatography-tandem mass spectrometry(GC-MS/MS)method was developed and validated for the determination of three highly abundant components in rat plasma samples.Paeonol was used as an internal standard.A multiple reaction monitoring(MRM)model was employed for the quantification of the three major components of CAVO.[Results]The method demonstrated linearity over the range of 0.25 to 50μg/mL with a correlation coefficient(R 2)greater than 0.9998.The lower limit of quantification was 0.25μg/mL.Intra-day and inter-day accuracy and precision were within 15%.Extraction recovery and matrix effect values ranged from 90.1%to 110.6%and 0.1%to 2.1%,respectively.[Conclusions]This method was successfully applied to the simultaneous determination of the three components in high-level CAVO plasma samples,providing a basis for subsequent studies of CAVO.

Exploration of the efficacy and mechanism of treating head wind disease with the combination change of ginger volatile oil and gingerol by using content-weighted network pharmacology technology

Background:Exploring the efficacy,potential components,and mechanism of the combination of ginger essential oil and gingerols in the treatment of head wind disease based on network pharmacology technology with content weight.Methods:The experimental groups were divided into:0:10,1:4,1:2,1:1,2:1,4:1,10:0.The relative content(Ri)of the chemical constituents of ginger's volatile oil was determined using gas chromatography-mass spectrometry(GC-MS).Additionally,the physicochemical and biological property parameters(LogP,MDCK,PPB,MW)of the components were considered.To assess the quantitative effect of the components,a grading score was performed,and the quantitative effect index(Ki)was calculated.Subsequently,the target effect index(Ti)was calculated by combining the component-target matching score(Fit score).Using these calculations,the target effect score A was determined under the influence of multiple components targeting different targets.Key targets with A≥1000 were identified.To predict the targets related to head wind disease,the Comparative Toxicogenomics Database(https://ctdbase.org/),Gene Cards(https://www.genecards.org/),and Disgenet database(https://www.disgenet.org/)were utilized.The key targets,obtained from different proportions of ginger's volatile oil and gingerol,were intersected with the predicted targets.This facilitated network pharmacological analysis and verification of the efficacy.Results:The content of volatile oil in ginger demonstrated an impact on key targets associated with the volatile oil group.Each specific combination of volatile oil consistently activated distinct pathways,with variations stemming from changes in content.Experimental testing revealed that different combinations of ginger's volatile oil and gingerol effectively alleviated migraine symptoms in rats.Conclusion:Through the application of content-weighted network pharmacology technology and pharmacodynamic verification,it was determined that altering the ratio between ginger's volatile oil and gingerol leads to variations in potential targets and pathways,consequently impacting its efficacy.

The Effects of Oil Price Volatility on Some Macroeconomic Variables in Nigeria： Application of Garch and Var Models

The price of Nigeria＇s premium crude, the Bonny light has declined by about 51.8 percent between September 2014 and January 2015. Given that this resource is the major source of revenue for Nigeria, the possible effects on the economy of these continuing shocks in oil prices are definitely of prime interest in order to predict the effects of a drastic change in oil prices, on the Nigerian economy as a whole. This study investigates the impact of oil price shocks on the Nigerian economy using quarterly time series data from 1985Q2-2014Q3. The study employed GARCH model and a multivariate VAR analysis using impulse response functions and variance decompositions tests to examine the interrelationship among the variables. The impulse response functions show that oil price shocks have immediate and prolonged effect on all the macroeconomic variables considered. Thus, we conclude that oil price shocks have a direct impact on real GDP, total monetary assets and credit to private sector and as such urgent and serious efforts should be made to cut back on government expenditure, increase the tax base, diversify the economy and improve the overall efficiency and scope of other existing non-oil revenue sources, so as to ameliorate the impact of falling oil prices.

Controlling factors on the charging process of oil and gas in the eastern main sub-sag of the Baiyun Sag,Zhujiang River(Pearl River)Mouth Basin

The eastern main sub-sag(E-MSS)of the Baiyun Sag was the main zone for gas exploration in the deep-water area of the Zhujiang River(Pearl River)Mouth Basin at its early exploration stage,but the main goal of searching gas in this area was broken through by the successful exploration of the W3-2 and H34B volatile oil reservoirs,which provides a new insight for exploration of the Paleogene oil reservoirs in the E-MSS.Nevertheless,it is not clear on the distribution of“gas accumulated in the upper layer,oil accumulated in the lower layer”(Gas_(upper)-Oil_(lower))under the high heat flow,different source-rock beds,multi-stages of oil and gas charge,and multi-fluid phases,and not yet a definite understanding of the genetic relationship and formation mechanism among volatile oil,light oil and condensate gas reservoirs,and the migration and sequential charge model of oil and gas.These puzzles directly lead to the lack of a clear direction for oil exploration and drilling zone in this area.In this work,the PVT fluid phase,the origin of crude oil and condensate,the secondary alteration of oil and gas reservoirs,the evolution sequence of oil and gas formation,the phase state of oil and gas migration,and the configuration of fault activity were analyzed,which established the migration and accumulation model of Gas_(upper)-Oil_(lower)cocontrolled by source and heat,and fractionation controlled by facies in the E-MSS.Meanwhile,the fractionation evolution model among common black reservoirs,volatile reservoirs,condensate reservoirs and gas reservoirs is discussed,which proposed that the distribution pattern of Gas_(upper)-Oil_(lower)in the E-MSS is controlled by the generation attribute of oil and gas from source rocks,the difference of thermal evolution,and the fractionation controlled by phases after mixing the oil and gas.Overall,we suggest that residual oil reservoirs should be found in the lower strata of the discovered gas reservoirs in the oil-source fault and diapir-developed areas,while volatile oil reservoirs should be found in the deeper strata near the sag with no oil-source fault area.

Application of Fluid Phase Recovery Method in the Early Development of BZ26-6 Volatile Oil Field in Bohai Sea

BZ26-6 Oilfield is a kind of deep metamorphic rock buried-hill volatile oilfield in Bohai Sea, China. Its early development plan is restricted due to the simultaneous production of oil and gas in large sections of reservoirs, unclear understanding of formation fluid properties and uncertainty of gas-oil interface. Through theoretical research on phase recovery and experimental analysis of crude oil phase characteristics in the original formation, characteristic parameters of the equilibrium condensate gas fluid are restored and calculated. Through the superimposed phase diagram of volatile oil and condensate gas, BZ26-6 Oilfield is determined to be a volatile oil reservoir with a condensate gas cap, with formation pressure and saturation pressure of 36.1 MPa, respectively. Based on the research results of oil-gas phase behavior characteristics, the thermodynamic equations and equation of state are jointly used to solve the problem, and the content change curves of each component at different depths are drawn. Combined with the sensitivity analysis of numerical simulation, the gas-oil interface is determined to be -3726 m above sea level. The fluid phase analysis software, Fluidmodeler, is used to simulate volatile oil degassing and condensate gas separation experiments. In combination with oil and gas production data obtained through the production test, the specific oil recovery index and the specific gas recovery index are determined to be 0.408 m3/(MPa·d·m) and 1195 m3/(MPa·d·m), respectively. And the reasonable production capacity prediction is conducted on the early development of BZ26-6 Oilfield. The research results can provide a theoretical basis for the efficient development of similar complex oil and gas reservoirs.

Chemical Compositions of Volatile Oil from Fruiting Body of Armillaria luteo-virens

The chemical compositions of volatile oil from fruiting body of Armillaria luteo-virens in Qinghai Province were firstly analyzed with GC-MS and its relevant compositions were detected by calculating chromatographic peak area with normalized method. 21 peaks were separated and 13 compositions were identified which were mainly unsaturated fatty acids, taking 97.1% of the total volatile oil.

Effect of Three Precursors on Accumulation of Principal Volatile Oil Constituents in Tissue Culture Plantlets of Atractylodes lancea (Thunb.) DC.

[Objective] This study was to explore the effect of three precursors on the accumulation of principal volatile oil constituents in tissue culture plantlets of Atractylodes lancea （Thunb.） DC. with the aim to provide references for the improvement of artificial cultivated A. lancea quality. [Method] Three precursors were added into the MS rooting medium for A. lancea tissue culture plantlets and the volatile oil was extracted by ultrasonication after cultured for several days. The content of atractylon, atractylol, β-eucalyptol and atractydin in the volatile oil were determined by using gas chromatography method. [Result] The addition of xylose, isoprene and tetrahydrofuran impacted the growth indicators, yield of volatile oil and relative percentage content of the four constituents of A. lancea tissue culture plantlets. In the 6 g/L xylose optimized medium, the atractylon and β-eucalyptol content reached up to 4.23% and 56.34%, respectively, 1.41% and 1.66% higher than the control; although the addition of isoprene into medium raised the atractylon content, the accumulation of total volatile oil was inhibited that it decreased by 23.67%, 31.06% and 7.10% to the control; for the tetrahydrofuran optimized medium, the content of atractylon, atractylol and atractydin all increased, and the total volatile oil content increased by 49.97% to the control when the concentration of tetrahydrofuran was 0.07 g/L. [Conclusion] The addition of xylose and tetrahydrofuran promoted the accumulation of principal constituents of the volatile oil, whereas the addition of isoprene inhibited the accumulation.

Three New Hydroxytetradecenals from Amomum tsao-ko with Protein Tyrosine Phosphatase 1B and Glycogen Phosphorylase Inhibitory Activity

The fruits of Amomum tsao-ko(Cao-Guo)were documented in Chinese Pharmacopoeia for the treatment of abdominal pain,vomiting,and plague.In our previous study,a series of diarylheptanes and flavonoids withα-glucosidase and protein tyrosine phosphatase 1B(PTP1B)inhibitory activity have been reported from the middle-polarity part of A.tsao-ko,whereas the antidiabetic potency of the low-polarity constituents is still unclear.In this study,three new hydroxytetradecenals,(2E,4E,8Z,11Z)-6R-hydroxytetradeca-2,4,8,11-tetraenal(1),(2E,4E,8Z)-6R-hydroxytetradeca-2,4,8-trienal(2)and(2E,4E)-6R-hydroxytetradeca-2,4-dienal(3)were obtained from the volatile oils of A.tsao-ko.The structures of compounds 1–3 were determined using spectroscopic data involving 1D and 2D nuclear magnetic resonance(NMR),high-resolution mass spectra(HRMS),and specific rotation([α]D).Their hypoglycemic activity was evaluated against glycogen phosphorylase(GPa)and PTP1B.Compounds 1 and 2 displayed moderate activity against PTP1B with inhibition rates of 33.8%−50.3%at 100 and 200μM.Moreover,compound 1 exhibited an obvious inhibitory effect on GPa(IC50=31.7μM),whereas compound 2 was inactive.This study demonstrates hydroxytetradecenals as the characteristic components of A.tsao-ko with therapeutic potential in diabetes.

Chemical component analysis of volatile oil in drug pair Herba Ephedrae-Ramulus Cinnamomi by GC-MS and CRM

Active volatile components in drug pair(DP)Herba Ephedrae-Ramulus Cinnamomi(HE-RC),single drug HE and RC were analyzed by gas chromatography/mass spectrometry(GC/MS),chemometric resolution method(CRM)and overall volume integration.By means of CRM,the two-dimensional data obtained from GC-MS instruments were resolved into a pure chromatogram and a mass spectrum of each chemical compound.In total,97,62,and 78 volatile chemical components in volatile oil of HE,RC,and DP HE-RC,were respectively determined qualitatively and quantitatively,accounting for 90.08%,91.62%,and 89.76% total contents of volatile oil of HE,RC,and DP HE-RC respectively.It is further demonstrated that the numbers of volatile components of DP HE-RC are almost the sum of those of two single drugs,but some relative contents of them are changed.Some new components,such as 1,6-dimethylhepta-1,3,5-triene,tetracyclo[4.2.1.1(2,5).0(9,10)]deca-3,7-diene,globulol and(E,E)-6,10,14-trimethyl-5,9,13-pentadecatrien-2-one are found in DP HE-RC because of chemical reactions and physical changes during decoction.

BAIMUXIFURANIC ACID,A NEW SESQUITERPENE FROM THE VOLATILE OIL OF AQUILARIA SINENSIS(LOUR.)GILG.

A new sesquiterpenoid,named baimuxifuranic acid,has been isolated from the volatile oil of Aquilaria sinensis(Lour.)Gilg.belonging to the family Thymelaceae by silica gel column chromatography.Based on spectral analysis its structure was deduced as(1).Reduction of baimuxifuranic acid by LiAlH_4 gave a

Preparation and Evaluation of Microcapsule Containing Volatile Oil of Herba Schizonepetae by Emulsion Solvent Diffusion Method

Microcapsules of volatile oil containing Herba Schizonepetae(VOHS) were prepared by emulsion solvent diffusion method to improve the drug loading and reduce the amount of pharmaceutical excipients.Orthogonal assay was applied to optimize the preparation condition of microcapsulation,and the results illustrated that the ratio of ethyl cellulose(EC) to VOHS influenced the property of VOHS microcapsule significantly.GC-MS analysis indicated that some volatile components with low concentration in VOHS were lost after microencapsulation.The microcapsules prepared with optimum condition had good fluidity,and the holes on the surface of the microcapsules contributed to the release of VOHS.The particles of the microcapsule conformed to a normal distribution with the diameter of 45—220 μm.In the simulated intestinal fluid containing 0.2% sodium dodecyl sulfate,pulegone in VOHS microcapsule showed a certain degree of slow release.Compared with β-cyclodextrin method,the microencapsulation used in the present work could reduce the amount of excipients and increase the drug loading.It was beneficial to reduce the dose of Chinese medicines containing volatile oils.

Volatile Oil of Platycladus Orientalis(L.)Franco Leaves Exerts Strong Anti-inflammatory Effects via Inhibiting the IκB/NF-κB Pathway

This study was designed to investigate the anti-inflammatory effects of volatile oil of Platycladus orientalis(L.)Franco leaves(VOPF)and the underlying molecular mechanisms by using the non-infectious inflammation rat models and infectious inflammation mouse models.Ear swelling and intraperitoneal capillary permeability in mice,and carrageenan-induced toe swelling and cotton ball-induced granuloma in rats were used to reveal anti-inflammatory effects of VOPF.Moreover,the lipopolysaccharide(LPS)-induced mouse model of acute lung injury was used to explore the anti-inflammatory mechanism of VOPF.The results showed that VOPF could significantly inhibit auricular swelling,intraperitoneal capillary permeability in mice,and reduce granuloma swelling and paw swelling in rats.Furthermore,it significantly alleviated the pathological damage of the lung tissue.In addition,VOPF could reduce the contents of IL-1β and TNF-αand increase the content of IL-10 in the serum.It had little effect on the expression of p65 but reduced the phosphorylation level of p65 and IκB in NF-κB pathway.In conclusion,VOPF has anti-inflammatory effects and the mechanisms involve the down-regulation of the phosphorylation levels of p65 and IκB and blockage of the NF-κB signaling pathway.

Components of Volatile Oil from Water-caltrop and Their Anti-tumor Effect in vitro

The volatile oil was extracted from water caltrop by steam distillation; it was then analyzed by GC-MS to obtain 16 components, 8 of which were identified. Apocynin was the most abundant one, accounting for 81.41% of the total oil. The in vitro inhibitory effects of the volatile oil on SMMC-7721, MCF-7, Hela, HL-60 cells, and human peripheral blood mononuclear cells（PBMC） were investigated via the MTT method. The morphological changes of the tumor cells were observed and the apoptosis of HL-60 cells was detected by flow cytometry. The proliferation of the tumor cells could be significantly inhibited and the apoptosis of HL-60 cells could be induced by the volatile oil. The proliferation inhibition effect of the volatile oil on HL-60 tumor cells and the induction of the apoptosis of ilL-60 cells had dose-dependent feature.

Component analysis of volatile oil from Illicium Verum Hook. f.

Volatile oil was extracted from Illicium Verum Hook. f. by using steam distillation. 41 kinds of compounds were separated and identified by GC/MS, and their relative contents were determined by normalization method. Among 41 identified compounds, there are 14 hydrocarbon components and 22 oxygenated hydrocarbon derivatives, and a small amount of nitrogenous compounds. The main component is anethole, accoun ting for 76.23%, and the other components such as anisyl acetone, anisaldehyde, p allylanisole, p cumic aldehyde and p allylpen take up more than 10%.

Component Analysis of Volatile Oil of Garlic from Different Districts and Assay of Allicin Content

[ Objective] The aim was to study the chemical component of volatile oil of garlic in different districts. [ Method] GC-MS was used to an- alyze the composition of the garlic volatile oil in Guiyang, Guizhou Majiang, Shandong, Yunnan and Chongqing and the HPLC method was used to assay the content of gadicin. [ Result]Gadicin in different essential oil had the highest content but varied a lot. The sampling amount of garlicin be- tween 0.562 and 2.810 μg was in a good linear relation （R =0.999 2, n = 5 ） with peak area, the average recovery rate was 99.39, RSD = 1.76%. [ Conclusion] GC-MS can be used to analysis the composition of essential oil quickly and effectively. The liquid chromatographic analysis of garlicin was simple, reliable and reproducible. The study provided the theoretical basis for selecting garlic in gadic flavor oil production and improving quality of gadicin oil.

Mechanism of volatile oil from Chuanxiong(Chuanxiong Rhizoma)-Suhexiang(Styrax)-Bingpian(Borneolum)in treating angina pectoris based on network pharmacology and its protective effects on myocardial damage in rats

Objective To explore the pharmacodynamic material basis and mechanism of action of volatile oil from Chuanxiong(Chuanxiong Rhizoma)-Suhexiang(Styrax)-Bingpian(Borneolum)(hereinafter referred to as C-S-B volatile oil)in treating angina pectoris based on network pharmacology and to detect its protective effects against rat myocardial damage.Methods Gas chromatography-mass spectrometry(GC-MS)was used to determine the constituents of volatile oils from Chuanxiong(Chuanxiong Rhizoma),Suhexiang(Styrax),and Bingpian(Borneolum),and the targets of the three main constituents were found predicted and screened using the PharmMapper server,and Gene Cards and Coo LGe N databases.The STRING database and Cytoscape software were used to draw the protein-protein interaction(PPI)network,RStudio software was used to analyze Gene Ontology(GO)and Kyoto Encyclopedia of Genome and Genome(KEGG)pathways,and Cytoscape software was used to construct the component-target-pathwaydisease network.The rat model of myocardial injury was established by intraperitoneal injection of a large dose of isoprenaline hydrochloride.After continuous intervention with C-S-B volatile oil for 14 d,the ejection fraction(EF)and short axis shortening rate(FS)of the left ventricle were detected.The indices of myocardial damage were detected after hematoxylin-eosin(HE)staining.Results Fifteen volatile oil components from the C-S-B formula were identified.There are 470 targets of these volatile oil components and 401 angina-related genes.There are 28 core targets,including CHRM4,ADRA1 A,FGFR1,CHRM2,CYP2 A6,CHRM5,CHRM1,CHRM3,HDAC2,and MPO,etc..The results of the KEGG analysis indicated that the C-S-B formula probably interferes with the following pathways:neuroactive ligand-receptor interactions,calcium signaling,cytochrome P450 metabolism of heteropoietin,among others.The results of animal experiments showed that the C-S-B formula essential oil could significantly improve the following myocardial indices in rats with myocardial injury:EF,FS,left ventricular end-systolic diameter(LVIDs),left ventricular end-diastolic diameter(LVIDd),and stroke volume(SV),and all the differences were statistically significant(P<0.01).Conclusion The mechanism of action of volatile oil components in the C-S-B formula in treating angina pectoris was analyzed using multi-component,multi-target and multi-pathway systems,which has laid a foundation for further revealing its mechanism of action.Animal experiments have shown that the volatile oil of the C-S-B formula can improve EF,FS,and other indices of myocardial damage in a rat model,thus relieving myocardial damage caused by heart hyperactivity,improving cardiac function,and protecting against myocardial damage.

GC-MS Analysis of Volatile Oils in Mango Leaves from Different Producing Areas

[Objectives]To analyze the composition of volatile oils from mango leaves from different producing areas.[Methods]The volatile oils in mango leaves from different areas was extracted by steam distillation,and the GC-MS method combined with retention index and peak area normalization method was used for qualitative and quantitative analysis.[Results]The volatile oils of mango leaves in southern provinces contained high content of terpenes,such asα-gurjunene(18.39%-34.13%),(+)-viridiflorene(8.95%-16.30%)and(E)-β-ocimene(3.49%-7.63%).The volatile oils components of mango leaves were significantly different in different provinces,for example,mango leaves produced in Hainan Province contained a large amount ofβ-selinene(23.00%),but not in other provinces.[Conclusions]The origin had a great influence on the composition and contents of volatile oils in mango leaves.

Chemical Characterization and in Vitro Antitumor Activity of the Essential Oils from the Leaves and Flowers of Callistemon viminalis

The objective of this study was to characterize and verify the in vitro antitumor activity of essential oils (EOs) extracted from the leaves and flowers of Callistemon viminalis. The EOs were extracted by hydrodistillation using a modified Clevenger apparatus. The identification and quantification of constituents were performed on a gas chromatograph coupled to a mass spectrometer and a gas chromatograph with a flame ionization detector. The antitumoral activity was evaluated by a colorimetric assay (MTS) using different cell lines derived from human tumors (breast, lung, glioblastoma, and melanoma). The major constituents of the EOs of leaves and flowers were similar, only quantitative differences being observed. The compounds 1,8-cineole, α-pinene and α-terpineol were found in concentrations of 50.4%, 25.8% and 8.7% in the EOs obtained from the leaves and 48.8%, 24.5% and 3.9% in the EOs obtained from the flowers, respectively. The cytotoxic activity of the EOs was observed only in melanoma cultures (HT144). Cultures treated for 48 h with EOs from leaves and flowers (200 μg·mL-1) reduced the viability by 40% and 25%, respectively. Thus, the antiproliferative activity of the EO from leaves was more pronounced than the EO from flowers in cells derived from melanoma.