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    Cropwatch Three b

    OPINION: Methyl eugenol-containing essential oils.

    Tony Burfield May 2004

    Worries about possible risks due to the methyl eugenol content of natural materials herbs,

    essential oils - have surfaced in the recent past but there is a dearth of information on the

    subject directly available in the public domain to aromatherapists or complementary health

    practitioners. The following feature is an attempt to add some background information to this

    subject.

    The warm, musty-mild-spicy odoured aromatic compound Methyl Eugenol (aka eugenolmethyl ether, or 4-allyl-1,2-diomethoxybenzene) is prohibited from being directly added as

    an ingredient to fragrances intended for retailed cosmetic products, due to worries about its

    potential carcinogenicity.

    As it occurs naturally in many essential oils and extracts, the addition of these ingredients is

    not restricted outright, but on provision that the methyl eugenol content does not exceed the

    following concentration in the following finished products according to the IFRA standards(see www.ifraorg.org/):

    Fine Fragrances 0.020%*

    Eau de Toilette 0.008%

    Fragrance Cream 0.004%

    Rinse off products 0.001%

    Leave-on products/

    Oral hygiene products 0.0004%

    Non skin (as defined on IFRA website) 0.010%*.

    *The limit of 0.02% for the starred items applies to the concentration in the fragrancecompound.

    In effect this means that there is an obligation on ingredient suppliers, under the

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    requirements of due diligence, to supply information to customers, to make sure that theyreceive the necessary information in order for them to comply with the above requirementsof the IFRA Standards. To spell this out in more detail, reporting the methyl eugenol contentof the specific batch of the ingredient will then allow the customer to further calculate finallevels of methyl eugenol appearing in the finished product. It is difficult to see how manysmall essential oil suppliers, without resort to internal analytical expertise, will be able toperform this function. Additionally, it is relatively easy to find plants for sale on the Internet,whos essential oils contain high levels of methyl eugnol e.g. Black tea tree plants can beordered at http://www.hotkey.net.au/~macs_oils/plant01.htm. No warning about the potentialtoxicity of methyl eugenol is presented.

    It has long been established that methyl eugenol occurs in essential oils such as CanadianSnake root, Bay, Citronella, Laurel, Emodia, Fennel, Betel, Brisbane Sassafras, Pimento,Hyacinth etc., and its occurrence often coincides with the additional presence of eugenol(Poucher 1991). And so, purely as a guide, here below is presented a snapshot guide tothe reported methyl eugenol content of several further essential oils.

    Published data on Methyl Eugenol Contents of Essential Oils.

    1. FEMA have published data to members on methyl eugenol contents of essential oils(no geographic origins specified).

    2. The BFA on 12.02.02 circulated BEOA data from 09.11.01 on the methyl eugenolcontent of a number of analysed commercial oils. Oils were classified by botanicalname (no chemotypes were distinguished) and by origin. There are no particularsurprises, although methyl eugenol contents on rose otto seemed low-ish comparedwith other published data, and the range of methyl eugenol contents of the 23 basiloils (all apparently from Egypt) was relatively large. No data on fennel oil (identified bythe EU Scientific Committee on Food as a dietary source of methyl eugenol) wasincluded. The BEOA data document makes comment that expert analysis of genuineessential oils shows how widely essential oils vary in composition, and makescomment that the BACIS commercial data-base of essential oils shows methyleugenol contents of 258 oils, that some of this data is misleading, and notrepresentative of genuine high volume essential oils used in commerce.

    3. IFRA data on methyl eugenol contents of essential oils, as presented on the IFRAwebsite www.ifraorg.org in May 2004 does not define the plant source species, thegeographical origins of oils or any chemotype information. A document circulated byIFRA (to members only not in the public domain but most of the information thesame as on the IFRA website) on April 6th 2004 lists 21 essential oils, again giving nobotanical identification, only giving geographic origins for two types of oils (citronellaand rose), and giving chemotype information for basil only. As has been observedpreviously by this author, the standard of botanical reporting in IFRA documents, andin EU legislation leaves a great deal to be desired.

    4. A list of plants containing methyl eugenol, duplicating the species names of many ofthe entries below, can be found on the Agricultural Research Services data-base athttp://www.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=METHYL-EUGENOL

    Table I - Various References re: Methyl Eugenol content of EOs.

    Essential oil Remarks Methyl eugenolcontent

    Reference key(see below)

    Acorus calamus Calamus Indian 1.0% Shiva et al.

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    Acorus calamus CalamusMediterranean

    0.9% max BEOA

    Acorus calamus (?) Calamus oil

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    winterianus (Java type)

    Cymbopogon sp. Citronella oil

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    Myrstica

    fragrans

    East Indian Nutmeg oil tr 1.2% EOS

    Myrstica

    fragrans

    West Indian Nutmeg oil 0.1- 0.2% EOS

    Myrstica fragrans

    (?)

    Nutmeg oil < 1.0% IFRA website

    IFRA 06.04.04Myrstica fragrans

    (?)

    Mace oil < 0.5% IFRA website

    IFRA 06.04.04Myrtus communis Myrtle oil 1.21% TQ

    Myrtus communis Myrtle berry oil 2.3% Mazza

    Ocimum basilicum Sweet basil oil Often below

    0.2%, Comores

    (exotic type) to

    1.6%

    Ocimum basilicum Oil of Egyptian origin 5.6% max BEOA

    Ocimum spp. Basil oil < 6.0% IFRA website

    IFRA 06.04.04Ocimum basilicum Basil Oil 2.6% FEMA

    Ocimum basilicum var.

    basilicum

    Described by F & P as

    Exotic type Basil oil

    1.6% F & P.

    Ocimum basilicum var.

    feuilles de laitre

    Described by F & P. as

    European type Basil oil

    2.5 to 7% F & P.

    Ocimum basilicum var.

    grand vert

    Oil 55-65% F & P.

    Ocimum basilicum var.

    minimum

    Described by F & P. as

    Small Basil

    55-65% F & P.

    Ocimum gratissimum

    var. thymoliferum

    Described by F & P. as

    Basil oil thymol type

    1.7% F & P.

    Ocotea pretiosa (Brazilian Sassafras

    oil- methyl eugenol

    type)

    > 50.0% TB

    Pelargonium

    graveolens

    Geranium oil China

    Geranium oil Bourbon

    Not detected in

    either oil

    BEOA

    Pelargonium

    odoratissum

    Geranium oil Egypt Not detected BEOA

    Peumus boldus Leaf 100-125 ppm Duke

    Pimenta dioica Pimento leaf oil to 2% TB

    Pimenta dioica Pimento leaf oil 2% FEMA

    Pimenta dioica Pimento leaf oil 15.4% TQ

    Pimenta dioica Pimento leaf oil 3.9% BEOA

    Pimenta dioica Pimento berry oil to 8% TB

    Pimenta dioica Pimento berry oil 15.0% BEOA

    Pimenta dioica (?) Pimento berry oil < 15.0% IFRA website

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    Pimento leaf oil

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    aromaticum Syzygium-aromaticum

    Clove leaf oil Indonesia 0.5% TB

    Syzygium-aromaticum

    Clove oil

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    26.09.01, which can be viewed at http://europa.eu.int/comm/food/fs/sc/scf/out102_en.pdf

    The committee remarked that methyl eugenol is a multi-site, multi-species carcinogen, being

    both genotoxic and carcinogenic. Average human intake from diet of methyl eugenol

    amounted to 13 mg/person/day and the 97.5th percentile was 36 mg/person/day (on a body

    weight basis these values correspond to 0.19 and 0.53 mg/kg bw/day, respectively). The

    committee was unable to establish a safe exposure limit.

    Subsequently IFRA decided to severely restrict the limits of methyl eugenol in finished

    fragranced products in 2001 (36th Amendment to the Code of Practice).

    Low methyl eugenol rose oil has been commercially offered by a small number of aroma

    houses. Removal of the methyl eugenol content by high vacuum fractional distillation seems

    to adversely affect the typical rose character in products offered. Removal of the methyl

    eugenol content by spinning band or spinning cone distillation may be more satisfactory, but

    production time is at a premium on this expensive technology. Rose oils naturally very low in

    methyl eugenol are known in Eastern Europe and further East, but the quality is very poor to

    actually unacceptable for most purposes, even before methyl eugenol removal.

    As a closing comment, it is hard to see why the aromatherapy and cosmetic industries are

    led by the nose on the choice of available commercial rose qualities utilised, which merely

    reflect historical perfumery trade uses. It has previously been established that rose absolutes

    from varieties of garden roses can demonstrate beneficial cosmetic properties (tienne et al.

    2000) whereas a conventional commercial rose absolute showed none of these effects.

    Further, it is likely that certain of these other varieties will only present a fraction of the

    methyl eugenol levels encountered in conventionally sourced rose ottos and absolutes.

    Methyl Eugenol in Aromatherapy.

    The author is unable to find any detailed advice given by professional aromatherapyorganisations to members on this issue, on a par with that put by IFRA for its membership in

    the perfumery profession. Harris (2002) has reviewed the position of methyl eugenol in

    aromatherapy practice in the light of IFRA restrictions in the fragrance industry. It is worth

    exploring a number of points.

    Firstly, Harris notes that the IFRA have published a list of essential oils (e.o.s) with methyl

    eugenol contents, commenting that these figures only pertain to oils used in the fragrance

    industry. Harris instead quotes e.o. data from Lawrence (1998-2002). However IFEAT have

    previously criticised the use of Lawrences data (specifically over the separate 26 allergens

    issue), as they maintain it is relates only to experimental data and does not relate to the

    composition of commercial oils. In any case, in the real world, the e.o.s distributed by many

    (but certainly not all) aromatherapy oil suppliers are identical to those distributed by the

    fragrance industry.

    Harris further maintains that the average aromatherapy treatment regime consists of 5-10

    sessions, given at most once per week, generally with the essential oils employed being

    changed during this regime according to the improvement of the client, and goes on to

    state, those most at risk from methyl eugenol are the aromatherapists themselves, but

    does not investigate exposure of this most at risk group in any satisfactory detail. Harris

    further mentions avoidance of high methyl eugenol containing oils by therapists, and talks of

    using 3 drops in a blend which, as several professional therapists have privately

    commented, is not Aromatherapy.

    Since aromatherapy is a poorly paid profession, many professional aromatherapists are

    obliged to work extended hours, and may have to perform 6-8 massages per day, 5-6 (or

    more) days per week. Further, a whole body massage may well be carried out with 20-50

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    mls of massage oil containing 2-2.5% e.o., although some practitioners apparently havebeen known to use even higher concentrations (Guba 1998). Unknown amounts of methyleugenol are therefore absorbed by the therapist throughout the week, via skin absorptionthrough the hands, and by inhalation of vapour. Harris doesnt mention the fact that diet isadditionally adding to the therapists body burden of methyl eugenol.

    The above factors may eventually allow a more realistic calculation of daily human bodyloading from methyl eugenol for aromatherapists, but interpretation of the data revolvesaround interpretations of the NOEL (no-effects) level in the longer-term and appropriatesafety factors (IFRA used a factor of 1000 X). Since aromatherapeutic treatments such aswhole body massage are vastly different from animal dosing studies, drawing directconclusions about possible toxicological effects is distinctly risky. Further, it is already knownfrom human liver microsomal preparations that metabolism rates by human cytochromeP450 isozymes for methyl eugenol varies more than 37-fold (Gardner et al. 1997) suggestinga wide range of serum concentrations will occur in the general population following methyleugenol exposure.

    Meanwhile Schecter et al. (2004) have produced a study on human consumption of methyleugenol and its elimination from serum under a mandate from the National ToxicologyProgram of the US Department of Health and Human Services. In particular the teaminvestigated the consumption of methyl eugenol from a brand of gingersnaps, found tocontain a relatively high concentration of methyl eugenol at 3.3mg/g (a number of otherfoodstuffs containing lower concentrations of methyl eugenol are also listed in the article &cigarette tobaccos were identified as another possible source of methyl eugenol exposure!).Serum peak levels of methyl eugenol were found to be within range of a concurrent study of213 non-fasting subjects in the third Nutrition Examination Survey (NHANES III, 1988-1994).However in this latter study, the authors found that methyl eugenol levels in the blood of thegeneral US population were higher than expected (but the highest concentration found,390pg/g, was still 2000 X lower than the lowest dose used in the NTP rodent studies referredto above). Nevertheless, as Schecter et al. remark, the significance of the elevated levelswith respect to any toxicological consequences, still remains to be determined.

    It may well eventually turn out that a working aromatherapist, constantly using basil and roseoils, and with a fondness for pesta and flavoured cigarettes is more likely to be hit by ameteorite than to contract a toxicological problem due to daily methyl eugenol exposure fromall these routes. Its just that it would be nice to think that those entrusted with a duty of caretowards working people in our society were actively investigating this topic. The situationbeing as it is, assessments on this topic are more likely to be made by self-educated laymen,than by formerly qualified toxicologists and to this end, Cropwatch has written to sometoxicologists for some learned opinions on this matter. Any replies will be published in furthereditions of this organ.

    STOP PRESS!

    Professor Arnold Schecter (see reference above) kindly read my piece on methyl eugenolabove and hinted from the tone of the article above that I might have understated the risk

    slightly, commenting further as follows:

    What my work followed during a year I worked at NIH was that methyl eugenol is extremelycarcinogenic to rodents and causes cancers in rats and mice, two species, and in multipletissues. The human levels may or may not be of concern, both those we reported and thehigher levels we alluded to in the general US population, so high for unknown reasons. MEdoes not occur by itself in humans but in combination with many other toxic chemicals sopotential human health effects might be from ME alone or in combination with others.

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    And further: In combination with other carcinogens (methyl eugenol) might be harmful atlower levels than those derived dosing animals with one chemical only. Many chemicals in

    our bodies.

    I take these points on board, and suggest even louder now, that the aromatherapyprofession needs to take this issue seriously, perhaps appealing for outside help to more

    properly evaluate the risk.

    Glossary

    BFA: British Fragrance Association

    IFEAT: International Federation of Essential Oils and Aroma Trades

    IFRA: International Fragrance Research Association

    Table Data References:

    Aurore, G. S. Abaul, J. Bourgeois, P. Luc, J. (1998) Antibacterial and Antifungal Activities of the Essential Oils of Pimenta racemosa var. racemosaP. Miller (J.W. Moore) (Myrtaceae). J. Essential Oil Res. 10(2), 161-164.

    BEOA: British Essential Oils Association 9th Nov 2001 data reproduced by kind permission.

    Brophy JJ: Brophy JJ (1999) Potentially Commercial Melaleucas in Tea Tree the Genus Melaleuca eds. Ian Southwell & Robert Lowe. HarwoodAcademic Publishers.

    Brophy et al: Brophy et al. (1999) J Essen Oil Rec 11, 327-332.

    Duke: Duke J (?) from Chemicals and their Biological Activities in: Peumus boldus MOLINA (Monimiaceae) Boldo see http://www.rain-tree.com/db/Peumus-boldus-phytochem.htm

    Duke 2 : see http://www.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=METHYL-EUGENO

    EOS: Essential Oil Safety Robert Tisserand & Tony Balacs Churchill-Livingstone 1996.

    F & P: Franchomme P. & Peneol D (1995) lAromatherapie

    Exactement pub. Jollois. R.

    Guba R (1998) Toxicity Myths the Actual Risks of Essential Oil Use. Centre for Aromatic Medicine 1998.

    IFRA website: www.ifraorg.org information as at 01.05.2004

    IFRA: Annex 1 IFRA Standards.doc April 6, 2004.

    IS: Ian Southwell (1999) Tea Tree constituents in Tea Tree the Genus Melaleuca eds. Ian Southwell & Robert Lowe. Harwood AcademicPublishers

    Kam: Kameoka H. (1993) The Essential Oil Constituents of Some Useful Plants from China in Recent Developments in Flavour & FragranceChemistry Proceedings of the 3rd Int. Haarman & Reimer Symposium Pub. VCH NY 1993.

    Lawr.: Lawrence BW (1989) EOs 1981-7 Allured Publ.

    Lawr. a: Lawrence BM et al. (1985) Perf & Flav 10(6), 56-58 Dec 1985-Jan 1986

    Mazza G. (1983) GCMS Investigation of Volatile Components of Myrtle Berries J. Chromatog. 264, 304-311.

    SCIB: Zhu Lianfeng et al. (1993) Aromatic Plants & Essential Constituents South China Inst of Botany, Hai Feng Publishing Co.

    Shiva et al: Shiva MP, Lehri A, Shiva A. (2000) Aromatic & Medicinal Plants pub IBD 2000.

    TB: Tony Burfield (2000) Natural Aromatic Materials: Odours and Origins pub. AIA Tampa.

    TB see: http://www.users.globalnet.co.uk/~nodice/new/magazine/odprofile.htm

    TBb: Tony Burfield (unpublished data)

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    TBc: Tony Burfield & Sylla Sheppard-Hanger (2002) Basil Oils Monograph AIA UK 2002.

    TQ: trade suppliers questionnaire (IFF 2003)

    Poucher (1991) Pouchers Perfumes, Cosmetics and Soaps - Vol 1 The Raw Materials of Perfumery 9th edn. Blackie Academic & Professional.

    Zhu Liangfu et al. (1993) Aromatic Plants & Essential Constituents South China Inst of Botany.

    Text References.

    tienne et al. (2000) New and unexpected cosmetic properties of perfumes. Effects upon free radicals and enzymes induced by essential oils,absolutes and fragrant compounds. International Journal of Cosmetic Science 22, 317-328.

    Gardner et al. (1997) Cytochrome P450 mediated bioactivation of methyleugenol in Fisher 344 rar and human liver microsomes. Carcinogenesis18, 1775-1783.

    Harris B. (2002) Methyl eugenol the current bete noir of aromatherapy. Int. J. of Aromatherapy 12(4), 193-201.

    Lawrence B.W. Progress in Essential Oils (1998-2002).

    NHANES III 1988-94 National Centre for Health Statistics (1994). Plan and Operation of the Third National Health & Nutrition Examination Survey,1988-94. Series 1: Program & Collection Procedure No 32.

    Schecter A et al. (2004) Human Consumption of Methyleugenol and Its Elimination from Serum Environmental Health Perspectives 112(6), 678-680.


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