Spices as Antioxidants
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Review
Synthetic antioxidants such as butylated hydroxytoluene
(BH~ and buty,ated hydroxyanisole (BHA) have been used
widely for many years to retard lipid oxida~an. Conc~
about the ~fety of synthetic antioxidants together with
consumer preference for natura l products has resulted in
increased nyr.,earchon natural antioxidants. Many spices hav~
been shown to impart an antioxidative effect in foods. This
article summarizes the literature on the antioxidativc effects
Spices as antioxidants
Helle LindbergMadsen "and
Grete Bertelsen
activity of spices is due to phe ao i~ . More geaerai in-format ion concerning phenol ic mtiosdda~ caa be
of spices. The term spice is defined as dry plant material that foun d in m~rticl,- by ~ and Wamummlar~.
is normally added to food to impart flavour.
The oxidation of fipids in foodstuffs results in the devel-
opment of off-flavour, rendering the product unaccept-
able for human consumption. The structure of foo ds ischanged doring processing and a s a result l ipids might
becom e more exp osed to oxygen. In addition, the natu-
rally occurring antioxidant systems are impaired duringprocessing, making processed food more susceptible to
oxidation. The products of oxidation give rise to off-
flavonrs, thereby limiting the shelf l ife o, the processedfoodstuffs. Butylated hydroxytoluene (BHT) and butyl-ated hydroxyanisole (BKA) are both pow erful syntheticantioxidants, but they are be lieved to possess carcino-
genic ~ctivityL These observations have lead to a de-mand for antioxidants derived from naturally occurring
sources.
Since ancient times, spices have been added to diffe:-
ent types of food to improve the flavour. For example,
garlic and red chill i were added to butterfat (ghoc) and
red chill i, fennel or clove were often used in the prep-aration o f picHes. Some of the early scientific investi-gations were carried OUt by Sehti and Aggarwa12, wh o
reported the imp rov ed storage stability f groundnut oil
after the addition of I different sp[c~; red chilli nd
cin nam on leaves wer e f ound to be the most effective.
Chipault et al?.~ nvestigated ".he nfioxidsnt activity f
spices in different ubstrates. o se ma ry and sage were
found to be the mos t effective in lard, while clove
showed the highest antioxidant activity in an oil-in-water emulsion and, in general, activity indexes obtained
for the spices in the emulsion were several t imes greater
than those in lard, indicating a higher efficiency in the
emulsion. The antioxidant activity of 17 different spices
was investigated in mayonnaise and French dressingand oregano was found to display the highest activity~.These results emphasize the importance of the substrate
used in evaluation studies. Since the early work ofClfipault et alys , the intexest in the antioxidative activity
of spices has increased and led to an increase in in-
formation abom the compounds and mechanismsinvolved. It is now well known that the antioxidative
I.Ile~ lmlbe~ Mi m~ ar.dGrtqeBcq't~l~mare at the Depamnent l Daiwand Food Science, KVL, Royal Veterinaryand Agricultural University,Thorvaldsensvej 0, DK-1871 Frederik.d~C, Denmark fax: +45-3528-3210).
Ea rly inv est iga tion s ~.7.ahave demonstgatod that rose~
mary (Rosmar~nus o~Ofcinalis L.) aad rage (Salviaofficinatis L.) are two of the most potent spices
uat,.mal antioxidants, pr o m l~ g a great deal of experi-mental work aimed at isolating and identifying thecompounds responsible for the antioxidati~e ~tiv[ty(Fig. 1). Carn o~ : (aa odond ess and tar~ele~ phenolic
diterpenic !actone) md c a m o ~ acid have hott.~ beenfound in rosemary9.m. The same c ompounds have be taisolated from sage , indicating a clo se botanical relation-
ship between these two spices~ ". Romaanol zl3, epi-rosmanol, isoresmanol 4 and rosmarinic acid s have all
been isolated from rosemary. Furthermore, the two
di tetpenes rosmaridipbenol and romm~quin~e basebeen found in rosematT ~7.
The antioxidative effects of ro~matidipluatol and
mariquinoce were measured in lard; the a nfioxi d~t ac-
t i~ ty o f bo th d i t c he s sug i~ssed that o fBHA amt was
similar to that o f B HT ~t~. The amioxidafive activity
of camosic acid was better than that of ~ both
measured in an emulsion of methyl l inoleato s. Com-parison of rosmanol with carmel in laid similarlysho we d that '..he antioxidafive activity o f rosm anol sur-passed that of camesoln. The addition of namrai amioxi-
dants (carnosol, ~ acid, rosmanol, ep inn nm wl
and isorosmanol) at • concentration of 0.0 I% in either
lard or in an emulsion of l inoleic acid produced similar
levels of activity as ~ synthetic a nt io ~ BHA and
BHT, added at die same ~ or at a concen-tration o f 0.02%~4.~8; n a ddition, th e activity o ft be diteg-penic antioxidants was found m be higher in oil or in
lard than in an aqueous ethanolic solution with linoleic
acid14a9 Camoso l and cam osic acid were bo th found to
be go od scavengers of peroxyl radicah, and were m ore
effective than propyl pilate at inhibiting the peroxi-clarion of me mbra ne lipids20. Mcthylafion of the hydroxygroups eliminated the antioxidative effect, indicatingthat the antioxidative effe ct is correlated to the h ydroxy
groups19.A high-performance liquid chromatography (HPLC)
metho d for the quantitative analysis of th e individual
phenofic diterpenes was develope d fairly recently2', andcamosic acid and camosoi were shown to be the m ain
phenolic diterpenes in rosem my and sage. The analysisrevealed that carnosol sad camosic acid w ere present ina concentration ratio of I : I0. Th e ~-lactones rosmanol,epbosmanol and ?-methyi-epirosmanol were present
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H O
o
Carnosol
HO
Carnosic acid
HO
o o
Rosmanol
HO0
Epirosmanol
Rosmaridiphenol
HOO
OH[sorosmano[ Rosmariquinone
Rosmarinic acid
Structureof anSoxidative ompounds solated rom rosemary (Ro smarinus off'~inalis L.)
or sage (Salvia officinalis L.).
only in very small amounts . I t was demonstrated that
the 8-1actone camos ol, and subsequently that the
~-inctones are all oxidation products of the unstable
camosic acid , formed in the presence of oxygen . An
electron spin resonance (ESR) s tudy of carnosic acid
showed that a free radical was produced when cam osic
acid was in contact with oxidized methyl oleate in the
absence of oxygen. The free radical was s table up to
I 10°C. A secon d free radical was observed at temp era-
tures greater than 1 IO°C. T he ESR specm un for dd s
free radical was identical to a specmnn seen forcamosol in the presence of oxidized fip id~. This latter
finding underlines the observation that camosic acid isan unstable product, which is oxidized to carnosol.
"~ive different phenolic com pound s have bee n isolated
from the methanol extract of oregano (O r/ganum vulgate
L.); all five showed antioxidative activity. One of
the compounds was ident i f ied as rosmarin ic acidu .
Another ant loxidat ive compound present in oregano was
of special interest because of its glucoside side chain,
which makes the com pound water so luble2s. An etha nol
extract of oregano that had bee n further reextracted with
ethyl ether was found to have a high antioxidative
activity; the ma in compon ents isolated
from the fraction were various
flavonoids26. In addition , car vacrol a nd
thymol have been iso lated from the
essential oil of oregano. T he anfioxida-
tive effects of carvacrol and thymol
have been documented by traditionalmethods, such as the determinat ion of
the peroxide value in lard or in veg-
etable oil (the determination of the
peroxide value is based on the reduc-
tion of the hydroperoxide group with
I- or Fe2÷), and also investigated usingESR spectroscopy27. Eugenol and gal-
fic acid were found to contribute to the
antioxidative activity of clove (Eugeniacaryophyllata Thunb.)2s. Unfortun ately,
euganol has the strong and characteris-
t ic f lavour of clove, making i t o f less
interest for use as an antioxidant. In
turmeric (Curcuma longa L.), thewater-soluble peptide turmerin29 and
the fipid-soinble curcu min~° have been
isolated , and both have been demon-
strated to have antioxidative activity.
Curcumin was also found to be present
in g inger (Zingiber ojO~cinalisRoscoe).
Several o ther compounds with ant i -
oxidative activity were isolated from
the non-volatile fraction of ginger.
Purification usin g chrom atograp hic
techniques separated out eight diaryl-
heptanoids, including cm'cumin, and
five gingerol-related compounds, [6]-
gingerol and [6]-sbogaul being two of
the identified substances3L
Quantif icat ion of ant ioxlda~ve act iv i ty
A large number of reports concemed with the ant i -
oxidative activity of spices have been published.
Comparison of the resul ts of d ifferent experiments is
often complicated by the fact that the a ntioxidant activ-
ity of a specific spice varies according to the country in
which i t was grown32, and different activities are found
for whole spices and extracts of sp ices . For example,
rosemary and mac e w hen invest igated as whole spices
possessed only in termediate act iv i ty a s compared with
other sp ices , whereas ethanolic extracts of rosem ary andmace showed nearly the h ighest act iv i ty of al l the spices
tested33. Moreover, the ea rly inv estigations by Chipault
et al? -s revealed that the antioxidative activity of a spice
was dependent on the substrate used in the evaluation .
Despite these observations, the use of model systems
is necessary because storage experiments under realistic
conditions are very time-consuming.
Model systems
In the evaluation of spices, some investigations have
been carried out using the whole spice. Table 1 outlines
the results of the investigations; antioxidative activity
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Table 2. ,AJn~l,Ydve adivity of spice extracts'
s p ~ b Extract ion method Subshute Analytl-'.calmethod RelativeactivitlF Ref.
Rosemary,sagefollowed by moleculardist;llation
Sage, osemary,clove, Steam istillationcumin, caraway, hyme (essential ils)
Oregano four types) Steam distillation(essentialoils)
Ten different Steam distillation(essentialoils)
Thyme, clove Steam distillation(essentialoils)
16 different n d a r k Alcoholicexperiment;23different n light
experimentRosemary,sage
Rosemary,sage
Rosemary
Oregano, hyme,marjoram, spearmint,basil, dittany, lavender
Ginger
Ginger
Garlic
Rosemary,sage
Rosemary
Nine different
Nutmeg, white pepper, Not specified
coriander, marjoram
Nutmeg, rosemary,sage Not specified
Turmeric, rosemary Not specified
Suspension n peanut,oil, Chickenat 02 uptake Sage> rosemary 43
Linoleic acid emulsion Bleachingof 13-carotene, Cl ov e thyme> rosemary> 39conJugateddiene, TBARS cumin>sage>caraway
Lard Peroxidevalue No significant difference 40between spices
Essentialoils ESR Oregano, summersavory 41and thyme were positive
Cottonseedoil Bleaching of [3-carotene, Cl ov e thyme 42
peroxide value, TBARS
Lard Peroxide value In dark, all 16 possessed 44antioxidant activity; in light,six possessedantioxidant
activityBleaching of i3-carotene He xa ne dichloromethane 32
or ethanol
Peroxidevalue Polar solvent> non-polar 45solvent
n-Hexane, dichloromethane, Lino leicacidethanol
Hexane, benzene,ethyl Lard, chicken fat,ether, chloroform, ethy lene vegetable ilsdichloride, dioxane,methanol
Hexane, acetone,methanol Lard Rancimat Hexane> acetone> 46methanol
Methanol Lard Oven test (75°C), Oregano> thyme>dittany > 47peroxide value marjoram> spearmint>
lavender>basil
Acetone, urther extra cted Lino lei c cid emulsion Thiocyanate est, TBARS Ace ton e nd, after urther 48
by water, bexane, extraction,dichlommethanedichloromethane and and ethyl acetate
ethyl acetate fractions
Water Linoleic acid O2 uptake Ginger 49
Saline solution Fenton.OH ESR,chemiluminescence Garlic 50
Oleoresin Methyl linoleate Gas chroma tograp hy Sage> deodor izedosemary 51> untreated osemary
Oleoresin Cholesterol Gas chromatography No effect 52
Not specified Lard Peroxidevalue, acid va lue Rosemary> age> 7marjoram> mace>
black pepper
Lard Peroxidevalue, TBARS , Nut meg white pepper > 34acid value marjoram
Lecithin emulsion Diene band Rosemary>suge>nutmeg 53
(225-235 nm)
Active oxygen adicals ESR Rosemary>turmeric 54
=Extractswerep~pared and evaluated n differentsubstzatesbFor nvestigations nvolvingnineor morespices,only he otal numberof spicesare mentioned
¢Oflly he ive mosteffective picesor the mosteffective olventsare is'~; for experimer~usingmore hanone analyticalmethod, he relativeactivity s the overallscorebasedon a consensos f he resultsof the differentmethods
~Commercialproducts;extraction xocndure s not reported n the referenceTBAICS,Thiobarbitoricacid reactivesubstances
ESR,Electron pin esonance pectroscopy
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this aqueous solvent , the levels of aromatic comp oundsextracted were reduced to a m inh mu n T.
StorageexperimentsAlthough s torage experiments are very t ime -consum-
ing, owing to the above-mentionod drawbacks of mo del
sys tems, experiments under realis tic s torage condi t ionsare necessary to provide the f inal proof of the ant ioxi-
dative effect of a spice or a spice extract in a specific
food product . Only a few s torage experiments have been
performed and m ost experiments have s tudied rosemary
or extracts of rosemary, which were e xamined in m eat
or in meat products (Table 3). The oxidative stabifity
was measured by the detern~uat ion of thiobarbi turic
acid react ive substances (TBARS) in these experiments ,
and in m ost cases a s ignif icant reduct ion in TBA RS was
observed. Sensory evaluation was on ly performed in a
few of the storage experimentsSS; such evaluation is criti-
cal as the taste o f a spice or spice extract often restrictsits application. A taste panel evaluation was, however,
included in s tudies by Huism an et aL ss, and i t was foundthat rosemary, added in a sensory acceptable amount
(0.05%), reduced lipid oxidation by 20%. It is remark-
able that in some o f the inves t igat ions a considerable re-
duct ion in TBARS was observed during the f i rs t part of
the s torage period, but by the end of the s torage period
the level of TBARS had increased to the same level
found in samples to which spices had not been
addedsg,e .
S~ae~sm of spicesSynergism between a-tocopherol and an extr~_ct of
rosemary has been reported67; the study indicated that
a-tocopherol was regenerated by the rosem ary extract s .
Likewise, synergism has been observed between differ-
ent spices and B HA 3s, the effect b eing most pronounced
with sage, rosemary and hu ge. T he synmgis t ic effect of
sage and a numbe r of symbet ic amioxidaats has been in-
ves tigated. The mos t e f f e~v e ~ was sage and
BHA, whereas sage and B HT h ad an intmmedJate ae.-
t ivity, and only very p oor syn mgi sm was observed for
sage and the an t ioxidant s a - t c ge ph e~ and t e rt imy
butylated hydroxyquino~. A very proaounced syner-gis t ic effect was seen between ci t t~ acid and rosemary
extract , while some effect was ~ e d for combi-n ,~ io ~ of ~ t r i c ac id mid nutmeg or db ' i c ac id and sage ,
and none for ci t r ic acid and ot~gmm~. No synergism was
observed between rosemary extract and ano ther organic
acid, ascorbic acid~. No synergism has been detected
between different spices apart flrom a few exceptions.
The combination of thyme, nuujcmun,spearmint, lavender
or bas i l with oregano, which is a mete effect ive ~i-
oxidant , revealed no synergism. Only the combinat iou
of thym e and mar joram or thy me and spearmint showed
slight synergism2E
Effect o f heat treatmentHeating resul ted in some reduct ion of th e ant ioxidant
activity of most spices3~,~, probably because steam
sterilization reduce d the volatile oil content (which po s-
sesses antioxidative activity) or because the anti-
oxidative compouncL~, phenolic in nature, reacted w ith
different substances in the tes t medium~. Thus , in a
crude extract of ginger, obtained by squeezing and
centrifugafion, a 20% reduction in activity was seen
after heating the extract for 10rain at 100°C. Increasing
the heat ing period further reduced the antioxidative
activity but at a much slower rate. Heating for
60 -12 0m in resulted in no change in act ivi ty, indieat ing
that the remaining act ive components were fair ly heat
stable 9. C han g et a l . • claimed that they had produced
an ant ioxidant from rosemary with bet ter act ivi ty than a
Table3. Effectof spiceson oxkla~e sfabUity,measuredby the determinalionof hioba~oiluricacid reaclJve~ ~
Spice Foodstuffs Storagecondi',im~ eeductiemn TBA.~ %) L-,,f.
I Oleoresin osemary Raw restructuredbeefsteaks -20°C, 6 months 39 61
Oleoresin osemary Cook edestructuredbeefsteaks 4°C, 6 days 14 61
Ground mustard Cookedgroundpork 4°C, 20 days 34
0-72xtractsof rosemary Frankfurters 4°C, 18-35 days
Oleo~sin rosemary Restructuredhicken nuggets 4°C, 6 days ! 1Oleoresin osemary Restructuredhicken nuggets -20°C, 6 months !
Rosemary ypeW Cookedbeefpatties 4°C, 2 days 56
Rosemary ype0 Cookedbeefpatties 4°C, 2 days 31
Rosemaryoleoresin Sausages -18°C, 20 days 46
Rosemary Cookedmeatballs 4°C, 5 days 35
Rosemary Cookedmeatballs 5°C, 10 days 20
Rosemary Deboned urkeymeat 3°C, 13 days 82
Sage Cookedmeatballs 4°C, 5-8 days 0-35
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synthetic ant ioxidant (a mixture of BHT, BHA, pro wl 8gallate and citric acid). The antioxidents were added to a 9
deep-frying oi l and the degree of oxidat ion was m eas-
ured in potato chips that had been deep fried in the oil. 10
P o t a t o chips that were fried in oil stabilized with the 11
spice showed a lower level of oxidat ion than potato
chips fried in either oil containing no antioxidant or oil 12containin g the synthetic antioxidant. 13
I n d u s t r i a l a p p l i c a t i o n s o f s p i c e s a s a n t ( o x i d a n t s
In spi te of scient i f ic documentat ion of the ant ioxi-
dat ive effects of ma ny spices , only rosemary or , more
comm only, extracts of rosemary are used comm ercially.
A range of com ncrcia l products containing extracts of
rosemary is avai lable: some of the products are water
dispersible, others are oil solub le and, in order to exploit
the syne rgistic effect67, som e of them are comb ined with
tocopberols. A u'end towards a growing dem and for
rosemary extract is evident, and al though rosemary has
been the spice o f major concer~, the interes t in commer-
cial antioxidants based on other spices is increasing.The inves t igat ion of the ant ioxidafive effects of spices is
fimited by the characteristic aroma that spices tend to
possess . In many commercial products at tempts are
made to extract the components responsible for the
ant ioxidadve effect and concom itandy to reduce the co-
extract ion of the essent ial oi ls that give the spice i ts
aroma.
The legislat ion related to spice extracts is am biguous .
According to the Danish Nat ional Food Agency , a spice
extract should be regarded as an addi t ive i f the only
purpose of adding the extract is to add ant ioxidents ,
whereas a spice extract should be considered as an in-
grecl ient i f the purpose o f adding th e ex~a ct is to add th e
flavour of th e spice, such that th e anfioxidant effect is a
favourable side effect. If a spice extract is regarded as
an addi t ive i t sho uld fol low the legis lat ion concerning
addi t ives , including declaration with a E uropean Un ion
number .
Acknowledgement
This research has been performed as part of a 35
cooperat ion project between the Depaztment of Dairy
and Food Science and Danisco Ingredients within the 36
F(~TEK programme sponsored by the Danish Minis t ry
of Educa tion and Research , the D ~s h Mini s try of 37Agricul ture and the Danish Minis t ry of Industry.
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Conference Report
De gastibus et coloribus non est disputandum
The ancient Romans were already aware of the
di lemma: al though one can argue about tas te and
colour, one can never come to a sens ible conclus ion.
So, organizing a multidisciplinary conference on food
quality without conflicts being generated between indi-
vidual viewpoints will l ikely prove to be a difficult but
nevertheless a rather rewarding task. The aim of the
Agri-Food Qual i ty '95 conference, organized by G.R.
Fenwick o f the Ins t i tute of Food Research, and held at
the Univers i ty of Eas t Anglia , Norwich, UK, was to
bring together the different discipl ines , approaches and
aspects concerned with and con nected to food and food
qual i ty, and to enlarge the scope and mutual under-
s tanding of al l types of researchers and pract i t ioners .
Thus , the scient i fic topics presented were not new , only
the combinat ion of disciplines and approaches taken tu-
wards a m utual goal: the improv ement of food from al l
aspects.
M o v i n g i n t o t h e fu t u r e
Three plenary lectures were devoted to more phi lo-sophical considerat ions about how food qual i ty research
should be conducted. D. Shannon (Minis t ry of Agri-
cul ture, Fisheries and Food, London, UK) presented an
overview of the important aspects of food qual i ty for
the UK governm ent in terms of legis lation and research
for the ever-changing purpose of the commo dity (f i tness
* Held at the Universityof EastAnglia, Norw ich, UK, 25-28 June 1995
L.MJVl. T~ens is at ATO-DLO, 8omsasteeg 59, PO Box 17, 6700 AA
Wageningen, The Netherlands (fax: +31-8370-12260; e-mail: tijskens@
alo.agro.nl).
Huisman, M., Madsen, H.L, Skibslnd, LH . ~md Beddsen, G. (19941
7_Lebeflsm..Untets. Forsch. 198, 57-59
Resuneccion,A.V.A. and Reynolds,A.E., ~ (1990)I. Food5,:..;.~5,
629.-.631,654
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68,64-66
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5ci. 56, 597-600Saleemi,Z.O., Wanasundara,P.DJ.P.K. and Shahidi, F. 11993) - Agdc.
FoodChem. 41,641-643
Lai, S-M.,Gray, .L, Smith,D.M.,Boofen,AM.,Ct, ckel,R.L andBucldey, D.J. (199111.FoodSci. 56, 616-620
St Angelo, A.J., Crippen, K.L, Dupuy, H.P. and ames,C, h" (19901
I. FoodSci. 55,1 S01-1505,1539
Barbut, S., Draper,H.H. and Hadley,M. (198811. FoodProfect.
51,878-882
McNeil , J.H., Dimick, P.S.and Mast, M.G. (1973) J.FoodSci. 38,
1080-1081
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Fang, X. and Wada, S. (1993) Foodges. nt. 26, 405-411
Han, D., YI, O.S. and Shin, H.tC (1990)J. Fc~d~L 55, 247-249
Agri-Food Quality '95"
L.M.M.Tijskens
for purpose, purpose variation). L. Breslin (DG XII,
Commiss ion of the European Community, Brussels ,
Belgium) gav e an interesting explanation of the go als and
means to reach such goals to improve food qual i ty
research and its application in practice (the Emo pea n
Union FA IR pmgranune). Both lectures actually showed
quite clearly that a consen sus of quality in an undefined
sense does exist; however, no con sensus exists fox a mor e
formal definition of quality in this vast and very
hnportant field. W. Jongun (Agricultural University
Wage ningen, The Netherlands) explained how a disci*
pliue-integrated approach to quality (added value) cou ld
improve the understanding of quality in all i ts facets and
interactions, based on a m ore exp licit definition.
Stat ic descr ip t ions
K. Waldron (Institute of Food Research, Norwich,
UK) unravel led the m ystery sun'ounding the texture ofChinese water ches tnuts . In contras t to almost every
other vegetable or fruit, the texture of this tuber hardly
changes upon cooking. The cel l -wal l materials are
apparently cmsslinked by a dimer of fem lic acid (pbe-
nolics). This finding could point to the contribution of
phenolics in the textural properties of o ther vegetables
and frui t being more important than previously thought.
The s t ructure and mechanical propert ies of wheat
dou ghs were traced back to the [3-spiral stereo configu-
ration of gluten proteins (P. Sbew ry, Institute of Arable
Crops, Bristol, UK). The perception of the texture of
potatoes after cooking (f i rm or mealy) was l inked to the
Trends in Food Science & Technology August 1995 [Vol. 6] o:.~.5, e~.- :.-. ~._.,,e~etd 0924-2244/9~OS.SO 277