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<strong>International</strong> <strong>Journal</strong> <strong>of</strong> <strong>Research</strong> in Pharmaceutical and Biomedical Sciences ISSN: 2229-3701<br />

__________________________________________Review Article<br />

<strong>Eugenia</strong> <strong>caryophyllata</strong> <strong>Thunberg</strong> (Family Myrtaceae): A Review<br />

Jitender Singh*, Anupama Baghotia and SP Goel<br />

Sachdeva College <strong>of</strong> Pharmacy, Gharuan, Mohali, Punjab, India.<br />

__________________________________________________________________________________<br />

ABSTRACT<br />

<strong>Eugenia</strong> <strong>caryophyllata</strong> <strong>Thunberg</strong>, belongs to family Myrtaceae, commonly known as clove, is an aromatic tree,<br />

native to Indonesia and used as a spice in cuisines in many parts <strong>of</strong> the world. Clove has been traditionally used<br />

from ancient times in the treatment <strong>of</strong> roundworms and tapeworms, asthma, toothache, soar throat, dental,<br />

respiratory disorders, digestive system ailments, dyspepsia, gastritis, diarrhea, as antipyretic, aphrodisiac,<br />

carminative, appetizer, expectorant, antiemetic, anxiolytic, myorelaxant, analgesic, decongestant, antiinflammatory,<br />

hypnotic, vermifuge, antibacterial agent etc. Clove is widely used in Indian Ayurvedic<br />

medicines, Chinese medicines, Unani medicines <strong>of</strong> Asian countries and Western herbal medicines. <strong>Research</strong> on<br />

clove has been done on a larger level in many parts <strong>of</strong> the world. Eugenol is the main constituent in essential<br />

oil <strong>of</strong> clove, which is responsible for its medicinal properties to larger extent. In view <strong>of</strong> its importance, it is<br />

worthwhile to compile a review article, which serves the needs <strong>of</strong> scientists and others involved in the<br />

medicinal plant research.<br />

Key Words: Clove, <strong>Eugenia</strong> <strong>caryophyllata</strong>, Myrtaceae, Eugenol.<br />

INTRODUCTION<br />

The genus <strong>Eugenia</strong> is one <strong>of</strong> 75 genera (~3000<br />

species) belonging to the family Myrtaceae which<br />

is native in the tropics, particularly in tropical<br />

America as well as Australia and plants <strong>of</strong> this<br />

family are known to be rich in volatile oils which<br />

are reported for their medicinal importance. Genus<br />

<strong>Eugenia</strong> has properties like anti-inflammatory,<br />

analgesic, antipyretic 1,2 , antifungal 3 and used in<br />

peptic ulcer treatment 4 .<br />

Syzygium aromaticum (Linn.) Merr. & L.M. Perry<br />

(Syn. <strong>Eugenia</strong> aromatica) Kuntze, <strong>Eugenia</strong><br />

<strong>caryophyllata</strong> <strong>Thunberg</strong>, belongs to family<br />

Myrtaceae, commonly known as clove, is an<br />

aromatic tree, native to Indonesia and used as a<br />

spice in cuisines in many parts <strong>of</strong> the world 5,6,7 . It is<br />

grown naturally in Moluku Islands <strong>of</strong> Indonesia<br />

and cultivated in many parts <strong>of</strong> the world like<br />

Tanzania, Madagascar, Sri Lanka, India, China,<br />

Indonesia, Malaysia, Brazil, Malagasy Republic,<br />

Jamaica and Guinea 8,9 . It is an ever-green plant <strong>of</strong><br />

10 to 20 m in height with spear-shaped leaves and<br />

racemiferous yellowish flowers, has a strong<br />

phenolic smell and sharp acrid taste, whereas,<br />

essential oil <strong>of</strong> clove is a colorless or light<br />

yellowish fluid extracted from dried flower buds.<br />

Flower buds collected twice a year, in the months<br />

<strong>of</strong> October and February when they change color<br />

from green to crimson, dried carefully and<br />

separated from their peduncles. Clove is broadly<br />

used in cooking (biryanis, salads, pickles and<br />

garam masala), pharmacy, perfumery and<br />

cosmetics.<br />

Vernacular Names<br />

Arabic: Kabsh qarunfil, Kabsh quaranful;<br />

Bulgarian: Karamfil; Chinese: Ding xiang; Danish:<br />

Nellike; French: Gir<strong>of</strong>lier; German: Nelke; Greek:<br />

Garifalo; Georgian: Mikhaki, Mixaki; Indian:<br />

Laung, Clove; Indonesian: Cengke; Italian: Chiodo<br />

di garifano; Japanese: Garifla, Choji, Kurobu;<br />

Korean: Jeonghyang; Nepalis: Lewaang;<br />

Portuguese: Cravo de India; Persian: Mikhak;<br />

Pasto: Kala; Russian: Gvosdika, Shambala;<br />

Spanish: Clovo, Clovo de olor; Swedish:<br />

Kryddnejlika, Nejlikor; Turkish: Caranfil; Thai:<br />

Khan plu, Garn ploo; Vienamese: Ding huong 10 .<br />

Description<br />

The <strong>Eugenia</strong> <strong>caryophyllata</strong> tree is an evergreen<br />

tree, which grows to a height ranging from 10-20<br />

m. Flower buds are first <strong>of</strong> a pale color and<br />

gradually become green after which they develop<br />

into dark brown or dusty red. Flower buds are<br />

generally 10-17.5 mm in length and consist <strong>of</strong> a<br />

sub-cylindrical, slightly flattened, four sided<br />

hypanthium. Upper portion <strong>of</strong> hypanthium consists<br />

<strong>of</strong> two celled inferior ovary with numerous ovules<br />

attached to an axile placenta, surmounted by four<br />

thick, divergent sepals and covered by unopened<br />

corolla consisting <strong>of</strong> four membranous imbricate<br />

petals, frequently detached, enclosing numerous<br />

incurved stamens, odor, strongly aromatic; taste,<br />

pungent, aromatic followed by slight tingling <strong>of</strong> the<br />

tongue 11 .<br />

Vol. 3 (4) Oct – Dec 2012 www.ijrpbsonline.com 1469


<strong>International</strong> <strong>Journal</strong> <strong>of</strong> <strong>Research</strong> in Pharmaceutical and Biomedical Sciences ISSN: 2229-3701<br />

Identity, Purity and Strength<br />

The Ayurvedic Pharmacopoeia <strong>of</strong> India listed the<br />

standards <strong>of</strong> clove as Foreign matter Not more than<br />

2 per cent, Total ash Not more than 7 per cent,<br />

Acid-insoluble ash Not more than 1 per cent,<br />

Alcohol-soluble extractive Not less than 3 per cent,<br />

Water-soluble extractive Not less than 9 per cent,<br />

Volatile oil Not less than 15 percent 11 .<br />

ETHANOPHARMACOLOGY<br />

In British Columbia, Flower <strong>of</strong> Clove is widely<br />

used in the treatment <strong>of</strong> roundworms and<br />

tapeworms in pets and pigs 12 whereas, flower bud<br />

<strong>of</strong> E. <strong>caryophyllata</strong> has been used as traditional<br />

medicine for the treatment <strong>of</strong> asthma and various<br />

allergic disorders; as vermifuge, antibacterial agent<br />

and in toothache in China, Japan and Korea 13,14 .<br />

The flower bud is a well known food flavor for<br />

exotic food preparations and a popular remedy for<br />

headache, soar throat, dental and respiratory<br />

disorders, digestive system ailments, in traditional<br />

medicines <strong>of</strong> Australia and Asian countries 8,13,15,16 .<br />

In addition, the clove is widely used as traditional<br />

medicine for treatment <strong>of</strong> dyspepsia, gastritis and<br />

diarrhea; as antipyretic, aphrodisiac, appetizer,<br />

expectorant, antiemetic, anxiolytic, myorelaxant,<br />

analgesic, decongestant, anti-inflammatory and<br />

hypnotic 17,18,19,20 . Clove is widely used in Indian<br />

Ayurvedic medicines, Chinese medicines, Unani<br />

medicines <strong>of</strong> Asian countries and Western herbal<br />

medicines and considered as warm, aromatic, to<br />

fortify the kidney yang (hypochlorhydria),<br />

carminative, in toothache, as aphrodisiac and in the<br />

treatment <strong>of</strong> male sexual disorders 15,21,22 .<br />

Clove oil has been used to improve peristalsis, as<br />

anodyne, in anaesthesia and is said to be a natural<br />

anthelmintic 23,24,25,26 . Due to its frequent use in<br />

teeth problems, it is widely used as an ingredient in<br />

popular toothpastes and mouth fresheners in<br />

India 27 . Clove is broadly used in cooking, food<br />

processing, pharmacy, perfumery and cosmetics.<br />

PHARMACOLOGICAL UPDATE<br />

Several studies have been reported on clove as a<br />

potent antifungal 28,29,30,31,32,33,34,35,36 , antiviral (such<br />

as Herpex simplex, Hepatitis C virus) 37,38,39 ,<br />

antiseptic and antibacterial effect against several<br />

bacteria including Escherichia coli, Helicobacter<br />

pylori, Staphylococcus aureus etc.<br />

25,30,40,41,42,43,44,45,46,47,48 .<br />

Mishra and Singh has demonstrated the biphasic<br />

nature <strong>of</strong> hexane extract <strong>of</strong> flower buds on testis.<br />

The lower dose (15 mg/kg) increased testosterone<br />

production, while higher doses (30 and 60 mg/kg)<br />

caused reduction in testosterone production thereby<br />

perturbation in spermatogenesis <strong>of</strong> mice 49 . In<br />

addition, the clove is antimutagenic 50 , antiinflammatory<br />

13 , antiulcerogenic 42,45 ,<br />

antithrombotic 5 and antiparasitic 51 .<br />

The essential oil <strong>of</strong> this plant has been proved<br />

efficacious repellency on the mosquitoes Ades<br />

aegypti, Culex quinquefasciatus and Anopheles<br />

dirus 52 , insecticidal activity on Pediculus capitis 51<br />

as well as acaricidal activity against<br />

Dermatophagoides farinae and D. pteronyssinus 14 .<br />

It is also effective against Psoroptes cuniculi, a<br />

mange mite 53 and possesses anti-inflammatory,<br />

cytotoxic, anesthetic and antimicrobial properties.<br />

It is commonly associated with dental caries and<br />

periodontal disease 25,39 .<br />

Sesquiterpenes, found in clove, were investigated<br />

as potent anticarcinogenic agents 9 . Eugenol, the<br />

major aromatic constituent <strong>of</strong> clove oil, has been<br />

reported to have a variety <strong>of</strong> different applications,<br />

e.g. as an antioxidant 54,55,56,57,58,59 , antimycotic 60,61 ,<br />

antibacterial 62,63 , antifungal 64 , participates in<br />

photochemical reactions 65 , as insecticidal 66 , in<br />

photocytotoxicity 67 and also as an additive used in<br />

certain cigarettes 68,69 .<br />

It has been reported that eugenol at low<br />

concentration acts as an antioxidant and antiinflammatory<br />

agent, whereas its higher<br />

concentrations act as a pro-oxidant resulting from<br />

the enhanced generation <strong>of</strong> tissue-damaging free<br />

radicals 70,71 and it induced apoptosis <strong>of</strong> human<br />

cancer cells 72 . It also prevents the transmission <strong>of</strong><br />

HSV-2 in a mouse model <strong>of</strong> intra vaginal HSV-2<br />

challenge and was found to give protection in<br />

guinea pig model <strong>of</strong> HSV 73 . It has been reported<br />

that the essential oil <strong>of</strong> clove has anticonvulsive<br />

effect in tonic seizures but not in colonic seizures<br />

in mice 74 and produces a sustained increase in the<br />

mounting frequency <strong>of</strong> normal male rats and<br />

mice 21,75 . On the other hand, Eugenol, a chief<br />

constituent <strong>of</strong> clove oil, causes desquamation <strong>of</strong> the<br />

inner secretory columnar cell layer and exerts<br />

adverse effects on secretory activity <strong>of</strong> seminal<br />

vesicle 76 , spermicidal activity on ejaculated human<br />

spermatozoa 77 and possesses significant antiinflammatory<br />

activity at 0.025 mL/kg 78 .<br />

It has been reported that eugenol at various<br />

concentrations 5, 10, 50 and 100 µM exhibited a<br />

remarkable DPPH free radical scavenging potential<br />

and showed the cytotoxic effect. The IC50 values<br />

<strong>of</strong> eugenol were reported to be 700 µM in HepG2<br />

cells; 1000 µM in Caco-2 cells and 700 µM in<br />

VH10 cells. The terpenes, beta-caryophyllene,<br />

beta-caryophyllene oxide, alpha-humulene, alphahumulene<br />

epoxide I and eugenol isolated from<br />

essential oil <strong>of</strong> <strong>Eugenia</strong> <strong>caryophyllata</strong> induce<br />

glutathione S-transferase enzyme which plays a<br />

vital role in detoxification in liver and intestines 79 .<br />

It is stated that induction <strong>of</strong> glutathione Stransferase<br />

inhibits chemical carcinogens, hence<br />

these terpenes are promising anticarcinogens 9 .<br />

However, clove oil is toxic to human cells 26 . If<br />

ingested or injected in large quantity, it has been<br />

shown to cause life threatening complications,<br />

including Acute Respiratory Distress Syndrome,<br />

Vol. 3 (4) Oct – Dec 2012 www.ijrpbsonline.com 1470


<strong>International</strong> <strong>Journal</strong> <strong>of</strong> <strong>Research</strong> in Pharmaceutical and Biomedical Sciences ISSN: 2229-3701<br />

Fulminant Hepatic Failure and Central Nervous<br />

System disorder. The lethal oral dose <strong>of</strong> clove has<br />

been reported as 3.752 g/Kg body weight 80,81 and<br />

the median lethal dose <strong>of</strong> <strong>Eugenia</strong> <strong>caryophyllata</strong><br />

and its etheric oil were reported as 0.613 mL/kg<br />

and 0.863 mL/kg in mice respectively 82 .<br />

PHYTOCHEMISTRY<br />

Many <strong>Eugenia</strong> species were reported as a good<br />

source <strong>of</strong> polyphenols, gallic and ellagic acid<br />

derivatives 83,84 , tannins 85,86 and flavonol<br />

glycosides 1,2,86,87,88 .<br />

<strong>Eugenia</strong> <strong>caryophyllata</strong> is a rich source <strong>of</strong> essential<br />

oil. It contains 15-20% essential oil, 13% tannins,<br />

10% fixed oil and 6-12% non-essential ether<br />

extract. Essential oil <strong>of</strong> clove is a colorless or light<br />

yellowish fluid, a distillate <strong>of</strong> dried flowers, stalks<br />

and leaves 7,89 . Several constituents <strong>of</strong> clove oil<br />

have been identified but eugenol (C10H12O2),<br />

eugenyl acetate and β-caryophyllene represent the<br />

major components <strong>of</strong> the oil. Eugenol (4-allyl-2methoxyphenol),<br />

makes up 70 to 90% by<br />

weight 90,91 , eugenol acetate (> 17%) and cari<strong>of</strong>ilen<br />

(> 12%), β-caryophyllene (9%), 1,8-Cineole<br />

(0.1%), Linalool (0.2%), α-Copaene (1.2%), α-<br />

Humulene (3.5%), β-Cadinene (0.5%),<br />

Epizonarene (0.1%), α -Muurolene (0.1%),<br />

Eugenyl acetate (4.2%), δ-Cadinene (3.6%), αcopaen<br />

(1.0%), methoxy benzaldehyde, benzyl<br />

alcohol, benzaldehyde, carvacrol, 2-heptanone,<br />

methyl salicylate, isoeugenol, methyl eugenol,<br />

phenyl propanoides, dehydrodieugenol, transconfireryl<br />

aldehyde, biflorin, kaempferol,<br />

rhamnocitrin, myricetin, gallic acid, ellagic acid,<br />

oleanolic acid, thymol, cinnamaldehyde, acetyl<br />

salicylate, vanillin, and crategolic acid. It has been<br />

reported that clove also contains tannins<br />

(gallotannic acid), flavonoids (eugenin, rhamnetin,<br />

and eugenitin), triterpenoids (oleanolic acid,<br />

stigmasterol and campesterol) 6,7,9,25,39,51,53,78,92,93 .<br />

The characteristic smell and taste <strong>of</strong> clove oil is due<br />

to the presence <strong>of</strong> a wide range terpene<br />

compounds 94,95 .<br />

CONCLUSION<br />

Clove is a medicinally important drug, reported to<br />

have a variety <strong>of</strong> different applications like<br />

antioxidant, antifungal, antiviral, antibacterial, antiinflammatory,<br />

antithrombic, antipyretic, analgesic,<br />

anticonvulsant, antimycotic, insecticidal,<br />

antimutagenic, antiulcerogenic etc. Eugenol is the<br />

main constituent reported to be responsible for<br />

these activities. There is a great scope for<br />

researchers to develop efficacious formulations<br />

using clove or eugenol. This review will be helpful<br />

to the future researchers for the up-to-date<br />

information on clove.<br />

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