Alpha-copaene

Alpha copaene is a hydrocarbon that is first extracted from the copaiba tree, copaiferalangsdorfii. It is the major constituent of the essential oils of rhizome, Piper boahmeriaefolium, leaves and resin of Canariumparvumleen, Croton Julocroton, etc.

It is also present in Angelica root and seed oil, Carrot seed and leaf oil, Basil oil, Bay leaf oil, Cananga leaf oil, Cajeput oil, Clary sage oil, Sweet orange oil, Grape fruit oil, etc.

It is a sesquiterpene hydrocarbon with the molecular formula C15H24. It is also referred by various other names such as copaene, aglaiene, a-copaene, (-)-a-copaene and so on.

Attributes of alpha-copaene:

It is a liquid which is colorless, clear and viscous in nature. It is characterized by a woody spicy honey aroma.

Antimicrobial activity:

In the study titled “Chemical Constituents and Evaluationof Antimicrobial and Cytotoxic Activities of Kielmeyeracoriacea Mart. & Zucc. Essential Oil” it is stated that Alpha copaene found in the inner bark essential oil of Kielmeyeracoriacea Mart. &Zucc. showed remarkable antimicrobial activity against gram positive and gram negative bacteria.

Further it was also found that the presence of high amount of sesquiterpenes namely alpha copaene, alpha-(E)-bergamotene and beta-bisabolene in the inner bark essential oil enable the oil to exhibit significant antimicrobial activity against the anaerobic bacteria Prevotellanigercens.

Anti-proliferative, antioxidant, anti-genotoxic and cytotoxic activities:

Alpha copaene possess antioxidant, cytotoxic and antigenotoxic properties. This is witnessed in the studyCytotoxic and cytogenetic effects of α-copaene on rat neuron and N2a neuroblastoma cell lines”. In this study, the healthy neuron and N2a neuroblastoma cell cultures of a rat has been tested with alpha copaene concentrations. It was found that:

  • Alpha copaene significantly reduced the cell proliferation in the rat neurons and in N2a neuroblastoma cell cultures thus exhibiting antiproliferative activity.
  • It increased the Total antioxidant capacity and at higher levels of concentrations, it also increased the total oxidation status in neuron N2a neuroblastoma cells, thus exhibiting antioxidant capacity.
  • It doesn’t show any genotoxic effect on both neurons and N2a neuroblastoma cell lines. Thus it owns antigenotoxic properties.
  • Mild cytotoxic effects were exhibited on N2a neuroblastoma cells.

Reference Links:

  1. Copaene by Wikipedia
  2. Chemical Constituents and Evaluation of Antimicrobial and Cytotoxic Activities of Kielmeyeracoriacea Mart. & Zucc. Essential Oil
  3. Cytotoxic and cytogenetic effects of α-copaene on rat neuron and N2a neuroblastoma cell lines

Eugenol

Eugenol is a polyprophene with the molecular formula C10H12O2. It is known by various other names such as Eugenic acid, caryophillic acid and allylguaiacol.

It is the major constituent of Clove oil. Eugenol is extracted mainly from the essential oils of clove, nutmeg, cinnamon, basil and bay leaf. Clove is the rich source of Eugenol and in Clove bud oil, it exists to an extent of 80-90% and in Clove leaf oil, it is present to an extent of 82-88%.

Eugenol is also present in the plants wormwood, lemon balm, turmeric, hyssop, oregano, Japanese star anise, dill, vanilla, Bay laurel, Pimenta racemosa, greater galangal, marjoram and celery.

Attributes of Eugenol:

Eugenol is a colorless to light yellow viscous liquid and owns a strong spicy smell, which is indigenous to clove.

As a fragrant and flavoring agent:

It is used to enhance fragrances in perfumes. Eugenol is used in cosmetics as a fragrant additive and denaturants. It is also used in formulation of soaps, shampoos, moisturizers, bath products, after shave lotions, skin and hair care products. Eugenol also serves as a flavoring agent.

As a food preservative:

Clove is used as a food preservative and the ability of clove to prevent the food from spoiling is mainly due to the presence of Eugenol in it. The activity of Lactobacillus sakei and Listeria Monocytogenes present in food are greatly reduced by Eugenol.

Therapeutic uses:

Eugenol has many therapeutic uses as it exhibits anti-inflammatory, antimutagenic, antimicrobial and anti-fungal properties.

As an antiseptic and anti-inflammatory:

As Eugenol is antiseptic and anti-inflammatory, it is used in dentistry to destroy the germs and relieve the pain in teeth and gums during tooth extractions, fillings and root canal treatment.  It is combined with zinc peroxide to form a filling in root canal treatment and is also used as a local anesthetic in dentistry.

According to the study titled,” Anti-inflammatory and antinociceptive activities of eugenol in experimental animal models”, it had been found that eugenol has anti-inflammatory and peripheral antinociceptive activities. The anti-inflammatory activity was evaluated by carrageenan-induced paw edema tests in rats.

Anti-microbial and antifungal properties:

Eugenol possesses antimicrobial and antifungal properties and so it fights against bacteria and reduce the growth of various fungi including Candida albicans. So it is used to fight numerous fungal infections in the skin, ears and vagina. Further, it is also mainly responsible for the antifungal activity of clove oil.

According to a study named,” Eugenol (an essential oil of clove) acts as an antibacterial agent against Salmonella typhi by disrupting the cellular membrane”, the antibacterial property of Eugenol against the bacteria Salmonella typhi was evaluated. Eugenol when treated on Salmonella typhi completely inactivated the bacteria within 60 minutes of exposure.

In the study “Antimicrobial activities of Eugenol and Cinnamaldehyde against the human gastric pathogen Helicobacter pylori”, it was found that Eugenol is very efficient against the bacteria Helicobacter pylori, which is responsible for gastric diseases such as gastritis, peptic ulcer and gastric malignancy.

According to the study titled “Investigation on mechanism of antifungal activity of eugenol against Trichophyton rubrum”, the antifungal activity of eugenol against Trichophyton rubrum was examined and it was found that eugenol inhibited the growth of Trichophyton rubrum, mycelia growth and conidial germination.

Thus, eugenol is effective against Trichophyton rubrum which is responsible for dermatophytosis.

Anti-cancer properties:

In the research article, “Eugenol Enhances the Chemotherapeutic Potential of Gemcitabine and Induces Anticarcinogenic and Anti-inflammatory Activity in Human Cervical Cancer Cells “, it was made clear that Eugenol exhibits anticancer properties.

Anti-ulcerogenic properties:

In the study” Preventive effect of eugenol on PAF and ethanol-induced gastric mucosal damage”, the anti-ulcerogenic effect of eugenol was examined and it was found that eugenol pretreatment inhibits platelet activating factor and ethanol that were induced on Gastric ulcers. Eugenol reduces the number of ulcers and the gravity of lesions.

Anti-oxidant properties: 

Eugenol is a very effective fat-soluble anti-oxidant which inhibits the fat peroxide to accumulate in red blood cells and helps the anti-oxidant enzymes of the body to act at normal level.

In the research article” Assessment of antioxidant activity of eugenol in vitro and in vivo”, the antioxidant activity of eugenol was examined and it was found that it exhibits antioxidant activity by granting protection against free radical mediated lipid peroxidation.

Prevents Cardio-vascular diseases:

Due to its strong antimicrobial properties, Eugenol is one of the efficient blood purifiers. It inhibits the abnormal clotting of blood platelets and it protects the body from cardio-vascular diseases.

Insecticide:

Eugenol serves as an insecticide to destroy pests found mainly in homes and gardens.

Reference Links:

  1. Eugenol by Wikipedia
  2. Biologic properties of eugenol and zinc oxide-eugenol: A clinically oriented review
  3. Investigation of antioxidant, anti-inflammatory and DNA-protective properties of eugenol in thioacetamide-induced liver injury in rats.
  4. Antifungal Activity of Eugenol and Various Eugenol-Containing Essential Oils against 38 Clinical Isolates of Candida albicans
  5. Antimicrobial activities of Eugenol and Cinnamaldehyde against the human gastric pathogen Helicobacter pylori

Cinnamyl acetate

Cinnamyl acetate is an acetate ester, which is produced as a result of the formal condensation of cinnamyl alcohol with acetic acid. Its molecular formula is C11H12O2 and is identified by various other names such as acetic acid cinnamyl ester, 1-acetoxy-3-phenyl-2-propene, etc.

It is found in the essential oil of Cinnamon. Cinnamyl acetate is a constituent of cassia oil as well. It is one of the key ingredients that is responsible for the aroma of pink guavas. Cinnamyl acetate is also a flavor and fragrance agent.

It is a colorless to pale yellow liquid. Cinnamyl acetate has a charming floral peppery balsamic cinnamon smell.  Its exhibits a sweet, spicy, floral and cinnamon like flavor and taste.

The most renowned use of this chemical constituent is its role in the manufacturing of perfumes as a fixative. Cinnamyl acetate is also used in repelling and preventing the harmful infestation of insects.

Being a fragrance ingredient, it is used in the manufacture of shampoos, decorative cosmetics, soaps, fine fragrances and other toiletry items. It is also used in producing detergents and household cleaners.

Reference Links:

  1. Cinnamyl acetate by The Good Scents Company
  2. Cinnamyl acetate by Chemical Entities of Biological Interest
  3. Fragrance material review on cinnamyl acetate by S.P. Bhatia, G.A. Wellington, J. Cocchiara, J. Lalko, C.S. Letizia, A.M. Api, Research Institute for Fragrance Materials, Inc., Manheimer Fragrances, Teterboro NJ, USA, published in Food and Chemical Toxicology Review and Science Direct