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

o-Methoxy Cinnamaldehyde

O-methoxy cinnamaldehyde is found in Cinnamon bark oil and Cassia oil. The chemical formula for o-methoxy cinnamaldehyde is C10H10O2. It is also known by the other names such as 2-methoxy cinnamaldehyde, o-methoxy cinnamic aldehyde, Trans-2- Methoxycinnamaldehyde and so on.

Attributes of o-Methoxy cinnamaldehyde:

It appears as light yellow crystals with a distinct spicy aroma.

Therapeutic properties of o-Methoxy Cinnamaldehyde:

The major therapeutic properties of o-Methoxy Cinnamaldehyde are as follows:

Antibiotic effect:

According to the study “Isolation, purification, and antibiotic activity of o-Methoxy Cinnamaldehyde from Cinnamon”, O-Methoxy Cinnamaldehyde obtained from powdered cinnamon completely inhibits the growth and production of toxin of mycotoxin producing fungi.

It suppresses the growth of fungi, namely Aspergillus flavus, Aspergillus parasiticus, Aspergillus versicolor, Aspergillus ochraceus and five dermatophytoses species, for example, Microsporum cannis. O-methoxy cinnamaldehyde exhibit antifungal activity.

Anti-inflammatoryand antioxidant activity:

o- Methoxy cinnamaldehyde possess anti-inflammatory property.

A study titledAnti-inflammatory activity of cinnamon (C. zeylanicum and C. cassia) extracts – identification of E-cinnamaldehyde and o-methoxy cinnamaldehyde as the most potent bioactive compounds” was carried out to investigate the anti-inflammatory activity of the essential oil of Cinnamomum zeylanicum and Cinnamomum cassia and their constituents namely E-cinnamaldehyde and o- Methoxy Cinnamaldehyde.

It was determined that E-cinnamaldehyde and o- Methoxy cinnamaldehyde potentially exhibit anti-inflammatory activity.

A study titled “2-methoxycinnamaldehyde from Cinnamomum Cassia reduces rat myocardial ischemia and reperfusion injury in vivo due to HO-1 induction” was conducted to investigate the effects of o-methoxycinnamaldehyde against myocardial ischemia and reperfusion injury in rats.

It was concluded that o-Methoxy cinnamaldehyde because of its anti-inflammatory and antioxidant property offers protection of myocardial injury in rats by Ho-1 induction.

Anticancer activity:

In the study “Cinnamomum verum component 2-methoxycinnamaldehyde: a novel antiproliferative drug inducing cell death through targeting both topoisomerase I and II in human colorectal adenocarcinoma COLO 205 cells”, the anti-proliferative effect and anticancer activity of o-methoxycinnamaldehyde was studied.

In this study, it was determined that o-methoxy cinnamaldehyde exhibited antiproliferative activity in vitro by cytotoxicity and inhibitions of the activities topoisomerase I and II, which are cellular growth markers and upregulating the pro-apoptotic molecules that are associated with increased lysosomal vacuolation.

Further, it exhibits anticancer activity by reducing the tumor burden in cancerous cells in lungs, liver, skin and in T-lymphoblastic leukemia.

Reference Links:

  1. o-Methoxy cinnamaldehyde by PubChem
  2. Isolation, purification, and antibiotic activity of o-methoxycinnamaldehyde from cinnamon
  3. Anti-inflammatory activity of cinnamon (C. zeylanicum and C. cassia) extracts – identification of E-cinnamaldehyde and o-methoxy cinnamaldehyde as the most potent bioactive compounds.
  4. 2-methoxycinnamaldehyde from Cinnamomum cassia reduces rat myocardial ischemia and reperfusion injury in vivo due to HO-1 induction.
  5. Cinnamomum verum component 2-methoxycinnamaldehyde: a novel antiproliferative drug inducing cell death through targeting both topoisomerase I and II in human colorectal adenocarcinoma COLO 205 cells.