A few weeks ago, my computer went on the fritz. Yup, the hard drive blew and along with it, all the essential oil references for my book! So, this week I have the distinct pleasure of going through all my files and re-organizing all my sources. This is actually a good thing. How, you may ask? It allows me to review and dig in a little more on the biochemistry of essential oils.
Remember, essential oils are plant secondary metabolites. Photosynthesis produces primary metabolites (proteins, carbohydrates, lipids, and chlorophyll) in plants. These allow the plants to live and grow. However, for the plants to remain healthy and survive, their production of secondary metabolites is essential. Just as these “survival constituents” in essential oils, which include polyphenols, phenylproponoids, and terpenoids, contribute to plants’ immune defenses, these same compounds have been extensively studied and shown to exhibit wellness benefits for humans as well.
One of my favorite words in essential oil science is sesquiterpenes. They are a class of terpenes that consist of three isoprene units. For the science geeks, one isoprene unit has 5 carbons with hydrogens attached to it, so they have the empirical formula C15H24. I don’t just like the word, though, I love what sesquiterpenes can do.
These compounds are known for their calming properties and they also can be supportive to the immune system in protecting us from harmful microbes, acting as antioxidants, and assisting in cellular repair. Furthermore, there is some evidence that these constituents are able to cross the blood-brain barrier and assist with neurological health. This has many exciting implications. For example, one study reported that elemene, a sesquiterpene found in many plants, may be beneficial in protecting the brain from tumor growth. Elemene has also been studied in various trials for its role in suppressing unwanted cellular growth.
One of the oils with the highest sesquiterpene content is cedarwood. Cedarwood has been shown in some studies to assist with skin issues, hair growth, and support the immune system and respiratory system.
Another favorite oil of mine is myrrh. Myrrh has been shown to have synergistic effects with frankincense. With over 300 secondary metabolites of myrrh, there are a lot of actions of this plant! These include:
- It is potent for modulating immune health and promoting healthy cells.
- It can help heal the belly from unwanted microbes.
- In a rabbit study, it protected against immune, liver, and oxidative stress from lead.
- It promotes healthy skin and belly healing.
- Support for healthy lipid levels and as an antioxidant.
SO this holiday season, make sure you impress your friends by using “sesquiterpene” in a sentence. Unfortunately, it’s too long for a scrabble word, but don’t let that take away from its fun and powerful effects!
If you want to learn more about essential oils, you can sign up for my essential oils blog here.
Disclaimer:
This information is applicable ONLY for therapeutic quality essential oils. This information DOES NOT apply to essential oils that have not been tested for purity and standardized constituents.
There is no quality control in the United States, and oils labeled as “100% pure” need only to contain 5% of the actual oil. The rest of the bottle can be filled with fillers and sometimes toxic ingredients that can irritate the skin.
This material is for information purposes only and is not intended to diagnose, treat, or prescribe for any illness. You should check with your doctor regarding implementing any new strategies into your wellness regime. These statements have not been evaluated by the FDA.
References:
Kagawa D, Jokura H, Ochiai R, Tokimitsu I, Tsubone H. The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation. Planta Med. 2003 Jul;69(7):637-41. PMID: 12898420
Barrero AF, Quílez del Moral JF, Lara A, Herrador MM. Antimicrobial activity of sesquiterpenes from the essential oil of Juniperus thurifera. Planta Med. 2005 Jan;71(1):67-71.
Xu J, Guo Y, Zhao P, Guo P, Ma Y, Xie C, Jin DQ, Gui L. Four new sesquiterpenes from Commiphora myrrha and their neuroprotective effects. Fitoterapia. 2012 Jun;83(4):801-5. doi: 10.1016/j.fitote.2012.03.016. Epub 2012 Mar 20. PMID: 22465505
Xu J, Guo Y, Li Y, Zhao P, Liu C, Ma Y, Gao J, Hou W, Zhang T. Sesquiterpenoids from the resinous exudates of Commiphora myrrha and their neuroprotective effects. Planta Med. 2011 Dec;77(18):2023 8. doi: 10.1055/s-0031-1280087. Epub 2011 Aug 9.
Wang X, Kong F, Shen T, Young CY, Lou H, Yuan H. Sesquiterpenoids from myrrh inhibit androgen receptor expression and function in human prostate cancer cells. Acta Pharmacologica Sinica. 2011;32(3):338-344. doi:10.1038/aps.2010.219.
Chadwick M, Trewin H, Gawthrop F, Wagstaff C. Sesquiterpenoids Lactones: Benefits to Plants and People. International Journal of Molecular Sciences. 2013;14(6):12780-12805. doi:10.3390/ijms140612780.
Neganova ME, Afanas’eva SV, Klochkov SG, Shevtsova EF. Mechanisms of antioxidant effect of natural sesquiterpene lactone and alkaloid derivatives. (abstract). Bull Exp Biol Med. 2012 Apr;152(6):720-2.
Wu XS, Xie T, Lin J, Fan HZ, Huang-Fu HJ, Ni LF, Yan HF. An investigation of the ability of elemene to pass through the blood-brain barrier and its effect on brain carcinomas. (abstract) J Pharm Pharmacol. 2009 Dec;61(12):1653-6. doi: 10.1211/jpp/61.12.0010
Li QQ1, Wang G, Zhang M, Cuff CF, Huang L, Reed E. beta-Elemene, a novel plant-derived antineoplastic agent, increases cisplatin chemosensitivity of lung tumor cells by triggering apoptosis. Oncol Rep. 2009 Jul;22(1):161-70.
Zhang H1, Xu F, Xie T, Jin H, Shi L. β-elemene induces glioma cell apoptosis by downregulating survivin and its interaction with hepatitis B X-interacting protein. Oncol Rep. 2012 Dec;28(6):2083-90. doi: 10.3892/or.2012.2022. Epub 2012 Sep 11.
Wang, et al. A review of medicinal plant species with elemene in China. African Journal of Pharmacy and Pharmacology. November 29 2012; 6(44): 3032-3040.Available online at http://www.academicjournals.org/AJPP
Friedman M, Henika PR, Mandrell RE. Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica.J Food Prot. 2002 Oct;65(10):1545-60. PMID: 12380738
Hay IC, Jamieson M, Ormerod AD. Randomized trial of aromatherapy. Successful treatment for alopecia areata. Arch Dermatol. 1998 Nov;134(11):1349-52. PMID: 9828867
Chaudhari LK, Jawale BA, Sharma S, Sharma H, Kumar CD, Kulkarni PA. Antimicrobial activity of commercially available essential oils against Streptococcus mutans. J Contemp Dent Pract. 2012 Jan 1;13(1):71-4.PMID: 22430697
Singh D, Agarwal SK.Himachalol and?-himachalene: Insecticidal principles of himalayan cedarwood oil. J Chem Ecol. 1988 Apr;14(4):1145-51. doi: 10.1007/BF01019342.
Memorial Sloan Kettering Cancer Center. Myrrh. mskcc.org. June 10, 2013. Accessed April 13, 2014.
de Rapper S1, Van Vuuren SF, Kamatou GP, Viljoen AM, Dagne E. The additive and synergistic antimicrobial effects of select frankincense and myrrh oils-a combination from the pharaonic pharmacopoeia. Lett Appl Microbiol. 2012 Apr;54(4):352-8. doi: 10.1111/j.1472-765X.2012.03216.x. Epub 2012 Feb 20.
Su S, Hua Y, Wang Y, Gu W, Zhou W, Duan JA, Jiang H, Chen T, Tang Y. Evaluation of the anti inflammatory and analgesic properties of individual and combined extracts from Commiphora myrrha, and Boswellia carterii. J Ethnopharmacol. 2012 Jan 31;139(2):649-56. doi: 10.1016/j.jep.2011.12.013. Epub 2011 Dec 13.
Su S, Wang T, Duan JA, Zhou W, Hua YQ, Tang YP, Yu L, Qian DW. Anti-inflammatory and analgesic activity of different extracts of Commiphora myrrha. J Ethnopharmacol. 2011 Mar 24;134(2):251-8. doi: 10.1016/j.jep.2010.12.003.
CHEN Y, ZHOU C, GE Z, et al. Composition and potential anticancer activities of essential oils obtained from myrrh and frankincense. Oncology Letters. 2013;6(4):1140-1146. doi:10.3892/ol.2013.1520.
Su S, et al. Cytotoxicity activity of extracts and compounds from Commiphora myrrha resin against human gynecologic cancer cells Journal of Medicinal Plants Research; April 2011.5(8): 1382-1389.
Massoud A, Sisi El, Salama O, Massoud A. Preliminary study of therapeutic efficacy of a new fasciolicidal drug derived from Commiphora molmol (myrrh). Am J Trop Med Hyg. August 2001; 65(2):96-99
Ashry KM, El-Sayed YS, Khamiss RM, El-Ashmawy IM. Oxidative stress and immunotoxic effects of lead and their amelioration with myrrh (Commiphora molmol) emulsion. Food Chem Toxicol. 2010 Jan;48(1):236-41. doi: 10.1016/j.fct.2009.10.006
Haffor AS. Effect of myrrh (Commiphora molmol) on leukocyte levels before and during healing from gastric ulcer or skin injury. J Immunotoxicol. 2010 Mar;7(1):68-75. doi: 10.3109/15476910903409835
Shen T, Li GH, Wang XN, Lou HX. The genus Commiphora: a review of its traditional uses, phytochemistry and pharmacology. J Ethnopharmacol. 2012 Jul 13;142(2):319-30. doi: 10.1016/j.jep.2012.05.025.