Terpenoids, also known as isoprenoids, are a large and diverse class of naturally occurring organic chemicals derived from five-carbon
isoprene units assembled in a variety of ways. Most are multicyclic structures with oxygen-containing functional groups.
They constitute one of the largest families of plant metabolites and are found in all classes of living things.
Terpenoids play several crucial roles in plants. They are involved in growth and development, and are important for plants'
interactions with their environment, such as attracting pollinators, deterring herbivores, and protecting against pathogens.
From a structural perspective, terpenoids are grouped according to the number of isoprene units in the molecule.
The different groups are listed below:
Monoterpenoids (C10, 2 isoprene units)
Sesquiterpenoids (C15, 3 isoprene units)
Diterpenoids (C20, 4 isoprene units)
Sesterterpenoids (C25, 5 isoprene units)
Triterpenoids (C30, 6 isoprene units)
Tetraterpenoids (C40, 8 isoprene units)
Polyterpenoids (larger structures, many isoprene units)
Many terpenoids have significant bioactive properties, making them of interest in medicine, nutrition, and other
fields of research. Some terpenoids have been used for centuries in traditional medicine, while others are important ingredients in
perfumes and cosmetics due to their aromatic properties. Some examples are provided below:
Monoterpenoids like menthol (from peppermint) and limonene (from citrus fruits)
are often used in cosmetics and food products for their fragrant properties.
Sesquiterpenes like artemisinin (from the sweet wormwood plant) are used as antimalarial drugs.
Diterpenes include compounds like taxol (from the Pacific yew tree), which is used in cancer therapy.
Triterpenoids include saponins, which have a range of bioactive
properties and are often found in traditional medicines, and steroids, which have roles in many biological processes in animals.
Carotenoids are tetraterpenoids that have key roles
in plant pigmentation and contribute to the health benefits of many fruits and vegetables.
Examples of some common terpenoids found in bark are provided below:
Pinene
- A monoterpene commonly found in the bark of pine trees that has a distinctive pine-like aroma.
There are two structural isomers of pinene found in nature: alpha-pinene and beta-pinene, with alpha-pinene being more prevalent.
Cedrol - A sesquiterpene alcohol found in the bark of cedar trees.
It has a distinctive woody, cedar-like aroma and is used in the perfume industry.
Camphor - A bicyclic monoterpene found in the bark of the camphor tree.
It has a strong, minty aroma and a cooling sensation. Camphor is used in medicinal products such as ointments and inhalants.
Taxol - A diterpene found in the bark of the Pacific Yew tree.
It has been found to inhibit the growth of cancer cells and is used as a chemotherapy drug.
Limonene - This is a monoterpene that is found in the bark of citrus trees.
Limonene has a strong, citrusy aroma and is used in a wide range of products from cleaning agents to cosmetics.
Betulin and Betulinic Acid
- These are triterpenoids found in the bark of the white birch tree. Both compounds have been studied for their potential
anti-inflammatory and anti-cancer properties. Click here to read about Celignis's
work with the extraction and purification of betulin.
Examples of some common terpenoids found in roots are provided below:
Artemisinin
- This sesquiterpenoid is found in the roots and leaves of the sweet wormwood plant (Artemisia annua).
It is a powerful antimalarial compound and is used in the production of some of the most effective antimalarial drugs currently available.
Ginsenosides - These are a class of steroid glycosides, and triterpenoid saponins,
found in the roots of the ginseng plant. They have been studied for a wide range of potential health benefits, including anti-inflammatory,
anticancer, and immune-modulating effects.
Astragalosides - These triterpenoid saponins are found in the roots of the
Astragalus plant. They have been studied for their potential immune-boosting and heart-protective effects.
Withanolides - These are a group of steroidal lactones which constitute
a major part of the ashwagandha root (Withania somnifera). They are known for their adaptogenic properties,
helping the body resist physical and chemical stresses.
Furanocoumarins - Found in the roots of many citrus plants, these
terpenoid derivatives have been studied for their potential antiviral and anticancer properties.
Paclitaxel (Taxol)
- This complex diterpenoid is originally derived from the bark, but it is now more commonly synthesized from
the precursors found in the roots of the yew tree. It is a powerful anti-cancer drug used in the treatment of a variety of cancers.
Examples of some terpenoids, other than carotenoids, found in
fruits and vegetables are listed below:
Limonene - This monoterpene is abundant in the peel of
citrus fruits (e.g. oranges, lemons, limes, and grapefruits) and is responsible for their characteristic citrusy aroma.
Thymol
- Thyme contains thymol, a monoterpene with antimicrobial properties.
Capsaicin - This terpenoid is the compound responsible for the spiciness of
chili peppers.
Mangiferin - This potent antioxidant is found in the peel, and leaves of mango.
Alpha-farnesene - One of the many terpenoids found in apples
that contribute to their aroma.
Humulene and Myrcene
- These are two terpenoids, among others, that are found in hops that contribute to the flavour of beer.
Allicin
- This is one of the sulphur-containing terpenoids in garlic that contributes to its strong aroma and flavour.
Linalool
- A terpenoid found in pineapple that contributes to its unique aroma, with pinene being another example.
Examples of some terpenoids found in seeds are provided:
Carotenoids -
This terpenoid provides the yellow, orange, and red colors found in many plants. Carotenoids are found in the seeds of many plants,
including corn and tomatoes.
Ginkgolides
- Found in the seeds of Ginkgo biloba and have been studied for their potential medicinal properties, including as anti-asthmatic and
anti-allergic agents.
Artemisinin - This is a sesquiterpene lactone (a type of terpenoid)
found in the seeds and leaves of Artemisia annua (sweet wormwood). It is used as an anti-malarial drug.
Sesquiterpene lactones -
Found in many plant seeds, sesquiterpene lactones are known to have anti-inflammatory and anti-microbial effects.
Some seeds of the Asteraceae family, such as sunflower seeds, contain these terpenoids.
Monoterpenes - Certain seeds, such as fennel and dill,
contain monoterpenes like limonene and carvone, which give these seeds their characteristic aromas.
Saponins
- Saponins, which are glycosylated terpenoids, are found in a variety of seeds including quinoa and fenugreek.
The extraction process, including the solvents and methods used, can influence the concentration and types of terpenoids present in the final extract.
It is often the case that a balance needs to be found between fully-extracting all terpenoids while also ensuring that the compounds that are
obtained are of a high quality and not degraded.
At Celignis we have extensive experience in the design and optimisation of extraction protocols for a wide variety of chemical constituents from
many different biomass types. If needed we can also work on processes to separate and purify the target compounds.
Click here to read more about Celignis's Bioprocess Development Services for the extraction of
chemicals from biomass.
Celignis to Sponsor and Present at Major Biochar Event
The event takes place on May 3rd at Carrick-on-Shannon
We are pleased to announce that, on May 3rd, Celignis will be presenting and exhibiting at the National Biochar and Carbon Products Conference 2023, which is taking place in Carrick-on-Shannon in County Leitrm, Ireland.
This conference is being organised under the auspices of the Interreg Northwest Europe-funded THREE C Project, entitled 'Creating and sustaining Charcoal value chains to promote a Circular Carbon economy in NWE Europe'.
The conference will highlight both Irish stakeholders who are currently working in the biochar and carbon products sector, but also partners from the THREE C project (covering Netherlands, Luxembourg, Germany, Belgium, France and Wales, as well as Ireland) who have interesting stories and products to share.
Read about the wide variety of analysis packages we have for biochar
Click here to read about the different analysis packages that Celignis offers for the evaluation on biochars. These analyses cover properties relevant to a wide variety of applications, including soil amendment, carbon sequestration, bioenergy, and biomaterials.
For a short period we are offering two TGA analyses for the price of one!
To celebrate the arrival of our thermogravimetric (TGA) equipment, we are offering, for a limited time period, two TGA analyses for the price of one. Click here to read more about TGA analyses at Celignis and to see the various packages on offer.
To avail of this special offer please mention the code (TGA-AUGUST) in an email or when placing an order via the Celignis Database.
This 5 minute presentation was given at the recent IBioIC conference
Celignis recently exhibited at IBioiC's annual conference, held in Glasgow on June 6-7.
During that event Lalitha, Celignis's CIO, gave a short 5 minute presentation on the EnXylaScope collaborative EU research project that Celignis is involved in.
You can view the presentation below or here on YouTube.
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