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A Review on Terpenoid synthesized Nanoparticle and its Antimicrobial Activity

Rupa Upadhyay and Sarvaree Bano*

Department of Chemistry, Kalinga University, Naya Raipur, Chhattisgarh, India.

Corresponding Author E-mail: Sarvaree.bano@kalingauniversity.ac.in

DOI : http://dx.doi.org/10.13005/ojc/390226

Article Publishing History
Article Received on : 29 Feb 2023
Article Accepted on : 05 Apr 2023
Article Published : 27 Apr 2023
Article Metrics
Article Review Details
Reviewed by: Dr. S. Tamilvanan
Second Review by: Dr. Parin Shaikh
Final Approval by: Dr. Vandana Magarde
ABSTRACT:

Terpenoids are a broad category of chemical compounds that include the isoprene unit. They are also known as isoprenoids and are mostly produced from isoprene units with 5 carbons. Terpenoids are mostly found in plants and are a key component of plant essential oils. They are also present in some bacteria and fungi. The various terpene varieties have a variety of medical applications, including the treatment of bacterial infections, wound healing, and malaria. XRD, FTIR, SEM, TEM, and UV Visible are the techniques that have been utilised in the characterisation of the nanoparticles. These techniques are also used to determine the size of the particles. Different antimicrobial antibacterial activities utilise those applications.

KEYWORDS:

Antimicrobial Activity; Bacteria; Nanoparticle; Phytochemical; Terpenoid

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Introduction

Green chemistry involves designing of chemical processes and products in a way that minimises or completely prevents the production of harmful compounds1. An essential component of nanoscience and nanobiotechnology is the green manufacturing of metal nanoparticles2.Nanotechnology and nanoscience deal with materials of particles between 1 and 100 nm in size3.The characteristics of nanoparticles are primarily determined by their morphology, size, content, shape, and surface area4.

Nanotechnology is defined as the method or technique that aimed at obtaining material with novel functionalities and improved characteristics5.Nanotechnology is an interdisciplinary area of science which deals with the multi- dimensional aspect of nanoparticles6.

Moreover, nanotechnology is used in the biomedical, tissue engineering, nonlinear optical devices, gene delivery, and food industries7.From the application point of view, biosynthesis process for the synthesis of nanoparticles could be more useful if the nanoparticles would be formed extra-cellularly8.

In the synthesis of nanoparticles, plant extract acts as both reducing as well as stabilizing agent. Thus, the source of the plant extract influence the characteristics of nanoparticles9. Plant extract are used in the bioreduction of metal ions to form nanoparticles10.Synthesis of nanoparticles by biological method uses microorganisms, enzymes, plant and plant extract11.Nanoparticles have a lot of surface area and are exceedingly small, which makes them quite interesting12.Synthesis of nanoparticles can also be formed by several compounds such as carbonyls groups, terpenoids, phenolics, amines and other reducing agent present in the plant extract and microbial cells13.Nanoparticles can also be synthesized from leaf extract, fruit extract and seed extract of various plants14.The process of making nanoparticles by using plant extract is readily easy as it is less expensive than the microbial method which is relatively expensive15.Numerous industries, including catalysis, molecular sensing, environmental clean-up, and medicine, uses metal and metal oxide nanoparticles16.The green synthesis of metal nanoparticles via a plant-based technique has drawn the attention of many researchers17.

The uses of nanoparticles and nanomaterials are widespread, and as a result, they are employed in many different fields, including health sciences, optics, electronics, drug-gene delivery, and a variety of other fields18.Nanoparticles are the advance materials in the fields of technology and science and has various application in the fields of agriculture, medical, electronic, chemical, and pharmaceutical19.

The natural bioactive compounds that are found in plants are called as phytochemicals20. Nanotechnology is the name given to the branch of science that deals with the manufacture, manipulation, and application of nanoscale materials21. There are many technologies available for the production of nanoparticles, including electrochemistry, reduction in solution, and lately green chemistry22. The majority of organisms, whether single or several cells, have the ability to synthesise nanoparticles either intra- or extracellularly23. Many physical and chemical processes are used to create nanoparticles; these processes requires high reaction temperatures, vacuum conditions, and chemical additives24. Nanoscience is a multidisciplinary field that entails the design and engineering of functional systems at the molecular level25.

Because of its numerous applications across the wide range of sectors, nanotechnology is regarded as a crucial pillar in modern scientific advancement26. Redox reactions are the basis of green synthesis, in which an organism’s component or an extract reduces a metal ion to stable nanoparticles27.Since, nanoparticles have antioxidants, anti-bacterial, and antimicrobical characteristics, the are used in different biomedical applications28.

Researchers in case of nanotechnology highlights the possibility of green chemistry pathway for the production of technologically important nanomaterials29.

The colloidal form of silver nano particles is considered among the most potent anti-bacterial agent. Colloidal silver nano particles are yielded by the production of silver ions in aqueous solution30. Due to increased awareness of biological processes, nanoparticles have become more significant31.

The most popular nano particles are silver nano particles due to their anti-bacterial and anti-cancer activities. Their unique properties are determined by their small size shape structure and surface functionality32. Metal nanoparticles including Cu, Pb, Ca, Pt, Ag, Au, and others have been synthesised and tested for techniques use in a variety of fields33. Hence, gold nanoparticles have found applications in the delivery and diagnosis of drugs34.

Terpenoids makes up the majority of the group of secondary metabolites found in higher plants. Due to their application in a variety of industries, including pharmaceutical, food, and cosmetics, where they can be employed as food additives, flavourings, perfumes, and species, and among other things, they have great economic value. Moreover, they are utilised in analgesics, anti-inflammatory medications, and treatments for wounds35.

Now a day’s verity of chemicals uses for many kinds of synthesis (Inorganic and Organic) and nano materials. So, for the removal of hazardous effect of chemicals, researchers move on to the eco-friendly methods but chemicals are required for any synthesis that’s why researchers are attracted towards the use of phytochemicals. Many plants, herbs, shrubs and trees have a various type of phytochemicals this review work on specially focus on one phytochemical its name is terpenoid.

Classification of Terpenoids

Figure 1

Click here to View Figure

Classification According to Number of Rings

Figure 2

Click here to View Figure

Tables are available which shows the which plants, herbs, shrubs and trees have terpinoied.

Table 1: Botanical name of Plant which have a terpenoid phytochemical and its structure.

Click here to View Table

Table 2: HERBS: Parts of plants and available terpenoid.

S.NO

PLANT NAME

PARTS OF PLANTS

TERPENOID

1

Ginger

Root

Neral and geranial

2

Garlic

Bulb

Nerolidol and terpinolene

3

Peppermint

Leaf, oil

L-limonene, alpha-pinene, beta-pinene, Cinesol

4

Brahmin

Whole plant

Triterpenoids

Saponins

5

Bhringaraj

Seed/whole plant

Triterpenoids

 

Table 3: Tree: Parts of tree and available terpenoid.

S.NO

PLANT NAME

PARTS

TERPENOID

1

Tea

Leaf

Myrcene

2

Lemon

Whole

Limonene

3

Pine

Leaves

Alpha-pinene

Beta-pinene

4

Lavender

Whole

Linalool

5

Clove

Leaves

Beta-caryophyllene

 

Method

A mix of methods that we utilised to describe terpenes. Therefore, such nanoparticles cannot be properly characterised by a single method. The product yield from the reaction of plant extract and silver salts are at evaluated by UV-Vis spectroscopy. Terpenes are present if the peak is between 410 and 450. Yet, different wavelengths may reveal terpenes that are distinct in size and form. The methods employed are energy dispersive spectroscopy (EDS), X-ray photo-electro spectroscopy (XPS), and diffraction spectroscopy (XRD) (EDS). These methods are employed for the investigation of crystal size, face composition, and crystal structure. The elemental analysis, chemical characterisation, and electronic states of terpenes are also done using these.

The method which we get from paper “Green Synthesis and antibacterial effect of aqueous colloidal solutions of silver nano-particles using camomile terpenoids as a combined reducing and capping agent”38.

The extraction of camomile was made by combining 500ml de-ionized water and 100g of dried Camomile flower. Then the mixture was kept for 5hrs at 90°c without boiling After the mixture was cooled it was filtered with filter paper. Then, at room temperature, 500ml of silver nitrate was added to the 5ml of floral extract.

The combination was then left undisturbed in a dim location. The hue of the mixture changes to reddish-brown, which was connected with the creation of silver nanoparticles. With help of centrifugation nanoparticles were collected.

The process was utilised to create silver nanoparticles, which were then used as a reference sample to assess the camomile’s antibacterial characteristics. 100 ml of silver nitrate and 50 ml of glucose solution were combined at room temperature. The mixture was left undisturbed in a dark environment for two hours until it turned grey.

The method which we get from the paper “Synthesis and characterisations of zinc oxide nano-particles using terpenoid fractions of Andrographis paniculate leaves”37.

The plant A. Paniculate was initially collected. It was created using chemicals and solvents such silica gel, CDCl3, zinc nitrate tetrahydrate, sodium hydroxide, ethanol, and chloroform.

Extract preparation

A paniculate leaves were gathered, cleansed with tap water, rinsed with distilled water, dried, cut into little pieces, and ground into a fine powder.

Preparation of terpenoid fractions from A. paniculate

Column Chromatography was used to separate the terpenoid fractions. In this procedure, ethanol was diluted to the desired strength by adding 25 gm of silica gel powder to a column apparatus. When the solution had been thoroughly blended, a 50% combination (65ml CHCl3 and 1ml methanol) was added. 10 ml of the ethanolic sample was then added. The remaining mixture was then incorporated. Within 12 hours of the solution being eluted, terpenoid was collected in a test tube.

Phytochemical test for terpenoid fractions from A. paniculate

Confirmative test for terpenoids

Salkowski’s test TAP was combined with a small amount of sulphuric acid and chloroform. Terpenoids are present when yellow colours appear, which shows their presence. The extract was then treated with one millilitre each of CHCl3 and CH3COOH, as well as a few drops of concentrated sulphonic acid. The brown ring formation represents terpenoids.

Synthesis of zinc oxide nanoparticles (Zn-NPs)

Using green synthesis, zinc oxide nanoparticles were created. 50ml of distilled water were added to a 0.1 N zinc nitrate tetrahydrate aqueous solution by vigorously shaking the mixture. Following that, 0.1N NaOH was applied for 1 hour with a 10-minute interval. With the NaOH solution added, the time interval grew longer. For two hours, the process was repeated. At ph. 12, the white solution was agitated for two hours. It was washed with distilled water and ethanol to get the finished product. It was then allowed overnight to dry.

The method which we get from the paper “Formulation, evaluation and bioactive potential of Xylariaprimorskensis terpenoid nanoparticle from it’s major compound xylaranic acid”51.

The X. Primorskensis fruiting bodies were first collected, and then 10g of the species were weighed and soaked in alcohol for 24 hours. The mixture was filtered after 24 hours, the solid residues were taken out, and the filtrate was extracted with petroleum ether for 6 hours while being continuously shaken. Two layers were created after it was treated with warm aq. KOH. After drying, the petroleum ether layer underwent comprehensive terpenoid treatment. Salkowski text and HPTLC were used to qualitatively evaluate the isolated terpenoid. The extracted terpenoids were then put via silica gel column chromatography using 100% methanol as the final solvent, followed by hexane/ethyl acetate.

Further, for the synthesis of AgNP,30ml of AgNO3 solution and 1.5ml of xylaranic acid from X. primorskensis were combined, and the mixture was stirred at 1000°C until the colour changed from transparent yellow to dark brown. It indicates that Ag NPs have formed. The surface Plasmon Resonance phenomenon is what causes the colour change.

The method which we get from the paper “Antioxidant, antibacterial and cytotoxic potential of silver nano-particles synthesized using terpenes rich extract of Lantana Camara L. leaves”39.

The Lantana camara L. Plant was initially gathered. The leaves were properly cleaned with purified water (distilled water) to get rid of any dust, after which they were dried and ground into powder. Then, about 10g of dried powder of leaves of Lantana Camara L. Was extracted with petroleum ether for 6hrs at room temperature with continuous shaking. Then two layers were created by shaking it with 30ml of a heated 10% aqueous KOH solution. After that, the petroleum ether layer was dried at a lower pressure to produce stick mass. As a result, this petroleum ether extract that had not been saponified was thought to be high in terpenes (TRE).

Further, for the synthesis of silver nanoparticles, At room temperature, 1 ml of TRE was combined with 6 ml of 1 mM AgNO3 in an Erlenmeyer flask. The mixture was then left in the dark for 24 hours. Once AgNP has been synthesised, the solution’s colour shifts from greenish to reddish over time. The NPs were subsequently cleaned using centrifugation and numerous washings. The concentrated slurry was then collected and the liquid was thrown away. It was collected after drying under suction.

The method which we get from the paper “Green Synthesis of silver nanoparticles using Azadirachta indica leaf extract and its anti-microbial study”47.

Neem leaves that had just been picked up were thoroughly cleaned with distilled water to remove any dirt or dust that had accumulated on their surface. The leaves were then roughly cut and weighed 20gm. 20 grams of neem leaves were cooked for around 10 minutes with 100 millilitres of purified water. The extract was then filtered, cooled, and stored for further use. As a result, this solution was utilised to reduce silver ions or to synthesise silver nanoparticles in a greener manner.

Synthesis of silver nanoparticles:

100 ml of a 1 mM silver nitrate solution were made using silver nitrate. After that, 5ml of silver nitrate solution received separate additions of 1, 2, 3, 4, and 5ml of a neem extract. After that, the samples were kept in the dark to reduce the amount of room-temperature photoactivation of silver nitrate. As a result, the colour changes from colourless to brow indicates that the silver ions have been reduced.

Different Plants give a different phytochemical and by the use of phytochemical researchers prepared different type of NPs. List of prepared NPs available in table no. 4 with references.

Table 4: Synthesized different NPs through terpenoid. [Reference 36- 45].

S.no

Plant name’s

Part of the plant used

Nanoparticles

Reference

1

Turmeric

Leaves

Silver nanoparticles

Singh, D. et al. [36]

2

Turmeric

Tubers

Cu nanoparticles

Ayarambabu, N., et al. [37]

3

Ginger and garlic

Bulbs of ginger and rhizomes of garlic

Metal nanoparticles

(silver, zinc, copper and iron)

El-Refai, A. A. et al. [38]

4

Green tea

Leaf’s

Zinc oxide nanoparticles

Senthilkumar, S. R. et al.  [39]

5

Soya bean

Textured soya

Copper nanoparticles

DeAlba-Montero, I. et al. [40]

6

Tomato

Whole

Silver nanoparticles

Maiti, S. et al.  [41]

7

Grapes

Seed

Silver nanoparticles

Xu, H. et al.  [42]

8

Honey

Liquid

Au and ag nanoparticles

Sreelakshmi, C. H. et al.  [43]

9

Cauliflower and cabbage

Whole Part

Silver nanoparticles

Tamileswari, R., et al. [44]

10

Broccoli

Whole Part

Gold nanoparticle

Piruthiviraj, P. et al.  [45]

 

After the preparation of Nps. It’s required for characterisation for conformation of prepared Nps. Researchers use the different analytical technique for observation of morphological structure of Nps. Observed values is available in table no.5 with references.

Table 5: Different Analytical techniques (UV-VISIBLE, TEM/SEM, FTIR) for analysis of Prepared NPs [ [Reference no. 36- 45]

S. No.

Plant

Part 

Characteristics

References

UV-VISIBLE

TEM/SEM

FTIR

1

Turmeric

Leaves

UV-Visible Range: 420nm – 450nm

Size 25nm

Range :1074 – 3290 cm-1

Singh, D. et al. [36]

2

Ginger &Garlic

Bulbs of ginger and rhizomes of garlic

UV-Visible Range :240 – 440nm

Size Range of garlic: 13.13nm – 22.69nm

Size Range of ginger: 10.10nm –18.33nm.

 

El-Refai, A. A. et al. [38]

3

Green Tea

Leaves

UV-Visible Range :325nm and 385nm

Range:

3394 cm-1

Senthilkumar, S. R. et al.  [39]

4

Soya Bean

Textured soya

UV-Visible Range :400 -550nm

5.67 ± 0.5337 nm

 (Quasi-Spherical shape)

 

DeAlba-Montero, I. Et al. [40]

5

Tomato

Pulp of tomato

UV-Visible Range:

Smooth and narrow absorption band observed in 410nm (Concentration1:1 extract composition)

And 415 nm  (Concentration 3:2 composition)

TEM was confirmed by the Spherical shape.

Size Range: 10 to 40 nm

 

Maiti, S. et al.  [41]

6

Grape

Seed

UV-Visible Range: 200nm – 800nm

Size Range- 25nm – 35 nm (Spherical and polygonal shape)

 

Xu, H. et al.  [42]

7

Cauliflower and Cabbage

Whole part

UV-Visible Range: Sharp peak observed in 420nm

Size Range- 30 -50 nm (for both)

 

Tamileswari, R., et al. [44]

8

Broccoli

Whole part

UV-Visible Range: 400 – 750nm

Size Range- 13nm – 22nm.

Range:

500 – 4000 cm-1

Piruthiviraj, P. et al.  [45]

 

Table 6: Antimicrobial result of various plant observed by different authors in a paper [ [Reference no. 36- 45].

S. NO.

Plant

Antimicrobial Activity

Value

Reference

1

Turmeric

Antimicrobial activity observed against pathogenic bacteria –

Ps. Aeruginosa

K. pneumoniae

S.typhimurium and E. aerogenes 

E. coli

 Inhibition Zone of AgNPs with (80µl Concentration)

Concentration –

Ps. Aeruginosa- 21mm

K. pneumoniae– 15mm

S.typhimurium and E. aerogenes – 14mm 

E. coli-13mm

Singh, D. et al. [36]

2

Ginger and garlic

Antibacterial activity observed against –

Gram +ve-bacteria (B. subtilis and S. aureus) and Gram −ve-bacteria (E. carotovoraP. vulgaris and K. pneumoniae).

Antifungal activity observed against – C. albicans strain.

Garlic extract made AgNPs shows the highest inhibition zone observed against P. vulgaris 12.6 mm.

Highest antifungal activity observed against C. albicans strain – 15mm.

El-Refai, A. A. et al. [38]

3

Green tea

Gram-negative bacterial -,

Klebsiella pneumoniae,

Pseudomonas aeruginosa and

Gram-positive -Staphylococcus aureus

 

Antifungal test:

A fumigatus

Penicillium sp

A flavus

A niger

 

10.3 ±0.57 (20µg/ml)

3.3 ±0.57 (20µg/ml)

2.3 ±0.57 (10µg/ml)

 

Antifungal test:

5.3±0.57

6.6±0.57

2.6±0.57

3.0±1.00

Senthilkumar, S. R. et al.  [39]

4

Soya bean

Antimicrobial activity observed against Escherichia coli, Staphylococcus aureus, and Enterococcus faecalis strains.

At conc. of 10mM, 20mM, and 40mM it give the 100% inhibition rate , but at 5mM conc. of CuNPs only Enterococcus faecalis shows the 100% inhibition rate.

DeAlba-Montero, I. et al. [40]

5

Tomato

Antimicrobial activity observed against – E. coli

Varying concentration variation of  AgNP is 0.2 to 100 μg/ml. By the use of increased conc. of AgNP , bacterial concentration observed  decrease. At concentration 50 μg/ml of AgNP, the growth of E. colli was inhibited.

Maiti, S. et al.  [41]

6

Grape seed

Bacterial observation-

Escherichia coli

Staphylococcus aureus

Shigella dysenteriae

Pseudomonas Aeruginosa

Vibrio anguillarum 

Vibrio alginolyticus

Aeromonas punctata

Vibrio Parahaemolyticus

Observed Inhibition zone –

12.7mm

12.1mm

12.1mm

11.5mm

14.0mm

13.4mm

13.3mm

13.3mm

Xu, H. et al.  [42]

8

Cauliflower and cabbage

Klebsiella pneumoniae

Bacillus subtilis

Staphylococcus aureus

Escherichia coli

Standard (inhibition value):

16mm

20mm

16mm

16mm

Tamileswari, R., et al. [44]

9

Broccoli

Anti-Bacterial Test :

 Gramme negative:

 Klebsiella pneumonia

Gramme positive

Staphylococcus aureus 

Anti Fungal Test :

 

Aspergillus flavus

 Aspergillus niger

Candida albicans 

Anti Bacterial Test:

Gram-negative Klebsiella pneumonia

12mm(10µg/ml)

18mm(25µg/ml)

22mm(50µg/ml) 

Gram-positive Staphylococcus aureus 

10mm(10µg/ml)

14mm(25µg/ml)

20mm(50µg/ml) 

Anti Fungal Test:

Aspergillus flavus

5mm(10µg/ml)

7mm(25µg/ml)

9mm(50µg/ml)

Aspergillus niger

5mm(10µg/ml)

8mm(25µg/ml)

9mm(50µg/ml)

Candida albicans 

5mm(10µg/ml)

7mm(25µg/ml)

12mm(50µg/ml)

Piruthiviraj, P. et al.  [45]

Conclusion

A broad class of naturally occurring substances known as terpenoids is generated from five carbon isoprene units. Thus, through terpenoids synthesis of nanoparticles can be done easily. Because they are carried out using green extract. Based on a number of factors, green technology-produced nanoparticles are considerably superior to those produced via physical and chemical processes. Green methods, for instance, don’t utilise costly chemicals, use less energy, and produce products and by-products that are good for the environment.  By using a clean, safe, economical, and eco-friendly method, green synthesis creates nanomaterials. The green synthesis of nanomaterials uses microorganisms like bacteria, yeast, fungi, algal species, and some plants as substrates. The main benefits of green nanotechnology include increased energy efficiency, less waste, and a reduction in the use of non-renewable raw resources. Green nanotechnology provides a fantastic opportunity to prevent negative impacts from happening in the first place. Terpenoids are present in a variety of herbs, shrubs, and plants, including ginger, garlic, tea, lemon, and lavender, among others, and are afterwards employed as phytochemicals for the production of nanoparticles. Hence, the creation of nanoparticles can be exploited in the future. Terpenoids provide us with nanoparticles such as zinc, copper, and silver.

Acknowledgement

Authors are thankful to the Kalinga University, Naya Raipur, Chhattisgarh.

Conflict of Interest

We, authors of this research article declare no conflict of interest.

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