Upload
others
View
9
Download
0
Embed Size (px)
Citation preview
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11
http://www.openscienceonline.com/journal/bio
ISSN: 2381-3806 (Print); ISSN: 2381-3814 (Online)
FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
Mayel Mida Habila1, *
, Ezeadina Arinze Festus1, Daji Morumda
2, Ikwebe Joseph
1,
Anih David Chinonso1, Abu Michael Sunday
1
1Deparment of Biochemistry, Federal University Wukari, Taraba, Nigeria 2Department of Microbiology, Federal University Wukari, Taraba, Nigeria
Email address
*Corresponding author
To cite this article Mayel Mida Habila, Ezeadina Arinze Festus, Daji Morumda, Ikwebe Joseph, Anih David Chinonso, Abu Michael Sunday. FTIR and GC-MS
Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves. Open Science Journal of Bioscience and Bioengineering.
Vol. 8, No. 1, 2021, pp. 1-11.
Received: November 19, 2020; Accepted: December 9, 2020; Published: January 11, 2021
Abstract
Background and Objective: The exploitation of plants for food and as biopharmaceuticals to remedy diseases in traditional and
herbal medicine has, over the years, raised concerns as they, at times, have negative side effects. This calls for proper
phytoanalysis and screening of such plants, one of which is Jatrophha tanjorensis (J. tanjorensis), to ascertain their informed
use. This research aimed at investigating the phytocomponents of Jatropha tanjoresis leaves. Materials and Methods: Fresh J.
tanjorensis leaves were collected from around New Market, Wukari, Taraba State, Nigeria. Aqueous and ethanolic (70% and
95%) extracts of J. tanjorensis leaves were analyzed using GC-MS Clarus 500 Perkin Elmer system. Identification of
functional groups in J. tanjorensis leaves (dried, powdered) was done using FT-IR spectroscope (Shimadzu, IR Affinity 1,
Japan). Proximate analysis of the leaves was also by AOAC methods. Results: FT-IR analysis of J. tanjorensis leaves revealed
the presence of phytochemicals like alkanes, alkenes, alkyls, alkyl halides, alkynes, saturated aliphatic esters, primary amines,
aromatics, nitro compounds, aromatic amines, aliphatic amines. From the GC-MS analyses, the aqueous extract had the highest
number (51 phytochemicals) of phytochemicals, followed by 95% ethanolic exract (up to 31 phytochemicals), and lastly 95%
ethanolic extact (up to 26 phytochemicals). However, the phytochemicals varied considerably from extract to extract both in
nature/type and in abundance. Proximate results obtained are moisture content (0.65%), ash (9.8%), crude protein (38.56%), fat
(19.60%), crude fibre (18.71%) and carbohydrate (12.68%). Conclusion: J. tanjorensis leaves are a recommendable source of
useful bioactive components and other phytochemicals that can be exploited, probably by chemically modifications, as
pharmaceuticals/drugs. We recommend, therefore, the use of J. tanjorensis leaves as part of diet.
Keywords
Phytocomponents, Proximate, Bioactive, Spectroscopy, Functional Groups
1. Introduction
Over the ages, plants have been so much an indispensable
part of ethno-medicine and man’s nutrition that the use of
traditional medicines in treatment and management of
various disease is now encouraged by World Health
Organization (WHO). These plants are readily availability,
cost effective and have high potency against some diseases
[1, 2]. Some plants, however are known to contain
phytotoxins whereas others contain invaluable bio-actives. It
is imperative, thus, that man properly screens the
phytoconstituents of these sources before their use [3, 4].
Jatropha tanjorensis happens to be one of these plants used
both for ethno-medical and nutritional purposes [1, 4, 5].
Jatropha tanjorensis belongs to the family,
‘‘Euphorbiacea’’. It is a natural hybrid between J. curcas and
J. gossypifolia [6]. Jatropha tanjorensis is a native of central
America and has become naturalized in some tropical and
subtropical countries, like India, Nigeria and Canada [6]. Its
2 Mayel Mida Habila et al.: FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
primary use is for fencing, while its secondary uses are as a
source of edible leafy vegetable and as medicine [7]. J.
tanjorensis leaf is commonly consumed as vegetable in many
parts of Southern Nigeria. It is commonly called hospital too
far, catholic vegetable, lapalapa [8]. In south-western
Nigeria, it is called ‘Catholic vegetable or Reverend father’s
vegetable possibly because it is grown in the premises of the
catholic churches as ornamentals [9].
J. tanjorensis is popular as a natural remedy against
diabetes in Southern Nigeria [10]. The leaf is used as heart
tonic and remedy for hypertension in some parts of Nigeria
[8]. The aqueous leaf extract of J. tanjorensis exhibit
antibacterial activity against bacteria, Staphylococcus aureus
and Escherichia coli [7].
J. tanjorensis has received a lot of attention due to its
potential health benefits, availability and affordability [11,
12]. Phytochemical screening of Jatropha tanjorensis leaf
revealed that it contains bioactive components such as
alkaloids, flavonoids, tannins, cardiac glycoside,
anthraquinones and saponins [11]. These compounds are
known as secondary plant metabolites and are organic
compounds from plants that are not directly involved in the
normal growth, development or reproduction of the plant
[13]. Other than the direct usage of secondary plant
metabolites in their original forms as drugs, these compounds
can also be used as drug precursors, templates for synthetic
modification, and pharmacological probes [14].
It has been reported that Jatropha leaves are rich in beta
blockers, anti-cancer agents, anti-anaemic, anti-microbial
activities, anti-plasmodial and anti-oxidant effects against
oxidative stress induced by malaria parasite [15].
There is, however, a dearth of information in the body of
literature about the phyto-components in the leaves of J.
tanjorensis that helps it perform several pharmacological
activities in human health. J. tanjorensis is used in rural areas
for different purposes without a proper knowledge of the
phytoconstituents. It is not new, however, that some plants
contain toxic phytochemicals while some contain
phytochemicals with antibiotic, antimalarial, antioxidant, and
other beneficial properties. Also, there are limitations in the
use of synthetic medicines for treatment of various diseases
due to various challenges such as poor drug solubility,
stability, adsorption and high toxicity. Some of these drugs
are very expensive and generally unavailable to citizens of
developing countries, especially those residing in the rural
areas [16]. The drawbacks in the use of these drugs for
therapeutic activities has now encourage the use of locally
made herbal medicine as a second choice. Hence, this work
aimed at investigating (qualifying and quantifying) the
phytochemical components in J. tanjorensis leaves using
GC-MS and FT-IR as tools.
This research will provide information about the functional
groups and the different phytochemicals (including the
volatile ones) in Jatropha tanjorensis leaves. This
information will guide our decision in the application of this
local plant, Jatropha tanjorensis, in different areas such as in
nutrition, medicine, pharmacology, biotechnology, etc. The
outcome of this work might help justify its application in
treating or managing many health diseases which include
anaemia, hypertension, diabetes and cardiovascular diseases
as it is cheap and readily available when compared to the
costly synthetic drugs.
2. Materials and Methods
2.1. Collection of Plant Material
Fresh J. tanjorensis leaves were collected from around
New Market, Wukari, Taraba state, Nigeria.
2.2. Extraction of the Plant Material
The leaf was thoroughly washed and shade-dried at room
temperature. The dried materials were well grinded into
powder using mortar and pestle, and later packed with No.1
Whatman filter paper. The package was placed in a Soxhlet
apparatus and run with different solvents. The crude extracts
were collected and dried at an ambient temperature of 30°C,
after which yield was weighed and taken for further analysis.
2.2.1. Aqueous Extraction
25 g of whole plant leaf powder was dissolved in 100ml
hot distilled water contained in conical flask and was kept on
a rotary shaker for 12 hours and allowed to run at 80 rpm.
The residue was filtered using No.1 Whatman filter paper.
Residue was collected and dried first on a hot water bath to
remove wetness which was then kept in the oven. After
drying, the residue was scraped to weigh 5 mg and then
dissolved in 5ml sterile distilled water to prepare aqueous
extract and was then stored in a refrigerator at 4°C for further
use.
2.2.2. Ethanolic Extraction
25 g powdered shade-dried leaf of J. tanjorensis were
macerated with distilled water, 70% and 95% ethanol in 125
ml of each of the solvent at room temperature for 48 hours.
The extracts were filtered with a clean sieving mesh and then
concentrated using Whatmann filter paper and vacuum rotary
evaporator at about 60°C. The concentrated filtrate was then
transferred to air-tight containers, corked and preserved in
the refrigerator at 4°C until further analysis.
2.3. FT-IR Spectroscopic Analysis
Fourier Transform Infrared Spectrophotometer (FT-IR) is
perhaps the most powerful tool for identifying the types of
chemical bonds/functional groups present in the
phytochemicals. The wavelength of light absorbed is the
salient feature of the chemical bonds seen in the annotated
spectrum. By interpreting the infrared absorption spectrum,
the chemical bonds in a compound can be determined.
Dried powders of different solvent extracts of each plant
material were used for FT-IR analysis. 10 mg of the dried
extract powder was encapsulated in 100 mg of KBr pellet, in
order to prepare translucent sample discs. The powdered
sample of each plant specimen was loaded in FT-IR
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11 3
spectroscope (Shimadzu, IR Affinity 1, Japan), with a Scan
range from 400 to 4000 cm-1
with a resolution of 4 cm-1
.
2.4. GC-MS Analysis
Gas chromatography study includes the important
optimization process such as introduction of sample extract
onto the GC column, separation of its components on an
analytical column and detection of target analysis by using
mass spectrometry (MS) detector.
GC- MS analysis of the extracts were carried out with GC-
MS Clarus 500 Perkin Elmer system and gas chromatograph
interfaced to a mass spectrometer (GC-MS) employing the
following conditions: Column Elite -1 fused silica capillary
column (30mm x 0.25 mm ID x 1 mdf, composed of 100%
Dimethyl poly silaxane), operating in electron impact mode at
70 eV; Helium (99.999%) was used as a carrier gas at a constant
flow of 1 ml /min and an injection volume of 0.5 l was
employed (split ratio of 10:1); injector temperature 250°C; Ion-
source temperature 280°C. The oven temperature was
programmed from 110 C (isothermal for 2 min), with an
increase of 10°C /min, to 200°C then 5°C /min to 280°C ending
with a 9 minute, isothermal at 280°C. Mass spectra were taken
at 70 eV; a scan interval of 0.5 seconds and fragments from 40
to 550 Da. Total GC running time was 36 min [17].
2.5. Proximate Analysis of Jatropha
tanjorensis Leaves
Proximate analysis was carried out by AOAC method
3. Results
Table 1. Phytocomponents detected in the 95% ethanol extract of Jatropha tanjorensis leaves by GC-MS analysis.
S/N Retention Time Name of Compound Molecular Formula Peak Area % Chemical Structure
1. 56.862 Oleic acid C18H34O2 1.69
C18H34O2, M.W. 282.47
2. 60.241 Cyclododecanol, 1-aminomethyl- C13H27NO 1.86
C13H27NO, M.W. 213.36
3. 63.804 n – Tridecan -1- ol C13H28O 3.18
C13H28O, M.W. 200.36
4. 64.375 1H - 1, 2, 3, 4 – Tetrazole -1 – propanamide, N-(2-pyrazinyl)
C8H9N7O 5.85
C8H9N7O, M.W. 219.2
5. 65.285 Imidazol-1-yl methanol C4H6N2O 1.25
C4H6N2O, M.W. 98.1
6. 65.708 Docosanoic acid nonyl ester C31H62O2 5.26
C31H62O2, M.W. 466.8
7. 66.002 3-(Prop-2-enoyloxy) dodecane C15H28O2 1.36
C15H28O2, M.W. 240.38
8. 67.096 Lauric anhydride C24H46O3 73.54
C24H46O3, M.W. 382.6202
4 Mayel Mida Habila et al.: FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
Figure 1. GC/MS chromatogram of 95% ethanol extract of Jatropha tanjorensis leaves.
Table 2. Phytocomponents detected in the 70% ethanol extract of Jatropha tanjorensis leaves by GC-MS analysis.
S/N Retention time Name of compound Molecular formular Area % Chemica Structure
1. 56.843 9,12-Octadecadienal C18H32O 4.33
C18H32O, M.W. 264.4461
2. 60.252 Cyclohexanol, 1R-4-trans-acetamido -2,3-trans-epoxy- C8H13NO3 1.36
C8H13NO3, M.W. 171.19
3. 61.984 Trichothec-9-en-8-one, 12,13-epoxy -3,7,15-trihydroxy-, monoacetate, (3.alpha.,7.alpha.)
C17H22O7 1.13
C17H22O7, M.W. 338.4
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11 5
S/N Retention time Name of compound Molecular formular Area % Chemica Structure
4. 62.121 2-Butyn-1-ol, 4-methoxy- C5H8O2 1.03
C5H8O2, M.W. 100.12
5. 63.177 Oxalic acid, monoamide, C11H19N03 1.04
6. 63.795 Decane, 1-(ethenyloxy)- C12H24O 3.75
C12H24O, M.W. 184.32
7. 64.514 2-Heptanol, 4-methyl- C8H18O 9.93
C8H18O, M.W. 130.229
8. 65.017 Methoxyacetic acid, tridecyl ester C16H32O3 21.77
C16H32O3, M.W. 272.42
9. 65.687 3-(Prop-2-enoyloxy) dodecane C15H28O2 5.20
C15H28O2, M.W. 240.38
10. 66.015 Cyclododecanol, 1-aminomethyl- C13H27NO 3.03
C13H27NO, M.W. 213.36
11. 66.188 Imidazol-1-yl methanol C4H6N2O 3.42
C4H6N2O, M.W. 98.1
12. 66.902 Carbamic acid, N-(3-chloro-4-methoxyphenyl)-, glycidyl ester
C11H12CINO4 14.56
C11H12CINO4, M.W.
257.67
13. 67.149 Dodecanoic acid, 1,2,3-propanetriyl ester C39H74O6 22.93
C39H74O6, M.W. 639.0
6 Mayel Mida Habila et al.: FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
Figure 2. GC/MS chromatogram of 70% ethanol extract of Jatropha tanjorensis leaves.
Table 3. Phytocomponents detected in the aqueous extract of Jatropha tanjorensis leaves by GC-MS analysis.
S/N Retention Time Name of Compound Molecular Formula Area % Chemical Structure
1. 56.844 2-Methyl-Z,Z-3,13-octadecadienol C19H36O 5.53
2. 60.294
Cyclopentanol, 2-(aminomethyl)-, cis C6H13NO 2.27
C6H13NO, M.W. 115.17
3. 62.116 Methoxyacetic acid, tetradecyl ester C17H34O3 2.29
C17H34O3, M.W. 286.4
4. 63.163 Heptane,4-ethyl- C9H20 6.11
C9H20, M.W. 128.25
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11 7
S/N Retention Time Name of Compound Molecular Formula Area % Chemical Structure
5. 63.783 Tridecane, 2,5-dimethyl- C15H32 11.19
C15H32, M.W. 212.41
6. 64.481 Octane, 2-methyl- C9H20 18.19
C9H20, M.W. 128.258
7. 65.256 2-Heptanol, 4-methyl- C8H18O 27.28
C8H18O, M.W. 130.229
8. 65.683 3-(Prop-2-enoyloxy) dodecane C15H28O2 17.65
C15H28O2, M.W. 240.38
Figure 3. 1 GC/MS chromatogram of aqueous extract of Jatropha tanjorensis leaves.
Table 4. FTIR results of Jatropha tanjorensis leaves.
S/N Wave number (cm-1) Functional group/ Mode of vibration Inference
1. 3254.0 –C≡C–H:C–H stretch alkynes (terminal)
2. 2918.5 C-H stretch Alkanes and Alkyls
3. 2851.4 C-H stretch Alkanes and Alkyls
4. 1733.2 C=O stretch esters, saturated aliphatic
5. 1580.4 N–H bend 1˚ amines
6. 1405.2 C–C stretch (in–ring) Aromatics
7. 1539.4 N–O asymmetric stretch nitro compounds
8. 1267.3 C–N stretch aromatic amines
9. 1013.8 C–N stretch aliphatic amines
10. 1099.6 C-F stretch Alkyl halides
11. 887.1 =C-H bend Alkenes
8 Mayel Mida Habila et al.: FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
Figure 4. FTIR spectrum of Jatropha tanjorensis leaves.
Table 5. Proximate analysis results for Jatropha tanjorensis leaves.
Parameter Value (%)
Moisture content 0.65
Ash 9.80
Crude protein 38.56
Fat 19.60
Crude fibre 18.71
Carbohydrate 12.68
4. Discussion
The results for GC/MS analysis (table 3 and figure 3) of
the aqueous extract of Jatropha tanjorensis leaves revealed
the presence of 50 phytochemicals from which the following
8 compounds written with their equivalent areas in
parenthesis were the most abundant: 2-Methyl-Z,Z-3,13-
octadecadienol (5.53%), Cyclopentanol, 2-(aminomethyl)-,
cis (2.27%), Methoxyacetic acid, tetradecyl ester (2.29%),
Heptane, 4-ethyl- (6.11%), Tridecane, 2,5-dimethyl-
(11.19%), Octane, 2-methyl- (18.19%), 2-Heptanol, 4-
methyl- (27.28%) and 3-(Prop-2-enoyloxy) dodecane
(17.65%). The above listed phytochemicals revealed the
presence of rich bioactive components in the aqueous extract
of Jatropha tanjorensis which have numerous roles in man.
The terpenoid 2-Methyl-Z, Z-3,13-octadecadienol has been
reported to be a good insecticidal agent [18], a methyl donor,
methyl guanidine inhibitor, and a catechol-O-methyl
transferase inhibitor. Methyl guanidine is a uremic toxin and
a nitric oxide (NO) synthase (EC.1.14.13.39) inhibitor. In
humans, nitric oxide synthase produces NO which plays a
role in a range of physiological processes, including
neurotransmission, blood clotting, and the control of blood
pressure. Therefore, inhibition of methyl guanidine (a nitric
oxide synthase inhibitor) by 2-Methyl-Z, Z-3,13-
octadecadienol will enhance such physiological processes.
Also, COMT (catechol-O-methyl transferase) inhibitors are
used (in combination with levodopa) to treat the motor
symptoms of Parkinson’s disease and they work by blocking
the action of enzymes that degrade levodopa, thereby
extending the time of levodopa activity [19]. Methoxyacetic
acid, tetradecyl ester is an acidifier and acidulant while
butylated tetradecyl ester has been reported to have both anti-
inflammatory and antimicrobial activities [20]. 2,5-dimethyl-
tridecane has been found in plants with cytotoxic activities
and those used as condiments [21, 22]. 2-methyl-octane is an
essential component of date palms (Phoenix dactylifera L.)
[23] and Hypericum perforatum, a plant with reported
antidepressant, analgesic, anti-inflammatory, antimicrobial,
and wound healing properties [24, 25].
The results for GC/MS analysis (table 1 and figure 1) of
the 95% ethanolic extract of Jatropha tanjorensis leaves
revealed the presence of 26 phytochemicals from which the
following 8 compounds written with their equivalent areas in
parenthesis were the most abundant: Oleic acid (1.69%),
Cyclododecanol, 1-aminomethyl- (1.86%), n – Tridecan-1-ol
(3.18%), 1H - 1, 2, 3, 4 – Tetrazole -1- propanamide, N-(2-
pyrazinyl) (5.85), Imidazol-1-yl methanol (1.25%), 3-(Prop-
2-enoyloxy) dodecane (1.36%), Lauric anhydride (73.54%).
It has been mentioned that Oleic acid and Docosanoic acid
nonyl ester are arachidonic acid inhibitors, urinary-acidulants
and urine acidifiers [26]. Arachidonic acid inhibitors hinder
the 5-lipoxygenase catalyzed conversion of arachidonic acid
to 5-hydroxyeicosatetraenoic acid (5-HETE), a survival and
proliferative factor for prostate cancer cells, there by
inducing apoptosis in these cells. Urine acidifiers, in
combination with proper diet, help maintain low urine pH,
thereby dissolving alkaline bladder stones, eliminating
urinary tract infections and enhancing renal health [19].
Central (i.e., intracerebroventricular ICV) administration
of oleic acid sends the CNS a “nutrient abundance” signal
that activates a cascade of neuronal events which culminate
in switching of energy source from carbohydrates to lipids,
also limiting further entry of exogenous and endogenous
nutrients into the circulation. This nutrient-activated neuronal
circuitry could be exploited for innovative treatment of
obesity and type 2 diabetes [27]. The vasculoprotective nitro-
oleic acid (OA-NO2), a derivative of oleic acid, has been
reported to serve, in vivo, as an antagonist of angiotensin-II
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11 9
induced hypertension [28]. 3-(Prop-2-enoyloxy) dodecane is
propesic in function. n-Tridecan-1-ol is anaphylactic,
antitumour, decreases norepinephrine production and
increases natural killer cell activity. n-Tridecan-1-ol is a
natural mosquito control agent and it has been found in plants
like mango, Abrus precatorius L., and Lavandula
coronopifolia, some of which have antibacterial, antifungal,
carminative, sedative and antidepressant actions [29–31].
Lauric acid (dodecanoic acid), a hydrolysis product of lauric
anhydride (dodecanoic anhydride), has been reported as a
component of plants with medicinal potentials [30,32] and
also known to have antimicrobial activity [33].
The results for GC/MS analysis (table 2 and figure 2) of
the 70% ethanolic extract of Jatropha tanjorensis leaves
revealed the presence of 31 phytochemicals from which the
following 13 compounds written with their equivalent areas
in parenthesis were the most abundant: 9,12-Octadecadienal
(4.33%), Cyclohexanol, 1R-4-trans-acetamido-2,3-trans-
epoxy- (1.36%), Trichothec-9-en-8-one, 12,13-epoxy-3,7,15-
trihydroxy-, monoacetate, (3. alpha., 7. alpha.) (1.13%), 2-
Butyn-1-ol, 4-methoxy- (1.03%), Oxalic acid, monoamide,
(1.04%), Decane, 1-(ethenyloxy)- (3.75%), 2-Heptanol, 4-
methyl- (9.93%), Methoxyacetic acid, tridecyl ester
(21.77%), 3-(Prop-2-enoyloxy) dodecane (5.20%),
Cyclododecanol, 1-aminomethyl- (3.03%), Alpha-d-Glucose,
4,6-O-isopropyl idene-1-O-methyl-6-O-[4-bromobenzene
sulfonate] (3.42%), Carbamic acid, N-(3-chloro-4-
methoxyphenyl)-, glycidyl ester (14.56%) and Dodecanoic
acid, 1,2,3-propanetriyl ester (22.93%). Cyclohexanol, 1R-4-
trans-acetamido-2,3-trans-epoxy- acts as an anti-repellant, 5-
alpha-reductase inhibitor, aldolase reductase inhibitor,
angiotensin receptor blocker, and is used in down regulation
of nuclear and cytosol androgen. Angiotensin II increases
blood pressure by causing vasoconstriction of the arteriole.
Hence blocking of angiotensin receptors by cyclohexanol,
1R-4-trans-acetamido-2,3-trans-epoxy- will regulate blood
pressure by hindering the vasoconstriction caused by
angiotensin. 2-Butyn-1-ol, 4-methoxy- is an oligosaccharide
provider. Methoxyacetic acid, tetradecyl ester is an acidifier
and acidulant. Dodecanoic acid is antimicrobial in nature and
has been found in ethnobotanicals like Abrus precatorius L.
and Urospermum dalechampii [30,32]. With 2-hydroxy-1-
(hydroxymethyl) ethyl ester, Dodecanoic acid serves as 17-
beta-hydroxysteroid dehydrogenase inhibitor, aryl
hydrocarbon hydroxylase inhibitor, testosterone hydroxylase
inducer, acidifier, arachidonic acid inhibitor, and increases
aromatic amino acid carboxylase activity, while it inhibits
production of uric acid. Aryl hydrocarbon hydroxylase is an
enzyme that converts polycyclic hydrocarbons to their
carcinogenic counterparts but its activity is inhibited by 2-
hydroxy-1-(hydroxymethyl) ethyl ester, Dodecanoic acid.
This could help protect the body from xenobiotics. 2-
hydroxy-1-(hydroxymethyl) ethyl ester is a testosterone
hydroxylase inducer, thus eliminating the unwanted role of
the steroid testosterone. Arachidonic acid inhibitors are also
used against some inflammatory conditions and
cardiovascular diseases. Inhibition of 17-beta-hydroxysteroid
dehydrogenase protects the body from the adverse effects of
steroids [34].
Tridecyl ester can be hydrolyzed to tridecane. Tridecane
and some of its derivatives play important roles in life. For
instance, 6-methyl tridecane has been reported to have
antimicrobial, antipyretic and anticoagulant activities [35].
Tridecane is also found in other medicinal plants like date
palm (Phoenix dactylifera L.) and Lagenaria breviflora R.
[23, 36]. Dodecanoic acid and 1,2,3-propanetriyl ester
(Tibehenin), also found in the Ayurvedic skin oil called Eladi
Kera Thailam, medicinally serve as acidifiers, acidulants,
arachidonic acid inhibitors, and to increase aromatic amino
acid carboxylase activity and inhibit production of uric acid
[34]. The inhibition of uric acid formation could help prevent
gout, exacerbation of diabetes, formation of urate, and kidney
stones. Increased aromatic amino acid carboxylase activity
due to dodecanoic acid and 1,2,3-propanetriyl ester found in
J. tanjorensis leaves could lead to conversion of L-DOPA and
5-hydroxytrptophane to catecholamines like serotonin,
epinephrine, etc., which increase flow of blood in affected
tissues, thereby reducing allergic reaction, itching,
inflammation, and pain.
The result of the FT-IR spectroscopic studies of Jatropha
tanjorensis leaves revealed the presence of alkynes, alkanes,
alkyls, esters, saturated aliphatics, 1˚ amines, aromatics, nitro
compounds, aromatic amines, aliphatic amines, alkyl halides
and alkenes (table 4 and figure 4). The absorption at 3254
cm-1
is attributed to –C≡C–H:C–H stretching from alkynes
present in the extract whereas the band at 2918.5cm-1
was
due to C- H stretch from alkanes and alkynes. The band at
2851.4cm-1
was due to C-H from alkanes and alkyls. The
band at 1733.2cm-1
was due to C=O stretch from esters and
saturated aliphatics, giving credibility to the presence of
important esters in the GC-MS results above. Example, 2-
hydroxy-1-(hydroxymethyl) ethyl ester is a testosterone
hydroxylase inducer that eliminates the unwanted role of the
steroid testosterones [34]. The band at 1580.4cm-1
was due to
N-H bend, inferring primary amines whilst C-C stretch from
aromatics were responsible for the band at 1405.2cm-1
.
Polyphenols, biogenic aromatic amines and other aromatics
have well known for their neuroprotectictve and
cytoproptective antioxidant properties that could be exploited
for to manage a good number of disorders, especially
degenerative diseases [5]. N-(3-chloro-4-methoxyphenyl)-
Carbamic acid (glycidyl ester) and imidazolyl methanol are
some of the aromatics detected by GC-MS in the present
study. The band at 1539.4cm-1
was due to N-O asymmetric
stretch, inferring nitro compounds whereas C-N stretch from
aromatic amines gave a band at 1267.3cm-1
. Some aromatic
amines and their derivatives have important pharmacological
roles. For instance, Levodopa is a precursor to dopamine
which are antioxidants and antidiebetics.
Ethylnorepinephrine is a sympathomimetic drug,
bronchiodilator, and is antidiabetic in nature. Dobutamine is
a β1-adrenergic receptor agonist approved for the treatment
of heart failure while amidol and edavarone may be classified
as nonspecific antioxidants [37]. The band at 1013.8cm-1
was
10 Mayel Mida Habila et al.: FTIR and GC-MS Analysis of the Aqueous and Ethanolic Extracts of Jatropha tanjorensis Leaves
due to C-N stretch inferring aliphatic amines and that at
1099.6cm-1
was due to C-F stretch from alkyl halides. The
band at 887.1cm-1
was due to =C-H bend inferring alkenes.
These results are confirmative to the one under GC-MS
analysis and the phytochemicals whose functional groups
were confirmed in this analysis play important medicinal
roles.
The proximate analysis revealed that J. tanjorensis leaves
are a good source of protein, fat and fibre (lignocelllulosics
and others). The carbohydrate content was found to be lower
than those of crude protein and fat. The protein content
compares favourably to those of proteinaceous foods like
cowpea (V. unguiculata). J. tanjorensis recorded a higher crude
protein content (38.56%) but lower carbohydrate content
(12.68%) than reported for some local cowpea varieties
(Oraludi and Apama) by Ayogu et al. [38]. Thus, J. tanjorensis
could be a better plant protein source without the flatulence
caused by cowpeas. However, there is need to further identify
the specific amino acid contents of the crude protein in J.
tanjorensis. The carbohydrate content, however, falls far below
that reported for cassava and for tender cowpea leaves [39,
40], thereby making it not to be the choice source of
carbohydrate.
5. Conclusion
From the FTIR and GC/MS analysis of this research, it can
be concluded that the leave extracts of J. tanjorensis revealed
the presence of many phytochemical constituents and their
functional groups which is used in folkloric medicine for
therapeutic purposes.
6. Significance Statement
This study revealed the phytoconstituents (bioactive
components) and functional groups in J. tanjorensis leaves
that can be beneficial for the informed application of J.
tanjorensis leaves, and the discovery and development of
new pharmaceutical and nutritional products. This study will
help researchers uncover the critical areas of plant-based
nutritional and pharmaceutical agents that many researchers
were not able to explore. Thus, a new theory on nutritional
and pharmaceutical agents may be arrived at.
7. Recommendations
1. More information about the phyto-components in the
leaves of J. tanjorensis should be provided to man
especially those residing in rural arees.
2. J. tanjorensis should be made part of our diets as they are
very nutritious containing proteins, fats and carbohydates.
3. When extracting the phytochemicals of J. tanjorensis,
70% ethanol should be used as it gives higher yield.
Competing Interests
The authors have declared that no competing interests exist.
Data Availability
All relevant data are within the paper and its supporting
information files.
References
[1] Chigozie OO, Uzoma NO, Ikechukwu UR, Ikechukwu ES. Nutritional composition of jatropha tanjorensis leaves and effects of its aqueous extract on carbon tetrachloride induced oxidative stress in male Wistar albino rats. Biomed Res. 2018; 29 (19): 3569–76.
[2] Souza ENF, Williamson EM, Hawkins JA. Which plants used in ethnomedicine are characterized? Phylogenetic patterns in traditional use related to research effort. Front Plant Sci. 2018; 9 (June): 1–12.
[3] Aziz MA, Adnan M, Khan AH, Shahat AA, Al-Said MS, Ullah R. Traditional uses of medicinal plants practiced by the indigenous communities at Mohmand Agency, FATA, Pakistan. J Ethnobiol Ethnomed. 2018; 14 (1): 1–16.
[4] Kigen G, Kamuren Z, Njiru E, Wanjohi B, Kipkore W. Ethnomedical Survey of the Plants Used by Traditional Healers in Narok County, Kenya. Evidence-based Complement Altern Med. 2019.
[5] Falodun A, Udu-Cosi AA, Erharuyi O, Imieje V, Falodun JE, Agbonlahor O, et al. Jatropha Tanjorensis - Review of Phytochemistry, Pharmacology, and Pharmacotherapy. J Pharm Allied Sci. 2013; 10 (3): 1955–64.
[6] Prabakaran AJ, Sujatha M. Jatropha tanjorensis Ellis & Saroja, a natural interspecific hybrid occurring in Tamil Nadu, India. Genet Resour Crop Evol. 1999; 46: 213–8.
[7] Oboh FOJ, Masodje HI. Nutritional and Antimicrobial properties of Jatropha tanjorensis leaves. Am J Sci Res. 2009; 4 (1): 7–10.
[8] Iwalewa EO, Adewumi CO, Omisore NO, Adebanji OA, Azike CK. Proantioxidant effects and cytoprotective potentials of nine edible vegetables in Southwest. Niger J Med Food. 2005; 8: 539–44.
[9] Omoregie ES, Osagie AU. Antioxidant Properties of Methanolic Extracts of some Nigerian Plants on Nutritionally-Stressed Rats. Niger J Basic Appl Sci. 2012; 20 (1): 7–20.
[10] Olayiwola GO, Iwalewa EO, Omobuwajo OR, Adebajo CO, Adeniyi AA, Verspohl EJ. Antidiabetic potential of Jatropha tanjorensis leaves. Nigerian Journal of Natural Products and Medicine. 2004; 8: 37–401.
[11] Omoregie ES, Osagie AU. Phytochemical screening and antianaemic effect of Jatropha tanjorensis leaf in protein malnourished rats. Plants Archeol. 2007; 7: 509–16.
[12] Omobuwajo O, Alade G, Akanmu M, Obuotor EM, Osasan S. Microscopic and toxicity studies on the leaves of Jatropha tanjorensis. African J Pharm Pharmacol. 2011; 5: 12–7.
[13] Fraekel GS. “The raison d’Etre of secondary plant substances.” Science (80-). 1959; 129 (3361): 1466–70.
[14] Balunas MJ, Kinghorn AD. Drug Discovery from medicinal Plants. Life Sci. 2005; 789 (5): 431–41.
Open Science Journal of Bioscience and Bioengineering 2021; 8(1): 1-11 11
[15] Omoregie ES, Sisodia BS. In vitro antiplasmodial activity and cytotoxicity of leaf extracts from Jatropha tanjorensis. Pharmacol Online. 2012; 2: 656–73.
[16] Sule WF, Okonko IO, Omo-Ogun S, Nwanze J, Ojezele MO, Ojezele OJ, et al. Phytochemical properties and in-vitro antifungal activity of Senna alata Linn. crude stem bark extract. J Med Plants Res. 2011; 5 (2): 176–83.
[17] Hema R, Kumaravel S, Gomathi S, Sivasubramaniam C. Gas Chromatography-Mass Spectroscopic analysis of Lawsonia inermis leaves. New York Sci J. 2010; 3: 141–3.
[18] Mathivanan D, Gandhi PR, Mary RR, Suseem SR. Larvicidal and acaricidal efficacy of different solvent extracts of Andrographis echioides against blood-sucking parasites. Physiol Mol Plant Pathol [Internet]. 2017; 101: 187–96. Available from: http://dx.doi.org/10.1016/j.pmpp.2017.03.008
[19] Anayo Jose U, Oluchi Hel U, Friday Nwa N, Obasi Uche O, Ikechukwu I, Nzubechukw E, et al. Phytochemical and GC-MS Evaluation of Bioactive Principle of Vitis vinifera Peels. Asian J Appl Sci. 2018; 11 (4): 192–8.
[20] Sabzar AD, Farooq AG, Abdul RY, Masood ul Hassan B, Towseef MB, Farooz AB. Bioactive potential of leaf extracts from Urtica dioica L. against fish and human pathogenic bacteria. African J Microbiol Res. 2012; 6 (41): 6893–9.
[21] Lubna A, Ali RA, Siddiqui F, Fazil P, Farooq AD, Siddiqui AJ. Cytotoxic activity of extracts of Ixora species and their GC-MS analysis. J Chem Soc Pakistan. 2018; 40 (5): 3–5.
[22] Gresta F, Cristaudo A, Spampinato G, Catara S, Galesi R, Napoli E, et al. Morphological traits and aromatic profile of Crocus biflorus Mill. Acta Hortic. 2017; 1184: 211–8.
[23] El-azim MHMA, Yassin FA, Khalil SA, El-mesalamy AMD. Hydrocarbons, fatty acids and biological activity of date palm pollen (Phoenix dactylifera L.) growing in Egypt. IOSR J Pharm Biol Sci. 2015; 10 (3): 46–51.
[24] Guedes AP, Franklin G. Hypericum sp.: essential oil composition and biological activities. Phytochem Rev. 2012; 11 (2012): 127–52.
[25] Chauhan RS, Vashistha RK, Nautiyal MC, Tava A, Cecotti R. Essential Oil Composition of Hypericum perforatum L. from Cultivated Source Essential Oil Composition of Hypericum perforatum L. from Cultivated Source. J Essent Oil Res. 2011; 23 (3): 20–5.
[26] Bharathy V, Uthayakumari F. Bioactive Components in leaves of Jatropha tanjorensis J. L. Ellis & Saroja by GC-MS Analysis. Int J PharmTech Res. 2013; 5 (4): 1839–43.
[27] Obici S, Feng Z, Morgan K, Stein D, Karkanias G, Rossetti L. Central Administration of Oleic Acid Inhibits Glucose Production and Food Intake. Diabetes. 2002; 51: 271–5.
[28] Zhang J, Villacorta L, Chang L, Fan Z, Hamblin M, Zhu T, et al. Nitro-Oleic Acid Inhibits Angiotensin II – Induced Hypertension. Circ Res. 2010; 107 (4): 540–8.
[29] Preethi P, Soorianathasundaram K, Subramanian KS. AROMA VOLATILE COMPOUNDS OF MANGO CULTIVARS NEELUM AND BANGANAPALLI. Biochem Cell Arch. 2014; 14 (2).
[30] Garaniya N, Bapodra A. E thno botanical A review and P hytophrmacological potential of A brus precatorius L.: Asian Pac J Trop Biomed. 2014; 4 (Suppl 1): S27–34.
[31] Hassan WHB, El-Gamal AA, El-sheddy E, Al-oquil M, Farshori NN. The chemical composition and antimicrobial activity of the essential oil of Lavandula coronopifolia growing in Saudi Arabia. J Chem Pharm. 2014; 6 (2): 604–15.
[32] Ramdani M, Lograda T, Chalard P, Figueredo G, Laidoudi H. Chemical composition, Antimicrobial activity and chromosome number of Urospermum dalechampii from Algeria. Sch Acad J Pharm. 2014; 3 (April): 477–82.
[33] Arora S, Kumar G. Phytochemical screening of root, stem and leaves of Cenchrus biflorus Roxb. 2018; 7 (1): 1445–50.
[34] Kumar MH, Prabhu K, Ram M, Rao K, Shanthi B, Kavimani M. Gas chromatography/mass spectrometry analysis of one Ayurvedic skin oil, Eladi Kera Thailam. Trug Invent Today. 2019; 11 (10): 2657–60.
[35] Velmurugan G, Anand SP. GC-MS Analysis of Bioactive Compounds on Ethanolic Leaf Extract of Phyllodium pulchellum L. Desv. Int J Pharmacogn Phytochem Res. 2017; 9 (1): 114–8.
[36] Adeyemi MA, Ekunseitan DA, Abiola SS, Dipeolu MA, Egbeyale LT, Sogunle OM. Phytochemical Analysis and GC-MS Determination of Lagenaria. Int J Pharmacogn Phytochem Res 2017; 2017; 9 (7): 1045–50.
[37] Iyer S, Sam FS, Diprimio N, Preston G, Verheijen J, Murthy K, et al. Repurposing the aldose reductase inhibitor and diabetic neuropathy drug epalrestat for the congenital disorder of glycosylation PMM2-CDG. Dis Model Mech. 2019; 12: 1–12.
[38] Ayogu RNB, Nnam NM, Mbah M. Evaluation of two local cowpea species for nutrient, antinutrient, and phytochemical compositions and organoleptic attributes of their wheat-based cookies. Food Nutr Res. 2016; 60: 1–8.
[39] Ordinioha B, Brisibe S. The human health implications of crude oil spills in the Niger delta, Nigeria: An interpretation of published studies. Niger Med J. 2013; 54 (1): 10.
[40] Chikwendu JN, Igbatim AC, Obizoba IC. Chemical Composition of Processed Cowpea Tender Leaves and Husks. Int J Sci Res Publ. 2014; 4 (5): 1–5.