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International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169

Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
The Eco-friendly Marine Gastropod Turbo brunneus (L. 1758) and its Vital role
in Future Pharmaceutical Industry Through GC-MS Study
D. Jayaprabha
Assistant Professor of Zoology, Nazareth Margoschis College at Pillaiyanmanai, Nazareth-628 617,
Tamilnadu, India.

Abstract: Molluscs form valuable fisheries in various parts of the coast of India providing shell fish as food and as source of lime, pearls and
decorative shells, as constituents of medicinal preparations etc. In the present study, the eco-friendly Turbo brunneus and its vital role in future
pharmaceutical industry through GC-MS analysis was carried out. Almost eighteen compounds are obtained through GC-MS which might be
responsible for antimicrobial, pharmaceutical, insect repellent, anti-inflammatory, anticancer, antiasthmatic, diuretic and antiarthritic activities.

Keywords: Molluscs, pharmaceutical industry, GC-MS analysis, antimicrobial, anticancer

__________________________________________________*****_________________________________________________

I. INTRODUCTION A. Fractionation

Among the marine organisms, molluscs are one of Crude methanol extract was fractioned by silica gel
the most successful forms of animal life and they have column chromatography. The extract was fractionated with
conquered almost every habitat and exist in all the oceans five solvent systems. Elutions with Hexane: Chloroform
(from shallow tidal pools to the deepest trenches). Many (1:1), Chloroform (100%), Benzene (100%), Methanol
studies on bioactive compounds from molluscs exhibiting (100%) and Distilled water in order of their polarity afford
antibacterial, antitumour, antileukemic and antiviral five fractions F1, F2, F3, F4 and F5. A known amount of
activities have been reported worldwide (Pettit et al., 1987; extract was taken and their organic solvents were removed
Kamiya et al., 1989; Prem Anand et al., 2002; by vaccum evaporation, solids were dissolved in deionised
Rajaganapathy et al., 2002; Thilaga, 2005; Kathiresan et al., water and concentration series of 1mg/ml, 10 mg/ml and
2008; Dhinakaran et al., 2011 and Ashok Kumar 2011). 100 mg/ml were prepared and the antibacterial activity of
each extract was tested thrice for confirmation.
Today most infectious diseases can be brought
under control with natural or synthetic drugs. We are still in B. GC-MS
great need of safer, cheaper and effective drugs. Some
marine molluscs have shown pronounced activities, useful The more potent fraction was characterized to
in the biomedical arena. The potential of marine molluscs as know the functional groups through GC-MS study at Indian
a source of biologically active products is largely institute of crop processing Technology-Thanjavur.
unexplored in India. Hence, a broad based screening of
GC – MS Analysis
marine molluscs for bioactive compounds is necessary. A
thorough understanding of chemical structure and biological GC-MS analysis was carried out on a GC Clarus
activity will lead to the formulation of novel drugs with 500 Perkin Elmer system comprising a AOC 20i auto
specific actions. Considering the above facts the present sampler and gas chromatography interfaced to a mass
study has been undertaken to test the molluscan extracts spectrophotometer (GC-MS) instrument employing the
against human pathogens and to isolate the bioactive following conditions such as Column Elite – 5 MS fused
substance from the most potent extract that purify and silica capillary column (30 x 0.25 mm ID x 0.25 µm df,
characterize it. composed of 5% Diphenyl/95% Dimethyl poly siloxane),
operating in electron impact mode at 70eV: Helium
II. MATERIAL AND METHODS
(99.999%) was used as a carrier gas at constant flow of
In the present study, the whole body tissues of 1ml/min and an injection volume of 3 µl (split ratio of 10:1)
Turbo brunneus were used. The freshly collected samples injector temperature 2500C. The oven temperature was
were cleaned and washed with fresh sea water to remove all programmed from 1100C (isothermal for 2 min), with an
impurities. The shells were removed and the tissues were increase of 100C/min to 2000C, then 50C/min to 2800C.
then sun dried. From this dried tissues, the crude methanol Mass spectra were taken at 70eV; a scan interval of 0.5s and
extract was prepared. fragments from 45 to 450 Da.

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IJRITCC | November 2017, Available @ http://www.ijritcc.org
_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
C. Identification of compounds 4 of Turbo brunnues was found to be more potent
and it was purified and characterized through GC-MS study.
Interpretation on mass spectrum was conducted F4 revealed the presence of 18 active compound viz:
using the data base of National Institute Standard and Aziridine, 1-methyl, 5-Methyl-2-hexanone oxime,
Technology (NIST 08s), WILEY 8 and FAME. The Cyclohexanol,2-amino-,trans, Azocine, octahydro, Butanal,
unknown components found in the methanol fraction of the O-methyloxime, L-Homocitrulline, Pentanal, oxime, E-2-
internal bone were matched with the spectrum of the known Tetradecen-1-ol, Z-10-Pentadecen-1-ol, Lysine,
components stored in NIST, WILEY and FAME, the MS Trimethylamine, compd. with borane (11), 1,1-
library and predicted from Dukes ethno botanical database. Cyclopropanedicarbonitrile, 2,2-dimethyl, Cyclopentanol, 2-
(aminomethyl)-, cis, Tricyclo[4.2.1.1(2,5)]decan-3-ol, n-
III. RESULTS
Nonanoylmorpholine, Thiomorpholine, Semioxamazide and
Antibacterial activity was tested against eight Cholan-24-oic acid, 3-oxo-, methyl ester, (5á).
bacterial pathogens with respect to five different fractions of
The present study based on various analysis
the crude methanol extracts of body tissues of Turbo
revealed the presence of alkaloid, Ketone, amino, nitrogen,
brunneus. As fraction 4 exhibited more potent antibacterial
aldehyde, alcoholic, sulphur and steroid compounds (Table
activity than other fractions, it was further purified with
1). These identified probable antimicrobial compounds
TLC and characterized through GC –MS.
which might be responsible for the inhibition of
GC-MS antimicrobial activity in various fractions during the study.
These above identified compounds were already been
GC – MS study of fraction 4 from Turbo brunneus established as an antimicrobial agent by so many authors
revealed the presence of the following 18 compounds: (De Vries and Beast, 1995; De Lucca, 2000; Hancock, 2000;
Aziridine, 1-methyl, 5-Methyl-2-hexanone oxime, Welling et al., 2000 and Selitrennikoff, 2001).
Cyclohexanol,2-amino-,trans, Azocine, octahydro, Butanal,
O-methyloxime, L-Homocitrulline, Pentanal, oxime, E-2- The GC-MS study of Turbo brunneus reveals the
Tetradecen-1-ol, Z-10-Pentadecen-1-ol, Lysine, probable antimicrobial compounds such as Aziridine, 1-
Trimethylamine, compd. with borane (11), 1,1- methyl, Cyclohexanol,2-amino-,trans, Azocine, octahydro,
Cyclopropanedicarbonitrile, 2,2-dimethyl, Cyclopentanol, 2- Butanal, O-methyloxime, L-Homocitrulline, Pentanal,
(aminomethyl)-, cis, Tricyclo[4.2.1.1(2,5)]decan-3-ol, n- oxime, E-2-Tetradecen-1-ol, Z-10-Pentadecen-1-ol,
Nonanoylmorpholine, Thiomorpholine, Semioxamazide and Trimethylamine, compd. with borane (11), 1,1-
Cholan-24-oic acid, 3-oxo-, methyl ester, (5á). Of which Cyclopropanedicarbonitrile, 2,2-dimethyl, Cyclopentanol, 2-
fifteen antimicrobial compounds were conferred by GC-MS (aminomethyl)-, cis, Tricyclo[4.2.1.1(2,5)]decan-3-ol,
analysis, when F4 fraction (Methanol 100%) of Turbo Thiomorpholine, Semioxamazide and Cholan-24-oic acid, 3-
brunneus extract was injected viz: Aziridine, 1-methyl, oxo-, methyl ester, (5á) which are responsible for the
Cyclohexanol,2-amino-,trans, Azocine, octahydro, Butanal, inhibition of A. hydrophilla, E. coli and S.typhi. The present
O-methyloxime, L-Homocitrulline, Pentanal, oxime, E-2- findings are in agreement with Emiliano Manzo et al.,
Tetradecen-1-ol, Z-10-Pentadecen-1-ol, Trimethylamine, (2007), who reported that two novel triterpenoids, aplyosils
compd. with borane (11), 1,1-Cyclopropanedicarbonitrile, A and B BEtzionin a tyrosin derived compound exhibited
2,2-dimethyl, Cyclopentanol, 2-(aminomethyl)-, cis, antibacterial activity against Bacillus subtilis. (Lindquist and
Tricyclo[4.2.1.1(2,5)] decan-3-ol, Thiomorpholine, Fenical, 1990). High concentrations of macrolides, extracted
Semioxamazide and Cholan-24-oic acid, 3-oxo-, methyl from the egg of Spanish dancer nuetibranch, Hexabranchus
ester, (5á) (Table 21). A steroid compound Cholan-24-oic sanguineous prevented the growth of pathogenic micro
acid, 3-oxo-, methyl ester, (5a)-with maximum percentage organism (Pawlik, 1992).
(50.06%) and a Ketone compound 5-methyl-2-hexanone
The GC-MS spectra from Turbo brunneus extract
oxime with minimum percentage (0.33%) were identified as
provided a complete carbon skeleton of Aziridine, 1-methyl,
antimicrobial compounds (Fig 1– 19 and Table 1).
5-Methyl-2-hexanone oxime, Cyclohexanol,2-amino-,trans,
IV. DISCUSSION Azocine, octahydro, Butanal, O-methyloxime, L-
Homocitrulline, Pentanal, oxime, E-2-Tetradecen-1-ol, Z-
In the present study, a pronounced antibacterial 10-Pentadecen-1-ol, Lysine, Trimethylamine, compd. with
activity has been observed against some bacterial strains. borane (11), 1,1-Cyclopropanedicarbonitrile, 2,2-dimethyl,
The F1, F2, F3, F4 and F5 and crude extracts of Turbo Cyclopentanol, 2-(aminomethyl)-, cis,
brunneus showed activity against all bacterial strains tested. Tricyclo[4.2.1.1(2,5)]decan-3-ol, n-Nonanoylmorpholine,
Thiomorpholine, Semioxamazide and Cholan-24-oic acid, 3-
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IJRITCC | November 2017, Available @ http://www.ijritcc.org
_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
oxo-, methyl ester, (5á) which might be responsible for the Ciavatta Yue Wei Guo and Guido Cinino 2007.
inhibition of bacterial growth in the present study, similar Aplysiols A and B, Squalene derived polythers from
finding was reported by way on Mudianta et al., (2010) in mantle of the sea hare Aplysia dactylomela. Tetrahedron,
63: 9970-9978.
an Indonesian sponge Helichondria sps. has provided 3-akyl
[7] Hancock, R.E.W., 2000. Cationic antimicrobial peptides
piperidine alkaloids tetradehydrohaliclona-cyclamine A, the
towards clinical applications. Expert opinion on
mono-N-oxide and a C-2 epimer. Brominated indoles 6- Investigational drugs. 9 : 1723-1729.
bromo 2-methylthio indolin -3-one extracted from [8] Hua. J., Yamarthy. R and S. Felsenstein 2007. Activity
Australian muricid Dicathdis orbita has been identified as of antimicrobial peptide mimetics in the oral cavity:1.
anticancer drug indole derivatives of 6,6’ dibromoindigo Activity against biofilms of Candida albicans 25(6):
have been antimicrobial activity (Benkendorff et al., 2001). 418-425.
An alkaloid Batzelladine L and M isolated by Hua et al., [9] Kamiya, H., K. Muromoto, G.K.Sakai, Y.M. Endo and
(2007) inhibits S. aureus. M. Yamamzaki, 1989. Purification and Characterization
of an antibacterial and antiplastic protein secretion of a
In the present study, the potent antibacterial sea hare Aplysia Juliana. Toxicon., 27(12):1262-1277.
compounds could be detected from Turbo brunneus. Since, [10] Kathiresan. K. M. A. Nabeel and S.Manivannan.2008.
Bioprospecting of marine organisms for novel bioactive
Turbo brunneus is surviving in intertidal rocky shore with
compounds scientific transactions in Environment and
coral reef area, either to protect from their enemies or Technovation 1(3):107- 120.
through food the animal might synthesis the chemicals [11] Lindquist N, Fenical W, 1990. Polycarpamines A.E,
which might be responsible for the inhibition of bacterial antifungaldisulfides from the marine ascidian Polycarpa
growth. These antibacterial compounds can be relatively auzata. Tetrahedron letters, 31:2389-2392.
synthesized, chemically modified, analyzed and [12] Pawlik, J.P., 1992. The Spanish dancer Nudibranch.
manipulated. However, these compounds are also primarily Oceanus, Spring: 85-86.
translational products of genes with potent biological [13] Pettit, G.R., Y.Kamano, C.L. Herald, A.A.Tumman, E.E.
activity and can be manipulated by techniques of modern Boettner, H.Kizu, J.M.Schimidt, L.Baczynsky,
K.B.Tomer and R.J.Bontems, 1987. The isolation and
molecular genetics confers the antibacterial compounds
structure of remarkable marine animal antieoplastic
from Turbo brunneus an important role in expanding bridge constituent dolastatin-14. J.org. Chem.., 55: 2989-2990.
between bioactive drug and molecular genetics. [14] Prem Anand. T. , and J.K. Patterson Edward, 2002.
Antibacterial activity in the tissue extracts of five
V. REFERENCES species of Cowries cypraea sps. (Mollusca:
Gastropoda)and ascidian Didemnum psammathodes
[1] Ashok kumar. P. 2011. Antimicrobial compounds with (Tunicata:Didemnidae) Indian. J. Mar. Sci., 31:239-242.
therapeutic potential from Certhidea cingulate against [15] Rajaganapathi, J., and K.Kathiresan, 2002. Heparinase in
human and fish pathogens. Romanian Biotechnological purple fluid of the sea hare, Bursatella leachii, Curr. Sci,
letters. Vol. 16 (4). 6401-6406. 82:264-266.
[2] Benkendorff, K., A.R.davis, and J.Bremner, 2001. [16] Seliternnikoff. C.P.2001. Antifungal proteins. Applied
Chemical defence in the egg masses of benthic Environ. Microbiol., 67: 2883-2894. PMID:11425698.
invertebrates. An assessment of antibacterial activity in [17] Thilaga, R.D., 2005. Studies on some ecological aspects
39 molluscs and 4 polychactes. J. Invertbr. Pathol., of Babylonia spirata (Linn) along the Tuticorin coast.
78:109-118. Ph.D., Thesis, Manonmaniam Sundaranar University,
[3] De Lucca, AJ, 2000. Antifungal peptides potential India.
candidates for the treatment of fungal infections. Expert [18] Wayon Midianta, Peter, L. Katavic, K. Lyvette and
opinion on Investigatiional drugs, 9(2) : 273-299. Lambertt., 2010. Structure and absolute configuration of
[4] De Vries, D.J and Beart, P.M., 19995. Fishing for drugs Z-alkylpiperidine alkaloids from an Indonesian sponge of
from sea status and strategies tips, 16 : 275-279. the genus Halichondria. Tetrahedron, 66:2752-2760.
[5] Dhinakaran A, Sekar. V.Sethubathi, G.V. Suriya. J. [19] Welling, M.M., A.Palusma- Annema, H.S. Batter,
2011. Antipathogenic activity of marine gastropoda E.K.Pauwels and P.H.Nibbering, 2000. Tenehtium-99 m
(Hemifusus pugilinus) from Pazhayan, SouthEast Coast labelled antimicrobial peptide discriminate between
of India . International Journal of Enotl. Sciences. 2(2): bacterial infection and sterile inflammations. Eur.
524-530. J.Nuclear Med., 27:292-301.
[6] Emiliano Manzo, Margherita Gavagnin, Giuseppe
Bifulco, Paola Cimino, Simone Di Micco, M. Letizia

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IJRITCC | November 2017, Available @ http://www.ijritcc.org
_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
Table 1 Activity of Components identified in the methanol column fraction (F4) of extract of Turbo brunneus [GC MS
study]
Molecular Peak Compound
No. RT Name of the compound **Activity
formula Area % Nature
1. 3.15 Aziridine, 1-methyl- C3H7N 4.75 Alkaloid Antimicrobial Antiinflammatory

Ketone No activity reported


2. 10.37 5-Methyl-2-hexanone oxime C7H15NO 0.33
compound
Amino Antimicrobial
3. 10.85 Cyclohexanol,2-amino-,trans- C6H13NO 1.73
compound
Nitrogen Antimicrobial
4. 11.41 Azocine, octahydro- C7H15N 0.85
compound
Aldehyde Antimicrobial
5. 12.59 Butanal, O-methyloxime C5H11NO 7.29
compound
Nitrogen Antimicrobial
6. 13.20 L-Homocitrulline C7H15N3O3 22.39
compound
Aldehyde Antimicrobial
7. 14.35 Pentanal, oxime C5H11NO 0.88
compound
Alcoholic Antimicrobial
8. 14.76 E-2-Tetradecen-1-ol C14H28O 1.77
compound
Alcoholic Antimicrobial
9. 15.47 Z-10-Pentadecen-1-ol C15H30O 1.62
compound
10. 15.71 Lysine C6H14N2O2 1.73 Amino acid Nutrient

Trimethylamine, compd. with Amino Antimicrobial


11. 15.97 C3H12BN 0.59
borane (11) compound
1,1-Cyclopropane Nitrogen Antimicrobial
12. 16.89 C7H8N2 1.18
dicarbonitrile, 2,2-dimethyl- compound
Cyclopentanol, 2- Amino Antimicrobial
13. 17.46 C6H13NO 0.41
(aminomethyl)-, cis- compound
Tricyclo[4.2.1.1(2,5)]decan-3- Alcoholic Antimicrobial
14. 19.80 C10H16O 0.77
ol compound
Nitrogen Insect repellent
15. 20.44 n-Nonanoylmorpholine C13H25NO2 0.63
compound
Sulphur Antimicrobial used in Pharmaceuticals
16. 21.01 Thiomorpholine C4H9NS 0.88
compound
Amino Antimicrobial
17. 21.31 Semioxamazide C2H5N3O2 2.14
compound
Cholan-24-oic acid, 3-oxo, Steroid Antimicrobial Antiinflammatory Anticancer
18. 28.85 C25H40O3 50.06
methyl ester, (5á)- Antiasthma Diuretic Antiarthritic

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_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
Fig 1 Chromatogram of column extract (F4, Methanol 100%) of Turbo brunneus by GC-MS

Fig 2 Chromatogram Fig 3 Chromatogram

Name: 5-Methyl-2-hexanone oxime Name: Aziridine, 1-methyl-


Formula: C3H7N Formula: C7H15NO

42 73
100 100

N
15 50
42
50
N
57 57 86 OH
28
29 70
27 39 114
15 68 81 97
26 41 60
14 30 0
25 43 54 56 10 20 30 40 50 60 70 80 90 100 110 120 130 140
0 (mainlib) 5-Methyl-2-hexanone oxime
0 10 20 30 40 50 60 70
(mainlib) Aziridine, 1-methyl-

Fig 4 Chromatogram Fig 5 Chromatogram

Name: Cyclohexanol,2-amino-,trans- Name: Azocine, octahydro-


Formula: C6H13NO Formula: C7H15N
MW: 115 MW: 113

56
100 30
100 56
70

NH
OH 44
84
50 NH2 113
43 50
41
28
41 72 39
59 98 115 72 98
81 86 15 96
0 0
40 50 60 70 80 90 100 110 120 130 10 20 30 40 50 60 70 80 90 100 110 120
(mainlib) Cyclohexanol,2-amino-,trans- (mainlib) Azocine, octahydro-
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International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________

Fig 6 Chromatogram Fig 7 Chromatogram

Name: Butanal, O-methyloxime Name: L-Homocitrulline


Formula: C5H11NO Formula: C7H15N3O3
MW: 101 MW: 189

73
100 30
100

N
O O

41 84 H2N NH
50 56
50 OH
28 72
43
O NH2
86 17
39 59
15 31 55 101 100 111 127
45 154
70 0
52 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200
0
10 20 30 40 50 60 70 80 90 100 110 (mainlib) L-Homocitrulline

(mainlib) Butanal, O-methyloxime

Fig 8 Chromatogram Fig 9 Chromatogram

Name: Pentanal, oxime Name: E-2-Tetradecen-1-ol


Formula: C5H11NO Formula: C14H28O
MW: 101 MW: 212

59 57
100 100
43

OH
HO
41 82
43 N
50 50
68
27 96
54 72
29 39
109
46 52 123
32 68 82 86 101 138 152 166 194 212
0 0
20 30 40 50 60 70 80 90 100 110 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200 210 220
(mainlib) Pentanal, oxime (mainlib) E-2-Tetradecen-1-ol

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International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
Fig 10 Chromatogram Fig 11 Chromatogram

Name: Z-10-Pentadecen-1-ol Name: Lysine


Formula: C15H30O Formula: C6H14N2O2
MW: 226 MW: 146

41 55 30
100 100

OH
OH

84 H2N
69
50 50 56 O
82 72

96 43 NH2
31
109 82 129
124 138 208 59 89 100 111 117
152
0 0
30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160
(mainlib) Z-10-Pentadecen-1-ol (mainlib) Lysine

Fig 12 Chromatogram Fig 13 Chromatogram

Name: Trimethylamine, compd. with borane (1:1) Name: 1,1-Cyclopropanedicarbonitrile,


2,2-dimethyl-
Formula: C3H12BN Formula: C7H8N2
MW: 73 MW: 120

72
100
42
100
N
58 105
N
50 H3B
50 78 93
56 71 39 66
119
59 29 N
30 42 70
27 55
54 69 73
15 26 43 57
0
10 20 30 40 50 60 70 80 0
(mainlib) Trimethylamine, compd. with borane (1:1) 20 30 40 50 60 70 80 90 100 110 120 130
(mainlib) 1,1-Cyclopropanedicarbonitrile, 2,2-dimethyl-

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_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
Fig 14 Chromatogram Fig 15 Chromatogram

Name: Cyclopentanol, 2-(aminomethyl)-, cis- Name: Tricyclo[4.2.1.1(2,5)]decan-3-ol


Formula: C6H13NO Formula: C10H16O
MW: 115 MW: 152

30 80
100 100

HO

NH2 H 134
50 50
67 108
55
OH 41 93
68
39 91
44 105 119
27 57 95 152
48 54 98 43 70 83
58 79 83 31
115
0 0
10 20 30 40 50 60 70 80 90 100 110 120 130 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160
(mainlib) Cyclopentanol, 2-(aminomethyl)-, cis- (mainlib) Tricyclo[4.2.1.1(2,5)]decan-3-ol

Fig 16 Chromatogram Fig 17 Chromatogram

Name: n-Nonanoylmorpholine Name: Thiomorpholine


Formula: C13H25NO2 Formula: C4H9NS
MW: 227 MW: 103

129 103
100 57
100
57
O
S
41 86
29
N
50 50
70 114 142
42 NH
29 88
O
46
99 44 61
156 170 184 198 227 74
15 54 90
0 0
20 40 60 80 100 120 140 160 180 200 220 240 10 20 30 40 50 60 70 80 90 100 110 120
(mainlib) n-Nonanoylmorpholine (mainlib) Thiomorpholine

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_______________________________________________________________________________________
International Journal on Recent and Innovation Trends in Computing and Communication ISSN: 2321-8169
Volume: 5 Issue: 11 01 – 09
_______________________________________________________________________________________________
Fig 18 Chromatogram Fig 19 Chromatogram

Name: Semioxamazide Name: Cholan-24-oic acid, 3-oxo-,


methylester, (5à)-
Formula: C2H5N3O2 Formula: C25H40O3
MW: 103 MW: 388

231
32 44 100
100
O
NH2
O
103
NH
50 107
50 H2N O
123 388
217
O 135 163 246
147 O
29 175 189 373
59
16 265 318 339 356
36 285297
0 0
10 20 30 40 50 60 70 80 90 100 110 100 120 140 160 180 200 220 240 260 280 300 320 340 360 380 400
(mainlib) Semioxamazide (mainlib) Cholan-24-oic acid, 3-oxo-, methyl ester, (5à)-

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