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Structural elucidation of chemical constituents from Benincasa hispida seeds and Carissa congesta roots by gas chromatography: Mass spectroscopy.

Doshi GM, Nalawade VV, Mukadam AS, Chaskar PK, Zine SP, Somani RR, Une HD - Pharmacognosy Res (2015 Jul-Sep)

Bottom Line: The components were identified by matching mass spectra with MS libraries.There were 13 and 10 different compounds analyzed from CC and BH, respectively.Eluted components from the extracts could provide further researchers to work with various pharmacological activities related models and studies.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacology and Pharmaceutical Chemistry, Vivekanand Education Society's College of Pharmacy, Mumbai, Maharashtra, India ; Pacific Academy of Higher Education and Research University, Udaipur, Rajasthan, Maharashtra, India.

ABSTRACT

Background: Benincasa hispida (BH) and Carissa congesta (CC) are regarded as ethnopharmacological imperative plants in Asian countries.

Objective: Phytochemical screening of the extracts has shown the presence of steroids, flavonoids, saponins, glycosides, tannins, phenolic compounds, fixed oils, and fats in the BH and CC extracts. The presence of lupeol has been reported previously by us using high-performance thin-layer chromatography and high-performance liquid chromatography.

Materials and methods: Present research studies encompasses identification of chemical constituents in BH seeds and CC roots petroleum ether extracts by hyphenated technique such as gas chromatography-mass spectroscopy (MS) which when coupled gives a clear insight of constituents.

Results: The components were identified by matching mass spectra with MS libraries. There were 13 and 10 different compounds analyzed from CC and BH, respectively. The components present were Pentanoic acid, 5-hydroxy, 2,4-butylphenyl; n-Hexadecanoic acid (Palmitic acid); Sulfurous acid, 2-ethylhexylhepatdecyl ester; n-Tridecane; 6-methyltridecane; (9E, 12E)-9,12-Octadecadienyl chloride, Hexadecanoic acid, 3-(trimethylsilyl)-oxy] propyl ester; 9,12-Octadecadenoic acid, 2 hydroxy-1-(hyroxymethylethyl) ester; 9,12-Octadecadienoic acid, 2,3 dihydroxypropyl ester; n-Propyl-9,12-Octadecadienoate, Lupeol; Taraxasterol; 6a, 14a-Methanopicene, perhydro-12,4a, 61a, 9,9,12a-hepatmethyl-10-hydoxy and 9-Octadecene; 2-Isoprpenyl-5-methyl-6-hepten-1-ol; n-Hexadecanoic acid, 2-hyroxy-1-(hydroxymethyl) ethyl ether; Butyl-9,12-Octadecadieonate; Friedoolean-8-en-3-one; friedours-7-en-3-one; 13,27-Cyclosuran-3-one; Stigmaste-7,25-dien-3-ol (3β, 5α); Stigmasta-7,16-dien-3-ol; chrondrillasterol in BH seeds and CC roots extracts respectively.

Conclusion: Eluted components from the extracts could provide further researchers to work with various pharmacological activities related models and studies.

No MeSH data available.


Mass spectrum showing presence of chrondrillasterol (24) in Carissa congesta extract
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Figure 25: Mass spectrum showing presence of chrondrillasterol (24) in Carissa congesta extract

Mentions: Carissa congesta (Apocynaceae) showed the presence of 9-Octadecene Figure 16 [4.62%] having m/z 139 with fragment ions of 41, 43, 44, 50, 53, 55, 57, 58, 66, 67, 69, 70, 71, 74, 79, 81, 83, 84, 85, 91, 95, 97, 98, 99, 105, 111, 125 and 2-Isopropenyl-5-methyl-6-hepten-1-ol Figure 17 [8.64%] having m/z 168 with fragment ions of 41, 43, 45, 51, 53, 55, 57, 68, 71, 77, 79, 81, 86, 91, 93, 95, 97, 99, 107, 122, 135, 150, 153 were characterized. Hexadecanoic acid, 2-hydroxyl-1-(hydroxymethyl) ethyl ether Figure 18 [13.9%] having m/z 330 with fragment ions of 43, 57, 69, 74, 84, 98, 112, 134, 154, 168, 182, 194, 213, 239, 257, 270, 299, 312 along with Butyl-9,12-octadecadieonate Figure 19 (8.45%) having m/z 336 with fragment ions of 55, 60, 67, 73, 81, 95, 109, 123, 135, 150, 164, 178, 191, 205, 220, 234, 243, 263, 279 were also characterized. Friedoolean-8-en-3-one Figure 20 having m/z 424 with fragment ions of 121, 135, 149, 159, 173, 206, 218, 239, 245, 257, 300, 409 was also seen. Friedours-7-en-3-one Figure 21 having m/z 424 with fragment ions of 109, 123, 133, 147, 159, 173, 187, 205, 218, 227, 245, 257, 271, 285, 298, 313, 325, 357, 367, 408 and 13,27-Cyclosuran-3-one Figure 22 having m/z 424 with fragment ions of 27, 29, 31, 41, 45, 49, 53, 55, 57, 60, 67, 69, 71, 73, 77, 79, 81, 83, 85, 93, 95, 97, 99, 109, 123, 135, 138, 148, 161, 177, 189, 206, 218, 231, 245, 257, 271, 286, 299, 313, 327, 339, 364, 367, 381, 396, 408 were characterized. 3 β,5α-Stigma-7,25-dien-3-ol Figure 23 having m/z 412 with fragment ions of 41, 43, 55, 57, 69, 81, 95, 99, 107, 119, 133, 147, 159, 173, 201, 213, 231, 246, 255, 271 and 3 β,5α-Stigma-7,16-dien-3-ol Figure 24 having m/z 412 with fragment ions of 28, 43, 55, 57, 69, 71, 81, 85, 95, 107, 119, 133, 147, 161, 173, 187, 201, 213, 231, 246, 255, 271, 283, 300, 314, 369, 397 were characterized along with chrondrillasterol Figure 25 with fragment ions of 43, 55, 57, 69, 71, 81, 91, 93, 107, 119, 133, 147, 161, 173, 187, 201, 213, 219, 238, 246, 255, 271, 285, 300, 351, 369, 379, 397 were also obtained as some of the compounds. The elucidated important compounds are depicted in graphical abstract with Figure 26.


Structural elucidation of chemical constituents from Benincasa hispida seeds and Carissa congesta roots by gas chromatography: Mass spectroscopy.

Doshi GM, Nalawade VV, Mukadam AS, Chaskar PK, Zine SP, Somani RR, Une HD - Pharmacognosy Res (2015 Jul-Sep)

Mass spectrum showing presence of chrondrillasterol (24) in Carissa congesta extract
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4471656&req=5

Figure 25: Mass spectrum showing presence of chrondrillasterol (24) in Carissa congesta extract
Mentions: Carissa congesta (Apocynaceae) showed the presence of 9-Octadecene Figure 16 [4.62%] having m/z 139 with fragment ions of 41, 43, 44, 50, 53, 55, 57, 58, 66, 67, 69, 70, 71, 74, 79, 81, 83, 84, 85, 91, 95, 97, 98, 99, 105, 111, 125 and 2-Isopropenyl-5-methyl-6-hepten-1-ol Figure 17 [8.64%] having m/z 168 with fragment ions of 41, 43, 45, 51, 53, 55, 57, 68, 71, 77, 79, 81, 86, 91, 93, 95, 97, 99, 107, 122, 135, 150, 153 were characterized. Hexadecanoic acid, 2-hydroxyl-1-(hydroxymethyl) ethyl ether Figure 18 [13.9%] having m/z 330 with fragment ions of 43, 57, 69, 74, 84, 98, 112, 134, 154, 168, 182, 194, 213, 239, 257, 270, 299, 312 along with Butyl-9,12-octadecadieonate Figure 19 (8.45%) having m/z 336 with fragment ions of 55, 60, 67, 73, 81, 95, 109, 123, 135, 150, 164, 178, 191, 205, 220, 234, 243, 263, 279 were also characterized. Friedoolean-8-en-3-one Figure 20 having m/z 424 with fragment ions of 121, 135, 149, 159, 173, 206, 218, 239, 245, 257, 300, 409 was also seen. Friedours-7-en-3-one Figure 21 having m/z 424 with fragment ions of 109, 123, 133, 147, 159, 173, 187, 205, 218, 227, 245, 257, 271, 285, 298, 313, 325, 357, 367, 408 and 13,27-Cyclosuran-3-one Figure 22 having m/z 424 with fragment ions of 27, 29, 31, 41, 45, 49, 53, 55, 57, 60, 67, 69, 71, 73, 77, 79, 81, 83, 85, 93, 95, 97, 99, 109, 123, 135, 138, 148, 161, 177, 189, 206, 218, 231, 245, 257, 271, 286, 299, 313, 327, 339, 364, 367, 381, 396, 408 were characterized. 3 β,5α-Stigma-7,25-dien-3-ol Figure 23 having m/z 412 with fragment ions of 41, 43, 55, 57, 69, 81, 95, 99, 107, 119, 133, 147, 159, 173, 201, 213, 231, 246, 255, 271 and 3 β,5α-Stigma-7,16-dien-3-ol Figure 24 having m/z 412 with fragment ions of 28, 43, 55, 57, 69, 71, 81, 85, 95, 107, 119, 133, 147, 161, 173, 187, 201, 213, 231, 246, 255, 271, 283, 300, 314, 369, 397 were characterized along with chrondrillasterol Figure 25 with fragment ions of 43, 55, 57, 69, 71, 81, 91, 93, 107, 119, 133, 147, 161, 173, 187, 201, 213, 219, 238, 246, 255, 271, 285, 300, 351, 369, 379, 397 were also obtained as some of the compounds. The elucidated important compounds are depicted in graphical abstract with Figure 26.

Bottom Line: The components were identified by matching mass spectra with MS libraries.There were 13 and 10 different compounds analyzed from CC and BH, respectively.Eluted components from the extracts could provide further researchers to work with various pharmacological activities related models and studies.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacology and Pharmaceutical Chemistry, Vivekanand Education Society's College of Pharmacy, Mumbai, Maharashtra, India ; Pacific Academy of Higher Education and Research University, Udaipur, Rajasthan, Maharashtra, India.

ABSTRACT

Background: Benincasa hispida (BH) and Carissa congesta (CC) are regarded as ethnopharmacological imperative plants in Asian countries.

Objective: Phytochemical screening of the extracts has shown the presence of steroids, flavonoids, saponins, glycosides, tannins, phenolic compounds, fixed oils, and fats in the BH and CC extracts. The presence of lupeol has been reported previously by us using high-performance thin-layer chromatography and high-performance liquid chromatography.

Materials and methods: Present research studies encompasses identification of chemical constituents in BH seeds and CC roots petroleum ether extracts by hyphenated technique such as gas chromatography-mass spectroscopy (MS) which when coupled gives a clear insight of constituents.

Results: The components were identified by matching mass spectra with MS libraries. There were 13 and 10 different compounds analyzed from CC and BH, respectively. The components present were Pentanoic acid, 5-hydroxy, 2,4-butylphenyl; n-Hexadecanoic acid (Palmitic acid); Sulfurous acid, 2-ethylhexylhepatdecyl ester; n-Tridecane; 6-methyltridecane; (9E, 12E)-9,12-Octadecadienyl chloride, Hexadecanoic acid, 3-(trimethylsilyl)-oxy] propyl ester; 9,12-Octadecadenoic acid, 2 hydroxy-1-(hyroxymethylethyl) ester; 9,12-Octadecadienoic acid, 2,3 dihydroxypropyl ester; n-Propyl-9,12-Octadecadienoate, Lupeol; Taraxasterol; 6a, 14a-Methanopicene, perhydro-12,4a, 61a, 9,9,12a-hepatmethyl-10-hydoxy and 9-Octadecene; 2-Isoprpenyl-5-methyl-6-hepten-1-ol; n-Hexadecanoic acid, 2-hyroxy-1-(hydroxymethyl) ethyl ether; Butyl-9,12-Octadecadieonate; Friedoolean-8-en-3-one; friedours-7-en-3-one; 13,27-Cyclosuran-3-one; Stigmaste-7,25-dien-3-ol (3β, 5α); Stigmasta-7,16-dien-3-ol; chrondrillasterol in BH seeds and CC roots extracts respectively.

Conclusion: Eluted components from the extracts could provide further researchers to work with various pharmacological activities related models and studies.

No MeSH data available.