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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 9,12-Octadeca-9,12-dienoyl chloride (7) in Benincasa hispida extract
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Figure 7: Mass spectrum showing presence of 9,12-Octadeca-9,12-dienoyl chloride (7) in Benincasa hispida extract

Mentions: Pentanoic acid, 5-hydroxy-2,4-dibutylphenyl esters [Figure 2] [33.5%] with m/z 206 and fragment ions of 41, 57, 74, 91, 107, 115, 163, 175, 191 is seen most commonly from seeds of BH (Cururbitaceae). Main component elucidated was Palmitic acid or n-Hexadecanoic acid Figure 3 [86.6%] with m/z 256 is found commonly in plants and animals with fragment ions of 41, 43, 45, 57, 60, 67, 71, 73, 83, 87, 97, 101, 111, 115, 125, 129, 143, 157, 171, 185, 194, 199, 213, 227. Sulfurous acid, 2-Ethylhexylhepatdecyl ester Figure 4 with m/z 239 and fragment ions of 29, 41, 43, 48, 55, 64, 69, 71, 83, 97, 113, 127, 139, 155 along with 6-Methyltridecane Figure 5 as m/z 183 and Tridecane Figure 6 as m/z 184 with fragment ions of 27, 29, 33, 41, 43, 53, 55, 57, 69, 71, 77, 83, 85, 98, 111, 126, 140, 154, 169 and 27, 29, 41, 43, 53, 55, 57, 71, 77, 85, 99, 112, 126, 141, 154, respectively, are also seen prominently. 9,12-Octadeca-dienylchloride Figure 7 [9.97%] with m/z 263 and fragment ions of 41, 43, 55, 57, 65, 67, 71, 77, 79, 81, 87, 95, 109, 121, 135, 149, 155, 163, 177, 185 is also characterized. Hexadecanoic acid, 3-(trimethylsilyl) oxy] propyl ester Figure 8 having m/z 371 with fragment ions of 41, 43, 55, 59, 67, 69, 73, 81, 85, 95, 109, 117, 130, 149, 190, 203, 239, 267, 315 and 9,12-Octadecadenoic acid, 2-Hydroxy-1-(hyroxymethylethyl) ester Figure 9 having m/z 354 with fragment ions of 27, 29, 31, 39, 41, 43, 45, 47, 51, 55, 57, 61, 67, 69, 71, 77, 79, 81, 95, 109, 121, 127, 135, 145, 149, 163, 166, 171, 177, 182, 185, 191, 196, 205, 210, 220, 234, 245, 262, 280, 305, 336 are also characterized. 9,12-Octadecadenoic acid, 2,3-Dihydroxypropyl ester Figure 10 having m/z 354 with fragment ions of 27, 29, 31, 39, 41, 43, 45, 47, 51, 55, 57, 61, 67, 69, 71, 75, 79, 81, 93, 95, 109, 121, 135, 149, 164, 171, 177, 182, 191, 205, 210, 225, 234, 237, 245, 251, 262, 280, 297, 305, 321, 336 is seen. Another compound called n-propyl-9,12-octadecadienoate Figure 11 having m/z 322 with fragment ions of 51, 55, 57, 61, 65, 67, 71, 77, 81, 93, 95, 101, 109, 123, 127, 133, 135, 149, 164, 178, 191, 205, 210, 234, 245, 263, 279 was obtained. Lupeol Figure 12 having m/z 426 with fragment ions of 41, 43, 53, 55, 57, 59, 65, 68, 71, 77, 79, 81, 83, 85, 91, 95, 97, 99, 109, 121, 135, 147, 161, 175, 189, 203, 207, 218, 234, 247, 257, 272, 286, 299, 315, 325, 344, 357, 370, 383, 393, 411 and Taraxasterol Figure 13 having m/z 426 with fragmentions of 107, 121, 135, 147, 161, 175, 189, 207, 218, 229, 243, 257, 272, 287, 299, 344, 357, 365, 393, 408. 6a, 14a-Methanopicene Figure 14 having m/z 426 with fragment ions of 29, 43, 45, 53, 55, 57, 60, 67, 69, 71, 77, 81, 83, 85, 93, 95, 97, 99, 109, 123, 135, 138, 161, 175, 190, 205, 208, 221, 229, 245, 257, 271, 288, 297, 303, 309, 315, 323, 329, 341, 351, 357, 366, 381, 399, 411 was also present. All the components and their fragments are depicted in Table 1.


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 9,12-Octadeca-9,12-dienoyl chloride (7) in Benincasa hispida extract
© Copyright Policy - open-access
Related In: Results  -  Collection

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

Figure 7: Mass spectrum showing presence of 9,12-Octadeca-9,12-dienoyl chloride (7) in Benincasa hispida extract
Mentions: Pentanoic acid, 5-hydroxy-2,4-dibutylphenyl esters [Figure 2] [33.5%] with m/z 206 and fragment ions of 41, 57, 74, 91, 107, 115, 163, 175, 191 is seen most commonly from seeds of BH (Cururbitaceae). Main component elucidated was Palmitic acid or n-Hexadecanoic acid Figure 3 [86.6%] with m/z 256 is found commonly in plants and animals with fragment ions of 41, 43, 45, 57, 60, 67, 71, 73, 83, 87, 97, 101, 111, 115, 125, 129, 143, 157, 171, 185, 194, 199, 213, 227. Sulfurous acid, 2-Ethylhexylhepatdecyl ester Figure 4 with m/z 239 and fragment ions of 29, 41, 43, 48, 55, 64, 69, 71, 83, 97, 113, 127, 139, 155 along with 6-Methyltridecane Figure 5 as m/z 183 and Tridecane Figure 6 as m/z 184 with fragment ions of 27, 29, 33, 41, 43, 53, 55, 57, 69, 71, 77, 83, 85, 98, 111, 126, 140, 154, 169 and 27, 29, 41, 43, 53, 55, 57, 71, 77, 85, 99, 112, 126, 141, 154, respectively, are also seen prominently. 9,12-Octadeca-dienylchloride Figure 7 [9.97%] with m/z 263 and fragment ions of 41, 43, 55, 57, 65, 67, 71, 77, 79, 81, 87, 95, 109, 121, 135, 149, 155, 163, 177, 185 is also characterized. Hexadecanoic acid, 3-(trimethylsilyl) oxy] propyl ester Figure 8 having m/z 371 with fragment ions of 41, 43, 55, 59, 67, 69, 73, 81, 85, 95, 109, 117, 130, 149, 190, 203, 239, 267, 315 and 9,12-Octadecadenoic acid, 2-Hydroxy-1-(hyroxymethylethyl) ester Figure 9 having m/z 354 with fragment ions of 27, 29, 31, 39, 41, 43, 45, 47, 51, 55, 57, 61, 67, 69, 71, 77, 79, 81, 95, 109, 121, 127, 135, 145, 149, 163, 166, 171, 177, 182, 185, 191, 196, 205, 210, 220, 234, 245, 262, 280, 305, 336 are also characterized. 9,12-Octadecadenoic acid, 2,3-Dihydroxypropyl ester Figure 10 having m/z 354 with fragment ions of 27, 29, 31, 39, 41, 43, 45, 47, 51, 55, 57, 61, 67, 69, 71, 75, 79, 81, 93, 95, 109, 121, 135, 149, 164, 171, 177, 182, 191, 205, 210, 225, 234, 237, 245, 251, 262, 280, 297, 305, 321, 336 is seen. Another compound called n-propyl-9,12-octadecadienoate Figure 11 having m/z 322 with fragment ions of 51, 55, 57, 61, 65, 67, 71, 77, 81, 93, 95, 101, 109, 123, 127, 133, 135, 149, 164, 178, 191, 205, 210, 234, 245, 263, 279 was obtained. Lupeol Figure 12 having m/z 426 with fragment ions of 41, 43, 53, 55, 57, 59, 65, 68, 71, 77, 79, 81, 83, 85, 91, 95, 97, 99, 109, 121, 135, 147, 161, 175, 189, 203, 207, 218, 234, 247, 257, 272, 286, 299, 315, 325, 344, 357, 370, 383, 393, 411 and Taraxasterol Figure 13 having m/z 426 with fragmentions of 107, 121, 135, 147, 161, 175, 189, 207, 218, 229, 243, 257, 272, 287, 299, 344, 357, 365, 393, 408. 6a, 14a-Methanopicene Figure 14 having m/z 426 with fragment ions of 29, 43, 45, 53, 55, 57, 60, 67, 69, 71, 77, 81, 83, 85, 93, 95, 97, 99, 109, 123, 135, 138, 161, 175, 190, 205, 208, 221, 229, 245, 257, 271, 288, 297, 303, 309, 315, 323, 329, 341, 351, 357, 366, 381, 399, 411 was also present. All the components and their fragments are depicted in Table 1.

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.