Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction

Clinacanthus nutans is a medicinal shrub that has been increasingly used as an antiviral regimen treatment in the form of water decoction or infusion. However, there are very few reports on phytochemical constituent studies focus on the polar fraction of this plant. Therefore, the aim of this study...

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Main Author: Zolkeflee, Nur Khaleeda Zulaikha
Format: Thesis
Language:English
Published: 2018
Subjects:
Online Access:http://psasir.upm.edu.my/id/eprint/77319/
http://psasir.upm.edu.my/id/eprint/77319/1/IB%202018%2017%20ir.pdf
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author Zolkeflee, Nur Khaleeda Zulaikha
author_facet Zolkeflee, Nur Khaleeda Zulaikha
author_sort Zolkeflee, Nur Khaleeda Zulaikha
building UPM Institutional Repository
collection Online Access
description Clinacanthus nutans is a medicinal shrub that has been increasingly used as an antiviral regimen treatment in the form of water decoction or infusion. However, there are very few reports on phytochemical constituent studies focus on the polar fraction of this plant. Therefore, the aim of this study was to isolate and identify the phytochemical constituents present in the butanol fraction of the methanolic extract from the leaves of C. nutans. The butanol fraction was analyzed by LC-DADESIMS/ MS and twenty-eight compounds were tentatively identified including five types of apigenin derived compounds, two types of luteolin derived compounds, seven sulphur-containing compounds, three caffeoyl derived compounds and two other metabolites, named methyl 2-[cyclohex-2-en-1-yl(hydroxy)methyl]-3-hydroxy-4-(2- hydroxyethyl)-3-methyl-5-oxoprolinate (137) and 3,3-di-O-methylellagic acid (138). The tentatively identified compounds from apigenin derivatives were vicenin 2 (164) with its two isomers, isoschaftoside (168), schaftoside (11), neoschaftoside (169), gendarucin A (136) with its isomer, isovitexin (10), vitexin (9) and apigenin (145). The compounds identified from luteolin derivatives were isoorientin (14), orientin (13) and isoorientin 2”-O-apiofuranoside (146). The sulphur-containing compounds named clinacoside A (15), clinacoside B (16), clinamide E (44), clinacoside C (17), cycloclinacoside A1 (18), entadamide A (36) and clinamide B (33) were also tentatively identified in the butanol fraction. Caffeoyl derivatives, forsythoside A/H/I (165/166/167) were identified from the same fraction, together with methyl 2- [cyclohex-2-en-1-yl(hydroxy)methyl]-3-hydroxy-4-(2-hydroxyethyl)-3-methyl-5 oxoprolinate (137) with its isomer and 3,3-di-O-methylellagic acid (138) with its isomer. Identification of compounds from LC-DAD-ESIMS/MS data was supported by the literatures and MS databases. Subsequently, the fractionation and isolation of compounds from the butanol fraction were performed by various chromatography methods, including centrifugal partitioning chromatography (CPC), column chromatography and recycling high performance liquid chromatography (R-HPLC).Isolation of the butanol fraction of the methanolic C. nutans extract yielded seven compounds including isoorientin (14), orientin (13), schaftoside (11), isovitexin (10), vitexin (9), clinacoside B (16) and clinamide E (44). The structures of the isolated compounds were characterized based on collections of physical, spectroscopic (NMR and MS) data as well as comparison with literatures. In conclusion, present study successfully revealed the applications of LC-DAD-ESIMS/MS, various chromatography techniques and NMR analysis to identify and characterize the polar phytochemical constituents in the butanol fraction of the methanolic C. nutans extract.
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spelling upm-773192022-01-28T07:54:35Z http://psasir.upm.edu.my/id/eprint/77319/ Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction Zolkeflee, Nur Khaleeda Zulaikha Clinacanthus nutans is a medicinal shrub that has been increasingly used as an antiviral regimen treatment in the form of water decoction or infusion. However, there are very few reports on phytochemical constituent studies focus on the polar fraction of this plant. Therefore, the aim of this study was to isolate and identify the phytochemical constituents present in the butanol fraction of the methanolic extract from the leaves of C. nutans. The butanol fraction was analyzed by LC-DADESIMS/ MS and twenty-eight compounds were tentatively identified including five types of apigenin derived compounds, two types of luteolin derived compounds, seven sulphur-containing compounds, three caffeoyl derived compounds and two other metabolites, named methyl 2-[cyclohex-2-en-1-yl(hydroxy)methyl]-3-hydroxy-4-(2- hydroxyethyl)-3-methyl-5-oxoprolinate (137) and 3,3-di-O-methylellagic acid (138). The tentatively identified compounds from apigenin derivatives were vicenin 2 (164) with its two isomers, isoschaftoside (168), schaftoside (11), neoschaftoside (169), gendarucin A (136) with its isomer, isovitexin (10), vitexin (9) and apigenin (145). The compounds identified from luteolin derivatives were isoorientin (14), orientin (13) and isoorientin 2”-O-apiofuranoside (146). The sulphur-containing compounds named clinacoside A (15), clinacoside B (16), clinamide E (44), clinacoside C (17), cycloclinacoside A1 (18), entadamide A (36) and clinamide B (33) were also tentatively identified in the butanol fraction. Caffeoyl derivatives, forsythoside A/H/I (165/166/167) were identified from the same fraction, together with methyl 2- [cyclohex-2-en-1-yl(hydroxy)methyl]-3-hydroxy-4-(2-hydroxyethyl)-3-methyl-5 oxoprolinate (137) with its isomer and 3,3-di-O-methylellagic acid (138) with its isomer. Identification of compounds from LC-DAD-ESIMS/MS data was supported by the literatures and MS databases. Subsequently, the fractionation and isolation of compounds from the butanol fraction were performed by various chromatography methods, including centrifugal partitioning chromatography (CPC), column chromatography and recycling high performance liquid chromatography (R-HPLC).Isolation of the butanol fraction of the methanolic C. nutans extract yielded seven compounds including isoorientin (14), orientin (13), schaftoside (11), isovitexin (10), vitexin (9), clinacoside B (16) and clinamide E (44). The structures of the isolated compounds were characterized based on collections of physical, spectroscopic (NMR and MS) data as well as comparison with literatures. In conclusion, present study successfully revealed the applications of LC-DAD-ESIMS/MS, various chromatography techniques and NMR analysis to identify and characterize the polar phytochemical constituents in the butanol fraction of the methanolic C. nutans extract. 2018-05 Thesis NonPeerReviewed text en http://psasir.upm.edu.my/id/eprint/77319/1/IB%202018%2017%20ir.pdf Zolkeflee, Nur Khaleeda Zulaikha (2018) Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction. Masters thesis, Universiti Putra Malaysia. Phytochemicals Plant physiology - Research Acanthaceae
spellingShingle Phytochemicals
Plant physiology - Research
Acanthaceae
Zolkeflee, Nur Khaleeda Zulaikha
Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title_full Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title_fullStr Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title_full_unstemmed Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title_short Phytochemical analyses of belalai gajah (Clinacanthus nutans Burm. f. Lindau) leaves butanol fraction
title_sort phytochemical analyses of belalai gajah (clinacanthus nutans burm. f. lindau) leaves butanol fraction
topic Phytochemicals
Plant physiology - Research
Acanthaceae
url http://psasir.upm.edu.my/id/eprint/77319/
http://psasir.upm.edu.my/id/eprint/77319/1/IB%202018%2017%20ir.pdf