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Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)

Ground fresh rhizomes of Zingiber zerumbet and Curcuma xanthorrhiza were exhaustively extracted using acetone, ethanol and water. Acetone extract of Z. zerumbet and ethanol extract of C. xanthorrhiza gave highest yield of crude extract. The crude extracts were fractionated between water and hexane,...

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Main Author: Ruslay, Sharin
Format: Thesis
Language:English
Published: 2006
Online Access:http://ethesis.upm.edu.my/id/eprint/1674/1/IB_2006_6_F.pdf
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spelling oai:ethesis.upm.edu.my:1674 http://ethesis.upm.edu.my/id/eprint/1674/ Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet) Ruslay, Sharin Ground fresh rhizomes of Zingiber zerumbet and Curcuma xanthorrhiza were exhaustively extracted using acetone, ethanol and water. Acetone extract of Z. zerumbet and ethanol extract of C. xanthorrhiza gave highest yield of crude extract. The crude extracts were fractionated between water and hexane, ethyl acetate and butanol. All the crude extracts and fractions were screened for antioxidant activity. Ethyl acetate and butanol fractions exhibited good antioxidant activity, of which ethyl acetate fractions from both plants showed strongest antioxidant activity. High Performance Liquid Chromatography (HPLC) profiling was done to analyse the peak patterns of extracts and fractions of both plants. Liquid chromatography- UV diode-array and electrospray ionization mass spectroscopy (ESI-MS) have been used to characterize the active fractions of Z. zerumbet and C. xanthorrhiza. The active fraction (ethyl acetate) from Z. zerumbet was analysed to afford kaempferol-3-O-rhamnoside (A) and its isomeric acetyl derivative as kaempferol-3-O-(2” or 3”-O-acetyl)rhamnoside (B), kaempferol-3-O-(4”-O-acetyl)rhamnoside (C), kaempferol-3-O-(3”,4”-O-diacetyl)rhamnoside (D) and kaempferol-3-O-(2”,4”-O-diacetyl)rhamnoside (E). All the structures were confirmed by using various spectroscopic method including HPLC (spiking method), ESI-MS, IR, UV and NMR spectroscopy. Three components, bisdemethoxycurcumin (F), demethoxycurcumin (G) and curcumin (H) were identified from active ethyl acetate fraction of C. xanthorrhiza. The LC-DAD-MS/MS profiling of Z. zerumbet and C. xanthorrhiza have been developed for the first time as per our knowledge. Phytochemical studies on the rhizomes of Z. zerumbet have yielded 7 pure compounds. Hexane fraction afforded zerumbone (1), while ethyl acetate fraction gave demethoxycurcumin (9), kaempferol (11), kaempferol-3-O-rhamnoside (15) or (A), kaempferol-3-O- (4”-O-acetyl)rhamnoside (14) or (C), kaempferol-3-O- (3”, 4”-O-diacetyl)rhamnoside (6) or (D) and kaempferol-3-O- (2”, 4”-O-diacetyl)rhamnoside (18) or (E). 2006-01 Thesis NonPeerReviewed application/pdf en http://ethesis.upm.edu.my/id/eprint/1674/1/IB_2006_6_F.pdf Ruslay, Sharin (2006) Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet). Masters thesis, Universiti Putra Malaysia. (IB 2006 6).
institution UPM eTHESES
collection UPM eTHESES
language English
description Ground fresh rhizomes of Zingiber zerumbet and Curcuma xanthorrhiza were exhaustively extracted using acetone, ethanol and water. Acetone extract of Z. zerumbet and ethanol extract of C. xanthorrhiza gave highest yield of crude extract. The crude extracts were fractionated between water and hexane, ethyl acetate and butanol. All the crude extracts and fractions were screened for antioxidant activity. Ethyl acetate and butanol fractions exhibited good antioxidant activity, of which ethyl acetate fractions from both plants showed strongest antioxidant activity. High Performance Liquid Chromatography (HPLC) profiling was done to analyse the peak patterns of extracts and fractions of both plants. Liquid chromatography- UV diode-array and electrospray ionization mass spectroscopy (ESI-MS) have been used to characterize the active fractions of Z. zerumbet and C. xanthorrhiza. The active fraction (ethyl acetate) from Z. zerumbet was analysed to afford kaempferol-3-O-rhamnoside (A) and its isomeric acetyl derivative as kaempferol-3-O-(2” or 3”-O-acetyl)rhamnoside (B), kaempferol-3-O-(4”-O-acetyl)rhamnoside (C), kaempferol-3-O-(3”,4”-O-diacetyl)rhamnoside (D) and kaempferol-3-O-(2”,4”-O-diacetyl)rhamnoside (E). All the structures were confirmed by using various spectroscopic method including HPLC (spiking method), ESI-MS, IR, UV and NMR spectroscopy. Three components, bisdemethoxycurcumin (F), demethoxycurcumin (G) and curcumin (H) were identified from active ethyl acetate fraction of C. xanthorrhiza. The LC-DAD-MS/MS profiling of Z. zerumbet and C. xanthorrhiza have been developed for the first time as per our knowledge. Phytochemical studies on the rhizomes of Z. zerumbet have yielded 7 pure compounds. Hexane fraction afforded zerumbone (1), while ethyl acetate fraction gave demethoxycurcumin (9), kaempferol (11), kaempferol-3-O-rhamnoside (15) or (A), kaempferol-3-O- (4”-O-acetyl)rhamnoside (14) or (C), kaempferol-3-O- (3”, 4”-O-diacetyl)rhamnoside (6) or (D) and kaempferol-3-O- (2”, 4”-O-diacetyl)rhamnoside (18) or (E).
format Thesis
author Ruslay, Sharin
spellingShingle Ruslay, Sharin
Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
author_facet Ruslay, Sharin
author_sort Ruslay, Sharin
title Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
title_short Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
title_full Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
title_fullStr Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
title_full_unstemmed Lc-Ms/Ms Profiling and Characterization of Active Components from Medicinal Gingers (Curcuma Xanthorrhiza and Zingiber Zerumbet)
title_sort lc-ms/ms profiling and characterization of active components from medicinal gingers (curcuma xanthorrhiza and zingiber zerumbet)
publishDate 2006
url http://ethesis.upm.edu.my/id/eprint/1674/1/IB_2006_6_F.pdf
_version_ 1819310166952116224
score 13.4562235

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