Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli

The acetone extract of Dipterocarpus semivestitus stem was studied for its resveratrol- based oligomeric polyphenols through dereplication strategy using tandem mass spectrometry. The phytochemistry investigation resulted in the identification of two oligostilbenes through dereplication technique an...

Full description

Saved in:

Bibliographic Details
Main Author:	Ramli, Rohaity
Format:	Thesis
Language:	English
Published:	2019
Online Access:	https://ir.uitm.edu.my/id/eprint/89118/1/89118.pdf
Tags:	Add Tag No Tags, Be the first to tag this record!

id	my-uitm-ir.89118
record_format	uketd_dc
spelling	my-uitm-ir.891182024-04-23T02:24:45Z Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli 2019 Ramli, Rohaity The acetone extract of Dipterocarpus semivestitus stem was studied for its resveratrol- based oligomeric polyphenols through dereplication strategy using tandem mass spectrometry. The phytochemistry investigation resulted in the identification of two oligostilbenes through dereplication technique and isolation of nine oligostilbenes together with a coumarin. The dereplication technique was employed at the earliest stage of the study to identify the compounds. The crude extract was subjected to an ion trap LC-MSn system with electrospray ionisation interface in positive mode and the MSn spectra was extracted to study their fragmentation patterns. Two oligostilbene tetramers; hopeaphenol and hemsleyanol D, were successfully identified by comparing their mass fragmentation patterns with an in-house database. The information obtained from the mass fragmentation patterns also suggest the presence of oligostilbenes that are unknown to the database, including their condensation degree. The isolation process involving the use of MPLC for fractionation and repetitive preparative HPLC for isolation. The purification of closely eluted compounds was accomplished using recycling HPLC. Out of the nine isolated oligostilbenes, three are dimers (ε-viniferin, Z-ε-viniferin, and ampelopsin F) and six are trimers (α-viniferin, caraphenol A, E- miyabenol C, Z-miyabenol C, E-cis-cis-miyabenol C and Z-cis-cis-miyabenol C). The coumarin was identified as scopoletin. Their structures were established by means of spectroscopic methods and comparison with published data. Z-cis-cis-miyabenol C is new resveratrol trimer and Caraphenol A is the first occurrence in Dipterocarpus genus. 2019 Thesis https://ir.uitm.edu.my/id/eprint/89118/ https://ir.uitm.edu.my/id/eprint/89118/1/89118.pdf text en public masters Universiti Teknologi MARA (UiTM) Faculty of Pharmacy Manshoor, Nurhuda
institution	Universiti Teknologi MARA
collection	UiTM Institutional Repository
language	English
advisor	Manshoor, Nurhuda
description	The acetone extract of Dipterocarpus semivestitus stem was studied for its resveratrol- based oligomeric polyphenols through dereplication strategy using tandem mass spectrometry. The phytochemistry investigation resulted in the identification of two oligostilbenes through dereplication technique and isolation of nine oligostilbenes together with a coumarin. The dereplication technique was employed at the earliest stage of the study to identify the compounds. The crude extract was subjected to an ion trap LC-MSn system with electrospray ionisation interface in positive mode and the MSn spectra was extracted to study their fragmentation patterns. Two oligostilbene tetramers; hopeaphenol and hemsleyanol D, were successfully identified by comparing their mass fragmentation patterns with an in-house database. The information obtained from the mass fragmentation patterns also suggest the presence of oligostilbenes that are unknown to the database, including their condensation degree. The isolation process involving the use of MPLC for fractionation and repetitive preparative HPLC for isolation. The purification of closely eluted compounds was accomplished using recycling HPLC. Out of the nine isolated oligostilbenes, three are dimers (ε-viniferin, Z-ε-viniferin, and ampelopsin F) and six are trimers (α-viniferin, caraphenol A, E- miyabenol C, Z-miyabenol C, E-cis-cis-miyabenol C and Z-cis-cis-miyabenol C). The coumarin was identified as scopoletin. Their structures were established by means of spectroscopic methods and comparison with published data. Z-cis-cis-miyabenol C is new resveratrol trimer and Caraphenol A is the first occurrence in Dipterocarpus genus.
format	Thesis
qualification_level	Master's degree
author	Ramli, Rohaity
spellingShingle	Ramli, Rohaity Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
author_facet	Ramli, Rohaity
author_sort	Ramli, Rohaity
title	Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
title_short	Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
title_full	Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
title_fullStr	Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
title_full_unstemmed	Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli
title_sort	dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / rohaity ramli
granting_institution	Universiti Teknologi MARA (UiTM)
granting_department	Faculty of Pharmacy
publishDate	2019
url	https://ir.uitm.edu.my/id/eprint/89118/1/89118.pdf
_version_	1804889800794177536

Dereplication strategy and isolation of resveratrol-based oligomeric polyphenols from dipterocarpus semivestitus (dipterocarpaceae) / Rohaity Ramli

Similar Items