Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)

The objectives of the study are to determine the phytochemical constituents from the bark and leaves of Murraya koenigii, to develop synthetic analogues from girinimbine and mahanimbine via Lewis acid-mediated reactions, and to evaluate cytotoxic activities. The isolation and purification of the che...

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Main Author:	Tan, Siow Ping
Format:	thesis
Language:	eng
Published:	2015
Subjects:	SB Plant culture
Online Access:	https://ir.upsi.edu.my/detailsg.php?det=1292
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spelling	oai:ir.upsi.edu.my:12922020-02-27 Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR) 2015 Tan, Siow Ping SB Plant culture The objectives of the study are to determine the phytochemical constituents from the bark and leaves of Murraya koenigii, to develop synthetic analogues from girinimbine and mahanimbine via Lewis acid-mediated reactions, and to evaluate cytotoxic activities. The isolation and purification of the chemical compounds were done by using various chromatography methodologies. These compounds were then structurally identified by various spectroscopic techniques such as NMR, IR, UV and mass spectrometry. In vitro cytotoxic activities were evaluated against human promyelocytic leukemia (HL-60), cervical cancer cell lines (HeLa) and the normal mouse embryonic fibroblasts (NIH/3T3) cell lines via MTT assay. As the findings, phytochemical analysis on bark and leaves of M. koenigii afforded a total of 36 chemical compounds included six new carbazoles, viz., murrastanine-A, murrastinine-A, -B and -C, murrayatanine-A and bismahanimboline. Besides, two girinimbine analogues, viz., murranimbine and epoxygirinimbine; and three mahanimbine analogues, viz., bicyclomahanimbine, cyclomahanimbine and murrayazolinine, were successfully derived. Five carbazoles and two non-carbazoles have shown very strong to moderate in vitro cytotoxic activities (CD50 <20 ?g/mL) against both HL-60 and HeLa cell lines, viz., murrayafoline-A, mahanine, murrayamine-J, murrastinine-C, murrayatanine-A, ?- sitosterol and 2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid. In conclusion, the isolated compounds from M. koenigii were found to possess potential in vitro cytotoxic activities against selected cancer cell lines. In fact, most of these results were first time reported. These findings have shown that M. koenigii is an important source for therapeutic discovery and may lead to the development of potential drugs 2015 thesis https://ir.upsi.edu.my/detailsg.php?det=1292 https://ir.upsi.edu.my/detailsg.php?det=1292 text eng closedAccess Doctoral Universiti Pendidikan Sultan Idris Fakulti Sains dan Matematik N/A
institution	Universiti Pendidikan Sultan Idris
collection	UPSI Digital Repository
language	eng
topic	SB Plant culture
spellingShingle	SB Plant culture Tan, Siow Ping Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
description	The objectives of the study are to determine the phytochemical constituents from the bark and leaves of Murraya koenigii, to develop synthetic analogues from girinimbine and mahanimbine via Lewis acid-mediated reactions, and to evaluate cytotoxic activities. The isolation and purification of the chemical compounds were done by using various chromatography methodologies. These compounds were then structurally identified by various spectroscopic techniques such as NMR, IR, UV and mass spectrometry. In vitro cytotoxic activities were evaluated against human promyelocytic leukemia (HL-60), cervical cancer cell lines (HeLa) and the normal mouse embryonic fibroblasts (NIH/3T3) cell lines via MTT assay. As the findings, phytochemical analysis on bark and leaves of M. koenigii afforded a total of 36 chemical compounds included six new carbazoles, viz., murrastanine-A, murrastinine-A, -B and -C, murrayatanine-A and bismahanimboline. Besides, two girinimbine analogues, viz., murranimbine and epoxygirinimbine; and three mahanimbine analogues, viz., bicyclomahanimbine, cyclomahanimbine and murrayazolinine, were successfully derived. Five carbazoles and two non-carbazoles have shown very strong to moderate in vitro cytotoxic activities (CD50 <20 ?g/mL) against both HL-60 and HeLa cell lines, viz., murrayafoline-A, mahanine, murrayamine-J, murrastinine-C, murrayatanine-A, ?- sitosterol and 2-hydroxy-4-methoxy-3,6-dimethylbenzoic acid. In conclusion, the isolated compounds from M. koenigii were found to possess potential in vitro cytotoxic activities against selected cancer cell lines. In fact, most of these results were first time reported. These findings have shown that M. koenigii is an important source for therapeutic discovery and may lead to the development of potential drugs
format	thesis
qualification_name
qualification_level	Doctorate
author	Tan, Siow Ping
author_facet	Tan, Siow Ping
author_sort	Tan, Siow Ping
title	Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
title_short	Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
title_full	Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
title_fullStr	Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
title_full_unstemmed	Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)
title_sort	phytochemical analysis of murraya koenigii (rutaceae) and in vitro cytotoxic activity of its isolated compounds and the synthetic analogues of girinimbine and mahanimbine (ir)
granting_institution	Universiti Pendidikan Sultan Idris
granting_department	Fakulti Sains dan Matematik
publishDate	2015
url	https://ir.upsi.edu.my/detailsg.php?det=1292
_version_	1747832967517962240

Phytochemical analysis of Murraya Koenigii (Rutaceae) and in Vitro Cytotoxic activity of its isolated compounds and the synthetic analogues of Girinimbine and Mahanimbine (IR)

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