Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)

Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)

Thirty-one plant extracts were obtained from the extract bank of Natural Product Laboratory, Institute of Bioscience, Universiti Putra Malaysia. The whole plant extracts were tested for cytotoxic effect on human breast cancer (MCF-7), prostate cancer (DU-145) and lung cancer (H-460) cell lines using...

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Main Author: Zakaria, Siti Mariam
Format: Thesis
Language:English
English
Published: 2009
Subjects:
Biotechnology
Online Access:http://psasir.upm.edu.my/id/eprint/7587/1/ABS_---_IB_2009_11.pdf
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spelling my-upm-ir.75872013-05-27T07:35:48Z Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica) 2009 Zakaria, Siti Mariam Thirty-one plant extracts were obtained from the extract bank of Natural Product Laboratory, Institute of Bioscience, Universiti Putra Malaysia. The whole plant extracts were tested for cytotoxic effect on human breast cancer (MCF-7), prostate cancer (DU-145) and lung cancer (H-460) cell lines using MTT assay. The results of the preliminary cytotoxicity tests showed that eight extracts exhibited very strong activity against one or more of the cell lines at 100 μg ml-1, with cell viability of 10% or less. The methanolic extract of Anaxagorea javanica leaves exhibited the strongest activity against all three cell lines with cell viability of less than 2% and further dose-response tests against the MCF-7 cell line showed that it had an IC50 value of 2.4 μg ml-1. This sample was thus selected and recollected in larger quantities for further phytochemical investigation. The dichloromethane (DCM) fraction of the first collection was subjected to chromatographic purification from which a known flavonoid, 3',4',5-trihydroxy-3,7-dimethoxyflavone (41), was obtained. From the chromatographic separation of the DCM extract of the second collection batch, a mixture of long chain alkanes, predominated by nonacosane (42) and a mixture of stigmasterol (43) and β-sitosterol (40) were isolated, in addition to three pure phytochemicals, namely an aliphatic acid, hexadecanoic acid (44), and two alkaloids, 11-methoxyeupolauridine (45) and 4,11-dimethoxyeupolauridine (46). The latter two compounds were found to be new naphthyridine alkaloids with eupolauridine nuclei and reported for the first time for this species. Compounds that had been obtained in sufficient quantities were tested for cytotoxic activity against the MCF-7 cell line. The samples assayed were 3',4',5-trihydroxy-3,7-dimethoxyflavone (41), nonacosane (42), stigmasterol (43) and β-sitosterol (40) mixture, and 11-methoxyeupolauridine (45). Only 3',4',5-trihydroxy-3,7-dimethoxyflavone (41) showed cytotoxic effect with an IC50 value of 3.4 μM, and this was its first report for this activity. Plausible biogenetic pathways of the new compounds were also discussed. Biotechnology 2009 Thesis http://psasir.upm.edu.my/id/eprint/7587/ http://psasir.upm.edu.my/id/eprint/7587/1/ABS_---_IB_2009_11.pdf application/pdf en public masters Universiti Putra Malaysia Biotechnology Institute of Bioscience English
institution Universiti Putra Malaysia
collection PSAS Institutional Repository
language English
English
topic Biotechnology
spellingShingle Biotechnology


Zakaria, Siti Mariam
Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
description Thirty-one plant extracts were obtained from the extract bank of Natural Product Laboratory, Institute of Bioscience, Universiti Putra Malaysia. The whole plant extracts were tested for cytotoxic effect on human breast cancer (MCF-7), prostate cancer (DU-145) and lung cancer (H-460) cell lines using MTT assay. The results of the preliminary cytotoxicity tests showed that eight extracts exhibited very strong activity against one or more of the cell lines at 100 μg ml-1, with cell viability of 10% or less. The methanolic extract of Anaxagorea javanica leaves exhibited the strongest activity against all three cell lines with cell viability of less than 2% and further dose-response tests against the MCF-7 cell line showed that it had an IC50 value of 2.4 μg ml-1. This sample was thus selected and recollected in larger quantities for further phytochemical investigation. The dichloromethane (DCM) fraction of the first collection was subjected to chromatographic purification from which a known flavonoid, 3',4',5-trihydroxy-3,7-dimethoxyflavone (41), was obtained. From the chromatographic separation of the DCM extract of the second collection batch, a mixture of long chain alkanes, predominated by nonacosane (42) and a mixture of stigmasterol (43) and β-sitosterol (40) were isolated, in addition to three pure phytochemicals, namely an aliphatic acid, hexadecanoic acid (44), and two alkaloids, 11-methoxyeupolauridine (45) and 4,11-dimethoxyeupolauridine (46). The latter two compounds were found to be new naphthyridine alkaloids with eupolauridine nuclei and reported for the first time for this species. Compounds that had been obtained in sufficient quantities were tested for cytotoxic activity against the MCF-7 cell line. The samples assayed were 3',4',5-trihydroxy-3,7-dimethoxyflavone (41), nonacosane (42), stigmasterol (43) and β-sitosterol (40) mixture, and 11-methoxyeupolauridine (45). Only 3',4',5-trihydroxy-3,7-dimethoxyflavone (41) showed cytotoxic effect with an IC50 value of 3.4 μM, and this was its first report for this activity. Plausible biogenetic pathways of the new compounds were also discussed.
format Thesis
qualification_level Master's degree
author Zakaria, Siti Mariam
author_facet Zakaria, Siti Mariam
author_sort Zakaria, Siti Mariam
title Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
title_short Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
title_full Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
title_fullStr Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
title_full_unstemmed Isolation, Characterization and Cytotoxicity of Phytochemicals from Sekobang Kechil (Anaxagorea Javanica)
title_sort isolation, characterization and cytotoxicity of phytochemicals from sekobang kechil (anaxagorea javanica)
granting_institution Universiti Putra Malaysia
granting_department Institute of Bioscience
publishDate 2009
url http://psasir.upm.edu.my/id/eprint/7587/1/ABS_---_IB_2009_11.pdf
_version_ 1747810706530500608

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