Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen

Goniothalamin is a natural styryllactone with anti-tumor properties through the induction of apoptosis. Goniothalamin and its analogues/derivatives were simply synthesized from commercially available racemic starting material (3,4-dihydro-2i/- pyran-2-yl)methanol that was converted in the correspond...

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Main Author:	Mohideen, Mazlin
Format:	Thesis
Language:	English
Published:	2011
Subjects:	Analytical chemistry
Online Access:	https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf
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spelling	my-uitm-ir.652522023-01-05T02:01:36Z Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen 2011 Mohideen, Mazlin Analytical chemistry Medical education. Medical schools. Research Goniothalamin is a natural styryllactone with anti-tumor properties through the induction of apoptosis. Goniothalamin and its analogues/derivatives were simply synthesized from commercially available racemic starting material (3,4-dihydro-2i/- pyran-2-yl)methanol that was converted in the corresponding aldehyde. Various aryl phosphonium salts were synthesized using microwave irradiation (MW). Wittig reactions between the above mentioned aldehyde and phosphonium salts were performed at -15°C in THF leading to the mixture of (E)- and (Z)-styrylpyrans. Oxidation of these intermediates in presence of r-butyl hydroperoxide (Y-BuOOH) and pyridinium dichromate (PDC) in CH2C12 at -40°C led to (E)- and (Z)-isomers of goniothalamin as well as some analogues/derivatives. When tested on lymphoblastic leukemic T cell Jurkat E6.1 cells, (Z)-goniothalamin appeared to be the most active derivative. A Structure-Activity Relationships (SARs) study allowed us to establish the relevant structural features for cytotoxic activity of (Z)-goniothalamin and some analogues/derivatives. 2011 Thesis https://ir.uitm.edu.my/id/eprint/65252/ https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf text en public masters Universiti Teknologi MARA (UiTM) Faculty of Pharmacy Abdullah, Jean Frederic @ Faizal Weber
institution	Universiti Teknologi MARA
collection	UiTM Institutional Repository
language	English
advisor	Abdullah, Jean Frederic @ Faizal Weber
topic	Analytical chemistry Analytical chemistry
spellingShingle	Analytical chemistry Analytical chemistry Mohideen, Mazlin Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
description	Goniothalamin is a natural styryllactone with anti-tumor properties through the induction of apoptosis. Goniothalamin and its analogues/derivatives were simply synthesized from commercially available racemic starting material (3,4-dihydro-2i/- pyran-2-yl)methanol that was converted in the corresponding aldehyde. Various aryl phosphonium salts were synthesized using microwave irradiation (MW). Wittig reactions between the above mentioned aldehyde and phosphonium salts were performed at -15°C in THF leading to the mixture of (E)- and (Z)-styrylpyrans. Oxidation of these intermediates in presence of r-butyl hydroperoxide (Y-BuOOH) and pyridinium dichromate (PDC) in CH2C12 at -40°C led to (E)- and (Z)-isomers of goniothalamin as well as some analogues/derivatives. When tested on lymphoblastic leukemic T cell Jurkat E6.1 cells, (Z)-goniothalamin appeared to be the most active derivative. A Structure-Activity Relationships (SARs) study allowed us to establish the relevant structural features for cytotoxic activity of (Z)-goniothalamin and some analogues/derivatives.
format	Thesis
qualification_level	Master's degree
author	Mohideen, Mazlin
author_facet	Mohideen, Mazlin
author_sort	Mohideen, Mazlin
title	Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
title_short	Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
title_full	Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
title_fullStr	Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
title_full_unstemmed	Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen
title_sort	synthesis of goniothalamin and analogues/derivatives and cytotoxicity on jurkat cell lines / mazlin mohideen
granting_institution	Universiti Teknologi MARA (UiTM)
granting_department	Faculty of Pharmacy
publishDate	2011
url	https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf
_version_	1783735546206486528

Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen

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