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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| Format: | Thesis |
| Language: | en |
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2011
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| Online Access: | https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf https://ir.uitm.edu.my/id/eprint/65252/ |
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| _version_ | 1833073131179212800 |
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| author | Mohideen, Mazlin |
| author_facet | Mohideen, Mazlin |
| author_sort | Mohideen, Mazlin |
| building | Tun Abdul Razak Library |
| collection | Institutional Repository |
| content_provider | Universiti Teknologi Mara |
| content_source | UiTM Institutional Repository |
| continent | Asia |
| country | Malaysia |
| 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 |
| id | my.uitm.ir-65252 |
| institution | Universiti Teknologi Mara |
| language | en |
| publishDate | 2011 |
| record_format | eprints |
| spelling | my.uitm.ir-652522023-01-05T02:01:36Z https://ir.uitm.edu.my/id/eprint/65252/ Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen 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 NonPeerReviewed text en https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen. (2011) Masters thesis, thesis, Universiti Teknologi MARA (UiTM). |
| spellingShingle | Analytical chemistry Medical education. Medical schools. Research Mohideen, Mazlin Synthesis of goniothalamin and analogues/derivatives and cytotoxicity on Jurkat cell lines / Mazlin Mohideen |
| title | 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_short | 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 |
| topic | Analytical chemistry Medical education. Medical schools. Research |
| url | https://ir.uitm.edu.my/id/eprint/65252/1/65252.pdf https://ir.uitm.edu.my/id/eprint/65252/ |
| url_provider | http://ir.uitm.edu.my/ |