Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli
Fourteen five-membered styryllactone derivatives were conveniently synthesized in two steps via Swem oxidation and Wittig olefination, as the key reactions.Microwave-assisted synthesis of several phosphonium salts was achieved in good to excellent yields. Five-membered lactone aldehydes were synthe...
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Format: | Thesis |
Language: | English |
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2013
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Online Access: | https://ir.uitm.edu.my/id/eprint/15576/1/TM_SURAYA%20ZULKEPLI%20PH%2013_5.PDF |
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author | Zulkepli, Suraya |
author_facet | Zulkepli, Suraya |
author_sort | Zulkepli, Suraya |
collection | UITM |
description | Fourteen five-membered styryllactone derivatives were conveniently synthesized in two steps via Swem oxidation and Wittig olefination, as the key reactions.Microwave-assisted synthesis of several phosphonium salts was achieved in good to
excellent yields. Five-membered lactone aldehydes were synthesized through Swem oxidation. These syntheses were accomplished by treatment of unstable aldehydes with various substituted phosphonium ylides through Wittig reaction and led to
(E)- and (Z)-five-membered styryllactone derivatives in moderate yield. These new styryllactones exhibited moderate cytotoxicity against Jurkat-T leukemia cell lines.Compounds (Z)- 183a, (Zi)-183b and (Z)-183g (IC50 = 60 |j.M) were found to be the
most active. A structure-activity relationship study (SAR) indicates that steric effectsof some substituents on the aromatic ring lead to reduce the cytotoxicity of styryllactone derivatives/analogues. |
first_indexed | 2024-03-06T01:32:36Z |
format | Thesis |
id | oai:ir.uitm.edu.my:15576 |
institution | Universiti Teknologi MARA |
language | English |
last_indexed | 2024-03-06T01:32:36Z |
publishDate | 2013 |
record_format | dspace |
spelling | oai:ir.uitm.edu.my:155762022-03-04T01:37:59Z https://ir.uitm.edu.my/id/eprint/15576/ Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli Zulkepli, Suraya Pharmaceutical technology Fourteen five-membered styryllactone derivatives were conveniently synthesized in two steps via Swem oxidation and Wittig olefination, as the key reactions.Microwave-assisted synthesis of several phosphonium salts was achieved in good to excellent yields. Five-membered lactone aldehydes were synthesized through Swem oxidation. These syntheses were accomplished by treatment of unstable aldehydes with various substituted phosphonium ylides through Wittig reaction and led to (E)- and (Z)-five-membered styryllactone derivatives in moderate yield. These new styryllactones exhibited moderate cytotoxicity against Jurkat-T leukemia cell lines.Compounds (Z)- 183a, (Zi)-183b and (Z)-183g (IC50 = 60 |j.M) were found to be the most active. A structure-activity relationship study (SAR) indicates that steric effectsof some substituents on the aromatic ring lead to reduce the cytotoxicity of styryllactone derivatives/analogues. 2013 Thesis NonPeerReviewed text en https://ir.uitm.edu.my/id/eprint/15576/1/TM_SURAYA%20ZULKEPLI%20PH%2013_5.PDF Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli. (2013) Masters thesis, thesis, Universiti Teknologi MARA. <http://terminalib.uitm.edu.my/15576.pdf> |
spellingShingle | Pharmaceutical technology Zulkepli, Suraya Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title | Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title_full | Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title_fullStr | Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title_full_unstemmed | Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title_short | Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli |
title_sort | synthesis of five membered styryllactone derivatives and their cytotoxicity against jurkat t leukemia cell line suraya zulkepli |
topic | Pharmaceutical technology |
url | https://ir.uitm.edu.my/id/eprint/15576/1/TM_SURAYA%20ZULKEPLI%20PH%2013_5.PDF |
work_keys_str_mv | AT zulkeplisuraya synthesisoffivememberedstyryllactonederivativesandtheircytotoxicityagainstjurkattleukemiacelllinesurayazulkepli |