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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Main Author: Zulkepli, Suraya
Format: Thesis
Language:English
Published: 2013
Subjects:
Online Access:https://ir.uitm.edu.my/id/eprint/15576/
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author Zulkepli, Suraya
author_facet Zulkepli, Suraya
author_sort Zulkepli, Suraya
building UiTM Institutional Repository
collection Online Access
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.
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institution Universiti Teknologi MARA
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publishDate 2013
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spelling uitm-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 Zulkepli, Suraya (2013) 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/