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 |
| Published: |
2013
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| Subjects: | |
| Online Access: | https://ir.uitm.edu.my/id/eprint/15576/1/TM_SURAYA%20ZULKEPLI%20PH%2013_5.PDF https://ir.uitm.edu.my/id/eprint/15576/ |
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| Summary: | 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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