Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli

Zulkepli, Suraya (2013) Synthesis of five-membered styryllactone derivatives and their cytotoxicity against jurkat-t leukemia cell line / Suraya Zulkepli. Masters thesis, Universiti Teknologi MARA.

[img]
Preview
Text
TM_SURAYA ZULKEPLI PH 13_5.PDF

Download (2MB) | Preview

Abstract

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.

Item Type: Thesis (Masters)
Uncontrolled Keywords: Styryllactone derivatives; Swem oxidation; Wittig olefination
Subjects: R Medicine > RS Pharmacy and materia medica > Materia medica > Pharmaceutical technology
Divisions: Faculty of Pharmacy
Depositing User: Staf Pendigitalan 6
Date Deposited: 06 Dec 2016 02:01
Last Modified: 06 Dec 2016 02:01
URI: http://ir.uitm.edu.my/id/eprint/15576

Actions (login required)

View Item View Item

Downloads

Downloads per month over past year