Abstract :
Ethyl p-methoxycinnamate, major ingredient of Kaempferia galanga rhizome, have been
reported not only has analgesic – anti inflammatory activities like NSAIDs which inhibited
cyclooxygenase, but also inhibit tumor cell proliferation in specimen of mouse epidermis.
Therefore, it will be interesting to carry out synthetic studies on the derivates of ethyl pmethoxycinnamate
and searching their citotoxic activity on WiDr cell. We wish to report of
structure modification on carboxyl moiety of ethyl p-methoxycinnamate and evaluation on
their citotoxic activity on WiDr cell. Isolation of ethyl p-methoxycinnamate from Kaempferia
galanga rhizome was carried out by percolation with ethanol 96% as solvent. Hydrolysis of
ethyl p-methoxycinnamate in basic condition was performed to obtain p-methoxycinnamic acid.
Preparation of some thiourea derivates of ethyl p-methoxycinnamate was carried out by
microwave irradiation. Citotoxicity assay was carried out by MTT method for 48 h.
Modification of carboxyl group of ethyl p-methoxycinnamate to its thiourea form
could be carried out by microwave irradiation gave; (E)-3-(4-methoxyphenyl)-N-(phenylcarbamothioyl)
acrylamide (50%); (E)-3-(4-methoxyphenyl)-N-(4-methoxyphenylcarbamothioyl)
acrylamide (26%) and (E)-3-(4-methoxyphenyl)-N-(4-methylphenylcarbamothioyl)
acrylamide (54%), yield calculated for 2 step from the acid chloride. All compounds showed no
citotoxic effect on WiDr cell at 48 h incubation.
Keywords : ethyl p-methoxycinnamate, microwave irradiation, Kaempferia galanga,
citotoxicity, WiDr cell
Abstract :Ethyl p-methoxycinnamate, major ingredient of Kaempferia galanga rhizome, have beenreported not only has analgesic – anti inflammatory activities like NSAIDs which inhibitedcyclooxygenase, but also inhibit tumor cell proliferation in specimen of mouse epidermis.Therefore, it will be interesting to carry out synthetic studies on the derivates of ethyl pmethoxycinnamateand searching their citotoxic activity on WiDr cell. We wish to report ofstructure modification on carboxyl moiety of ethyl p-methoxycinnamate and evaluation ontheir citotoxic activity on WiDr cell. Isolation of ethyl p-methoxycinnamate from Kaempferiagalanga rhizome was carried out by percolation with ethanol 96% as solvent. Hydrolysis ofethyl p-methoxycinnamate in basic condition was performed to obtain p-methoxycinnamic acid.Preparation of some thiourea derivates of ethyl p-methoxycinnamate was carried out bymicrowave irradiation. Citotoxicity assay was carried out by MTT method for 48 h.Modification of carboxyl group of ethyl p-methoxycinnamate to its thiourea formcould be carried out by microwave irradiation gave; (E)-3-(4-methoxyphenyl)-N-(phenylcarbamothioyl)acrylamide (50%); (E)-3-(4-methoxyphenyl)-N-(4-methoxyphenylcarbamothioyl)acrylamide (26%) and (E)-3-(4-methoxyphenyl)-N-(4-methylphenylcarbamothioyl)acrylamide (54%), yield calculated for 2 step from the acid chloride. All compounds showed nocitotoxic effect on WiDr cell at 48 h incubation.Keywords : ethyl p-methoxycinnamate, microwave irradiation, Kaempferia galanga,citotoxicity, WiDr cell
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