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<title>Indonesia Journal of Pharmacy Vol 31 no 3 Juli-September 2020</title>
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<namePart>Indonesia J.Pharm</namePart>
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<place><placeTerm type="text">Jogjakarta</placeTerm></place>
<publisher>Universitas Gadjah Mada</publisher>
<dateIssued>2020</dateIssued>
<issuance>monographic</issuance>
<edition>Vol 31 no 3 Juli-September 2020</edition>
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<languageTerm type="text">Indonesia</languageTerm>
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<note>ABSTRACT
Submitted: 07-06-2020
Revised: 30-07-2020
Accepted: 01-07-2020
*Corresponding author
Ismiarni Komala
Email:
ikomala@uinjkt.ac.id

Ethyl p-methoxycinnamate (EPMC) (1) is a major natural ester found

in the rhizome of Kaempferia galanga and has been reported to have anti-
inflammatory activity. Some of the structural modification of this compound

has been carried out in order to study the structure-activity relationship on
its anti-inflammatory activity. In the present study, we report a new, simple
and efficient procedure in the conversion of the ethyl p-methoxycinnamate

into N,N-dimethyl-p-methoxycinnamamide (5) and then study the structure-
activity relationship on its anti-inflammatory activity. The reaction was

carried out through a microwave-assisted direct amidation between (EPMC)
(1) with dimethylformamide (DMF) in the basic condition. The mixture was
irradiated by using unmodified microwave-oven at 300 W for 1 minute to
obtain compound (5) in 88.8% yields. The extensive analysis of the GCMS

and NMR data supported that the product of synthesis is N,N-dimethyl-p-
methoxycinnamamide (5). Evaluation of the anti-inflammatory activity of

compound 5 by using anti-denaturation of heat bovine serum albumin (BSA)
assay indicated that N,N-dimethyl-p-methoxycinnamamide (5) still have
anti-denaturation activity. Compound 5 has an amide functional group
which is more slowly hydrolyzed if compared to 1. Hence, the reaction has

successfully produced a more stable compound which still has anti-
inflammatory activity

Keywords: Anti-inflammatory, direct amidation, N,N-dimethyl-p-
methoxycinnamamide, ethyl p-methoxycinnamate, Kaempferia galanga,

microwave-promoted synthesis,</note>
<subject authority=""><topic>farmasi</topic></subject>
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