Indonesia Journal of Pharmacy Vol 31 no 3 Juli-September 2020

Title	Indonesia Journal of Pharmacy Vol 31 no 3 Juli-September 2020
Edition	Vol 31 no 3 Juli-September 2020
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ISBN/ISSN
Author(s)	Indonesia J.Pharm - Personal Name
Subject(s)	farmasi
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Series Title
GMD	Karya Tulis Ilmiah
Language	Indonesia
Publisher	Universitas Gadjah Mada
Publishing Year	2020
Publishing Place	Jogjakarta
Collation
Abstract/Notes	ABSTRACT Submitted: 07-06-2020 Revised: 30-07-2020 Accepted: 01-07-2020 *Corresponding author Ismiarni Komala Email: [email protected] 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,
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