Medical Sains : Jurnal Ilmiah Kefarmasian
Vol 10 No 2 (2025)

ESTERIFICATION OF CINNAMIC ACID WITH OCTANOL USING ULTRASONIC WAVE ASSISTED BY COUPLING REAGENT AS ANTIERYTHEMA

Jeconiah, Daninda (Unknown)
Mutiara, Erlita Verdia (Unknown)
Indriyanti, Erwin (Unknown)
Wildan, Achmad (Unknown)



Article Info

Publish Date
14 Jun 2025

Abstract

The n-octyl cinnamate compound, a cinnamate ester, is believed to have antierythema activity. This compound is naturally present in certain plant species; however, its quantity is limited. Steglich esterification can be used to produce n-octyl cinnamate, which involves the reaction of cinnamic acid with n-octanol using n,n'-dicyclohexylcarbodiimide (DCC) as a coupling reagent. Ultrasonic wave-assisted synthesis was performed to reduce the synthesis time and increase the yield of n-octyl cinnamate with time variations of 3, 4, and 5 hours at ± 2°C. The synthesized compounds were characterized by organoleptic properties, solubility, melting point, TLC, FTIR, and GC-MS tests. The synthetic compound occurred as a white powder, yielding 10.1% after an optimal duration of 4 hours. The compound was insoluble in distilled water but soluble in methanol, ethanol, chloroform, ether, and n-hexane. The compound has a melting range of 135.1-145.4°C, and the TLC results obtained different Rf values than the initial compound. FTIR test analysis showed the presence of C=C aromatic, C-H aromatic, C=O ester, C-O ester, C=C aliphatic, and C-H aliphatic group absorption by the n-octyl cinnamate compound. GC-MS analysis revealed a synthetic retention time of 17.193 minutes and an abundance of 35.40%. The antierythema activity of the synthesized n-octyl cinnamate compound was optimal at 100 ppm with a %TE of 1.661, classifying it as an extra protection category.  Keywords: anti-erythema, esterification, ultrasonic waves, n-octyl cinnamate, time.

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Journal Info

Abbrev

iojs

Publisher

Subject

Medicine & Pharmacology

Description

The Medical Sains journal is a scientific publication media published by the Muhammadiyah Cirebon College of Pharmacy which is published 4 (four) times in 1 (one) year, namely January-March, April-June, July-September and October-December. The journal contains research in the field of pharmacy ...