Abstract

Objective: This research aims to develop the 1,5-bis (3'-ethoxy-4'-hydroxyphenyl)-1,4-pentadient-3-one (EHP) synthesis method from ethyl vanilin with food-grade quality and determines the order reaction and formation reaction rate constant of EHP.
 Methods: Synthesis of the EHP was carried out by reflux the starting material, ethyl vanillin (food grade) of various weights, acetone and hydrochloric acid as catalysts. The reflux results are then condensed for two days at cold temperatures. Determination of the reaction order and reaction rate constants are carried out by the graph method based on the reduction in the concentration of ethyl vanilin, which reacts with acetone each time unit.
 Results: The results showed the formation of EHP, which was synthesized by starting material of ethyl vanilin food grade 4 and 8 grams following pseudo-first-order reaction kinetics with reaction rate constants respectively 0,0116/minute and 0,005/minute. The formation of EHP, which was synthesized by starting material ethyl vanilin food grade 16 and 18 grams following zero-order reaction kinetics with reaction rate constants respectively 0,1451 mg/ml minute and 0,248 mg/ml minute.
 Conclusion: The synthesis of EHP from ethyl vanilin with food-grade quality has been success develop. The order reaction kinetics are different in the different mass of ethyl vanillin used.

Highlights

  • Indonesia is rich in biodiversity, which is considered as a medicinal ingredient

  • The reduction concentration of ethyl vanillin was only caused by the cross-aldol condensation reaction between ethyl vanillin and enolate from acetone, which was accelerated by the acid catalyst to produce a candidate compound for the EHP product [2]

  • Monitoring the reduction of the concentration of ethyl vanillin for synthesis EHP with variations in the weight of the starting material of ethyl vanillin food grade 4, 8, 16, and 32 grams resulted in data the concentration of ethyl vanillin which decreased each time unit

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Summary

Introduction

Indonesia is rich in biodiversity, which is considered as a medicinal ingredient. Curcumin is a yellow phenolic compound contained in Curcuma longa (turmeric) and several other Curcuma species, which has antioxidant activity, hepatoprotector, inhibitor of several enzymes, anticancer, anti-inflammatory, immunomodulatory and antimicrobial [1]. Due to these various activities, various modifications have been made to the structure of curcumin to increase its stability, potency, selectivity and bioavailability [1]. By modifying the chemical structure of curcumin, Sardjiman et al has succeeded in obtaining and synthesizing three curcumin derivatives, named pentagamavunon, hexagamavunon, and gamavuton. EHP has better biological activity than curcumin, pentagamavuton, hexagamavuton, and gamavuton [1]

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