Synthesis of Ferulic Acid and Its Non Covalent Inclusion with Hydroxypropyl-β-Cyclodextrin

Juni Ekowati, NIDN. 0006026703 and Rahman S D and Dewi Isadiartuti, NIDN. 0020056509 and Rr. Retno Widyowati, NIDN. 0005017701 and Tutuk Budiati, NIDN. 0026014804 (2016) Synthesis of Ferulic Acid and Its Non Covalent Inclusion with Hydroxypropyl-β-Cyclodextrin. International Journal of Pharmaceutical and Clinical Research, 8 (3). pp. 198-205. ISSN 0975-1556

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Abstract

Ferulic acid (FA) is a highly effective compound with many activities, but it is poorly suited for pharmaceutics application because of its low physicochemical properties. In the present study we synthesized FA through microwave assisted Knoevenagel condensation using malonic acid and 4-hydroxy-3-methoxybenzaldehyde, in the present of organic base as catalyst. The optimization of the synthesis method was done by comparing the base catalyst; that are pyridine, triethyl amine and morpholine. The structure of FA was determined through UV, FTIR, 1H-NMR, 13C-NMR and MS spectroscopic methods. Improvement the physicochemical properties of FA was carried out through the establishment of the non covalent inclusion of FA with hydroxypropyl-b-cyclodextrin (HP-b-CD) by the kneading method. Its physicochemical characterizations were performed by FTIR and 1H-NMR spectroscopic methods, ROESY experiment, differential thermal analysis (DTA), X-Ray diffractometry (XRD) and dissolution rate. Microwave irradiation that assisted synthesis of FA using morpholine as catalyst produced the highest yield compared to other catalysts. All of the characteristic data showed that non-covalent inclusion of FA/HP-b-CD has been formed. The dissolution rate of inclusion complex of FA/HP-b-CD was increasing significantly compared with FA.

Item Type: Article
Uncontrolled Keywords: Knoevenagel condensation, hydroxypropyl-β-cyclodextrin, inclusion complex, microwave irradiated
Subjects: R Medicine
R Medicine > RS Pharmacy and materia medica
Divisions: 05. Fakultas Farmasi
Creators:
CreatorsNIM/NIDN
Juni Ekowati, NIDN. 0006026703UNSPECIFIED
Rahman S DUNSPECIFIED
Dewi Isadiartuti, NIDN. 0020056509UNSPECIFIED
Rr. Retno Widyowati, NIDN. 0005017701UNSPECIFIED
Tutuk Budiati, NIDN. 0026014804UNSPECIFIED
Depositing User: Mr M. Fuad Sofyan
Date Deposited: 22 Oct 2019 00:56
Last Modified: 22 Oct 2019 00:56
URI: http://repository.unair.ac.id/id/eprint/87475
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