Herlina, Rasyid and Firdaus, Firdaus and Syadza, Firdausiah and Nunuk Hariani, Soekamto and Seniwati, Seniwati and Riska, Mardiyanti and Reynaldi, Reynaldi and Andi Eka Sri, Rahayu and Wahyu Dita, Saputri (2022) Synthesis of N-phenethyl-p-methoxycinnamamide and N-morpholinyl-pmethoxycinnamamide, in vitro and in silico study as α-glucosidase inhibitor. Indonesian Journal of Chemistry (Indones. J. Chem), 22 (6): 19. pp. 1673-1683. ISSN 1411-9420 e_ISSN: 2460-1578
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Abstract
Aromatic ginger (Kaempferia galanga L.) is one of the natural sources containing ethyl-p-methoxycinnamate, which is known to have beneficial activity, especially as an α-glucosidase inhibitor. This study aims to convert ethyl-pmethoxycinnamate into amide form as N-phenethyl-p-methoxycinnamamide (4a) and N-morpholinyl-p-methoxycinnamamide (4b) through some synthetic ways then tested their activity as an α-glucosidase inhibitor. The FTIR spectra of 4a present a short single peak at 3269.34 cm−1 that belongs to the N-H group, while spectra of 4b show no absorption band between 3200–3400 cm−1 due to its tertiary amide structure. Spectroscopy analysis through 1H- and 13C-NMR exhibits the successful synthesis of both compounds. Bioactivity test results show that compound 4b has better activity than 4a. In molecular dynamics simulation, the binding energy of compounds 4a and 4b reveal that both compounds have a similar binding energy of about -98980.8 and -97696.7 kJ mol−1, respectively.
Item Type: | Article |
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Additional Information: | Validated by Sri Wulan |
Uncontrolled Keywords: | Aromatic Ginger, Kaempferia galanga, Cinnamamide derivatives, Glucosidase inhibitors, Molecular docking, MD simulation, Molecular dynamics, Binding energy |
Subjects: | Chemistry |
Divisions: | OR_Nanoteknologi_dan_Material > Fisika_Kuantum |
Depositing User: | - Een Rohaeni |
Date Deposited: | 19 Mar 2024 05:13 |
Last Modified: | 19 Mar 2024 05:13 |
URI: | https://karya.brin.go.id/id/eprint/22642 |