SINTESIS DAN UJI SITOTOKSIK SENYAWA DERIVAT ASAM GALAT TERHADAP SEL KANKER KOLON HCT-116

Aji, Humaedi (2017) SINTESIS DAN UJI SITOTOKSIK SENYAWA DERIVAT ASAM GALAT TERHADAP SEL KANKER KOLON HCT-116. Masters thesis, Universitas Indonesia.

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Abstract

Gallic acid is a polyhydroxyphenolic compound that has an important role in a variety of selective activity against many cell line. Design modifications of compounds with structures and mechanisms of action of lead compound gallic acid is expected to increase the activity of both lipophilicity and cytotoxic action. This research aims to design and modify the structure of gallic acid, docking simulation, synthesis, and test the cytotoxic activity of gallic acid derivative compounds against colon cancer cell line HCT-116. Docking simulation perfomed with some software is MarvinSketch 15.5.11, Chimera 1.10.2, Autodock 4.2, Pymol 1.7.4.5 and LigPlot v.1.4.5. Synthesis of compound gallic acid derivatives which involves several reaction that is esterification, methylation and hydrolysis. As well as to test the cytotoxic against colon cancer cell HCT-116. Docking simulation results produced four compounds gallic acid derivatives with a value of binding energy smallest that is benzyl gallate (-7.36 kcal/mol), (2-hydroxy) benzyl gallate (-7.63 kcal/mol), 4-metoksi-(2-hydroxy), benzyl gallate (-7.18 kcal/mol) and phenylethyl gallate (-7.47 kcal/mol). Further synthesized compound gallic acid derivatives with yield respectively is 62.11%; 53.25% ; 51.05% and 58.87%. Analysis of compound characterization using FT-IR, mass spectrometry, 1H NMR and 13C NMR. Test fourth cytotoxic compound gallic acid derivatives have good inhibitory activity against colon cancer cell line HCT-116 with a value IC50 respectively is 24.79 µg/mL; 21.82 µg/mL; 26.98 µg/mL; and 19.93 µg/ L. Compounds that give the best inhibitory activity against colon cancer cells HCT- 116 is phenylethyl gallate with IC50 of 19.93 µg/mL.

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