Potensi Senyawa 2-Hidroksinikotinil Serin Metil Oktanoil Ester Dan 2-Hidroksinikotinil Oktilamida Sebagai Antikanker

Abstract

The novel compounds of 2-hydroxynicotinyl serine methyl octanoyl ester (NSMOE) and 2-hydroxynicotinyl octylamide (NOA) were synthesized by modifying of the UK-3A compound known biologically active to inhibit bacterial and cancer cells growth. Based on e-docking value of -11.12 kcal/mol (log P 1.49) for NSMOE and e-docking -10.46 kcal/mol (log P 2.50) for NOA, synthesis of these two compounds were carried out in two-step reaction for the first compound and one step reaction for the second compound. The synthesis of NSMOE started by amidation reaction between L-serine methyl ester and 2-hydroxynicotinic acid yielded 87.8% of 2-hydroxynicotinyl serine methyl ester, which was further esterified with octanoic acid yielded 74.5% of NSMOE. Overall yield of NSMOE was 65.4%. NOA was synthesized by amidation reaction between 2-hydroxynocotinic acid and octylamin yielded 76.1% of the product. The compound were confirmed with Fourier transformed infrared spectrometry, liquid chromatography mass spectroscopy, and nuclear magnetic resonance spectrometry. In vitro test to murine leukemia P-388 cells and breast cancer T47D demonstrated that the inhibition to growth of cancer cells with IC50 for NSMOE ,and NOA were 10.0; 3.19, and 32.0; 4.67 µg/mL, respectively. The IC50 values indicated that the synthesis products were sufficiently potential to be anticancer for murine leukemia P-388 cells and breast cancer T47D.