SECONDARY METABOLITES FROM TWIG WOOD OF DEHAASIA SUMATRANA KOSTERM. AND ITS BIOACTIVITY

• Main Author: Aini Haryati, Nur
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/75557
• Institution: Institut Teknologi Bandung

Plants of the Dehaasia genus comprise 41 species belonging to the Lauraceae family. This genus has a high species diversity in Indonesia, especially on the Sumatra island. However, research on the content of secondary metabolites and bioactivity of Dehaasia species is still limited. The main secondary metabolites that have been reported from the Dehaasia genus include alkaloids derived from the amino acid L-tyrosine, including benzylisoquinolines, bisbenzylisoquinolines, aporphines, phenanthrenes, and morphinanes. Bioactivity tests of extracts showed that the Dehaasia genus had antibacterial and antiplasmodial activities. Secondary metabolites isolated from this genus also show cytotoxic, antioxidant, and antiplasmodial acitivities. One of the species that grows in Indonesia is Dehaasia sumatrana Kosterm. which is an endemic plant on Sumatra island. Phytochemical studies of this species have never been reported before. Therefore, in this study, the isolation of secondary metabolites from the twig wood of D. sumatrana Kosterm was carried out. The secondary metabolite isolation methods carried out included extraction of twig wood powder with acetone solvent, separation and purification of twig wood acetone extract by liquid vacuum chromatography, gravity column chromatography, and recrystallization. The purity of the isolated secondary metabolites was determined by the thin layer chromatography technique. The structural characterization of the compounds was analyzed by spectroscopic techniques, which included 1D NMR (1H-NMR and 13C-NMR) and 2D NMR (HSQC and HMBC). Furthermore, the bioactivity of the isolated compound was carried out against murine leukemia P-388 cells using the MTT (3-(4,5dimethylthiazole-1-yl)-2,5-diphenyltetrazolium bromide) assay method. While the antioxidant activity test used the free radical inhibition method using 2,2-diphenyl-1picrylhydrazyl (DPPH). In this study, four pure compounds have been obtained from the acetone extract of twig wood of D. Sumatrana. The four compounds consisted one modified aporphine type alkaloid compound, namely DS-1 (54) compound, one bisbenzylisoquinoline type alkaloid compound, namely DS-3 (56) compound, one steroid compound, namely ?-sitosterol, and one other compound that has not been confirmed yet, i.e. compound DS-2 (55). The cytotoxicity test results of isolated compounds against murine leukemia cells P-388 showed that the DS-1 (54), DS-2 (55), and DS-3 (56) were inactive with IC50 values of 82.25 ?g/mL, 4.32 ?g/mL, and 25.84 ?g/mL respectively. Meanwhile, the results of the antioxidant test using the DPPH method showed that the DS-3 (56) compound had a very strong antioxidant effect with an IC50 value of 5.72 ?g/mL, while the DS-1 (54) and DS-2 (55) compounds had a very weak antioxidant effect with an IC50 value of 527.0 ?g/mL and 1340.0 ?g/mL respectively.