FOUR SECONDARY METABOLITE FROM STEM BARK OF DRIMYS BECCARIANA

• Main Author: (NIM : 20513307), ARVIANI
• Format: Theses
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/21267
• Institution: Institut Teknologi Bandung

Drymis is the plant of family Winteraceae that distribution limited around the southwestern Pacific, Australia, New Guinea, Central America, South America and Madagascar. The spreading of this genus in Indonesia just found in the region Papua, The spreading of this genus in Indonesia just found in the region Papua and there are about ten species, one of which is Drymis beccariana, the local people call it as “Akway Merah Kecil”. In etnobotani this plant has used by people papua as an aphrodisiac and adder stamina. Based on the phytochemical studies species of D. beccariana is still very limited. In this research, study of phytochemical of stem bark D. beccariana to reveal the content of secondary metabolites. Previous studies have reported that Drymis consist of unique sesquiterpene of a group driman. It is also group other of a metabolite secondary as lignan and flavonoid has been found in this genus. Based on that, research on species D. beccariana is expected to isolate the same of a secondary metabolite. In this research, study of phytochemical of stem bark D. beccariana. Extraction of metabolite secondary was performed through the maceration method in acetone solvent. Fractination and purification by using vacuum liquid chromatography technique (VLC) and radial chromatography (RC). System of eluen that used such as n-hexane, chloroform, methanol and ethyl acetate. The separation of compound based on the monitor chromatography thin layer ( KLT ) under rays UV&#61548;254 nm and used shows stain CeSO4. Eighteen major faction of the results obtained fractionate extract acetone by using of system eluen n-hexane and ethyl acetate. Results of further separation and purification of the three main fractions L, M and O have been obtained four pure compounds. The molecular structure of the four compounds were determined based on data analysis of NMR spectroscopy (1HNMR, 13C-NMR, HSQC, HMBC, dan NOESY). The fourth consist of one lignan (+)-pinoresinol, one flavonoid compound pilloin (3&#8223;,5-dihydroxy-4&#8223;,7dimethoxyflavon) and two sesquiterpene drimane which one (+)-fuegin and dendrocarbin L. Piloin has previously been found from stem bark D. arfakensis from Arfak Mountain, Papua. (+)-fuegin and dendokarbin L has previously been found from root D. brasiliensis from Brazil. Lignans groups (+)- pinoresinol first reported isolated from the genus Drimys but has been found before in Silybum genus from Asteraceae family. Piloin is group of flavonoide derivatives flavon skeleton that methylated in position C-7 and C-4&#8223;. Dendocarbin L dan (+)-fuegin is group of seskuiterpene lactone because C-11 and C-12 which then undergo. <br /> <br /> cyclization forming ring of furane. Dendocarbin L is a diastereoisomer of the (+)fuegin at positions C-7 and C-11. Both of these compounds exhibit similar chemical shift in the spectrum 1H-NMR and 13C-NMR. In the 1H-NMR (+)-fuegin at position C-7 has a multiplicity of triplet patterns with J = 8 Hz that show axial configuration while the dendocarbin L at position C-7 has a multiplicity of singlet patterns with equatorial configuration of the field. Phytochemical studies showed that the rate of evolution D. beccariana higher than the D. winterii but lower than D. arfakensis. Species D. beccariana have almost the same level of evolution with D. brasiliensis. The diversity of the group of compounds have been isolated from D. beccariana prove the hypothesis of this study. Based on these results indicate that the bark D. beccariana from Arfak Mountains, Papua can be used as a source of seskuiterpen driman derivatives, flavones, and lignan.