ISOLATION AND BIOACTIVITY OF SECONDARY METABOLITES FROM LEAVES OF CRYPTOCARYA TOMENTOSA (LAURACEAE)

• Main Author: FADHILAH (NIM : 20513055), NURUL
• Format: Theses
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/23587
• Institution: Institut Teknologi Bandung

Cryptocarya, which is known as ‘Medang’, is one of major genus in Lauraceae family. Cryptocarya includes 327 species which are distributed mostly in tropical and subtropical forests region. This evergreen trees genus is commonly traded in timber industry for building, furnishing and as pulp in paper industry. Moreover, Crytocarya is also used as traditional medicines, such as as treatment for sore of joints and muscles, headache, bellyful and infectious caused by bacteria and fungi. Based on the phytochemical studies on Cryptocarya, the major secondary metabolites of this genus belong to alkaloids, flavonoids, and pyrones. Besides that, Cryptocarya also produced lignans, stilbenes, coumarins, terpenoids, steroids and carboxylate acid derivatives. These secondary metabolites of Cryptocarya exhibited a diverse bioactivity, such as cytotoxicity against several cell lines, antimalarial, antibacterial and antiinflammation. Phytochemistry and bioactivity studies of Indonesian Cryptocarya secondary metabolites conducted previously were limited on some parts i.e. stem barks, heartwoods and roots. Phytochemical investigation on leaves of Cryptocarya was rare, even the research on leaves of C. tomentosa has not been reported yet. Therefore, this research has been conducted to isolate the secondary metabolites from leaves of C. tomentosa and to examine their bioactivity against murine leukemia P-388 cells. The isolation of secondary metabolites has been carried out through various chromatographic techniques, including vacuum liquid chromatography, gravity column chromatography, and radial chromatography. The structures of isolated compounds were determined based on their spectroscopic data including 1D NMR (1H-NMR and 13C-NMR,) and 2D NMR (HSQC, HMBC, and TOCSY). The leaves of C. tomentosa (1.9 kg) were macerated in MeOH and methanol extract (296 g) was obtained. Chlorophyll was separated from methanol extract and followed by extraction with EtOAc to yield EtOAc extract (40 g). The EtOAc extract was fractionated to give seven main fractions (A-G) by liquid vacuum liquid chromatography. Four compounds have been obtained from five main fractions. The first two compounds have been identified as quercetin and dihydroquercetin from B fraction. Dihydroquercetin was also obtained from C fraction by using the same techniques. Meanwhile, (+)-catechin and taxifolin-3-O-&#945;-L-arabinoside were obtained from D and E fractions, respectively. Taxifolin-3-O-&#945;-L-arabinofuranoside was also yielded from fraction F. All of these compounds are flavonoids derivative. However these compounds consist of different types of flavonoids. Quercetin is flavonol, dihydroquercetin and taxifolin-3-O-&#945;-L-arabinofuranoside are flavanol, while (+)-catechin is flavan-3-ol. In addition, these isolated compounds are formed from the combination of the two biogenesis pathway, a shikimic and an acetate-malonate pathway. Dihydroquercetin, (+)-catechin, and taxifolin-3-O-&#945;-L-arabinofuranoside are reported for the first time from Cryptocarya. Whereas, quercetin had been reported previously from C. alba. The cytotoxicity assay of EtOAc extract of the leaves of C. tomentosa and of three of isolated flavonoids, dihydroquercetin, (+)-catechin, and taxifolin-3-O-&#945;-L-arabinofuranoside against murine leukemia P-388 cells showed that they were inactive. <br /> <br /> <br />