ISOLATION OF PHENOLIC COMPOUNDS FROM LEAVES Artocarpus altilis (Moraceae) AND THEIR CYTOTOXIC ACTIVITY AGAINTS MURINE LEUKEMIA P-388 CELLS

• Main Author: Purbaya, Sari
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/34117
• Institution: Institut Teknologi Bandung

Artocarpus altilis or commonly called breadfruit is a plant of the genus Artocarpus that have economic value as a producer of fruit and wood, while the leaves are traditionally used in Indonesian as a remedy for kidney disorders, lowering cholesterol, and lowering uric acid. In western India, leaves, roots, bark, and roots of A.altilis traditionally used by local people to lower high blood pressure, relieve asthma, reduce fever, and liver disorders. The study of secondary metabolites from the breadfruit reported some phenolic flavonoid compounds namely chalkon, dihidrochalkon, geranylated flavanones, and Diels-Alder adducts. While the biological activity of phenolic compounds that have been reported include anti-oxidant, inhibiting the formation of melanin, anti-microbial, anti-plasmodial, anti-tuberculosis, anti-diabetic, anti-atherogenic, cytotoxic, anti- austheric and anti-cancer. In another study, it was reported that their prenyl group at the phenolic compounds can increase cytotoxic activity against murine leukemia P-388 cell. Based on the information that it was clearly that this species is the producer of phenolic compounds potential for anti-cancer. Based on this background, the purpose of this study was to isolate and characterize the phenolic compounds from the methanol extract of leaves A.altilis. Extracts were obtained by maceration, separation and purification were done using various chromatographic techniques include vacuum liquid chromatography, radial chromatography and thin layer chromatography to monitor them. Structure determination using spectroscopic methods include UV-Vis, IR, 1H NMR , 13C NMR, HSQC, HMBC and by comparing the same data with previously reported data. From this research, the four compounds are compounds 2-geranyl-3,4,2', 4'- tetrahydroxy dihydrochalkon, compound 8-geranyl-5,7,4'-trihydroxyflavanone, compound 1 - (2,4-dihydroxyphenyl) - 3- [-hydroxy-2-methyl-2 - (4 - methyl -3- pentenyl) - 2 H - 1 -benzopyran-5-yl] 1-propanone, the compound 1- (2,4- dihydroxyphenyl) -3- {4- hydroxy-6,6,9-trimethyl-6a, 7,8,10a-tetrahydro-6H- dibenzo[b, d]pyrans-5-yl} -1-propanone have been isolated from the leaves of A. altilis and has been tested cytotoxicity against murine leukemia P-388 cells with IC50 values of 0.60, 2.30, 7.68, and 40.22 ug / ml. From the four compounds that are active to be used as lead compound of anti-cancer is the compound 2-geranyl- 3, 4, 2', 4'-tetrahydroxy-dihydrochalkon and compound 8-geranyl-5, 7, 4'­ trihydroxyflavanone because from the structure of the two compounds they both have free geranyl groups.