#TITLE_ALTERNATIVE#

• Main Author: , MUHTADI
• Format: Dissertations
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/8739
• Institution: Institut Teknologi Bandung

Dipterocarpus, locally known as “Keruing”, belongs to the family Dipterocarpaceae and it is the third major genus of the family, in addition to Shorea and Hopea, consisting of ca. 75 species. Literature study showed that only one species from this genus, namely D. grandiflorus, has been reported for 13 resveratrol oligomers, a group of phenolic compounds formed from an oligomerisation of resveratrol (3,5,4-trihydroxystilbene).<p> <br /> <br /> <br /> Phytochemical study on Dipterocarpus plants become more interesting due to a conflicting evidence regarding the position of this genus in the two tribes of Dipterocarpaceae. Based on morphology, crop fossil and distribution, Dipterocarpus is included as one of the member from the tribe Dipterocarpeae, while the results of DNA chloroplast analysis suggested that this genus more appropriately belongs to the tribe Shoreae. Thus, the chemical data from the plants of Dipterocarpus, particularly on its resveratrol oligomers, could be significance to the chemotaxonomy of this genus.<p> Resveratrol oligomers, which are the major chemical constituents of the dipterocarpaceous plants, are not only interesting from their chemistry, but also from their biological properties. The reported data showed that a number of the oligomers exhibited significant antibacterial, antifungal, antioxidant, antiinflammatory, hepatoprotective, and cytotoxic properties, as well as inhibitor of 5?-reductase and acetylcholinesterase. Cytotoxic properties of the oligomers had been examined on a number of cancer cell lines resulting that a member of resveratrol tetramer, (-)-vaticanol C (9), was found to be cytotoxic through an induction of apoptosis. In view of this interesting results, however a cytotoxic evaluation of the oligomers against murine leukemia P-388 cells is still limited. Therefore, extension of cytotoxic data of the oligomers could be significance to the structure-activity relationship between the oligomers and their cytotoxic properties against P-388 cells.<p> <br /> <br /> <br /> Two objectives of this study are arisen on these facts. The first is devoted to phytochemical investigation on four selected Dipterocarpus species collected from Bogor, West Java region, namely D. hasseltii Blume, D. intricatus Dyer, D. retusus Blume and D. elongatus Korth. Isolation involved a number of laboratory works, including extraction, fractination and purification, using various chromatographic techniques as the method of separation, while structure elucidation, including the stereochemistry at the chiral centers, were carried out based on spectroscopic data, including UV, IR, 1-D NMR, 2-D NMR and HRMS spectra. The second objective is to evaluate the isolated compounds on cytotoxicity against murine leukemia P-388 cells. The cytotoxic evaluation was carried out by the method of MTT assay. Based on the IC50 values, the structureactivity relationship between the oligomers and their cytotoxic degree is qualitatively discussed.