Didin Mujahidin

Artoindonesianins G-I, three new isoprenylated flavones from Artocarpus lanceifolius

Three new isoprenylated flavones, artoindonesianins G-I (1-3), together with the two known flavones artelastofuran (4) and artelasticin (5), have been isolated from the heartwood of Artocarpus lanceifoliu. The structures of the new compounds were determined on the basis of spectroscopic data. Compounds 1-3 and 5 showed strong cytotoxicity against P-388 cells.

Macagigantin, a farnesylated flavonol from Macaranga gigantea.

A new farnesylated flavonol derivative, macagigantin (1), together with two known flavonoids, glyasperin A (2) and apigenin (3), had been isolated from the acetone extract of the leaves of Macaranga gigantea. The structure of the new compound was elucidated as 6-farnesylkaempferol based on its spectroscopic data, including UV, IR, 1D and 2D NMR, and HR-EI-MS spectra. Compounds 1–3 were evaluated for their cytotoxic properties against P-388 cells, their IC50 values being 11.3, 6.0, and 5.1 μM, respectively.

Artoindonesianins Q-T, four isoprenylated flavones from Artocarpus champeden Spreng. (Moraceae).

Four isoprenylated flavones, artoindonesianins Q-T, were isolated from the heartwood of Artocarpus champeden Roxb. The structures of these compounds were elucidated on the basis of their spectroscopic data.

Antibacterial Flavanones and Dihydrochalcones from Macaranga trichocarpa

Abstract Previously we had isolated two prenylated flavanones and two prenylated dihydrochalcones, macatrichocarpins A-D (1 - 4), from the acetone extract of the leaves of Macaranga trichocarpa. Reexamination of the fractions containing minor components resulted in the isolation of four more flavonoid derivatives, including two new prenylated dihydrochalcones, oxymacatrichocarpin C (5) and isomacatrichocarpin C (6). The structures of these compounds were determined by the analysis of UV, NMR, and mass spectral data. The eight isolated flavonoids were tested on eight pathogenic bacteria and found to be mostly moderate antibacterial agents, with the lowest MIC value of 26.5 μM achieved by the flavanone macatrichocarpin A (1) against Bacillus subtilis.

A modified oligostilbenoid, diptoindonesin C, from Shorea pinanga Scheff.

A new oligostilbenoid, diptoindonesin C, has been isolated from the tree bark of Shorea pinanga Scheff., along with the two known oligostilbenoids gnetin H and hopeaphenol, and a known coumarin scopoletin. The new oligostilbenoid was moderately active against brine shrimps Artemia salina.

Discovery of Natural Products from Indonesian Tropical Rainforest Plants: Chamodiversity of Artocarpus(Moraceae)

It is well known that Man has utilized the bioresources available in the environment for timber, food, clothes, fuel, and medicine. It is also well known that plants produce a bewildering array of natural chemicals many of which are used in modern health care. Consequently, many natural product chemicals produced by plants and microorganisms have been screened to identify compounds from which medicines for the treatment of malaria, cancer, AIDS, etc. might be developed.

A flavone derivative from Sesbania sesban leaves and its cytotoxicity against murine leukemia P-388 cells

Sesbania sesban, locally named as Jayanti, is one of Indonesia plants belonging to Fabaceae family. This species is traditionally used by Indonesian people to cure digestive disorders, fever, or headache. Jayanti can grow well in tropical to subtropical region, such as in Asia and Africa. Based on literature, qualitative analysis of the methanol extract of leaves of S. sesban showed that it contained flavonoids, alkaloids, saponins and glycosides. In addition, the activity assay of extracts of different tissues of this species showed antitumor, antimalarial, and antidiabetic activityies (leaves and seed extracts), antioxidants (flower extract), and analgesic (wood extract). Though the extracts of S. sesban parts showed interesting activities, chemical study of those extracts have not been widely reported. Therefore, the objective of this research was to isolate the secondary metabolites from methanol extract of leaves of S. sesban and to determine their cytotoxicity against murine leukemia P-388 cells. On...

Phytochemical of Indonesian Macaranga and their Cytotoxic PropertiesAgainst P388 Cells

Plants as a source of bioactive chemicals have been known since very long time, and thus it is a rational strategy to develop phytochemical studies on the Indonesian plants and tested the isolated chemicals on a various biological systems. Since 1999, the author, as a part the Group of Natural Products Chemistry, Institut Teknologi Bandung, has actively wotk on a number of Indonesian plant families, including Lauraceae, Moraceae, Dipterocarpaceae, Zingiberaceae, and Euphorbiaceae, aiming to find new biologically active chemicals from nature. In this presentation, studies on Macaranga species (Euphorbiaceae) will be presented, hightlighting the results from six species of the genus, namely M. gigantea, M. lowii, M. pruinosa, M. recurvata, M. rhizinoides, and M. trichocarpa. Samples of the plants to be extracted were the leaves, and extraction was done either with acetone or methanol. Fractionation was carried out by vacuum liquid chromatography eluted by a gradient solvent system of n-hexaneEtOAc. Purification of the metabolites was done mainly with radial chromatography eluted with various solvent systems. Twenty seven flavonoid and stibene derivatives were isolated and identified, seventeen of which were new compounds. These compounds are substituted with isoprenyl, geranyl, farnesyl, and an iregular sesquiterpenyl group with a cyclobutane skeleton. In the presentation, several selected NMR spectra of the compounds will be described. On biological evaluation against murine leukemia P-388 cells by MTT assay these compounds showed varying cytotoxicities, with the highest active compounds was an isoprenylated dihydroflavanone isolated from M. recurvata. In conclusion, Macaranga is a unique source of flavonoid and stilbene derivatives, some of them have potential for biological activities. Keeping that Indonesia is one of the center of Macaranga’s diversity, pytochemical and biological research on this plant should be continued.

IN VITRO ANTIBACTERIAL ACTIVITY OF CHALCONE DERIVATIVES FROM Kaempferia pandurata RHIZOMES AGAINST CLINICAL ISOLATE BACTERIA

In vitro antibacterial activity of chalcone derivatives from “temu kunci” ( K. pandurta ) rhizomes against clinical isolate bacteria has been done. Two chalcone derivatives, panduratin A ( 1 ) and 4-hydroxypanduratin A ( 2 ) were isolated from Kaempferia pandurata rhizomes. Isolation of the chemical components were done with extraction (maceration), vacuum liquid chromatography and radial chromatography methods. The structures were determined by NMR spectroscopy ( 1 H-NMR, 13 C-NMR, 1D and 2D), then compare with data from literatures. Antibacterial activity was carried out with reference to the CLSI microdilution method, against eight clinical isolate bacteria such as Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Enterobacter aerogenes, Pseudomonas aeruginosa, Salmonella typhi, Shigella dysentriae and Vibrio cholerae. Compounds 1 and 2 showed significant antibacterial activity with highest activity against S. aureus and B. subtilis with MIC values of 2.4 to 18.8 µg/mL and MBC values of 4.8 to 37.5 µg/mL. These results showed these compounds as potential antibacterial agent for clinical isolate bacteria.

1-Hydroxy-3-(3-methylbut-2-enyloxy)anthracene-9,10-dione

An anthraquinone derivative, 1-hydroxy-3-(3-methylbut-2-enyloxy)anthracene-9,10-dione (4), has been synthesized in two steps from benzoic acid, 3,5-dihydroxybenzoic acid, and prenylbromide.