Five new prenylated stilbenes (1 – 5), along with the known compounds cudraflavone C, trans-4-isopentenyl-3,5,2′,4′-terahydroxystilbene, trans-4-(3-methyl-E-but-1-enyl)-3,5,2′,4′-tetrahydroxystilbene, pannokin G, cycloartobiloxanthone, artonin P, morusin, artocarpin, artonin E, kuwanon C, artobiloxanthone, and artoindonesianin C (6 – 17) were isolated from the stem bark of the tropical tree Artocarpus communis. The structures were established by NMR spectroscopic analysis, MS studies, and comparison with spectral data reported in the literature.
Artocarpus ; Moraceae ; Stilbenes ; Trees

Bangladesh has one of the highest rates of malnutrition in the world although the country is endowed with agricultural produce that could be properly utilised to prepare adequate food for children. Considering this, three weaning foods were formulated using locally available cereals and nutritious fruits such as wheat, soya flour, jackfruit and mango. Methods: Standard procedures of Association of Official Analytical Chemists (AOAC) and American Public Health Association (APHA) were used to determine the chemical composition and microbiological analysis. Organoleptic qualities were analysed by twenty adult panelists of the Institute of Food Science and Technology, Bangladesh, using a 9-hedonic scale against a cereal based commercial brand as standard for proximate and sensory properties. Results: The moisture content of the developed weaning foods ranged from 2.78-3.59%, crude protein content 14.74-16.55%, fat 11.04-12.70%, ash 1.38-1.68%, crude fibre 1.04-1.52%, carbohydrate 65.83-71.09% and energy content from 445.80-465.48 kcal/100g of the foods. The formulated weaning foods A, B and C were significantly different (p<0.05) in moisture, protein, fat, carbohydrate and energy contents from the commercial brand, D. According to rat bioassay method, the prepared weaning foods C and B had the highest Protein Efficiency Ratio and Feed Efficiency Ratio than the commercial brand, D. Total bacterial counts were nil for all weaning foods. Sensory analysis revealed acceptability of all the weaning foods and preference for weaning food C that compared favorably with the standard in all the quality attributes. Conclusion: The formulated weaning foods are inexpensive and nutritious, and its ingredients are locally available. These foods have the potential for improving malnutrition problems facing children in Bangladesh.
Malnutrition ; Artocarpus ; Mangifera ; Soybeans ; Child ; Bangladesh

A reversed-phase high-performance liquid chromatographic method is described for the simultaneous determination of three antibacterial flavonoids, artocarpanone, artocarpin, and cycloartocarpin in ethyl acetate extracts from Artocarpus heterophyllus heartwoods. Separation was achieved using a TSK-gel ODS-80Tm column (5 µm, 4.6 × 150 mm) at 25℃ with a gradient elution system of methanol and water as follows: 0-8 min, 60:40; 8-27 min, 80:20; 27-35 min, 60:40, v/v, at a flow rate of 1 mL/min, and a quantitative UV detection at 285 nm. The method was validated by measuring the key parameters, including specificity, linearity, sensitivity, accuracy, repeatability and reproducibility. A high degree of specificity and sensitivity was achieved. The calibration curves for all three flavonoids showed good linearity with a coefficient of determinations (R²) of ≥ 0.9995. The recoveries of the method were from 98-104%, with good reproducibility and repeatability (RSD values of less than 2%) were also achieved. Ethyl acetate was the best solvent for extraction of these three flavonoids using the heat reflux conditions for 1 h. This optimized sample preparation and HPLC method can be practically used for a routine standardization process of the extracts from the A. heterophyllus heartwoods.
Artocarpus* ; Calibration ; Chromatography, High Pressure Liquid* ; Flavonoids* ; Hot Temperature ; Methanol ; Methods ; Sensitivity and Specificity ; Water

OBJECTIVETo investigate flavonoids from Artocarpus hypargyreus.

METHODThe compounds were isolated by various chromatographic methods and identified by spectroscopic analysis.

RESULTTen compounds were isolated and their structures were identified as artohypaflavone (1), brosimone H (2), artonin A (3), artocarpin (4), artopetelin B (5), (-)-epiafzelechin (6), oxyresveratrol (7), (+)-afzelechin (8), (+)-catechin (9), and (+)-afzelechin-3-O-alpha-L-rhamnopyranoside (10).

CONCLUSIONCompound 1 is a new isoprenylated flavone, while compounds 2, 4-6, and 8 were isolated from this plant for the first time.

Artocarpus ; chemistry ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Molecular Structure

Artocarpus heterophyllus has been used as traditional medicine. This plant is one of the sources of flavonoid. Flavonoid compounds possessed a wide range of biological properties including anticancer. This study was performed to investigate the cytotoxic effect of flavonoids from A. heterophyllus on H460 and MCF-7 cell lines. The interaction of flavonoids and cisplatin against tested cancer cells was also evaluated. MTT assay was used to determine the cytotoxic effect of flavonoid. Isobologram analysis was selected to evaluate the synergistic effect between flavonoid and cisplatin, their interaction was then confirmed using AO/PI staining method. Amongst of flavonoid compounds, artocarpin exhibited strong cytotoxic effect on both MCF-7 and H460 cell lines with IC₅₀ values of 12.53 µg/mL (28.73 µM) and 9.77 µg/mL (22.40 µM), respectively. This compound enhanced anticancer activity of cisplatin against H460 and MCF-7. The combination produced a synergistic effect on H460 and MCF-7 cell lines with a combination index (CI) values of 0.2 and 0.18, respectively. The AO/PI stained demonstrated that the combination of artocarpin and cisplatin caused morphological changes that indicated apoptosis. Moreover, artocarpanone also significantly increased cytotoxic effect of cisplatin compared to its single concentration with CI below than 1. This result suggested the potency of flavonoid named artocarpin to enhance the anticancer activity of cisplatin on H460 and MCF-7 cell lines.
Apoptosis ; Artocarpus ; Cell Line ; Cisplatin ; Flavonoids ; MCF-7 Cells ; Medicine, Traditional ; Methods ; Plants

Two prenylated 2-arylbenzofurans were isolated from roots of Artocarpus heterophyllus, with a combination of various chromatographic approaches, including ODS, MCI, Sephadex LH-20, and semipreparative high performance liquid chromatography(HPLC). They were identified as 5-[6-hydroxy-4-methoxy-5,7-bis(3-methylbut-2-enyl)benzofuran-2-yl]-1,3-benzenediol(1) and 5-[2H,9H-2,2,9,9-tetramethyl-furo[2,3-f]pyrano[2,3-h][1]benzopyran-6-yl]-1,3-benzenediol(2) with spectroscopic methods, such as HR-ESI-MS, IR, 1D NMR, and 2D NMR, and named artoheterins B(1) and C(2), respectively. The anti-respiratory burst activities of the two compounds were evaluated with rat polymorphonuclear neutrophils(PMNs) stimulated by phorbol 12-myristate 13-acetate(PMA). The results showed that 1 and 2 exhibited significant inhibitory effect on respiratory burst of PMNs with IC_(50) values of 0.27 and 1.53 μmol·L~(-1), respectively.
Rats ; Animals ; Molecular Structure ; Artocarpus/chemistry* ; Plant Extracts/pharmacology* ; Magnetic Resonance Spectroscopy ; Plant Roots/chemistry*

The chemical constituents from the branches and leaves of Artocarpus incisus were isolated and purified via silica gel, ODS, and Sephadex LH-20 column chromatography as well as preparative HPLC. The chemical structures of all isolated compounds were identified in the light of their physicochemical properties, spectroscopic analyses, and comparisons of their physicochemical and spectroscopic data with the reported data in literature. As a result, 20 compounds were isolated and characterized from the 90% ethanol extract of the branches and leaves of A. incisus, which were identified as tephrosin(1), 6-hydroxy-6 a, 12 a-dehydrodeguelin(2), sarcolobin(3), lupiwighteone(4), 12-deoxo-12α-methoxyelliptone(5), 6 aα,12 aα-12 a-hydroxyelliptone(6), homopterocarpin(7), 3-hydroxy-8,9-dimethoxypterocarpan(8), pterocarpin(9), maackiain(10), medicarpin(11), calycosin(12), genistein(13), formononetin(14), 5-hydroxy-4',7-dimethoxy isoflavone(15), liquiritigenin(16), 4(15)-eudesmene-1β,7α-diol(17), ent-4(15)-eudesmene-1β,6α-diol(18), 1α-hydroxyisodauc-4-en-15-al(19), and guaianediol(20). Except compounds 13 and 16, all other compounds were isolated from the Artocarpus plants for the first time. Additionally, using MTS assay, compounds 1-20 were eva-luated for their anti-rheumatoid arthritis activities by measuring their anti-proliferative effects on synoviocytes in vitro. As a consequence, compounds 1-16 showed notable anti-rheumatoid arthritis activities, which displayed inhibitory effects on the proliferation of MH7 A synovial fibroblast cells, with the IC_(50) values in range of(9.86±0.09)-(218.07±1.96) μmol·L~(-1).
Arthritis ; Artocarpus ; Cell Proliferation ; Ethanol ; Genistein ; Plant Extracts/pharmacology* ; Silica Gel ; Synoviocytes

In the present study, antioxidant activities of the fruits of A. heterophyllus, A. squamosa, T. bellirica, S. samarangense, A. carambola and O. europa were investigated. For this, at first matured fruits of them were sliced into small pieces and dried in the sun and finally crushed in a grinder to make powder. Ethanolic extracts of fruit powder were prepared using 99.99% ethanol. The antioxidative activities of these extracts were determined according to their abilities of scavenging 1, 1-diphenyl-2-picrylhydrazyl (DPPH) free radical. It was demonstrated that all the ethanolic extracts of A. heterophyllus, A. squamosa, T. bellirica, S. samarangense, A. caranbola and O. europa showed antioxidant activities. The IC50 of the ethanolic extracts of A. heterophyllus, A. squamosa, T. bellirica, S. samarangense, A. carambola and O. europa were 410, 250, 34, 200, 30 and 76 microg/mL, respectively. Among them, A. carambola showed the highest antioxidant activities followed by T. bellirica, O. europa, S. samarangense, A. squamosa and A. heterophyllus indicating that fruits of A. carambola, T. bellirica and O. europa are very beneficial to human health.
Annona ; chemistry ; Antioxidants ; metabolism ; pharmacology ; Artocarpus ; chemistry ; Biphenyl Compounds ; chemistry ; Dose-Response Relationship, Drug ; Ethanol ; chemistry ; Fruit ; chemistry ; Magnoliopsida ; chemistry ; Olea ; chemistry ; Oxidation-Reduction ; drug effects ; Picrates ; chemistry ; Plant Extracts ; metabolism ; pharmacology ; Spectrophotometry, Ultraviolet ; Syzygium ; chemistry ; Terminalia ; chemistry