• Natural Product Sciences
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• v.11 no.1
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• pp.1-9
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• 2005

The chemical constituents from Hedyotis diffusa Willd and their pharmacological activities were summarized. It has been known data that this herb contains anthraquinones, terpenoids, steroids, flavonoids, organic acid, and polysaccharides. The studies of pharmacology have shown that Hedyotis diffusa Willd possess various levels of activities such as anticancer, anti-inflammatory, immunostimulatory, antioxidative, neuroprotective, and hepatoprotective activities.

• Korean Journal of Pharmacognosy
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• v.13 no.1
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• pp.7-9
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• 1982

From the leaves of Polygonum sachalinense Fr. Schm.(Polygonaceae) physcion(I) mp $205{\sim}6^{\circ}$, emodin(II) mp $248{\sim}50^{\circ}$, $physcion-8-0-{\beta}-glucoside(III)$ mp $245{\sim}6^{\circ}$, and $emodin-8-0-{\beta}-glucoside(IV)$ mp $186{\sim}8^{\circ}$ were isolated.

• YAKHAK HOEJI
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• v.27 no.1
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• pp.37-43
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• 1983

The rhizome of Polygonum sachalinense Fr. Schm. (=Reynoutria sachalinensis Nakai, Polygonaceae) has been used as "Polygoni Rhizoma" (Hu Zhang) in the Orient as laxatives, diuretics and for treatment of suppurative dermatitis, gonorrhoea, favus and athlete's foot. From the methanolic extract of the dried rhizome physcion, emodin, emodin-8-O-$\beta$-D-glucoside as anthraquinone derivatives and .betha.-sitosterol glucoside were isolated and identified. Stilbene derivatives which have antibacterial and antifungal activities were also isolated.

• Korean Journal of Food Science and Technology
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• v.48 no.2
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• pp.111-116
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• 2016

To determine the optimum condition for the extraction of active components, noni adventitious roots were extracted under various conditions employing various solvents including methanolic water at different ratio (20, 40, 60, 80, and 100% water), extraction times and extraction methods. Anthraquinones, phenolic compounds, and flavonoids extraction using different solvents showed that 1 h of ultrasonic extraction was effective in 60-80% methanol, and 2 h of reflux extraction was effective in 80% methanol. To compare the extraction efficiency of active components according to different extraction methods and extraction times for noni adventitious roots, the active components were extracted by ultrasonic extraction, shaking extraction, reflux extraction, homogenizer extraction, high-pressure extraction, and soaking extraction. The highest phenolic contents were found in the extracted from ultrasonic extraction and anthraquinones and flavonoids contents were highest in the reflux extraction.

• Journal of Microbiology and Biotechnology
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• v.13 no.4
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• pp.529-536
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• 2003

The growth-inhibitory activity of Cassia tora seed-derived materials against seven intestinal bacteria was examined in vitro, and compared with that of anthraquinone, anthraflavine, anthrarufin, and 1-hydroxyanthraquinone. The active constituent of C. tore seeds was characterized as quinizarin, using various spectroscopic analyses. The growth responses varied depending on the compound, dose, and bacterial strain tested. At 1 mg/disk, quinizarin exhibited a strong inhibition of Clostridium perfringens and moderate inhibition of Staphylococcus aureus without any adverse effects on the growth of Bifidobacterium adolescentis, B. bifidum, B. longum, and Lactobacillus casei. Furthermore, the isolate at 0.1 mg/disk showed moderate and no activity against C. perfringens and S. aureus. The structure-activity relationship revealed that anthrarufin, anthraflavine, and quinizarin moderately inhibited the growth of S. aureus. However. anthraquinone and 1-hydroxyanthraquinone did not inhibit the human intestinal bacteria tested. As for the morphological effect of 1 mg/disk quinizarin, most strains of C. perfringens were damaged and disappeared, indicating that the strong activity of quinizarin was morphologically exhibited against C. perfringens. The inhibitory effect on aflatoxin $B_1$ biotransformation by anthraquinones revealed that anthrarufin ($IC_50,\;11.49\mu\textrm{M}$) anthraflavine ($IC_50,\;26.94\mu\textrm{M}$), and quinizarin ($IC_50,\;4.12\mu\textrm{M}$), were potent inhibitors of aflatoxin ${B_1}-8,9-epoxide$ formation. However, anthraquinone and 1-hydroxyanthraquinone did not inhibit the mouse liver microsomal sample to convert aflatoxin $B_1$ to aflatoxin ${B_1}-8,9-epoxide$. These results indicate that the two hydroxyl groups on A ring of anthraquinones may be essential for inhibiting the formation of aflatoxin ${B_1}-8,9-epoxide$. Accordingly, as naturally occurring inhibitory agents, the C. tora seed-derived materials described could be useful as a preventive agent against diseases caused by harmful intestinal bacteria, such as clostridia, and as an inhibitory agent for the mouse liver microsomal conversion of aflatoxin $B_1$ to aflatoxin ${B_1}-8,9-epoxide$.

• Archives of Pharmacal Research
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• v.27 no.9
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• pp.947-953
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• 2004

The antioxidative and hepatoprotective potentials of two anthraquinones, alaternin (2-hydroxy-emodin) and emodin, to scavenge and/or inhibit hydroxyl radicals generated by the Fenton reaction and to protect tacrine-induced cytotoxicity in human liver derived HepG2 cells were evaluated, respectively. The inhibitory activity on hydroxyl radical generated in a cell-free chemical system (FeSO$_4$/$H_2O$$_2$) was investigated by a fluorescence spectrophotometer using a highly fluorescent probe, 2$^1$,7$^1$-dichlorofluorescein. The hydroxyl radical scavenging activity was determined by electron spin resonance spectroscopy using 5,5-dimethy-1-pyrroline-N-oxide as hydroxyl radicals trapping agents. Tacrine-induced HepG2 cell toxicity was determined by a 3-［4,5-dimethylthiazole-2yl］-2,5-diphenyltertrazolium bromide assay. Although the scavenging activity of alaternin on hydroxyl radical was similar to that of emodin in dose-dependent pat-terns, the inhibitory activity exhibited by the former on hydroxyl radical generation was stron-ger than that of the latter, with $IC_{50}$/ values of 3.05$\pm$0.26 $\mu$M and 13.29$\pm$3.20 $\mu$M, respectively. In addition, the two anthraquinones, alaternin and emodin showed their hepatoprotective activ-ities on tacrine-induced cytotoxicity, and the EC$_{50}$ values were 4.02 11M and 2.37 $\mu$M, respec-tively. Silymarin, an antihepatotoxic agent used as a positive control exhibited the EC$_{50}$ value of 2.00 $\mu$M. These results demonstrated that both alaternin and emodin had the simultaneous antioxidant and hepatoprotective activities.ies.

• Advances in Traditional Medicine
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• v.4 no.3
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• pp.187-195
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• 2004

A number of plants from different geographical origins have been shown to possess antioxidant activity. Some of them have been developed as natural antioxidant formulations for food, cosmetic and other applications. Bangladeshi flora is a rich source of a range of plant species, many of which are medicinal plants, and have been used in the preparations of the Unani and Ayurvedic traditional medicines. There are no, or just a few, reports on any systematic screening of the extracts of Bangladeshi plants for free radical scavenging activity using DPPH assay available to date. As part of our on-going search for biological activity in Bangladeshi plants, Kadam (Anthocephalus chinensis), Goran (Ceriaps decandra), Swarnalata (Cuscuta reflexa), Gab (Diospyros peregrina), Sundari (Heritiera fomes), Dhundul (Xylocarpus granatum) and Possur (Xylocarpus mekongensis) have been selected for the assessment of their free radical scavenging activity, and studies on the contents of alkaloids, anthraqunones, flavonoids and tannins in these extracts. Most of these species have been used in traditional medicine in Bangladesh and other countries for the treatment of various illnesses ranging from common cold to cancer. All extracts, except the methanol extract of Cuscuta reflexa, displayed significant free radical scavenging activity in the DPPH assay $(RC_{50}$ values within the range of $2.75\;{\times}\;10^{-2}\;to\;4.7\;{\times}\;10^{-3}\;mg/mL)$. Among these extracts, the methanol extract of Xylocarpus granatum exhibited the most potent activity $(4.7\;{\times}\;10^{-3}\;mg/mL)$ and that of Cuscuta reflexa had the least activity $(1.64\;{\times}\;10^{-1}\;mg/mL)$. While none of these plants showed positive tests with Dragendorff's reagent, presence of low to moderate amounts of phenolic compounds, e.g. anthraquinones, flavonoids and tannins was evident in all of these plants, except for the methanolic extracts of C. reflexa and the barks of D. peregrina, which did not display any evidence for the presence of flavonoids and anthraquinones, respectively.

• Archives of Pharmacal Research
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• v.21 no.2
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• pp.198-206
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• 1998

Fourty eight derivatives of 2-(1-oxyalkyl)-1,4-dioxy-9,10-anthraquinone were synthesized, and their antitumor activity was evaluated. On the whole, 2-(1-hydroxyalkyl)-1,4-dihydroxy-9,10-anthraquinones (DHAQ=1,4-dihydroxy-9,10-anthraquinone) showed stronger cytotoxic activity against L1210 cells than 2-(l-hydroxyalkyl)-1,4-dimethoxy-9,10-anthraquinones(DMAQ =1,4-dimethoxy-9,10-anthraquinone), implying that free hydroxy groups at C-1 and C-4 of the anthraquinone structure are necessary for the cytotoxic activity. The bioactivity of 2-(lhydroxyalkyl)-DHAQ derivatives differed according to the size of alkyl group at C-1;while the elongation of alkyl group over 7 carbon atoms failed to enhance the bioactivity, the derivatives possessing alkyl moiety of 1-6 carbon atoms showed an increase in the cytotoxicity and the antitumor activity in Sarcoma-180; 2-hydroxymethyl-DHAQ ($ED_{50}$, $15\mu\textrm{g}$/ml; T/C, 125%), 2-(1 -hydroxyethyl)-DHAQ($1.9{\mu}g/ml;139.2%)$;, 2-(1-hydroxypropyl)-DHAQ ($7.2{\mu}g$/ml; 135.1%), 2-(1-hydroxybutyl)-DHAQ ($10.2{\mu}g/ml; 125.3%)$, 2-(1-hydroxypentyl)-DHAQ ($23.7{\mu}g/ml; 110.1%$). and 2-(1-hydroxyhexyl)-DHAQ ($58{\mu}g/ml;108%$). Next, 2-(1-Hydroxyalkyl)-DHAQ derivatives were acetylated to produce 2-(1-acetoxyalkyl)-DHAQ analogues. Although the acetylation somewhat enhanced the cytotoxicity, but not the antitumor action. In addition, the presence of phenyl group at $C-1^{l}$ enhanced the cytotoxicity and the T/C value, compared to alkyl groups of same size; 2-(1-hydroxy-1-phenyl)-DHAQ ($ED_{50}$, $5.6{\mu}g$, T/C, 137%).

• Archives of Pharmacal Research
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• v.22 no.6
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• pp.592-607
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• 1999

2-(1-Aryl-1-hydroxymethyl)-and 2-aroyl-DHAQ derivatives (DHAQ, 1,4-dihydroxy-,10-anthraquinone), and 2-(1-aryl-1-hydroxymethyl)-ATO derivatives (ATO, anthraceneactivity (T/C 125~128%), though their cytotoxicity was not further improved compared to that of 2-(1-aryl-1-dydroxymethyl)-1,4-dihydroxy-9,10-anthraquinones. They manifested no correlation between the cytotoxicity and the antitumor activity. In case of 2-[1-hydroxy-1-(4-propylphenyl)-methyl]-ATO, the most bioactive one in viv-1,4,9,10-tetraone) were synthesized and their antitumor activities were determined. 2-(1-Aryl-1-hydroxymethyl)-DHAQ derivatives showed a stronger cytotoxicity compared to the series of 2-(1-hydroxyalkyl)-1,4-dihydroxy-9,10-anthraquinone derivatives. It was suggested that the presence of aryl group at the side chain accelerated the bioreductive activation leading to cell death. 2-Aroyl-DHAQ derivatives, despite their higher electrophilicity, revealed smaller cytotoxicity and antitumor activity (expressed by T/C value) than 2-(1-aryl-1-hydroxymethyl)-DHAQ derivatives. Thus, no consistent relationship between the electronic effect on aromatic side chain and the cytotoxicity was observed. ATO series exhibited a higher antitumor o among the same series, it showed an $ED_{50}$ value of 10.2 mg/mL and a T/C value of 218%. It is assumed that the anthrancene1,4,9,10-tetraones after uptake into cellular tissues might be transformed to a cytotoxic metabolite(s).

• YAKHAK HOEJI
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• v.38 no.6
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• pp.791-794
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• 1994

Sixteen kinds of naturally occurring phenolic compounds including 5 stilbenes, 7 flavonoids and 4 anthraquinones were examined in the inhibitory activity against rat liver AADC(aromatic L-amino acid decarboxylase) in vitro, using 5-hydroxytryptophan as a substrate. Three hydroxystilbenes, resveratrol 1, rhapontigenin 3 and piceatanol 5, which were known to be monoamine oxidase A inhibitors, exhibited a significant inhibition against AADC($IC_{50}$=20, 8 and $5\;{\mu}M$, respectively). By the comparison of the activity of each phenolic compound, it was suggested that the 3',4'-dihydroxyphenyl group of stilbenes or flavones was the best pharmacophore for the AADC inhibitory activity.