• Natural Product Sciences
• /
• 제11권1호
• /
• pp.1-9
• /
• 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.

• 생약학회지
• /
• 제13권1호
• /
• pp.7-9
• /
• 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.

• 약학회지
• /
• 제27권1호
• /
• pp.37-43
• /
• 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.

• 한국식품과학회지
• /
• 제48권2호
• /
• pp.111-116
• /
• 2016

노니 부정근 유효성분의 효율적인 추출조건을 규명하고자 용매 종류, 물과 메탄올의 비율(물, 20, 40, 60, 80, 100%), 추출시간 및 추출방법을 달리하여 실험을 진행하였다. 안트라퀴논, 페놀성 화합물 및 플라보노이드의 용매별 추출한 결과 1시간 동안 초음파 추출 시 60-80% 메탄올에서 효과적이었으며, 환류냉각 추출기로 2시간 추출 시 80% 메탄올에서 효과적이었다. 노니 부정근의 유효성분에 대한 추출방법 및 시간에 따른 추출효율을 비교하기 위하여 교반추출, 환류냉각추출, 초음파추출, 균질기추출, 초고압추출, 침지추출을 실시하였다. 페놀성 화합물은 초음파추출에서 가장 높은 함량을 보였으며 안트라퀴논과 플라보노이드 함량은 환류냉각추출에서 가장 높게 나타났다.

• Journal of Microbiology and Biotechnology
• /
• 제13권4호
• /
• pp.529-536
• /
• 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
• /
• 제27권9호
• /
• pp.947-953
• /
• 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
• /
• 제4권3호
• /
• pp.187-195
• /
• 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
• /
• 제21권2호
• /
• pp.198-206
• /
• 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
• /
• 제22권6호
• /
• pp.592-607
• /
• 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).

• 약학회지
• /
• 제38권6호
• /
• pp.791-794
• /
• 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.