• YAKHAK HOEJI
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• v.48 no.2
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• pp.117-121
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• 2004

Ranunculin, a potent cytotoxic component of P. koreana, was synthesized by reacting (s)-(-)-5-(hydroxymethyl)-2(5H)-furanone with 2,3,4,6-tetra-O-acetyl-$\alpha$-D-glucopyranosyl bromide and successive removal of the acetyl protecting group by 0.5 M HCl/MeOH. A new deacetylation process of the intermediate tetraacetylranunculin was deviced giving a yield of 83% of ranunculin. Protoanemonin, the cytotoxic structural moiety of ranunculin, was synthesized by dehydration of (s)-(-)-5-hydroxymethyl-2(5H)-furanone. Ranunculin showed a moderate cytototoxic activity against A-549 (ED$_{50}$=7.53 $\mu\textrm{g}$/$m\ell$), NIH3T (ED$_{50}$=13.6$\mu\textrm{g}$/$m\ell$), and SK-OV-3 (ED$_{50}$=17.5 $\mu\textrm{g}$/$m\ell$). Meanwhile, protoanemonin also exhibited moderate cytotoxicity against A-549 (ED$_{50}$=9.38 $\mu\textrm{g}$/$m\ell$), NIH3T (ED$_{50}$=13.8 $\mu\textrm{g}$/$m\ell$), and SK-OV-3 (ED$_{50}$=15.1 $\mu\textrm{g}$/$m\ell$). It was found that both of the synthetic products showed a potenter cytotoxicity against A-549.ainst A-549.

• Journal of Applied Biological Chemistry
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• v.48 no.2
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• pp.89-92
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• 2005

The germination of Lactuca sativa seeds was significantly inhibited by the water extract of the fresh leaves of Pulsatilla koreana N. including abundant ranunculin. Germination inhibitory activity increased in a dose-dependantly. Protoanemonin, produced from ranunculin by enzymatic action during maceration process of leaves, was proved to be the active principle with inhibitory activity was above 90% at concentration of 1 mg/ml.

• Food Science and Biotechnology
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• v.16 no.6
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• pp.1051-1054
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• 2007

An edible wild perennial plant with extremely potent antimicrobial activity was found and identified as apiifolia Virgin's Bower (Clematis apiifolia DC) which is easily found around wet wildernesses. Fresh fruit extract of C. apiifolia exhibited minimum inhibitory concentrations (MIC) in the vicinity of 0.1% against various yeasts and of less than or equal to 0.4% for non-lactic acid bacteria. MICs against lactic acid bacteria were about 2.0%. The antimicrobial activity of C. apiifolia fruit was even more potent than that of garlic which has been known for its potent antimicrobial activity. The principal antimicrobial compound of fruit extract of C. apiifolia was isolated and identified by high performance liquid chromatography and gas chromatography as protoanemonin (a gamma lactone of 4-hydroxy-2,4-pentadienoic acid). The antimicrobial activity of C. apiifolia was stable at high temperatures, and the activity was maintained after heating at $121^{\circ}C$ for 10 min. The antimicrobial compound of C. apiifolia was supposed to inhibit microorganisms by reacting with sulfhydryl groups of cellular proteins.

• Proceedings of the PSK Conference
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• 2002.10a
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• pp.343.2-343.2
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• 2002

Ranunculin (RAN). isolated from Ranunculaceae. exhibited significant cytotoxic activity against KB and Bel-7402 cells with ED$_{50}$ values of 0.21 and 0.35).${\mu}4M respectively. Under physiological condition. the ranunculin was deglycosylated to be protoanemonin. an active form containing ${\alpha}{\beta}$-unsaturated ketone moiety. which successively dimerized to be anemonin inactive form. (omitted)