• 약학회지
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• 제37권3호
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• pp.286-289
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• 1993

UV and high performance liquid chromatographic methods for the quantitative analysis of methyl 5-hydroxy-dinaphtho [1,2-2',3'] furan-7,12-dione-6-carboxylate(MHDDC) in urine and blood were developed. The correlation coefficients of the calibration curves of MHDDC in chloroform, methanol and dioxane solution were 0.999, 0.997 and 0.998, respectively. MHDDC was resolved within 15 min and had a detection limit of 2-5ng at S/N=3 by using a reversed-phase column with two solvents (MeOH, HAc).

• 약학회지
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• 제37권2호
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• pp.198-203
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• 1993

Physico-chemical properties of methyl 5-hydroxy-dinaphtho[1,2-2',3'] furan-7,12-dione-6-carboxylate(MHDDC) were examined. The yellowish color of the solution at pH 8 below changes to a bluish color when the solution is basified to pH 10 above. This color change was presumed to a change of the molecular structure from a quinoid-type to a quinoid-type with the dissociation to the hydroxyl group as shown in chart 1.

• 약학회지
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• 제38권5호
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• pp.516-519
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• 1994

The derivatives of methyl 5-hydroxy-dinaphtho[1,2-2',3']furan-7,12-dione-6-carboxylate (MHDDC) were synthesized by condensing alkyl sulfate or alkyl halide with MHDDC in organic solvent, and their structures were identified by NMR, MS, UV, IR etc. We also investigated the physico-chemical properties, physiological activities, and set up the micro-analytical method of the compounds.

• 약학회지
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• 제35권6호
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• pp.483-485
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• 1991

A furanquinone substance(methyl 5-hydroxy-dinaphtho [1,2-2',3'] furan-7,12-dione-6-carboxylate) which has been isolated from the methanol extract of Paulownia tomentosa stem was synthesized by condensing 2,3-dichloro-1,4-naphthoquinone with methyl 1,4-dihydroxy-naphthalene-2-carboxylate in pyridine and identified by NMR, MS, UV, IR etc.

• Archives of Pharmacal Research
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• 제15권1호
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• pp.52-57
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• 1992

The molecular structure of a natural compound was determined by single crystal X-ray diffraction analysis. The compound was isolated by methanol extraction and repeated chromatography from the stem of Paulownia tomentosa. Yellow prismatic crystals of the compound, which were recrystallized from tetrahydrofuran, are triclinic, with a = 7.310 (6), b = 10.753(6), c = 11.586(5) ${\AA}.\;\alpha= 93.30(6),\;\beta=105.62(10),\;\gamma=109.49(7)^\circ,\;D_x=1.514,\;D_m=1.51 g/cm^3$, space group P1 and Z = 2. The structure was solved by direct method, and refined by least-squares procedure to the final R-value of 0.032 for 1271 independent reflections $(F\le3\sigma{(F))}$. The compound is one of new furanquinone analogue. The molecule has a nearly planar conformation with an intramolecular hydrogen bond. In the crystal, the planar molecules are arranged as a prallel sheet-like pattern, and these stackings are stabilized by the O-H...O type intermolecular hydrogen bonds. The other intermolecular contacts appear to be the normal van der Waals interactions.