- Preparation method of antitumor active compound
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The invention relates to a preparation method of antitumor active compound, belonging to the field of medicinal chemistry. The method comprises the steps of enabling commercialized fully-acetylated glucose serving as a starting raw material and methylene dichloride serving as a solvent to react with 3, 4-dimethoxyphenol under the catalytic action of boron trifluoride ether so as to form a glucose anomeric carbon position-substituted glycoside intermediate; then, removing acetyl under the alkaline condition of sodium methylate, and enabling the product to have a regioselective chemical reaction with benzoyl chloride prepared by using full benzyl-protected anhydrous gallic acid so as to obtain a key glycosyl intermediate; finally, carrying out palladium-carbon reduction to remove benzyl protection. The glycoside natural product 1 is formed in high yield by means of simple and efficient reactions in the four steps; the prepared glycoside natural product has good tumor cytotoxic activity. The structural formula of the glycoside natural product 1 is described in the description.
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- Synthesis of tyrosyl-DNA phosphodiesterase i inhibitors
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The first report for the synthesis of tyrosyl-DNA phosphodiesterase I inhibitors 3,4-dimethoxyphenol-1-β-d-(6′-O-galloyl)glucopyranoside 3 and 3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol 2-β-d-(6′-O-galloyl) glucopyranoside 5 has been accomplished starting from readily available d-glucose as a starting material. An efficient and general approach has been reported for the synthesis of compounds 3 and 5 with an overall yield of 26% and 27%, respectively.
- Nale, Sagar D.,Jadhav, Vrushali H.
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supporting information
p. 2652 - 2654
(2016/06/01)
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- Studies on the constituents of the bark of Kalopanax pictus Nakai
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Five new compounds, kalopanaxsaponin G (2) and kalopanaxins A (6), B (8), C (11) and D (13), were isolated from the bark of Kalopanax pictus together with nine known compounds, kalopanaxsaponins A (1) and B (5), pericarpsaponin P(J3) (3), hederasaponin B (4), syringin (7), protocatechuic acid (9), coniferin (10), liriodendrin (=dl-syringaresinol di-O-glucopyranoside) (12), glucosyringic acid (14) and chlorogenic acid (15). The structures of the new compounds were characterized as hederagenin 28-O-α-L-rhamnopyranosyl(1→4)-β-D-glucopyranosyl(1→6)-β-D- glucopyranoside (2), ferulylaldehyde (=coniferylaldehyde) 4-O-β-D-glucopyranoside (6), coniferin 6'-O-(4-O-α-L-rhamnopyranosyl)-syringate (8), 2-methoxyhydroquinone 4-O-[6-O[(4-O-α-L-rhamnopyranosyl)-syringyl]-β-D-glucopyranoside (11) and coniferyl alcohol 4-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside (=coniferin 2'-O-β-D-apiofuranoside) (13).
- Sano,Sanada,Ida,Shoji
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p. 865 - 870
(2007/10/02)
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