Inhibition of cow's milk xanthine oxidase by flavonoids.
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Biomedical subjects
Publications and source records attributed to M Arisawa.
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Two new cytotoxic chromene derivatives, butyrylmallotochromene [10] and isobutyrylmallotochromene [11], were isolated from the pericarps of Mallotus japonicus. The new derivatives were identified as 5,7-dihydroxy-6-(2',4'-dihydroxy-3'-acetyl-5'-methyl-6'-methoxybenzyl)-8 - butyryl-2,2-dimethylchromene [10] and 5,7-dihydroxy-6-(2',4'-dihydroxy-3'-acetyl-5'-methyl-6'-methoxybenzyl)-8 - isobutyryl-2,2-dimethylchromene [11] by means of spectral data. These compounds and their respective acetylation and methylation products were found to be cytotoxic against KB cell lines.
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In view of the observation that a CHCl3-soluble fraction of the MeOH extract of Chrysosplenium grayanum has shown cytotoxic activity in the KB cell in vitro system, the fraction has been further fractionated to furnish five known flavonoids (chrysosplenols B, D, and E, retusin, and brickellin), 3,5-dihydroxy-4-methoxybenzoic acid methyl ester, and two new flavonoids named chrysosplenols F [1] and G [2]. The structures of the new flavonoids have been elucidated to be 5,4',5'-trihydroxy-3,7,2'-trimethoxyflavone [1] and 5,5'-dihydroxy-3,7,2',4'-tetramethoxyflavone [2] on the basis of spectral data. Certain of the isolated compounds and related flavonol aglycones showed marginal activities against KB cells in vitro.
The MeOH and CHCl3 extracts of the pericarps of Mallotus japonicus showed potential anti-tumor-promoter activity. Seven constituents of the CHCl3 extract and two derivatives from the most abundant constituent, mallotojaponin, markedly inhibited the incorporation of 3H-choline into phospholipids of C3H101/2 cells enhanced by 12-O-tetradecanoylphorbol-13-acetate (TPA), a potent tumor promoter.
Scopadulcic acid B (SDB), a tetracyclic diterpenoid isolated from a medicinal plant, Scoparia dulcis L., inhibited the effects of tumor promoter 12-O-tetradecanoylphorbol-13-acetate (TPA) in vitro and in vivo; SDB inhibited TPA-enhanced phospholipid synthesis in cultured cells, and also suppressed the promoting effect of TPA on skin tumor formation in mice initiated with 7,12-dimethylbenz[a]anthracene. The potency of SDB proved to be stronger than that of other natural antitumor-promoting terpenoids, such as glycyrrhetinic acid.
Mallotojaponin, a major constituent of the pericarps of Mallotus japonicus (Euphorbiaceae), inhibited the action of tumor promoter in vitro and in vivo; it inhibited tumor promoter-enhanced phospholipid metabolism in cultured cells, and also suppressed the promoting effect of 12-O-tetradecanoylphorbol-13-acetate on skin tumor formation in mice initiated with 7,12-dimethylbenz-[a]anthracene.