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KMID : 0545120000100040514
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Journal of Microbiology and Biotechnology
2000 Volume.10 No. 4 p.514 ~ p.517
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Cytotoxicity of Shikonin Metabolites with Biotransformation of Human Intestinal Bacteria
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MIN, BYUNG SUN
MESELHY, MESELHY R./HATTORI, MASAO/KIM, HWAN MOOK/KIM, YOUNG HO
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Abstract
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Six shikonin metabolites were obtained from human intestinal bacteria, Bacteriodes fragilis subsp. thetaotus, following biotransformation. The transformation of shikonin (1) was performed anaerobically for 3 day at 37℃ in the bacterial suspension of B. fragilis which was cultured overnight in GAM broth. The incubation mixture was extracted with EtOAc to give a dark-brown residue. The residue was applied to a silica gel column, which was eluted successively with hexane (Fr. A). CHCl_3, (Fr. B), and CHCl_3:MeOH (9:1) (Fr. C). Six metabolites, Fr.A (2 and 3), Fr. B ( 6 and 7). and Fr. C (4 and 5) were isolated by repeated silica gel column chromatography, preparative TLC, followed by Sephadex LH-20. In vitro cytotoxicities were tested against human tumor cell lines; PC-3 (prostate), ACHN (renal), A549 (lung). SW620 (colon), K562 (leukemia), and Du145 (prostate). The shikonin metabolites 2, 4, 5, and 6 showed weaker cytotoxicity than the parent shikonin (1), whereas shikonin monomeric metabolite 3 (ED_50 0.44-1.22㎍/㎖) and dimeric metabolite 7 (ED_50 0.48-2.35㎍/㎖) exhibited stronger activities compared with adriamycin, which was used as the positive control.
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