Abstract
An attempt to estabilish the relationship between anti-cell adhesive action of phenylacetylshikonin anallogues and their cytotoxicity against A549 cells was done. In the one hour incubation with A549 cells, α-methoxyphenylacetyl-(9), α-acetoxyphenylacetyl-(13), 3,4-methylen-edioxyphenylacetyl-(15) and 4-(N,N-dimethylamino)-phenylacetylshikonin (17) analogues showed a high anti-cell adhesive activity (IC100 value, 4–8 μg/ml), while halophenylacetyl-and dimethoxy-or trimethoxyphenylacetyl analogues expressed no activity at 40 μg/ml, indicating that the presence of a bulky group at C′-α and a polar group at C-4 of phenylacetyl moiety may be important. A similar structure activity relationship exists for the 48 hr cytotoxocity (ED50) of phenylacetylshikonin analogues in A 549 cells, but not in either K562 or L1210 cells. Furthermore, the difference between IC100 values for anti-cell adhesive activity and ED50 values for cytotoxicity of potent compound in A549 cells was not so great (1.5 to 3 times). Based on these observations, it is proposed that the anti-cell adhesive action of phenylacetylshikonins might be responsible for their cytotoxicity in A549 cells.
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Kim, SH., Song, GY., Sok, DE. et al. Anti-cell adhesive effect of phenylacetylshikonin analogues related to their cytotoxicity in A549 cells. Arch. Pharm. Res. 20, 155–157 (1997). https://doi.org/10.1007/BF02974003
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DOI: https://doi.org/10.1007/BF02974003