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Anti-cell Adhesive Effect of Phenylacetylshikonin Analogues Related to their Cytotoxicity in A549 Cells

Kim, Seon-Hee    (College of Pharmacy, Chungnam National University   ); Song, Gyu-Yong    (College of Pharmacy, Chungnam National University   ); Sok, Dai-Eun    (College of Pharmacy, Chungnam National University   ); Ahn, Byung-Zun    (College of Pharmacy, Chungnam National University  );
  • 초록

    An attempt to estabilish the relationship between anti-cell adhesive action of phenylacetylshikonin analogues and their cytotoxicity against A549 cells was done. In the one hour incubation with A549 cells, ${\alpha}$ -methoxyphenylacetyl-(9), ${\alpha}$ -acetoxyphenylacetyl-(13), 3,4-methylenedioxyphenylacetyl-(15) and 4-(N,N-dimethylamino)-phenylacetylshikonin (17) analogues showed a high anti-cell adhesive activity $(IC_100; value, 4-8{\mu}g/ml)$ , while halophenylacetyl- and dimethoxy- or trimethoxyphenylacetyl analogues expressed no activity at $40{\mu}g/ml$ , indicating that the presence of a bulky group at $ C^I-{\alpha}$ and a polar group at C-4 of phenylacetyl moiety may be important. A similar structure activity relationship exists for the 48 hr cytotoxocity $(ED_{50})$ of phenylacetylshikonin analogues in A 549 cells, but not in either K562 or L1210 cells. Furthermore, the difference between $IC_{100}$ values for anti-cell adhesive activity and $ED_{50}$ 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.


  • 주제어

    Anti-cell adhesive effect .   cytotoxicity .   phenylacetylshikonin.  

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    2. 1994 "Synthesis of Dibenzoylmethanes as Intermediates for Flavone Synthesis by a Modified Baker-Venkataraman Rearrangement" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 17 (6): 434~437    
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  • Sok, Dai-Eun (28)

  • Ahn, Byung-Zun (63)

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