[논문]Antitumor Activity of Arylacetylshikonin Analogues

Kim, Seon-Hee; Song, Gyu-Yong; Jin, Guang-Zhu; Ahn, Byung-Zun

doi:10.1007/bf02976389

Antitumor Activity of Arylacetylshikonin Analogues 원문보기

Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea, v.19 no.5, 1996년, pp.416 - 422

Kim, Seon-Hee (College of Pharmacy, Chungnam National University) , Song, Gyu-Yong (College of Pharmacy, Chungnam National University) , Jin, Guang-Zhu (Department of Pharmacy, College of Medicine, University of Yanbian) , Ahn, Byung-Zun (college of Pharmacy, Chungnam National University)

Abstract ▼ AI-Helper

Twenty one phenylacetylshikonin analogues were synthesized from various subsitituted phenyl acetic acids and their cytotoxicity values against A549, K562 and L1210 cell lines and antitumor action in mice bearing S-180 cells were measured. All of phenylacetylshikonin analogues expressed a potent cytotoxicity $(ED_{50}, 0.1-1.80{\mu}g/ml)$ against L1210 and K562 cells. L1210 cells were the most sensitive to shikonin analogues among these cells. Except 4-methosyphenylacetylshikonin $(0.098 {\mu}g/ml)$, and a-acetoxyphenylacetylshikonin $(0.10 {\mu}g/ml)$, all other shikonin derivatives sshowed higher $ED_{50}$ values than phenylacetylshikonin $(0.13{\mu}g/ml)$, in L1210. In K562 cell, a-substitution of phenylacetylshikonin $(0.1{\mu}g/ml)$, while other subsitutions increased it slightly; 4-methoxyphenylacetylshikonin $(0.033{\mu}g/ml)$ showed a exceptionally good cytotoxicity against K562 cell. 4-Halogenation tended to decrease the cytotoxic effect on L1210 cells, while it enhanced the effect on K562; 4-bromophenylacetyl $$[ED_{50};(L1210)=1.76{\mu}g/ml, ;ED_{50};(K 562)=0.32 {\mu}g/ml]$$ and 4-chlorophenylacetyl shikonin $$[ED_{50};(L1210)=1.64 {\mu}g/ml, ;ED_{50};(K562)=0.32 {\mu}g/ml]$$. In contrast, A549 cells were much less sensitive to these shikonin analogues which showed $ED_{50}$ values of$1.5-1.35 {\mu}g/ml)$.Most of phenylacetylshikonin derivatives showed good antitumor activity in mice bearing S-180 cells. a-A-cetoxyphenylacetylshikonin and 4-dimethylaminophenylacetylshikonin showed highest T/C value (192-195%), implying that introduction of a-acetyl or of 4-dimethylamino group enhanced the antitumor activity as shown for 4-dimethylaminophenylacetylshikonin (T/C, 192%). It might be due to improvement of water solubility by dimethylamino group in the molecule.

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참고문헌 (16)

J. Med. Chem. B. Z. Ahn 38 1044 1995 10.1021/jm00006a025 Ahn, B. Z., Baik, K. U., Kweon, G. R., Lim, K. and Hwang, B. D., Acylshikonins; synthesis and inhibition of DNA topoisomerase-1.J. Med. Chem., 38, 1044-1047 (1995).

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Ahn, B. Z., Song, G. Y., Baik, G. U. and Sok, D. E., Cytotoxicity of acylshikonin analogues against L 1210 cells and antitumor activity in Sarcoma tumors.Cancer. Res., (submited to 1996).
10.2174/1381612802666220921173242 Ahn, B. Z. and Sok, D. E., Michael acceptors as a tool for anticancer drug design. Review inCurrent Pharmaceutical Design. Bentham Science Publishers (in press 1996).

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Nippon Yakurigaku Zasshi. M. Hayashi 73 177 1977 10.1254/fpj.73.177 Hayashi, M., Pharmacological studies on crude plant drugs, shikon and tooki (II). Shikonin and acetylshikonin.Nippon Yakurigaku Zasshi., 73, 177-191 (1977a).

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Nippon Yakurigaku Zasshi. M. Hayashi 73 193 1977 10.1254/fpj.73.193 Hayashi, M., Pharmacological studies on crude plant drugs, shikon and tooki (II). Shikonin and acetylshikonin.Nippon Yakurigaku Zasshi., 73, 193-203 (1977b).

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Yakhak Hoeji. H. Kim 34 262 1990 Kim, H. and Ahn, B. Z., Antitumor effect of acetylshikonin and synthetic naphthazarin derivatives on L1210 and S-180 cells.Yakhak Hoeji., 34, 262-266 (1990).

원문보기 상세보기
Shoyakugaku Zasshi. K. Kyogoku 27 31 1973 Kyogoku, K., Terayama, H., Tachi, Y., Suzuki, T. and komatsu, M., Comparison of contents, constituents, and antibacterial effects of fat soluble fraction between nanshikon and koshikon.Shoyakugaku Zasshi., 27, 31-36 (1973).
Experientia. National Cancer Institute USA 34 1499 1978 10.1007/BF01932375 National Cancer Institute USA; Cell culture technical procedures, 1972. Papageorgiou, V. P., Wound healing properties of naphthoquinone pigment fromAlkana tinctoria.Experientia., 34, 1499-1501 (1978).

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Planta Medica. V. P. Papageorgiou 35 56 1979 10.1055/s-0028-1097184 Papageorgiou, V. P., Winkler, A. M., Sagredos, A. N. M. and Digenis, G. A., Studies on the relationship of structure to antimicrobial properties of naphthoquinones and other constituents ofAlkana tinctoria.Planta Medica., 35, 56-60 (1979).

상세보기
J. Natl. Cancer Inst. L. V. Rubinstein 2 1113 1990 10.1093/jnci/82.13.1113 Rubinstein, L. V., Shoemaker, R. H., Paull, K. D., Simon, R. M., Tosini, S., Skehan, P., scudiero, D. S. A., Monks, A. and Boyd, M. R., Comparison ofin vitro anticancer drug screening data generated with a tetrazolium assay versus a protein assay against a divise panel of human cell lines.J. Natl. Cancer Inst., 2, 1113-1118 (1990).

상세보기
Chem. Pharm. Bull. U. Sankawa 25 932 1977 10.1248/cpb.25.2392 Sankawa, U., Ebizuka, Y., Miyazaki, T., Isomura, Y., Otsuka, H., Shibata, S., Inomato, M. and Fukuoka, F., Antitumor activity of shikonin and its deriatives.Chem. Pharm. Bull. 25, 932-2935 (1977).

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Chem. Pharm. Bull. U. Sankawa 29 116 1981 10.1248/cpb.29.116 Sankawa, U., Otsuka, H., Kataoka, Y., Hoshi, Y. A. and Kuretani, K., Antitumor activity of shikonin and their deriatives II.Chem. Pharm. Bull., 29, 116-122 (1981).

상세보기
Phytochemistry. Y. N. Shukla 10 1905 1971 10.1016/S0031-9422(00)86456-0 Shukla, Y. N., Tandon, J. S., Bhakuzi, D. S. and Dhar, M. M., Naphthoquinones ofArnebia nobilis.Phytochemistry., 10, 1905-1915 (1971).

상세보기
J. Natl. Cancer Inst. P. Skehan 82 1107 1990 10.1093/jnci/82.13.1107 Skehan, P., Storeng, R., Scudiero, D., Monk, A., McMahon, J., Vistica, D., Warren, J. T., Kenney, S. and Boyd, M. R., New colorimetric cytotoxicity assay for anticancer drug screening.J. Natl. Cancer Inst., 82, 1107-1112 (1990).

상세보기
Cancer. Chemother. Rep. P. S. Thayer 2 1 1971 Thayer, P. S., Himnelfarb, P. and Walt, G. L., Cytotoxicity assay with L1210 cellin vitro and KB cellsin vitro.Cancer. Chemother. Rep., 2, 1-25 (1971).
Mutation Research. L. Tikkanen 124 25 1983 10.1016/0165-1218(83)90182-9 Tikkanen, L., Matsushima, T., Natori, S. and Yoshihira, K., Mutagenicity of natural naphthoquinones and benzoquinones in theSalmonella microsome test.Mutation Research., 124, 25-34 (1983).

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