Aureolic Acid Group of Anti-tumour Antibiotics


SINCE 1953 several antibiotics of similar biological and physico-chemical properties have been described. These are aureolic acid1, aburamycin2, LA-7017 (ref. 3), M5-18903 (ref. 4), chromomycin5, antibiotic 2410 (ref. 6), NSC A-649 (ref. 7), olivomycin8, mithramycin9 and antibiotics 232, 3014, 7193, 11296 (ref. 10) and SK-229 (ref. 11). Two members of this group, olivomycin and chromomycin, were subjected to extensive chemical research which resulted in the isolation and structural elucidation of their components, olivomycins A, B, C, D (ref. 12) and chromomycins A2, A3, A4 (ref. 13). The other members of the group, however, have been only scantily investigated.

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  1. 1

    Grundy, W. E., Goldstein, A. W., Rickher, C. J., Hanes, M. E., Warren, H. B., and Sylvester, J. C., Antibiot. Chemother., 3, 1215 (1953); Philip, J. E., and Schenck, J. R., ibid., 1218.

  2. 2

    Nishimura, H., Kimura, T., Tawara, K., Sasaki, K., Nakajima, K., Shimaoka, N., Okamoto, S., Shimohira, M., and Isono, J., J. Antibiot. (Tokyo). Ser. A 10, 205 (1957).

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    Sensi, P., Greco, A. M., and Pagani, H., Antibiot. Chemother., 8, 241 (1958).

  4. 4

    Gale, R. M., Hoehn, M. M., and McCormick, M. H., Antibiot. Ann., 489 (1958).

  5. 5

    Shibata, M., Tanabe, K., Hamada, Y., Nakazawa, K., Miyake, A., Hitomi, M., Miyamoto, M., and Mizuno, K., J. Antibiot. (Tokyo), Ser. B 13, 1 (1960).

  6. 6

    Bringi, N. V., Bhatt, V. V., and Thirumalachar, M. J., Hind. Antibiot. Bull., 2, 120 (1960).

  7. 7

    Schmitz, H., Heinemann, B., Lein, J., and Hooper, I. R., Antibiot. Chemother., 10, 740 (1960).

  8. 8

    Gauze, G. F., Ukholina, R. S., and Sveshnikova, M. A., Antibiotiki, 7 (3), 34 (1962); Brazhnikova, M. G., Kruglyak, E. B., Kovsharova, I. N., Konstantinova, N. V., and Proshlyakova, V. V., ibid., 39.

  9. 9

    Rao, K. V., Cullen, W. P., and Sobin, B. A., Antibiot. Chemother., 12, 182 (1962).

  10. 10

    Ukholina, R. S., Kruglyak, E. B., Borisova, V. N., Kovsharova, I. N., and Proshlyakova, V. V., Mikrobiologia, 34, 147 (1965).

  11. 11

    Yoshida, T., Matsuura, S., Sunagawa, N., Suetomi, S., Kimura, Y., and Katagiri, K., Ann. Rep. Shionogi Res. Lab., 15, 212 (1965).

  12. 12

    Berlin, Yu. A., Esipov, S. E., Kolosov, M. N., and Shemyakin, M. M., Tetrahedron Lett., 1431, 1643 (1966); Bakhaeva, G. P., Berlin, Yu. A., Chuprunova, O. A., Kolosov, M. N., Peck, G. Yu., Piotrovich, L. A., Shemyakin, M. M., and Vasina, I. V., Chem. Commun., 10 (1967).

  13. 13

    Miyamoto, M., Kawamatsu, Y., Kawashima, K., Shinohara, M., Tanaka, K., Tatsuoka, S., and Nakanishi, K., Tetrahedron, 23, 421 (1967).

  14. 14

    Brazhnikova, M. G., Kruglyak, E. B., Mezentsev, A. S., and Fedorova, G. B., Antibiotiki, 9, 552 (1964); Berlin, Yu. A., Esipov, S. E., Kolosov, M. N., Shemyakin, M. M., and Brazhnikova, M. G., Tetrahedron Lett., 1323 (1964).

  15. 15

    Miyamoto, M., Morita, K., Kawamatsu, Y., Noguchi, S., Marumoto, R., Tanaka, K., Tatsuoka, S., Nakanishi, K., Nakadaira, Y., and Bhacca, N. S., Tetrahedron Lett., 2355 (1964).

  16. 16

    Brazhnikova, M. G., Kruglyak, E. B., and Mezentsev, A. S., Antimicrob. Agents Chemother., 119 (1966).

  17. 17

    Kruglyak, E. B., Borisova, V. N., and Brazhnikova, M. G., Antibiotiki, 8, 1064 (1963).

  18. 18

    Gauze, G. F., Maximova, T. S., Ukholina, R. S., Brazhnikova, M. G., and Kruglyak, E. B., Antibiotiki, 12 (12) (1967).

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