Summary
The results of the acid degradation of aureolic acid and of the products of its benzoylation and oxidation have shown that this antibiotic has the structure (I).
Similar content being viewed by others
Literature cited
Yu. A. Berlin, O. A. Kiseleva, M. N. Kolosov, V. D. Kuznetsov, E. I. Lupach, I. V. Severtsova, G. M. Smirnova, V. S. Soifer, and I. V. Yartseva, Khim. Prirodn. Soedin., 537 (1972).
Yu. A. Berlin, I. V. Vasina, M. N. Kolosov, G. Yu. Pek, L. A. Piotrovich, and O. A. Chuprunova, Khim. Prirodn. Soedin., 304 (1969).
Yu. A. Berlin, S. E. Esipov, and M. N. Kolosov, Khim. Prirodn. Soedin., 567 (1969).
H. Zimmer, D. C. Lankin, and S. W. Horgan, Chem. Revs.,71, 229 (1971).
Yu. A. Berlin, M. N. Kolosov, and L. A. Piotrovich, Khim. Prirodn. Soedin.,8, 519, 526 (1972).
M. Miyamoto, Y. Kawamatsu, K. Kawashima, M. Shinohara, K. Tanaka, and S. Tatsuoka, Tetrahedron,23, 421 (1967).
J. C. Brimacombe and D. Portsmouth, Chem. Ind. (London), 468 (1965).
Yu. A. Berlin, S. E. Esipov, M. N. Kolosov, and O. A. Chuprunova, Khim. Prirodn. Soedin., 561 (1969).
Yu. A. Berlin, S. E. Esipov, O. A. Kiseleva, and M. N. Kolosov, Khim. Prirodn. Soedin., 331 (1967).
P. P. Singh, Can. J. Chem.,44, 1994 (1966).
M. Miyamoto, K. Morita, Y. Kawamatsu, S. Noguchi, R. Marumoto, M. Sasai, A. Nohara, Y. Nakadaira, Y. Y. Lin, and K. Nakanishi, Tetrahedron,22, 2761 (1966).
R. W. Oliver and R. M. Rashman, J. Chem. Soc., Ser. B, 341 (1971); R. T. Aplin and W. T. Pike, Chem. Ind. (London), 2009 (1966).
Yu. A. Berlin, S. E. Esipov, M. N. Kolosov, and V. A. Krivoruchko, Khim. Prirodn. Soedin., 405 (1967).
Additional information
M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 542–552, July–August, 1972.
Rights and permissions
About this article
Cite this article
Berlin, Y.A., Boldyreva, E.F., Kolosov, M.N. et al. Olivomycin and related antibiotics XXIX. The structure of aureolic acid. Chem Nat Compd 8, 529–537 (1972). https://doi.org/10.1007/BF00563687
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00563687