Conclusions
The hypothesis was expressed that the biosynthesis of griseofulvin, citromycetin, fulvic acid, fusarubin, rubrofusarin and similar substances does not take place via condensation of the linear chain, but from two shorter chains formed by condensation of four and three acetate units. The reactions which take place at the level of these chains (or of incomplete structures — methylation, reduction, with possible subsequent dehydration or simply enolization) determine the direction of subsequent condensation to such an extent that the structure of the end products differs.
Abstract
Была высказана гипотеза, что биосинтез гризеофульвине, цитромицетина, фульвиновой кислоты, фусаeубине, руброфусарина и родствеооых им вешеств протекаеР не путем конденсации линейнон цепочки, а из двух более коротких цепочек, которые возникают конденсацией 4 и 3 ацетатных единп. реакции, осушествляющиеся на уровне этих цапочек (илн прнмежувочных структур) метиляция, редукция, и, возможно, последующая дегидратация или только эноэизация— определяют направление дальнeйшeй кондeнсации в такой стeпeни, что конeчныe продуктыотдичаются своeй структурой.
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References
Bentley, R., Keil, J. G.: The role of acetate and malonate in the biosynthesis of penicillic acid. Proc. chem. Soc. 111, 1961.
Birch, A. J.:Biosynthetic relations of some natural phenolic and enolic compounds. Fortschritte der Chemie organischer Naturstoffe, v. 14, p. 186, Springer Verlag, Wien 1957.
Birch, A. J., Massy-Westropp, R. A., Moye, C. J.:Studies in relation to biosynthesis. VII. 2-hydroxy-6-methylbenzoic acid in Penicillium griseofulvum Dierck. Aust. J. Chem. 8: 539, 1955.
Birch, A. J., English, R. J., Massy-Westropp, R. A., Slaytor, M., Smith, H.:Studies in relation to biosynthesis.Part XIV.The origin of the nuclear methyl groups in mycophenolic acid. J. chem. Soc. 365, 1958a.
Birch, A. J., Fitton, P., Pride, E., Ryan, A. J., Smith, H., Whalley, W. B.:Studies in relation to biosynthesis. Part XVII. Sclerotiorin, citrinin and citromycetin. J. chem. Soc. 4. 576, 1958b.
Birch, A. J., Massy-Westropp, R. A., Rickards, R. W., Smith, H.:Studies in relation to biosynthesis. Part XIII. Griseofulvin J. chem. Soc. 360, 1958c.
Bu’Lock, J. D., Smalley, H. M.:Biosynthesis of aromatic substances from acetyl- and malonyl-coenzyme A. Proc. chem. Soc. 209, 1961.
Ehrenswärd, G., Gatenbeck, S.:Die metabolische Herkunft polyzyklischer Chinone. XVII. Int. Kongress für reine und angewandte Chemie, v. 2, p. 99, Verlag Chemie, Weinheim 1960.
Gatenbeck, S., Mosbach, K.:Acetate carboxyl oxygen (18O)as donor for phenolic hydroxy groups of orsellinic acid produced by fungi. Acta chem. Scand. 13: 1561, 1959.
Lynen, F., Tada, M.:Die biochemischen Grundlagen der “Polyacetat-Regel”. Angew. Chem. 73: 513, 1961.
Oxford, A. E., Raistrick, H., Simonart, P.:Studies in the biochemistry of microorganisms. XLIV.Fulvie acid, a new crystalline yellow pigment, a metabolic product of P. griseofulvum Dierckx, P. flexuosum Dalle and P. brefeldianum Dodge. Biochem. J. 29: 1102, 1935.
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Vaněk, Z., Souček, M. Factors determining the biosynthesis of griseofulvin and similar substances. Folia Microbiol 7, 262–265 (1962). https://doi.org/10.1007/BF02930776
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DOI: https://doi.org/10.1007/BF02930776