Abstract
Streptomyces flaveolus, strain Tü 1240 produces besides Tirandamycin A, a hitherto unknown antibiotic, which is closely related to Tirandamycin A. The new antibiotic Tirandamycin B contains one additional hydroxylgroup. Both antibiotics exhibit a similar antimicrobial spectrum and they seem to have the same mechanism of action. According to the data obtained from mass spectrometry, 13C-and 1H-NMR spectra formula II could be deduced for Tirandamycin B.
Zusammenfassung
Ein Stamm von Streptomyces flaveolus, Tü 1240, bildet neben dem schon länger bekannten Tirandamycin A das Tirandamycin B, das sich durch eine zusätzliche Hydroxylgruppe von A unterscheidet. Beide Antibiotica besitzen ein ähnliches Wirkungsspektrum und offensichtlich gleichen Wirkunsmechanismus. Anhand der Daten aus der Massenspektrometric, der 13C-und 1H-NMR-Spektren läßt sich dem Tirandamycin B die Formel II zuordnen.
Similar content being viewed by others
Literatur
De Boer, C., Dietz, A., Silver, W. S., Savage, G. M.: Streptolydigin, a new antimicrobial antibiotic. I. Biologic studies of streptolydigin. Antibiotics Annual 1955/1956, pp. 886–892. New York: Medical Encyclopedia 1956
Cornelius, V. (Koninklijke Nederlandse Gist- & Spiritusfabriek N.V.): Antibiotic MYC 8003. Ger. Offen. 2, 140, 674, Chem. Abstr. 77, 32742 (1972)
Davis, B. D., Mingioli, E. S.: Mutants of Escherichia coli requiring methionine or vitamin B12. J. Bact. 60, 17–28 (1950)
Fuchs, E., Millette, R. L., Zillig, W., Walter, G.: Influence of salts on RNA synthesis by DNA-dependent-RNA-polymerase from Escherichia coli. Eur. J. Biochem. 3, 183–193 (1967)
Heil, A., Zillig, W.: Reconstitution of bacterial DNA-dependent RNA polymerase from isolated subunits as a tool for the elucidation of the role of the subunits in transcription. FEBS Letters 11, 165–168 (1970)
Hütter, R.: Systematik der Streptomyceten. Bibl. Microbiol., Bd. 6. Basel: Karger 1967
Johansson, K. R.: Proc. Ist Internat. Conf. Antibiot. Agric., Publ. 397, N.A.S. & N.R.C., Washington, D.C. (1956)
Lev, M., Briggs, C. A. E., Coates, M. E.: The gut flora of the chick. 3. Differences in caecal flora between “infected”, “uninfected” and penicillin-fed chicks. Brit. J. Nutr. 11, 364 (1957)
MacKellar, F. A., Grostic, M. F., Olson, E. C., Wnuk, R. J., Branfman, A. R., Rinehart, K. L., Jr.: Tirandamycin. I. Structure assignment. J. Amer. chem. Soc. 93, 4943–4945 (1971)
di Mauro, E., Snyder, L., Marino, P., Lamberti, A., Coppo, A., Tocchini-Valentini, G. P.: Rifampicin sensitivity of the components of DNA-dependent RNA polymerase. Nature (Lond.) 222, 533–537 (1969)
Meyer, C. E.: Tirandamycin, a new antibiotic. Isolation and characterization. J. Antibiot. 24, 558–560 (1971)
Powell, L. W., Coates, M. E., Fuller, R., Harrison, G. F., Jayne-Williams, D. J.: The role of Clostridium perfringens in the growth response of chicks to dietary penicillin. J. appl. Bact. 37, 427–435 (1974)
Reusser, F.: Streptolydigin, an inhibitor of oxydative phosphorylation in rat liver mitochondria. J. Bact. 100, 1335–1341 (1969)
Reusser, F.: Tirandamycin: Inhibition of ribonucleic acid polymerase. Infect. Immun. 2, 77–81 (1970a)
Reusser, F.: Tirandamycin: Inhibition of oxydative phosphorylation in rat liver mitochondria. Infect. Immun. 2, 82–88 (1970b)
Robinson, K. L.: Uses of antibiotics in feeds. The value of antibiotics for growth of pigs. In: Antibiotics in agriculture (M. Woodbine, eds.), pp. 185–202. London: Butterworths 1962
Schlolaut, W., Lange, K.: Der Einfluß von Flavomycin auf die Mast- und Schlachtleistung von Jungmastkaninchen. Arch. Geflügelk. 2, 69–71 (1973)
Siddhikol, C., Erbstoeszer, J. W., Weisblum, B.: Mode of action of streptolydigin. J. Bact. 99, 151–155 (1969)
Sippel, A., Hartmann, G.: Mode of action of rifamycin on the RNA-polymerase reaction. Biochim. biophys. Acta (Amst.) 157, 218–219 (1968)
Uchida, K., Zähner, H.: Metabolic products of microorganisms 137. Rinamycin, a new inhibitor of RNA synthesis. J. Antibiot. 28, 185–193 (1975)
Umezawa, H., Mizuno, S., Yamasaki, H., Nitta, K.: Inhibition of DNA-dependent RNA synthesis by rifamycins. J. Antibiot. (Tokyo) Ser. A 21, 234–236 (1968)
Wehrli, W., Knüsel, F., Schmid, K., Staehlin, M.: Interaction of rifamycin with bacterial RNA polymerase. Proc. nat. Acad. Sci. (Wash.) 61, 667–673 (1968)
Zillig, W., Fuchs, E., Millette, R. L.: DNA-dependent RNA-polymerase. In: Procedures in nucleic acid research (G. L. Cantoni, D. R. Davies, eds.), pp. 323–339. London-New York-Evanston: Harper & Row 1966
Author information
Authors and Affiliations
Additional information
157. Mitteilung: H. Diddens, H. Zähner, E. Kraas, W. Göhring, G. Jung: On the transport of two tripeptide antibiotics in bacteria. Europ. J. Biochem. (in press)
Rights and permissions
About this article
Cite this article
Hagenmaier, H., Jaschke, K.H., Santo, L. et al. Stoffwechselprodukte von Mikroorganismen. Arch. Microbiol. 109, 65–74 (1976). https://doi.org/10.1007/BF00425114
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00425114