Ergot-peptide alkaloids

The recent isolation of the new alkaloid 18 might throw new light on the biogenesis of ergot peptide alkaloids. It differs from the postulated intermediate 67 only in that it has a D-proline configuration in the dioxopiperazine ring and is also very susceptible to methanolysis. After examination of the experimental conditions of isolation it was... 

HF Schran, HJ Schwarz, KC Talbot, LJ Loeffler. Specific radioimmunoassay of ergot peptide alkaloids in plasma. Clin Chem 25 1928, 1979. 

Van Mansvelt FJW, Greving JE, De Zeeuw RA (1978) Identification of ergot-peptide alkaloids, based on gas-liquid chromatography of the peptide moiety. J Chromatogr 151 113-120... 

Non-ribosomal Peptide Synthesis as Model for Ergot Peptide Alkaloid Assembly... 

Keller, U. (1985) Ergot peptide alkaloid synthesis in Claviceps purpurea. In Kleinkauf, H., von Dohren, H., Dornauer, H. and Nesemann, G. (eds.), Regulation of Secondary Metabolite Formation, VCH Verlagsgesellschaft, Weinheim, Germany, pp. 157-172. 

Beacco, E., Bianchi, M.L., Minghetti, A. and Spalla, C. (1978) Directed biosynthesis of analogues of ergot peptide alkaloids with Claviceps purpurea. Experientia, 34,1291— 1293. 

Crespi-Perellino, N., Malyszko, J., Ballabio, M., Gioia, B. and Minghetti, A. (1992) Directed biosynthesis of unnatural ergot peptide alkaloids. J. Nat. Prod., 55, 424-427. 

Kobel, H., Sanglier, J.-J., Tscherter, H. and Boilinger, G. (1982) Ergot peptide alkaloids, their preparation and pharmaceutical compositions containing them. GB pat. 2109... 

Losse, G. and Strobel, J. (1984) Improved synthetic routes to the cyclol system of ergot peptide alkaloids./. Pract. Cbem., 326, 765-778. 

Porter, J.K., Bacon, C.W., Plattner, R.D. and Arrendale, R.F. (1987) Ergot peptide alkaloid spectra of Claviceps-infected tall fescue, wheat and barley. ]. Agric. Food Chem.,... 

Many investigators have attempted to assess the role of lolines in fescue toxicity that is commonly seen in cattle fed high levels of endophyte-infected tall fescue (18, 20, 21, 34). The symptoms of fescue toxicity are similar to classical ergotism and consist of prolactin reduction, increased body temperature, reproductive problems and dry gangrene of the extremeties (hooves, tips of tail and ears) which is characteristic of vasoconstriction. The ergot-peptide alkaloids are also known constituents of endophyte-infected tall fescue (34). 

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