Formation of a Lysergic Acid Derivative during the Parasitic Development of a Strain of Claviceps paspali Stevens and Hall

Nature ◽  
1964 ◽  
Vol 202 (4929) ◽  
pp. 312-313 ◽  
Author(s):  
P. BIANCHI ◽  
E. B. CHAIN ◽  
P. G. MANTLE ◽  
A. TONOLO
Keyword(s):  
Acid Derivative ◽  
Lysergic Acid ◽  
Claviceps Paspali

Production of a new lysergic acid derivative in submerged culture by a strain of Claviceps paspali Stevens & Hall

1961 ◽  
Vol 155 (958) ◽  
pp. 26-54 ◽  
Keyword(s):  
Acid Derivative ◽  
Submerged Culture ◽  
Acid Amide ◽  
Transformation Products ◽  
Culture Conditions ◽  
Lysergic Acid ◽  
Morphological Properties ◽  
Isolation And Purification ◽  
High Yields ◽  
Claviceps Paspali

1. The production of a new lysergic acid derivative, identified as D-lysergic acid α -hydroxyethylamide, in submerged culture and in yields up to 1 mg/ml. and above, by a strain of Claviceps paspali Stevens & Hall is reported; this substance can be converted in high yields into D-lysergic acid amide. 2. The morphological properties of this strain under different culture conditions are examined and it is shown that it grows in a form resembling natural sclerotia. 3. The biochemical culture conditions for the production of the new lysergic acid derivative in shake flasks and in stirred fermenters, the course of the fermentation, the methods for the isolation and purification of the substance and its transformation products and some of its chemical and physical properties are described.

Production of lysergic acid derivatives with immobilized Claviceps paspali mycelium

1989 ◽  
Vol 32 (1) ◽  
pp. 5-10 ◽  
Author(s):  
Damjana Rozman ◽  
Elizabeta Pertot ◽  
Radovan Komel ◽  
Miro Prošek
Keyword(s):  
Lysergic Acid ◽  
Claviceps Paspali

Production of Lysergic Acid Derivatives by a Strain of Claviceps paspali Stevens and Hall in Submerged Culture

Nature ◽  
1960 ◽  
Vol 187 (4733) ◽  
pp. 238-239 ◽  
Author(s):  
F. ARCAMONE ◽  
C. BONINO ◽  
E. B. CHAIN ◽  
A. FERRETTI ◽  
P. PENNELLA ◽  
...  
Keyword(s):  
Submerged Culture ◽  
Lysergic Acid ◽  
Claviceps Paspali

Radioimmunoassay of Lysergic Acid Derivatives from Claviceps paspali Fermentation Cultures

Planta Medica ◽  
1982 ◽  
Vol 45 (07) ◽  
pp. 161-161
Author(s):  
T. Lehtola ◽  
A. Huhtikangas ◽  
J. Lundell ◽  
T. Vallanen
Keyword(s):  
Lysergic Acid ◽  
Claviceps Paspali

scholarly journals Cleaving Ergot Alkaloids by Hydrazinolysis—A Promising Approach for a Sum Parameter Screening Method

Toxins ◽  
2021 ◽  
Vol 13 (5) ◽  
pp. 342
Author(s):  
Maximilian Kuner ◽  
Susanne Kühn ◽  
Hajo Haase ◽  
Klas Meyer ◽  
Matthias Koch
Keyword(s):  
Acid Derivative ◽  
Ergot Alkaloid ◽  
Reaction Rate ◽  
Model Compound ◽  
Screening Method ◽  
Ergot Alkaloids ◽  
Reaction Times ◽  
Lysergic Acid ◽  
Ammonium Iodide ◽  
Food And Feed

Ergot alkaloids are mycotoxins formed by fungi of the Claviceps genus, which are some of the most common contaminants of food and feed worldwide. These toxins are a structurally heterogeneous group of compounds, sharing an ergoline backbone. Six structures and their corresponding stereoisomers are typically quantified by either HPLC-FLD or HPLC-MS/MS and the values subsequently summed up to determine the total ergot alkaloid content. For the development of a screening method targeting all ergot alkaloids simultaneously, the alkaloids need to be transferred to one homogeneous structure: a lysergic acid derivative. In this study, two promising cleaving methods—acidic esterification and hydrazinolysis—are compared, using dihydroergocristine as a model compound. While the acidic esterification proved to be unsuitable, due to long reaction times and oxidation sensitivity, hydrazinolysis reached a quantitative yield in 40‒60 min. Parallel workup of several samples is possible. An increasing effect on the reaction rate by the addition of ammonium iodide was demonstrated. Application of hydrazinolysis to a major ergot alkaloid mix solution showed that all ergopeptines were cleaved, but ergometrine/-inine was barely affected. Still, hydrazinolysis is a suitable tool for the development of a sum parameter screening method for ergot alkaloids in food and feed.

scholarly journals Über die Herkunft der Seitenkette im d-Lysergsäure-methylcarbinolamid

1968 ◽  
Vol 23 (2) ◽  
pp. 177-180 ◽  
Author(s):  
D. Gröger ◽  
D. Erge ◽  
H. G. Floss
Keyword(s):  
Aspartic Acid ◽  
Related Compound ◽  
High Efficiency ◽  
Lysergic Acid ◽  
Incorporation Rate ◽  
Side Chain ◽  
Short Term ◽  
Claviceps Paspali

Using a strain of Claviceps paspali Mar 488 it has been shown that alanine-2-C14 is incorporated with high efficiency in the carbinol amide moiety of D-Lysergic acid-α-hydroxyethylamide=II. After feeding of ᴅʟ-alanine-15N, DL-aspartic acid-15N and ʟ-glutamine-CO-15NH2 the highest specific incorporation rate was observed with DL-alanine-15N. Short term experiments with ᴅ,ʟ-alanine-15N revealed, that the greater part of the 15N-excess is localized in the N-atom of the side-chain of II. The carbinolamide moiety of the isolated alkaloid arises probably from alanine or a closely related compound.

Metabolic changes in a conidia-induced Claviceps paspali strain during submerged fermentation

1987 ◽  
Vol 33 (7) ◽  
pp. 602-606 ◽  
Author(s):  
V. Gaberc-Porekar ◽  
H. Sočič ◽  
E. Pertot ◽  
S. Miličić
Keyword(s):  
Nutrient Uptake ◽  
Mutant Strain ◽  
Submerged Fermentation ◽  
Parent Strain ◽  
Lysergic Acid ◽  
Mutagenic Treatment ◽  
Γ Irradiation ◽  
Metabolic Pattern ◽  
Metabolic Activities ◽  
Claviceps Paspali

Chemical changes in the mycelium of the conidial Claviceps paspali mutant strain, isolated after γ irradiation, were followed during the course of submerged fermentation and compared with the mycelial parent strain; both strains are capable of producing simple lysergic acid derivatives. The syntheses of lipids, carbohydrates, phosphates, nucleic acids, proteins, and alkaloids, as well as nutrient uptake, were determined. It was found that conidiation induced by mutagenic treatment was accompanied by a set of changes in the metabolic pattern. In the conidial mutant, the primary and secondary metabolic activities were repressed and the protein to nonprotein compound ratio of the cells was changed in favour of protein compounds.

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